Discover Affordable Lodgings in Highland Park, IL

2-Acre Highland Park Retreat with Heated Pool ~ 5*
House
2707 Mavor Lane, Highland Park, IL, IL 60035, USA

2-Acre Highland Park Retreat with Heated Pool ~ 5* is located in Highland Park, just 17 miles from Six Flags Great America and 19 miles from Loyola University Chicago. This property offers access to a balcony and free private parking. The pool features a fence and pool views. With free Wifi, this 6-bedroom vacation home offers a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Featuring air conditioning, this unit has a dressing room and a fireplace. The property has an outdoor dining area. Guests can relax in the garden at the property. Wrigley Field is 24 miles from the vacation home, while Lincoln Park Zoo is 26 miles from the property. Chicago O'Hare International Airport is 20 miles away.

Guest Reviews:

- "Ideal place to gather family from around the county to celebrate together." - "10/10, would absolutely stay here again and recommend this place to others" - "Wonderful Home, Close to Everything" - "My family had a wonderful time and loved all the greetings with informational notes. Thank you"

Stunning & Stylish Downtown Studio - Highland Park
Apartment
Highland Park, Illinois, USA

Experience the charm of downtown Highland Park, IL, in our newly-remodeled, stylish studio apartment steps from the Metra train! Our space boasts a modern design with two large skylights for natural light and unparalleled comfort. Discover local shops, eateries, and galleries, enjoy nearby shorelines and beaches, then retreat to this luxurious yet cozy home-away-from-home. Start your Highland Park adventure today!

Guest Reviews:

- "Everything was as described. Parking is secure. Location is quiet, inside a nice neighborhood " - "Complete with stove from the 1970s. But it's very clean so I was comfortable for the most part. The area is also convenient. I would return if ever back in the area."

Luxury Suite at Private Beach North Shore Residence
House
110 Lakewood Place, IL, IL 60035, USA

Luxury Suite at Private Beach North Shore Residence is located in Highland Park, just a 10-minute walk from Rosewood Beach and 14 miles from Loyola University Chicago. This property offers access to a terrace, free private parking, and free Wifi. Outdoor seating is also available at the guest house. Towels and bed linen are offered in the guest house. The accommodation offers an air conditioning, a heating, and a private bathroom. Luxury Suite at Private Beach North Shore Residence has a garden to relax in after a busy day, along with a private beach area. Wrigley Field is 17 miles from the accommodation, while Six Flags Great America is 20 miles from the property. The nearest airport is Chicago O'Hare International Airport, 21 miles from Luxury Suite at Private Beach North Shore Residence.

Guest Reviews:

- "amazing place and very relaxing" - "Will recommend to others."

The Sunset Manor - Luxe Mansion for Serene retreat
House
Highland Park, Illinois, USA

Welcome to Sunset Manor, a luxurious 6-bedroom, 4.5-bathroom residence where elegance and comfort come together to create unforgettable memories. Located in the prestigious Northshore neighborhood of Highland Park, this sophisticated retreat is perfect for families or groups, offering modern amenities, stylish details, and a peaceful escape. Relax in the hot tub, entertain in the beautifully designed spaces, or explore nearby landmarks, including the iconic gates of Michael Jordan’s neighborhood estate. Sunset Manor is the perfect backdrop for your next getaway.
The chic design and extensive amenities are sure to impress.

★ HIGHLIGHTS ★
✔ 6 Cozy Bedrooms
✔ Multiple Living Areas
✔ Play room for Kids
✔ Full Kitchen & Dining Area
✔ Full Bar Area
✔ Theater room & Game area
✔ Hot Tub
✔ High speed Wi-Fi
✔ Free Driveway parking
✔ Pack-N-Play & Highchair Provided

The Space:
Welcome to your dream vacation rental! This exceptional home offers the ultimate blend of relaxation and entertainment, making it the perfect choice for families and groups.

Spacious Living Room: As you enter, you’ll be greeted by a beautifully designed living room featuring high ceilings, a contemporary art wall, and a large TV. It’s the perfect space to unwind and feel at home.

Family-Friendly Kitchen and Dining: On the same level, enjoy a modern, fully-equipped kitchen with a cozy breakfast nook and an adjacent dining room—ideal for family meals and gatherings.

Fun Playroom for Kids: Our home is perfect for families, with a dedicated playroom designed to entertain younger children. It includes an indoor play set, pretend kitchen, TV, and comfy furniture, ensuring hours of fun and engagement.

Bar & Entertainment Area: Just a few steps up, you’ll find a sophisticated full bar area complete with plush seating and a foosball table. It’s the ultimate space for adults to relax, enjoy drinks, and have lively conversations. We have a TV at bar area to watch sports.

Home Theater and Game Room: Descend to the basement where a luxurious theater room awaits. Enjoy your favorite movies on a cozy sectional, and challenge friends to a game of pool. For fitness enthusiasts, there’s also workout equipment available.

Perfect for Relaxation and Fun: This home is designed with comfort and entertainment in mind, making it an ideal choice for a memorable family vacation, a group getaway, or a relaxing retreat. Book now to enjoy a stay in this top-rated vacation rental!

Stunning Kitchen & Elegant Dining Areas: Perfect for Culinary Creations and Entertaining
This beautifully decorated kitchen is the heart of the home, featuring spacious countertops, ample cabinetry, and modern appliances that make cooking both easy and enjoyable. The breakfast nook and dining table offer plenty of seating for the whole family. Enjoy the convenience of a local coffee station, perfect for savoring the best brews.
✔ Eat at the Kitchen with breakfast nook
✔ Coffee Machine
✔ Hot water Kettle, Microwave, Toaster & Blender
✔ Stainless Steel Appliances
✔ Dining room with Seating for 8
✔ Cooking & Dining Essentials

Tranquil Bedrooms & Serene Bathrooms: Your Private Retreat Awaits
♛ Bedroom 1 (Master Bedroom)
✔ King Size Bed with Nightstands
✔ Memory Foam Mattress
✔ Accent Chairs to Relax
✔ Closets for Storage
✔ Standing Mirror

♛ Bedroom 2
✔Queen Size Bed with Nightstands
✔ Closet for Storage

♛ Bedroom 3
✔ 2 Bunk beds (Sleeps 4) with a Nightstand
✔ Closet for Storage

♛ Bedroom 4
✔ Twin Size Beds (Two) with Nightstands
✔ Closets for Storage

♛ Bedroom 5
✔ Full Bed with Night stand
✔ Closet

♛ Bedroom 6
✔ Full Bed with Night stand
✔ Closet

🛏Additional Sleeping
✔ Pack-N-Play Provided

🛁Master Bathroom
✔ Stand Up Shower
✔ Soak in Tub
✔ Toilet & Floating Double Vanity
✔ Soap & Shampoo

🛁Bathroom 2
✔ Shower Tub
✔ Toilet & Vanity
✔ Soap & Shampoo

🛁Bathroom 3
✔ Stand Up Shower
✔ Toilet & Floating Vanity
✔ Soap & Shampoo

🛁Bathroom 4
✔ Stand Up Shower & Steam
✔ Toilet & Floating Vanity
✔ Soap & Shampoo

Powder Room
✔ Toilet & Floating Vanity

IDEAL FOR FAMILIES:
✔ Quiet Neighborhood
✔ Large Yard
✔ Pack-N-Play
✔ Highchair
✔ Games for Kids & Reading Material

Prime Location with Exceptional Connectivity:
Nestled in a highly walkable neighborhood, this property is adjacent to Sleepy Hollow Park, offering scenic walking paths. Just minutes away is Danny Cunniff Park, featuring a range of sports and recreational activities, including the Centennial Ice Arena. The Fort Sheridan Metra Station, a quick 6-minute drive, ensures easy access to downtown Chicago and beyond. Additionally, enjoy convenient drives to Naval Station Great Lakes (19 minutes), Ravinia Festival (16 minutes), Chicago Botanic Garden (11 minutes), and Rosewood Beach (13 minutes).
(distances in time are calculated considering travel by car)

Guest Access:
Guests have access to the entire home, with the exception of a locked supply closet & storage room.

Other things to note:
No events or parties are allowed.
Sometimes we might require a security deposit and/or proof of ID to validate the guest name and age to protect both host & the guest.

Amenities:

Hot Tub • Balcony/Terrace • Laundry • Security/Safety • Bedding/Linens • Air Conditioner • Wellness Facilities • Internet • Kitchen • Child Friendly • Fireplace/Heating • Tv

Modern Luxe Home w/Gameroom and Electric Fireplace
House
Highland Park, Illinois, USA

Welcome to our sophisticated ranch-style home, nestled in the serene Chicago’s north shore neighborhood of Highland Park. This carefully curated residence offers a peaceful retreat in a walkable neighborhood with convenient access to dining, Trails to Lake Michigan, Metra to downtown Chicago and many more.

Step inside and discover an oasis of elegance and comfort. The interior boasts tasteful decor, comfortable furnishings, and modern amenities, creating a haven of relaxation and style. Whether you're savoring a cup of coffee on the private patio or venturing out to explore the area, this home provides the perfect backdrop for a memorable vacation experience.

ABOUT THE SPACE
★ HIGHLIGHTS ★
✔ 4 Cozy Bedrooms: 5 Beds, 3 Full Bathrooms plus 2 Fultons
✔ 2 Living rooms with TV’s
✔ Renovated space
✔ Open concept Living area, Stocked Kitchen & Dining
✔ High speed Wi-Fi
✔ Free Driveway parking
✔ Pack-N-Play & Highchair Provided

ENTERTAINING LIVING ROOM
Relax and watch your favorite show or movie with our 55° Smart TV, laugh and compete with our collection of board games, challenge each other with a puzzle, take a moment to browse our books and magazines, but most importantly, create everlasting memories with your friends and family in this beautiful home.
✔ 55 inch Smart TV - Includes apps like Netflix, Prime, etc in Living room & Family room
✔ Cozy Fulton, Sofas & Lounge Chairs in Living & Family room with electric fireplace
✔ Coffee Table
✔ Office Desk
✔ Games, Reading Material
✔ Game area with Table Tennis, Air Hockey, Indoor Basketball

STOCKED KITCHEN & DINING
Spacious countertops, ample cabinetry, and modern cooking appliances make for an easy and creative time in the center of this home. There is plenty of seating for the whole family featured at the breakfast nook and the dining table. Take advantage of the local coffee station, boasting the best brews. Enjoy your favorite wine served chilled using a wine chiller.
✔ Eat at the Kitchen Island, seating for 4
✔ Coffee Machine
✔ Hot water Kettle, Microwave, Toaster & Blender
✔ Wine Chiller
✔ Stainless Steel Appliances
✔ Dining Table with Seating for 6
✔ Cooking & Dining Essentials

RELAXING BEDROOMS & BATHROOMS
🛏Bedroom 1 (Master Bedroom)
✔ King Size Bed with Nightstands
✔ Memory Foam Mattress
✔ Closets for Storage
✔ Standing Mirror

🛏Bedroom 2
✔Queen Size Bed with Nightstands
✔ Office Desk & Chair
✔ Closet for Storage

🛏Bedroom 3
✔ Double size Bed with Nightstands
✔ Closet for Storage

🛏Bedroom 4
✔ Twin Size Beds (Two) with Nightstands
✔ Closets for Storage

🛁Master Bathroom
✔ Stand Up Shower
✔ Toilet & Floating Vanity
✔ Soap & Shampoo

🛁Bathroom 2
✔ Shower Tub
✔ Toilet & Floating Vanity
✔ Soap & Shampoo

🛁Bathroom 3
✔ Stand Up Shower
✔ Toilet & Vanity
✔ Soap & Shampoo

IDEAL FOR FAMILIES
✔ Quiet Neighborhood
✔ Large Yard
✔ Pack-N-Play
✔ Highchair
✔ Games for Kids & Reading Material

ABOUT AREA
Neighborhood is highly walk friendly with Fort Sheridan Trails leading to Lake Michigan. Few minutes away from Highwood Downtown with Great Places to Eat & Entertain. Metra Station a Block away which goes to Downtown Chicago and Surrounding Areas with great Connectivity. 15 Minutes drive to Naval Station Great Lakes. 14 Minutes drive to Ravinia Festival. 11 Minutes drive to Chicago Botanic Garden. 13 Minutes drive to Rosewood Beach.

Guest Access
Guests have access to the entire home, with the exception of a locked supply closet & storage room.

Other things to note
No events or parties are allowed.
Sometimes we might require a security deposit and/or proof of ID to validate the guest name and age to protect both host & the guest.

Guest Reviews:

- "In town for a surprise birthday party for our brother, siblings stayed here and the house worked well for our group." - "The pictures were nice but the house did not align with the pictures. The exterior was filled with cobwebs, there was no mulch around the landscaping, and the exterior lights did not work. The entry lights (inside the house) also did not work. The towels had been folded up wet and smelled musty. Pillow cases were also wet. The lights in the basement laundry room didn't work so had to use cell phone to see. A partial roll of toilet paper was left in a bathroom with what appeared like blood or feces on it and there was what appeared to be pet urine on the corner of the bed skirts. Sheets also did not fit the bed size so popped off the mattress. The manager was prompt to respond and attempted to send new sheets, towels and toilet paper. However, the products were delivered to the wrong address. I asked to be let out of the stay and my request was denied. "

Serene Retreat Awaits You!
House
Highland Park, Illinois, USA

Set in the midst of an affluent neighborhood, this spacious and sunny four bedroom retreat offers all the comforts of a home away from home. With it's perfect location close to Lake Michigan, Chicago Botanical Garden, Ravinia, Naval Base, and Six Flags Great America to name a few, our family home is within reach to Chicago as well. If you feel very adventurous, just leave your car in garage, pick up a bike and ride the Lake Shore Bike trail all the way to downtown Chicago, enjoying the beautiful scenery. If you feel less adventures but still would like to enjoy beautiful scenery, you can do it by taking a train. Metra can get you downtown Chicago in less than 45 min. and the stop is within walking distance.

Guest Reviews:

- "Great for proximity to Highland Park activities. Our friends live less than 10 minutes from the property and it is close to downtown HP and train into the city. There were 2 couples and one single and plenty of room for all. Property was clean and spacious. Would stay again." - "The twin beds need new mattresses. Other than that, very comfortable weekend for the family." - "Particularly appreciated for this 7-night stay were the hosts' gracious manner, informative messages, and prompt response to questions. The home's highlights include its large dining room table, comfortable lower-level family room w/ large screen TV, spacious laundry room, and 2-car garage. The home's location is quiet yet provides quick access to major transportation routes. Overall, the home is well-appointed, welcoming, and comfortable. Would rent again."

Chic Studio - In Downtown Highland Park, by Metra
Apartment
Highland Park, Illinois, USA

Welcome to our beautiful and elegant studio apartment located in the heart of downtown Highland Park. Our space is perfect for couples, concert-goers, and families of two who want to explore the area and enjoy all the creature comforts of a clean, modern space. Our apartment features a soft and comfortable queen bed, and even though this apartment does not have a window, it does have ceiling skylight window that brings in plenty of natural light, and a very clean bathroom stocked with all the essentials.

Our building is conveniently located near many attractions, including the famous Ravinia Festival, a beautiful outdoor music venue that hosts world-class performers. You can also explore the beautiful shores of Lake Michigan, just a short drive away, where you can enjoy swimming, sunbathing, and scenic views.

If you're looking to explore the area, the nearby Metra station provides easy access to downtown Chicago and all its famous landmarks. Additionally, our location is close enough to the Great Lakes Naval Station for easy access, yet far enough away to avoid any noise or traffic disruptions.

When you're not out exploring, our studio apartment provides a relaxing oasis. You can unwind on our comfortable furniture, catch up on your favorite shows with our smart TV, or take advantage of the free Wi-Fi. Our fully stocked kitchen has everything you need to prepare meals, and we also provide coffee and tea to help you start your day off right.

Book your stay at our beautiful Highland Park studio apartment today and enjoy a comfortable and convenient experience.

Guest Reviews:

- "Excellent location. Well kept." - "Great little place for us to stay and enjoy our time in quaint Highland Park. So EASY to walk everywhere. Catch the train and it’s easy access to the other suburbs or the City. We enjoyed our time very much." - "Overall my husband and I were happy with the studio apt. Communication with the host was easy and the place was clean and had all the amenities we needed during our stay. The place was centrally located with easy access to shops/restaurants as well as the Metra system to take us into Chicago. The one drawback is that there are no windows but the skylight adds enough natural light to the space and we were there to sightsee and not stay for extended periods in the apartment."

Modern Luxe home w\/Gameroom and Electric Fireplace
House
Highland Park, Illinois, USA

Have fun with the whole family at this stylish place. Enjoy the game room equipped with everything you need to have a memorable night! Pool table, ping pong table, and more board games!

This beautifully renovated home has 4 spacious bedrooms, 3 baths, family room, dining room, electric fire place, updated kitchen, and lovely patio.

Get to downtown Chicago in 40 min via the Metra or car. The metra station is minutes away walking distance!

Our charming & relaxing home is modern and has a finished basement equipped with a pool table in the basement, with a foldable ping pong table and 55inch TV that makes it perfect for kids to lounge and have fun. All parts of the house is perfect to lounge and relax in, the space is well decorated with a large open space concept in the dining room and fireplace with a family room.

Equipped with high speed wifi, large 65 inch Roku Smart flat-screen TV (made easy for streaming Netflix, Amazon Prime, Hulu, Disney Plus, etc), heating, AC, washer & dryer plus 1-car garage parking with space for 4 cars to be parked on driveway.

We also have a fully stocked kitchen with blender, coffee, toaster, refrigerator, oven, stove, and dishwasher. All new appliances.

The master bedroom has a luxurious king bed and there are blinds in every room.

The 2nd bedroom has a queen bed, blinds, and a workspace.

The 3rd bedroom includes a queen bed and blinds
The fourth bedroom has two twin beds perfect for kids.

All of our bedrooms have the softest memory foam mattresses and fluffiest pillows that makes sleeping its own sanctuary!

-- Pool table in the house is currently unavailable temporarily, we are working on restoring it and will be back available in near future. The upside for that is you now have more space to entertain your guests that can be used for variety of options.

Additional rules
Note : The ONLY outdoor areas of the property is being monitored by cameras. The cameras or wi-fi should always be connected, if lost our connection we require your support to connect them back again. Any violations are subject to fine. This is in place for the safety of our guests and property. We require a refundable security deposit during the check-in process.

Guest Reviews:

- "Host was super helpful & insightful to our needs. Our leadership team stayed together for our first time to do some team building. House provided plenty of sleeping spaces, great "separate" spaces and great common spaces. The accommodation worked incredibly great for our group. As an added bonus, the check out process was incredibly easy. I would definitely stay again!" - "We came to Chicago for our new Sailor. The house was exquisite. Everyone was comfortable because there is soooo much room. The design is extremely well thought through. I cooked throughout the day and we went to restaurants at night. The sheets were smoothe and all the throws were comfy. The owner was excellent. If ever I was to return, this is where we would stay. Do not miss out, seriously book this house for your next vacation."

Chic Studio in Downtown Highland Park near Metra
Apartment
Highland Park, Illinois, USA

Welcome to downtown Highland Park! Experience comfort and convenience in our cozy studio apartment with FREE parking. Just a 5-minute walk to the Metra, and within a leisurely 15-minute stroll, enjoy breathtaking views of Lake Michigan. Explore historic Fort Sheridan Forest Preserve and beach, only a quick 5-minute drive away. Discover delightful dining, gelato shops, parks, and more—all within walking distance. Our well-appointed apartment ensures a memorable stay in this vibrant neighborhood.

Guest Reviews:

- "The property was just as described. There are so many restaurants and shops right outside the door. Yet also quiet. Perfect if you are also seeking train access. " - "Overall everything was great. Super clean exept the bowls in the kitchen were a little dirty. First message i sent to the property manager did not get answered for multiple hours so I had to message them again. After the second message communication was great. I had a great stay at this place."

Near Ravinia and Navy Base, charming 3-bedroom house in peaceful Highland Park
House
Highland Park, Illinois, USA

Modern 3-bed, 4-bath home in Highland Park, IL, steps from Ravinia Festival. Recently renovated with an open-concept living area, gourmet kitchen, and stylish, comfortable bedrooms. Ideal for families, with easy access to downtown shops, cafes, and parks. Perfect for relaxing after concerts or exploring local charm. Book your stay for a memorable experience!

★ LOUNGE ★
Lounge in a large airy comfortable living room or the basement, both equipped with smart TVs. Basement also has a foosball table.

★ KITCHEN ★
Need a break from the amazing local restaurants? The kitchen is stocked with utensils, glassware, cutlery, pots and pans; everything one would need to fully utilize the kitchen and make a home cooked meal. Full sized fridge and freezer. Drip coffee maker and toaster available as well.

★ BEDROOMS ★
Ready to rest and relax from all the Chicago adventures? Each bedroom is beautifully furnished with comfortable mattresses and plenty of storage for clothes. Hangers provided. Air mattress available by request.

★ BATHROOMS ★
There are four full bathrooms stocked with fresh towels and essential toiletries for your convenience (shampoo, conditioner, body wash and lotion). The master suite bathroom features a walk-in shower, while two other bathrooms include a soaking tub offering perfect spa-like relaxation.

★ PARKING ★
Two spots available in the driveway.

★ PETS ★
While we love our furry family members, we unfortunately do not allow pets.

★ Easy Check-In Process for your rental agreement, ID verification, & security hold

It’s just like when you check in at a hotel and give your ID and security deposit to the front desk, except our front desk is online! It's super easy to complete on your phone! We use a web-based system called Happy Guest, and you’ll receive a personalized rental agreement, ID verification, and a simple security hold (which is not a security deposit) to receive your arrival instructions. It’s simple: finish these steps, and you’re all set to enjoy your stay! Note: arrival info won’t be sent without completing these steps, and refunds aren’t possible if skipped. Your personalized guidebook will give you all the info about the home, my favorite local spots, automatic early check-in notifications, and sometimes even late checkout! You can even share it with friends and family! Got questions? Just message us anytime!

Guest Reviews:

- "We booked this house to tour a university and to get to know the area. Plenty of (clean!) space for the four of us (parents and 2 adult sized children) to clean up and rest after a long day of exploration. The house is located in a quiet and pretty neighborhood with plenty of good food and the shore nearby. Lori was a wonderful and informative host! Totally recommend this property and would book again if we're in the area. " - "The host Lori was very nice and helpful."

Exceptional Modern Cottage in Prime Location
House
Highland Park, Illinois, USA

This completely renovated, beautiful single family 2 bedroom, 1.5 bath modern cottage is located in the heart of one of the most desirable communities in the North Shore. Walk to food and entertainment or hop on the Metra that will take you to Ravinia or downtown Chicago. Close to the lakefront, with multiple parks to enjoy, as well as walking/bike trails.

Guest Reviews:

- "My son and I rented the house for a month. The property was absolutely beautiful and just as described. Actually, even better than described. High end appliances, a Tempur pedic mattress, lighting, etc. Donna was a great host and responded quickly to any questions or issues that came up. The neighborhood was family oriented and gorgeous. We easily walked to both the downtown area and to the beach. The downtown has every amenity you could need and some great stores and restaurants. I hope to stay here if we ever need to be in town for a month again. One of the best all around properties I have ever stayed at."

Safe & Secure Parkview-Sleep Sanctuary+Kitchen
Apartment
Highland Park, Illinois, USA

Perfect location, close to everything and quiet. Charming apartment with designer touches overlooking a park and just a 10-minute walk to Rosewood Beach on Lake Michigan. Our centrally-located studio apartment has everything you need to call it home—full size kitchen amenities, small appliances, and full bathroom with lots of hot water, very quiet. No neighbors above or below. Very cozzzy!

Free lot parking (must provide license plate), free shared laundry, and Walgreens steps away

Amenities:

Fireplace/Heating • Laundry • Security/Safety • Wellness Facilities • Other • Kitchen • Internet • Bedding/Linens • Air Conditioner • Pet Friendly

Cute Ranch House close to town monthly stay
House
Deerfield, Illinois, USA

Newly remodeled and beautifully furnished ranch house with 3 bed and 2 bath (1 bathroom is in basement) can sleep 6. Huge unfinished basement and 1 car attached garage. Walking distance to Deerfield's robust downtown, train, library, dining. All essential amenities included (utilities, wifi, smart TVs, cooking needs, etc.). Deerfield offers the comfortable suburban lifestyle while also being conveniently close to downtown Chicago. Central AC and furnace.

Guest Reviews:

- "For the most part the house suited our needs BUT it was dirty, animal hair & cat toys behind the couch & under beds, throw rugs dirty & covered with animal hair, stove & oven greasy, basement utility sinks & mops grossly dirty. This house is in a great location but needs a thorough cleaning."

Picturesque! Mid Mod Home - 20min from Chicago!
House
Highland Park, Illinois, USA

Enjoy our Adorable, Mid Century Modern home with serene pollinator gardens, A+ rated schools and parks, hospital networks, and central highways to Chicago and surrounding suburbs! You'll love this 3 bed, 1 bath home with new washer/dryer, stainless steel appliances, and décor to help you feel at home. Pets Welcome!

Guest Reviews:

- "Great home near west ridge park! We needed a place to stay after our home sold quicker than anticipated. Great home and hosts."

Serene Home! 6 Bed&4.5 Bath w\/Kids den, Steam shower, Hot tub, Theatre, Bar..
House
Highland Park, Illinois, USA

Sunset Manor - A Serene and Cozy Haven

Welcome to Sunset Manor, an opulent retreat that defines contemporary elegance and comfort. This expansive 6-bedroom, 4.5-bathroom haven offers a harmonious blend of sophistication and relaxation.

As you step into Sunset Manor, a grand foyer welcomes you, setting the tone for the luxurious experience that awaits. The open-concept living spaces are adorned with stylish furnishings and abundant natural light, creating an inviting atmosphere for both relaxation and entertainment.

The heart of this residence is its gourmet kitchen, fully equipped with top-of-the-line appliances, making it a delight for both amateur and seasoned chefs. The adjacent dining area offers a perfect setting for intimate family meals or larger gatherings with friends.

Entertainment is taken to new heights with the dedicated theatre room, where cinematic experiences come alive. Sink into plush seating and enjoy movie nights or catch up on your favorite shows in a private, immersive setting. Right next door, the sleek bar area invites you to unwind and socialize with your favorite drinks.

Privacy is paramount in the six thoughtfully designed bedrooms, featuring plush bedding. Four and a half bathrooms showcase modern amenities for a spa-like experience.

Convenience is ensured with dedicated parking. Nestled in a serene location, Sunset Manor is ideal for family vacations, friend reunions, or corporate retreats. Book your stay for a synthesis of luxury, convenience, and tranquility. Your unforgettable escape begins here.

Amenities:

Hot Tub • Bedding/Linens • Child Friendly • Kitchen • Security/Safety • Fireplace/Heating • Pet Friendly • Parking • Tv • Air Conditioner • Sports/Activities • Other

Sunset Manor: Opulent Mansion, Ultimate Serenity Awaits
House
Highland Park, Illinois, USA

Welcome to Sunset Manor, a luxurious 6-bedroom, 4.5-bathroom residence where elegance and comfort come together to create unforgettable memories. Located in the prestigious Northshore neighborhood of Highland Park, this sophisticated retreat is perfect for families or groups, offering modern amenities, stylish details, and a peaceful escape. Relax in the hot tub, entertain in the beautifully designed spaces, or explore nearby landmarks, including the iconic gates of Michael Jordan’s neighborhood estate. Sunset Manor is the perfect backdrop for your next getaway.

The chic design and extensive amenities are sure to impress.

★ HIGHLIGHTS ★

✔ 6 Cozy Bedrooms

✔ Multiple Living Areas

✔ Play room for Kids

✔ Full Kitchen & Dining Area

✔ Full Bar Area

✔ Theater room & Game area

✔ Hot Tub

✔ High speed Wi-Fi

✔ Free Driveway parking

✔ Pack-N-Play & Highchair Provided

The Space:

Welcome to your dream vacation rental! This exceptional home offers the ultimate blend of relaxation and entertainment, making it the perfect choice for families and groups.

Spacious Living Room: As you enter, you’ll be greeted by a beautifully designed living room featuring high ceilings, a contemporary art wall, and a large TV. It’s the perfect space to unwind and feel at home.

Family-Friendly Kitchen and Dining: On the same level, enjoy a modern, fully-equipped kitchen with a cozy breakfast nook and an adjacent dining room—ideal for family meals and gatherings.

Fun Playroom for Kids: Our home is perfect for families, with a dedicated playroom designed to entertain younger children. It includes an indoor play set, pretend kitchen, TV, and comfy furniture, ensuring hours of fun and engagement.

Bar & Entertainment Area: Just a few steps up, you’ll find a sophisticated full bar area complete with plush seating and a foosball table. It’s the ultimate space for adults to relax, enjoy drinks, and have lively conversations. We have a TV at bar area to watch sports.

Home Theater and Game Room: Descend to the basement where a luxurious theater room awaits. Enjoy your favorite movies on a cozy sectional, and challenge friends to a game of pool. For fitness enthusiasts, there’s also workout equipment available.

Perfect for Relaxation and Fun: This home is designed with comfort and entertainment in mind, making it an ideal choice for a memorable family vacation, a group getaway, or a relaxing retreat. Book now to enjoy a stay in this top-rated vacation rental!

Stunning Kitchen & Elegant Dining Areas: Perfect for Culinary Creations and Entertaining
This beautifully decorated kitchen is the heart of the home, featuring spacious countertops, ample cabinetry, and modern appliances that make cooking both easy and enjoyable. The breakfast nook and dining table offer plenty of seating for the whole family. Enjoy the convenience of a local coffee station, perfect for savoring the best brews.

✔ Eat at the Kitchen with breakfast nook

✔ Coffee Machine

✔ Hot water Kettle, Microwave, Toaster & Blender

✔ Stainless Steel Appliances

✔ Dining room with Seating for 8

✔ Cooking & Dining Essentials


Tranquil Bedrooms & Serene Bathrooms: Your Private Retreat Awaits

♛ Bedroom 1 (Master Bedroom)

✔ King Size Bed with Nightstands

✔ Memory Foam Mattress

✔ Accent Chairs to Relax

✔ Closets for Storage

✔ Standing Mirror


♛ Bedroom 2

✔Queen Size Bed with Nightstands

✔ Closet for Storage


♛ Bedroom 3

✔ 2 Bunk beds (Sleeps 4) with a Nightstand

✔ Closet for Storage


♛ Bedroom 4

✔ Twin Size Beds (Two) with Nightstands

✔ Closets for Storage


♛ Bedroom 5

✔ Full Bed with Night stand

✔ Closet


♛ Bedroom 6

✔ Full Bed with Night stand

✔ Closet



🛏Additional Sleeping

✔ Pack-N-Play Provided


Master Bathroom

✔ Stand Up Shower

✔ Soak in Tub

✔ Toilet & Floating Double Vanity

✔ Soap & Shampoo


Bathroom 2

✔ Shower Tub

✔ Toilet & Vanity

✔ Soap & Shampoo


Bathroom 3

✔ Stand Up Shower

✔ Toilet & Floating Vanity

✔ Soap & Shampoo


Bathroom 4

✔ Stand Up Shower & Steam

✔ Toilet & Floating Vanity

✔ Soap & Shampoo


Powder Room

✔ Toilet & Floating Vanity


IDEAL FOR FAMILIES

✔ Quiet Neighborhood

✔ Large Yard

✔ Pack-N-Play

✔ Highchair

✔ Games for Kids & Reading Material


Prime Location with Exceptional Connectivity

Nestled in a highly walkable neighborhood, this property is adjacent to Sleepy Hollow Park, offering scenic walking paths. Just minutes away is Danny Cunniff Park, featuring a range of sports and recreational activities, including the Centennial Ice Arena. The Fort Sheridan Metra Station, a quick 6-minute drive, ensures easy access to downtown Chicago and beyond. Additionally, enjoy convenient drives to Naval Station Great Lakes (19 minutes), Ravinia Festival (16 minutes), Chicago Botanic Garden (11 minutes), and Rosewood Beach (13 minutes).

(distances in time are calculated considering travel by car)


Guest Access:

Guests have access to the entire home, with the exception of a locked supply closet & storage room.

Other things to note:
No events or parties are allowed.
Sometimes we might require a security deposit and/or proof of ID to validate the guest name and age to protect both host & the guest.

Amenities:

Balcony/Terrace • Tv • Hot Tub • Other • Laundry • Security/Safety • Child Friendly • Pet Friendly • Kitchen • Bedding/Linens • Sports/Activities • Fireplace/Heating

Safe and Secure, Charming, Clean Studio
Apartment
Highland Park, Illinois, USA

Our studio apartment is in a secure building, centrally-located in the walkable Rivinia Business District of Highland Park.

Very quiet building, 2nd floor apartment with no neighbors above or below.

Amenities include: shared laundry, stocked kitchen (no dishwasher), and free overnight lot parking (must provide license plate number)

Just 3 blocks to the Rivinia Metra stop, less than a one-mile walk to the Michigan lakefront and 2 miles from Chicago Botanic Gardens. Walgreens is across the street!

Centrally located between many public and private golf courses.

Amenities:

Laundry • Kitchen • Parking • Security/Safety • Guest Services • Internet • Fireplace/Heating • Other • Bedding/Linens • Wellness Facilities

Charming 2-bedroom apartment in delightful Highwood 2 minutes to Train station!
Apartment
Highwood, Illinois, USA

You will be close to everything when you stay at this centrally located 2nd floor apartment. Walking distance to Highwood train station and only a 45 minute train ride to Downtown Chicago.
Sleeps 7. Apartment Features:

Bedroom 1- Queen Bed
Bedroom 2- Twin XL/Queen Bunk Bed
Living Room - Queen Pull Out Sofa Sleeper
Workspace with Desk
Fully Equipped Kitchen
YouTube TV
Keurig Coffee Maker w/ K Cups
High Speed Internet
Parking for 2 Cars
AC units for all rooms
$10 pet fee per pet, per night

Located in Highwood, half way between Chicago and Milwaukee. Just a 35 minute train ride to downtown Chicago on the express train, Close to Six Flags, Great Lakes Navy Base, Lake Michigan beaches, forest preserves, train station and the Chain of Lakes!

This Apartment is located on the 2nd floor, stairs required to access the unit.

Amenities:

Child Friendly • Laundry • Fireplace/Heating • Security/Safety • Pet Friendly • Other • Bedding/Linens • Wellness Facilities • Air Conditioner • Internet

Clean, Quiet, Secure, with Beautiful Park Views - 1 bedroom plus den in Rivinia
Apartment
Highland Park, Illinois, USA

Our 1 bedroom + den apartment is peaceful & stylish for your monthly living needs.

Centrally-located 2 blocks from UP-N Metra, the apartment includes: stocked kitchen (no dishwasher), free shared laundry, free overnight parking (must provide license plate), and private sleeping on a king-bed with adjustable base. An additional twin bed may be added for guests (added fee).

10 min from Chicago Botanic Garden, easy walk to Lake Michigan and Rivinia Farmer’s Market. Walgreens across the street.

Amenities:

Fireplace/Heating • Bedding/Linens • Child Friendly • Laundry • Internet • Wellness Facilities • Air Conditioner • Security/Safety

Cozy 2 bed Apt- 2 train stops to the Naval Base!
Apartment
Highwood, Illinois, USA

Your family will be close to everything when you stay at this centrally located apartment in downtown Highwood. Walking distance to train station and only 2 stops to the Great Lakes Naval Base!
Sleeps up to 7. Apartment Features:

Bedroom 1- Queen Bed
Bedroom 2- Twin XL/Queen Bunk Bed
Living Room - Queen Pull Out Sofa Sleeper
Fully Equipped Kitchen
YouTube TV
Keurig Coffee Maker w/ K Cups
High Speed Internet
Parking for 2 Cars
AC units for all rooms

This Apartment is located on the 2nd floor, 1 stair case to enter apartment.

Quaint, little apartment located in Highwood, half way between Chicago and Milwaukee. Just a 35 minute train ride to downtown Chicago on the express train, Close to Six Flags, Great Lakes Navy Base, Lake Michigan beaches, forest preserves, train station and the Chain of Lakes.

20 Minute Drive to Great Lakes Naval Base!
$25 Pet fee per pet, per night

24-hour outdoor camera and remote security team monitoring not actively monitored
Noise detection sensors installed in property – These devices monitor decibel levels inside the property 24 hours a day and automatically notify us if noise levels are too high.

Amenities:

Kitchen • Bedding/Linens • Security/Safety • Other • Laundry • Fireplace/Heating • Tv • Entertainment • Child Friendly • Sports/Activities • Pet Friendly • Air Conditioner

Hidden Gem Cottage alongside Park, by Beach, Train, Ravinia, Botanic Garden
House
Glencoe, Illinois, USA

Unique Hidden Gem Cottage, alongside beautiful green park, famous Green Bay Trail, Ravinia and Botanic Gardens, Few blocks from the beach & Metra train to Chicago. Relax in our historic cottage and gardens. Peaceful yet central, vintage yet modern, mid century charm.
Open layout, chef’s kitchen and stylish family room. Fully stocked kitchen. Two private bedrooms, two updated bathrooms, new laundry.
Enjoy the garden alongside the beautiful park settings.

Amenities:

Air Conditioner • Laundry • Child Friendly • Wellness Facilities • Kitchen • Fireplace/Heating • Internet • Security/Safety • Other • Bedding/Linens • Balcony/Terrace

Highland Park Family Ranch - Walk to Lake & Metra to Chicago!
House
Highland Park, Illinois, USA

Your Highland Park Retreat Awaits!

Nestled in the peaceful and walkable Chicago's North Shore neighborhood of Highland Park, our sophisticated ranch-style home offers the perfect blend of tranquility and convenience. Imagine strolling to local dining, exploring scenic trails to Lake Michigan, or hopping on the Metra for a quick trip to downtown Chicago – all just moments away!

Step inside and discover a haven of comfort and style. Recently renovated, our home features tasteful décor, comfortable furnishings, and modern amenities designed for a relaxing and memorable stay.

Highlights You'll Love:

Perfect for Families & Groups: Sleeps up to 10 with 4 cozy bedrooms (including a king-bed master), 5 beds, and 3 full bathrooms plus 2 comfortable futons.

Two Living Areas: Enjoy ample space to relax with 2 living rooms, both equipped with 55" Smart TVs (Netflix, Prime, etc.) and comfortable seating. One even features a cozy electric fireplace.

Entertainment for Everyone: From board games and puzzles to a fun game area with table tennis, air hockey, and indoor basketball, there's something for all ages.

Open & Social Kitchen: Prepare delicious meals in our fully stocked, open-concept kitchen with stainless steel appliances, a wine chiller, and both a breakfast nook (seats 4) and a dining table (seats 6). Enjoy our local coffee station!

Modern Comforts: Stay connected with high-speed Wi-Fi, enjoy the convenience of free driveway parking, and travel light with our provided pack-n-play and highchair.

Outdoor Relaxation: Savor your morning coffee or evening cocktails on the private patio and enjoy the large yard.

Sleeping Arrangements:

Bedroom 1 (Master): King-size bed, memory foam mattress, ample closet space.

Bedroom 2: Queen-size bed, dedicated workspace (desk & chair).

Bedroom 3: Double-size bed.

Bedroom 4: Two twin-size beds.

Additional Sleeping: 2 comfortable futons.

Location, Location, Location!

Our Highland Park home offers unparalleled access to the best the North Shore and Chicago have to offer:

Walkable Neighborhood: Enjoy strolling to local restaurants and shops.

Outdoor Adventures: Steps from Fort Sheridan Trails leading to the beautiful shores of Lake Michigan.

Dining & Entertainment: A short drive to vibrant Highwood Downtown with its excellent dining and entertainment options.

Easy City Access: The Metra station is just a block away, providing convenient transportation to downtown Chicago and surrounding areas.

Nearby Attractions:

15 minutes to Naval Station Great Lakes

14 minutes to the renowned Ravinia Festival

11 minutes to the stunning Chicago Botanic Garden

13 minutes to the beautiful Rosewood Beach

Guest Access:
Guests have full access to the entire home, excluding a locked supply closet and storage room.

Other things to note:
No events or parties are allowed.
Sometimes we might require a security deposit and/or proof of ID to validate the guest name and age to protect both host & the guest.

Amenities:

Sports/Activities • Bedding/Linens • Kitchen • Parking • Internet • Tv • Child Friendly • Air Conditioner • Pet Friendly • Fireplace/Heating • Security/Safety • Laundry

Cozy Highland Park Home
House
Highland Park, Illinois, USA

Step into the embrace of comfort and tranquility at our newly renovated haven nestled in the heart of Highland Park! With 4 bedrooms and 4 bathrooms, our spacious retreat offers ample room for up to 10 guests to unwind in style. Immerse yourself in the charm of downtown Highland Park, mere moments away, where a vibrant tapestry of shops, eateries, and attractions awaits your exploration. Whether it's a cherished family retreat or a memorable gathering with friends, our home beckons with open arms, promising an unforgettable stay filled with laughter, relaxation, and cherished moments

Amenities:

Child Friendly • Wellness Facilities • Parking • Smoking • Other • Pet Friendly • Laundry • Kitchen • Fireplace/Heating • Bedding/Linens • Air Conditioner • Internet

Modern Retreat at Highland Park
House
Highland Park, Illinois, USA

Welcome to our sophisticated ranch-style home, nestled in the serene Chicago’s north shore neighborhood of Highland Park. This carefully curated residence offers a peaceful retreat in a walkable neighborhood with convenient access to dining, Trails to Lake Michigan, Metra to downtown Chicago and many more.
Step inside and discover an oasis of elegance and comfort. The interior boasts tasteful decor, comfortable furnishings, and modern amenities, creating a haven of relaxation and style. Whether you're savoring a cup of coffee on the private patio or venturing out to explore the area, this home provides the perfect backdrop for a memorable vacation experience.

ABOUT THE SPACE
★ HIGHLIGHTS ★
✔ 4 Cozy Bedrooms: 5 Beds, 3 Full Bathrooms plus 2 Fultons
✔ 2 Living rooms with TV’s
✔ Renovated space
✔ Open concept Living area, Stocked Kitchen & Dining
✔ High speed Wi-Fi
✔ Free Driveway parking
✔ Pack-N-Play & Highchair Provided

ENTERTAINING LIVING ROOM
Relax and watch your favorite show or movie with our 55° Smart TV, laugh and compete with our collection of board games, challenge each other with a puzzle, take a moment to browse our books and magazines, but most importantly, create everlasting memories with your friends and family in this beautiful home.
✔ 55 inch Smart TV - Includes apps like Netflix, Prime, etc in Living room & Family room
✔ Cozy Fulton, Sofas & Lounge Chairs in Living & Family room with electric fireplace
✔ Coffee Table
✔ Office Desk
✔ Games, Reading Material
✔ Game area with Table Tennis, Air Hockey, Indoor Basketball

STOCKED KITCHEN & DINING
Spacious countertops, ample cabinetry, and modern cooking appliances make for an easy and creative time in the center of this home. There is plenty of seating for the whole family featured at the breakfast nook and the dining table. Take advantage of the local coffee station, boasting the best brews. Enjoy your favorite wine served chilled using a wine chiller.
✔ Eat at the Kitchen Island, seating for 4
✔ Coffee Machine
✔ Hot water Kettle, Microwave, Toaster & Blender
✔ Wine Chiller
✔ Stainless Steel Appliances
✔ Dining Table with Seating for 6
✔ Cooking & Dining Essentials

RELAXING BEDROOMS & BATHROOMS
🛏Bedroom 1 (Master Bedroom)
✔ King Size Bed with Nightstands
✔ Memory Foam Mattress
✔ Closets for Storage
✔ Standing Mirror

🛏Bedroom 2
✔Queen Size Bed with Nightstands
✔ Office Desk & Chair
✔ Closet for Storage

🛏Bedroom 3
✔ Queen Size Bed with Nightstands
✔ Closet for Storage

🛏Bedroom 4
✔ Twin Size Beds (Two) with Nightstands
✔ Closets for Storage

🛏Additional Sleeping
✔ Two Futons in Living Room
✔ Pack-N-Play Provided

🛁Master Bathroom
✔ Stand Up Shower
✔ Toilet & Floating Vanity
✔ Soap & Shampoo

🛁Bathroom 2
✔ Shower Tub
✔ Toilet & Floating Vanity
✔ Soap & Shampoo

🛁Bathroom 3
✔ Stand Up Shower
✔ Toilet & Vanity
✔ Soap & Shampoo

IDEAL FOR FAMILIES
✔ Quiet Neighborhood
✔ Large Yard
✔Pack-N-Play
✔Highchair
✔Games for Kids & Reading Material

ABOUT AREA
Neighborhood is highly walk friendly with Fort Sheridan Trails leading to Lake Michigan. Few minutes away from Highwood Downtown with Great Places to Eat & Entertain. Metra Station a Block away which goes to Downtown Chicago and Surrounding Areas with great Connectivity. 15 Minutes drive to Naval Station Great Lakes. 14 Minutes drive to Ravinia Festival. 11 Minutes drive to Chicago Botanic Garden. 13 Minutes drive to Rosewood Beach.

Guest Access
Guests have access to the entire home, with the exception of a locked supply closet & storage room.

Amenities:

Fireplace/Heating • Other • Pet Friendly • Parking • Tv • Internet • Balcony/Terrace • Security/Safety • Bedding/Linens • Laundry • Air Conditioner • Sports/Activities

Private Dove Room in Charming Cottage
House
Highland Park

Escape the hustle and bustle of the city in this relaxing, cozy, ranch-style cottage that is just a few blocks away from downtown Highland Park and Highwood, with great restaurants, bars and coffee shops. It is perfect for single travelers, or couples.
We are grateful for the amazing Airbnb hosts across the globe, who opened their homes to us, and made our trips so memorable. So when we got our own home, it was only right that we would return the favor and open our home to fellow adventurers

The space
You will have complete private access to the bedroom and shared (shared with other guests) access to the living room, dining room, bathroom, and kitchenette.

Spacious bedroom with a comfortable queen size bed, work area with desk and office chair, dresser with mirror, closet, quality comfort linens, pillows, and towels. The bathroom is fully remodeled with rain shower head. Bath soap, shampoo, conditioner and hair dryer will be provided.

Guest access
You will have access via separate entrance
• Large private driveway
• Cozy living room
• Dining room with large farmhouse-style dining table
. Kitchenette with microwave, mini refrigerator, coffee maker, Keurig and toaster

During your stay
We will be available onsite and reachable via message/call at any time.

Amenities:

Shower gel • Essentials • Conditioner • Hair dryer • Bed linens • Shampoo • Hangers • Bidet • Extra pillows and blankets • Hot water

Private Hummingbird Room in Charming Cottage
House
Highland Park

Escape the hustle and bustle of the city in this relaxing, cozy, ranch-style cottage that is just a few blocks away from downtown Highland Park and Highwood, with great restaurants, bars and coffee shops. It is perfect for single travelers, or couples.
We are grateful for the amazing Airbnb hosts across the globe, who opened their homes to us, and made our trips so memorable. So when we got our own home, it was only right that we would return the favor and open our home to fellow adventurers

The space
You will have complete private access to the bedroom and shared (shared with other guests) access to the living room, dining room, bathroom, and kitchenette.

Spacious bedroom with a comfortable queen size bed, work area with desk and office chair, chest of drawers, closet, storage bench, quality comfort linens, pillows, and towels. The bathroom is fully remodeled with rain shower head. Bath soap, shampoo, conditioner and hair dryer will be provided.

Guest access
You will have access via separate entrance
• Large private driveway
• Cozy living room
• Dining room with large farmhouse-style dining table
. Kitchenette with microwave, mini refrigerator, coffee maker, Keurig and toaster

During your stay
We will be available onsite and reachable via message/call at any time.

Amenities:

Hot water • Essentials • Bidet • Hangers • Bed linens • Shampoo • Conditioner • Shower gel • Extra pillows and blankets • Hair dryer

Month-to-Month Safe, Pied-à-terre + Chef’s Kitchen
Apartment
Highland Park

Centrally located in Highland Park Rivinia Business District. Our apartment has a full kitchen and full bathroom, double bed that sleeps 2, and is a professionals paradise, with dedicated workspace, with high-speed wifi. This is your next chill spot for 30-day+ stays.

55” Samsung smart TV

Free in building laundry, free overnight lot parking, no neighbors above or below. Charming 1920’s building with period touches and secure entry. You will love your stay!

The space
Chefs kitchen in a studio apartment! Brand new gas stove and refrigerator, updated plumbing fixtures

During your stay you will be impressed with the abundance of natural light streaming in through the wall-to-wall windows. New paint, newly refinished hardwood floors. Firm mattress on the double bed.

Other things to note
1 level above ground level via stairs

Amenities:

Essentials • Hair dryer • Hot water • Suave conditioner • Free dryer – In building • Suave body soap • Cleaning products • Suave shampoo • Free washer – In building • Shower gel

Stylish Studio- Downtown Highland Park
Apartment
Highland Park

Experience the charm of downtown Highland Park IL in our newly-remodeled studio apartment, just steps away from Metra train station and local hot-spots, and just 5mins to beaches. Our space has a modern design with large windows with skylights for natural light and unparalleled comfort. Discover local shops, eateries, galleries, Ravinia crowds, and enjoy nearby beaches. Start your highland park adventure today, at our luxurious, yet cozy home!

The space
Step into our luminous studio featuring two large skylights that bathe the space in natural light. Modern furnishings blend with warm, inviting elements, creating a contemporary and comfortable aesthetic. A fully-equipped kitchen awaits, stocked for home-cooked meals. After exploring, relax in the plush queen-size bed amid the gentle hum of the city.

Ideal for Ravinia Festival-goers, we're minutes from the oldest outdoor music festival in the US. Explore the nearby Chicago Botanic Garden for more outdoor enjoyment.

Downtown Highland Park invites you to wander tree-lined streets, browse boutiques, dine at acclaimed restaurants, and immerse in the vibrant art scene.

Our studio is your gateway to the region. A short drive or train ride takes you to downtown Chicago's Navy Pier, Art Institute, Millennium Park, and Magnificent Mile. Discover nearby towns with unique charm.

Experience urban convenience with small-town tranquility in our stylish downtown studio. Whether for concerts, adventures, or relaxation, your Highland Park stay awaits. We're thrilled to host you in our chic, comfortable studio – your home in the heart of it all.

Important Note on Smoking Policy and Building Environment

Please be aware that while all of our Airbnb units are strictly non-smoking, and we provide high-quality air purifiers in each apartment, the building itself houses long-term tenants in other apartments whose leases do allow for smoking. This means that, occasionally, the smell of smoke may be noticeable in the common areas, such as hallways.

We want to assure you that our air purifiers are highly effective, and our units are maintained to ensure that no smoke smell enters your living space. Your comfort and experience are our top priority, and we take every step to ensure a fresh and pleasant environment in our Airbnb units.

We appreciate your understanding and look forward to hosting you!

Guest access
Guess we'll have access to all parts of the apartment, laundry (located on lower level), entrances, and the complementary parking lot located in the back of the building.

Other things to note
Guests should be mindful of street parking signs and should take full advantage of the free parking in the rear of the building. Laundry room takes coins in the washer and dryer.

Important Note on Smoking Policy and Building Environment

Please be aware that while all of our Airbnb units are strictly non-smoking, and we provide high-quality air purifiers in each apartment, the building itself houses long-term tenants in other apartments whose leases do allow for smoking. This means that, occasionally, the smell of smoke may be noticeable in the common areas, such as hallways.

We want to assure you that our air purifiers are highly effective, and our units are maintained to ensure that no smoke smell enters your living space. Your comfort and experience are our top priority, and we take every step to ensure a fresh and pleasant environment in our Airbnb units.

We appreciate your understanding and look forward to hosting you!

Amenities:

Conditioner • Shampoo • Hair dryer • Body soap • Washer • Bathtub • Shower gel • Cleaning products • Free dryer – In building • Hot water

Lovely studio near the beach! (and heated floors!)
Apartment
Highland Park

Get away from the city to this studio in Highland Park. The newly renovated space has everything you need for a relaxing getaway—huge comfy couch, brand new bed with Brooklinen + Parachute bedding, pristine bathroom, and lots of amenities.

Downtown Highland Park, Highwood, + the beach are just a walk away. There's access to grocery stores, restaurants, and shops, and you can retreat to the quiet of your studio when you're ready to unwind.

Ps. For the winter months: We've got heated floors.

The space
The studio has plenty of space for two to three people. There's a sizable sleeping area with two side tables and lots of storage, a closet to hang your clothes, then a living area with huge couch and comfy chairs. While you can certainly eat at the couch, we also have a little dining nook with an expandable table and two dining chairs.

The kitchen space has a full-size fridge, freeze, stove, and oven. Plus, a big sink and prep area if you're into cooking. We've got sharp knives and cooking tools available, and if you ever need anything extra, just ask!

Other things to note
We love amenities when we travel and want to provide as many as we can for you. That means complimentary coffee with a French press, drip machine, and milk frother, iron and ironing board, and lots of books and games. (And come wintertime, we’ve got the place stocked with hot chocolate!)

When it comes to the bathroom, we've got all the shampoo, conditioner, moisturizer, and body wash you'll need. Lovely soft towels, too.

While one dog is allowed in the studio, we can’t accommodate cats. We love them but are allergic!

Amenities:

Washer • Essentials • Body soap • Hair dryer • Hot water • Free dryer – In building • Conditioner • Cleaning products • Shower gel • Shampoo

Stylish & comfy private bed, bath, & living room!
House
Highland Park

This stylish and spacious retreat is ideal for a solo, female traveler, or couple looking to stay near Ravinia, the Botanic Gardens, and downtown Highland Park.

The space
This beautifully designed basement space is part of a stunning modern home but offers a completely private and comfortable stay with its own separate entrance. Thoughtfully renovated, this cozy getaway features a spacious bedroom, a sleek full bathroom with a walk-in shower, and an inviting living area perfect for relaxation.

Enjoy the convenience of a kitchenette, equipped with a fridge, microwave, and coffee station—ideal for preparing snacks and beverages during your stay. The space is stocked with essentials, including plates, bowls, silverware, and cups, making light meal prep easy. A console table with barstools provides a comfortable spot to enjoy your morning coffee or a quiet dinner while watching the 70-inch TV with surround sound.

The bright and airy living area is perfect for lounging, working remotely, or unwinding with a movie. Large windows bring in natural light, creating a welcoming atmosphere.

Step outside to an outdoor patio, a perfect spot for al fresco dining or simply enjoying the peaceful backyard setting.

Located in the desirable Sunset Park area of Highland Park, this space offers easy access to parks, shopping, dining, and the Metra for seamless trips to the city.

Come relax and experience modern comfort in this inviting Airbnb retreat!

Guest access
Guests have private access to the entire basement suite, including a spacious bedroom, full bathroom, living area, and kitchenette with a fridge, microwave, and coffee station. Enjoy entertainment on a 70-inch TV with surround sound and a dedicated dining/workspace. Large windows provide natural light, creating a bright and inviting atmosphere.

Guests also have access to an outdoor patio, perfect for dining or relaxing.

Amenities:

Conditioner • Body soap • Shower gel • Free dryer – In unit • Hair dryer • Shampoo • Hot water • Essentials • Free washer – In unit • Hangers

Redhothens in Ravinia
House
Highland Park

Comfortable suite in the heart of Ravinia. 6 blocks from uptown Highland Park and the beach. Two blocks from Metra station that gets you into downtown Chicago. Everything you need for a short or long stay.

The space
You will have a private bedroom with a private bath within the house and access to the microwave and refrigerator in the kitchen. You can park one car at the end of the circular drive.

Guest access
Guests can sit in the yard in back or in front of the house.

During your stay
I will be in and out of the home throughout stays and can also be reached through Airbnb site.

Other things to note
All sheets are 100% cotton and the comforters and pillows are goose down.

Amenities:

Hot water • Essentials • Body soap • TV • Clothing storage: wardrobe and dresser • Shower gel • Shampoo • Iron • Conditioner • Bed linens

Charming Ranch-Style Cottage
House
Highland Park

Step into comfort and character in this beautifully updated home’s front suite. Featuring two stylish bedrooms, a private bathroom, and cozy living spaces decorated in modern farmhouse style. Enjoy a fully stocked kitchenette, free coffee & tea, and a prime Highland Park location — walk to shops, restaurants, parks, and easy access to Chicago.

The space
Welcome to your peaceful retreat in this lovingly maintained 100+ year-old modern farmhouse, perfectly blending vintage charm with thoughtful updates. You’ll have exclusive access to the front portion of the house, including two comfortable bedrooms, a private bathroom, a cozy living room, and a sunny dining area — all designed with your comfort and convenience in mind.

This suite is part of a shared home with a separate, fully private entrance via the main doorway, leading through an inviting entryway to your space.

Your Comfort Includes:

Two inviting bedrooms with plush beds and ample closet space

Full private bathroom with fresh towels and essentials

Cozy living room and dining space styled in tasteful modern farmhouse décor

Kitchenette equipped with mini-fridge, microwave, Keurig, toaster, and air fryer/oven combo

Complimentary coffee, tea, and snacks to start your day right

High-speed WiFi and smart TV for entertainment and work needs

Nestled in Highland Park, less than a mile from vibrant downtown, you’re steps away from top coffee shops, local eateries, and boutique shopping. The Metra train station is just one mile away, providing quick and easy access to Chicago’s downtown core. Major highways like US-41 are only half a mile from your doorstep, perfect for road trips or business travel.

Outdoor enthusiasts will love the nearby forest preserve, scenic parks, and Lake Michigan just 1.5 miles away. Golf lovers, you’re in luck—there’s a golf course right across the street.

Guest access
Self-check-in available via keypad for flexible arrivals

Quiet, safe neighborhood with friendly neighbors

Private entrance for easy, stress-free arrival

Spacious driveway with comfortable parking for two cars

Cozy living room—ideal for relaxing after a day of exploration

Inviting dining room with a large farmhouse-style table, perfect for meals and conversation

Well-equipped kitchenette featuring a microwave, mini fridge, coffee maker, Keurig, toaster, and air fryer/oven—everything you need to feel at home

Please note: This unit does not include a full kitchen or laundry facilities.

Other things to note
Whether you’re visiting for work, relaxation, or exploring the Chicago area, this home offers a uniquely cozy and convenient experience. The thoughtful farmhouse styling and warm ambiance create a relaxing atmosphere, while the prime location puts you close to everything you need.

Book your stay today and experience Highland Park living with a touch of historic charm and modern comfort.

Amenities:

Bed linens • Conditioner • Cleaning products • Essentials • Hair dryer • Hangers • Hot water • Shower gel • Bidet • Shampoo

Month-to-Month Secure 1 bedroom+office and dining
Apartment
Highland Park

Our 1 bedroom + den apartment is peaceful & stylish for your monthly living needs.

Very quiet building, 2nd floor apartment with no neighbors above or below.

Centrally-located 2 blocks from UP-N Metra, the apartment includes: stocked kitchen (no dishwasher), free shared laundry, free overnight parking (must provide license plate), and private sleeping on a king-bed with adjustable base. An additional twin bed may be added for guests (added fee).

Other things to note
Included: everything you need to call it your home. Fully stocked kitchen, all linens, towels, paper supplies, hairdryer, charging station, and more. We are happy to customize to ensure this is your home away from home.

1 level above ground level via stairs

Amenities:

Free dryer – In building • Essentials • Body soap • Bathtub • Shampoo • Cleaning products • Free washer – In building • Park view • Hot water • Hair dryer

Chic Studio in Downtown Highland Park - By Metra
Apartment
Highland Park

Discover our elegant studio unit in Highland Park, now featuring FREE parking! This simple yet comfortable space is perfect for couples, concert-goers, and small families. You'll find all the essential amenities you need, including a fully stocked kitchen, laundry facilities, and reliable Wi-Fi. Our location is ideal for exploring downtown Highland Park, with convenient access to top attractions, restaurants, and shops. Book now and discover your perfect home away from home on the North Shore.

The space
Welcome to our beautiful and elegant studio apartment located in the heart of downtown Highland Park. Ideal for couples, concert-goers, and small families, our space offers all the comforts of a modern retreat. You'll find a cozy queen bed and a pristine bathroom stocked with essentials. Please note, this unit features a ceiling skylight window for ample natural light, though there are no side windows.

Our building is conveniently situated near top attractions such as the renowned Ravinia Festival, known for its world-class music performances. Lake Michigan's stunning shores are also just a short drive away, perfect for swimming, sunbathing, and scenic views.

Exploring further is effortless with the nearby Metra station providing quick access to downtown Chicago's iconic landmarks. For those visiting the Great Lakes Naval Station, our location strikes a balance—close enough for convenience yet distanced from noise and traffic.

When you're not out exploring, unwind in our relaxing oasis. Sink into comfortable furnishings, enjoy entertainment on our smart TV, or stay connected with complimentary Wi-Fi. Our well-equipped kitchen allows you to prepare meals at your leisure, complete with coffee and tea for a refreshing start each day.

Book your stay at our Highland Park studio apartment today for a comfortable and convenient experience in this vibrant North Shore community.

Important Note on Smoking Policy and Building Environment

Please be aware that while all of our Airbnb units are strictly non-smoking, and we provide high-quality air purifiers in each apartment, the building itself houses long-term tenants in other apartments whose leases do allow for smoking. This means that, occasionally, the smell of smoke may be noticeable in the common areas, such as hallways.

We want to assure you that our air purifiers are highly effective, and our units are maintained to ensure that no smoke smell enters your living space. Your comfort and experience are our top priority, and we take every step to ensure a fresh and pleasant environment in our Airbnb units.

We appreciate your understanding and look forward to hosting you!

Guest access
Guests can access the main building and the apartment itself. There is also a laundry room located in the building, which is a public space in the complex.

Other things to note
Enjoy convenient free parking at the back of the building with 1 designated spot available. Look for signs labeled 'Reserved for 716/720 Central Ave' for easy access. No city sticker required.

Important Note on Smoking Policy and Building Environment

Please be aware that while all of our Airbnb units are strictly non-smoking, and we provide high-quality air purifiers in each apartment, the building itself houses long-term tenants in other apartments whose leases do allow for smoking. This means that, occasionally, the smell of smoke may be noticeable in the common areas, such as hallways.

We want to assure you that our air purifiers are highly effective, and our units are maintained to ensure that no smoke smell enters your living space. Your comfort and experience are our top priority, and we take every step to ensure a fresh and pleasant environment in our Airbnb units.

We appreciate your understanding and look forward to hosting you!

Amenities:

Shampoo • Body soap • Hot water • Shower gel • Hair dryer • Cleaning products • Conditioner • Essentials • Paid washer – In building • Paid dryer – In building

Chic Studio in Downtown Highland Park near Metra
Apartment
Highland Park

Welcome to downtown Highland Park! Experience comfort and convenience in our cozy studio apartment with FREE parking. Just a 5-minute walk to the Metra, and within a leisurely 15-minute stroll, enjoy breathtaking views of Lake Michigan. Explore historic Fort Sheridan Forest Preserve and beach, only a quick 5-minute drive away. Discover delightful dining, gelato shops, parks, and more—all within walking distance. Our well-appointed apartment ensures a memorable stay in this vibrant neighborhood.

The space
Enjoy our elegant studio apartment in the heart of downtown Highland Park. Perfect for couples, concert-goers, and small families, our space features a soft queen bed and a clean bathroom stocked with essentials. Natural light fills the studio through a main street-facing window.

Our prime location offers easy access to the famous Ravinia Festival, where you can enjoy world-class performances. The beautiful shores of Lake Michigan are just a short drive away, perfect for swimming, sunbathing, and scenic views.

Explore downtown Chicago with ease via the nearby Metra station, or visit the Great Lakes Naval Station, conveniently close yet far enough to avoid noise disruptions.

Unwind in our cozy studio, featuring comfortable furniture, a smart TV, and free Wi-Fi. The fully stocked kitchen includes everything you need to prepare meals, along with complimentary coffee and tea to start your day.

Book your stay at our beautiful Highland Park studio apartment today and enjoy a comfortable and convenient experience.

Important Note on Smoking Policy and Building Environment

Please be aware that while all of our Airbnb units are strictly non-smoking, and we provide high-quality air purifiers in each apartment, the building itself houses long-term tenants in other apartments whose leases do allow for smoking. This means that, occasionally, the smell of smoke may be noticeable in the common areas, such as hallways.

We want to assure you that our air purifiers are highly effective, and our units are maintained to ensure that no smoke smell enters your living space. Your comfort and experience are our top priority, and we take every step to ensure a fresh and pleasant environment in our Airbnb units.

We appreciate your understanding and look forward to hosting you!

Guest access
Guests can access the main building and the apartment itself. There is also a laundry room located in the building, which is a public space in the complex.

Other things to note
Free parking is available in the back of the building. There is 1 spot available for guests to park. Please look for signs that read "Reserved for 716/720 Central Ave" and park within that area. You do not need a city sticker to park.

Important Note on Smoking Policy and Building Environment

Please be aware that while all of our Airbnb units are strictly non-smoking, and we provide high-quality air purifiers in each apartment, the building itself houses long-term tenants in other apartments whose leases do allow for smoking. This means that, occasionally, the smell of smoke may be noticeable in the common areas, such as hallways.

We want to assure you that our air purifiers are highly effective, and our units are maintained to ensure that no smoke smell enters your living space. Your comfort and experience are our top priority, and we take every step to ensure a fresh and pleasant environment in our Airbnb units.

We appreciate your understanding and look forward to hosting you!

Charming in-law suite w/ use of deck and yard
House
Lake Forest

Charming home in Highland Park. The space is my in-law suite which is in the lower level of my home and has its own full size kitchen and bathroom. We live up-stairs with our 3 little dogs so we will be available if you need anything during your stay. The in-law suite is set up like a studio and has one queen bed,a separate closet area and laundry. Please note- the suite is in the basement, but there is natural light. You have shared use of the deck/yard if desired.

The space
Private in-law suite in the lower level of my newly renovated modern farm house. Updated bathroom and kitchen in basement with all modern finishes. Egress window in basement. You have your own entrance to the suite. We both enter through the back sliding door but I have my locked entrance to my level and you will have your locked entrance downstairs. Think of it as a garden apartment.

Very close to highway and about a 10 minute walk to downtown Highwood and Metra train station. 5 minute drive to Highland Park and shopping.
1-hour train ride to downtown Chicago (from the Highwood Metra station).
40-60 minutes north of Chicago (depending on traffic).

Guest access
Gated back yard- entry with code only. Very private. You have access to the entire lower level (set up like a studio apartment with full kitchen, laundry and bathroom), back yard, decks and fire pit.

Other things to note
During the summer, the ac is quite cold, so bring a couple extra sweatshirts :)

If the gate is closed in back, please make sure you keep it closed so the dogs don’t get away. Dogs have access to the outside at all times so they might be out when you arrive.

There is street parking out front.

Garbage day is Thursday so make sure your trash is in the BLUE cans on Wednesday night.

Amenities:

Conditioner • Cleaning products • Essentials • Washer • Body soap • Hair dryer • Hot water • Shower gel • Shampoo • Free dryer – In unit

Lovely 1 Bedroom in Highland Park
Apartment
Highland Park

Live in the heart of downtown Highland Park and near to the shopping and Metra station when you live in this fully furnished & professionally managed 1 bedroom. The apartment is 821 sq. feet with a queen bed, desk & chair, and all of the housewares, furnishings and electronics you need to make this home away from home. Rent includes all utilities plus expanded cable, wifi and an indoor assigned parking spot. Additional parking is available for an additional fee. Guests have access to amenities.

The space
This is a fully furnished 1 bedroom, 1 bathroom. Queen Bed is standard. There is an in-unit washer/dryer and desk & chair for wfh set up. All housewares and utilities are included. Each apartment comes with one assigned parking spot

Guest access
Suite Home has full access to building amenities.

Other things to note
Suite Home guests have full access to building amenities.

Amenities:

Conditioner • Free washer – In unit • Shampoo • Essentials • Free dryer – In unit • Park view • Hot water • Hair dryer • Body soap • Shower gel

Full Apartment green oasis in law suite
Apartment
Highland Park

Beautiful & spacious 1 bedroom, 1 bath in law apartment. New windows with green views. Fragrance free home. There are Curtains in the living room & kitchen. Designated Parking onsite. Full kitchen full sized stainless appliances, private stackable washer and dryer machines & beautiful tile throughout. Bring slippers tile can be chilly to touch - if barefoot. Starbucks, parks, restaurants, dry cleaners & Jewel walking distance from apartment. Whole Foods & Target 7 min. drive. NO PARTIES.

Guest access
The whole apartment.

Other things to note
CHECK IN IS AT 3PM OR LATER AND CHECK OUT IS AS LATE AS 11AM

Amenities:

Shower gel • Honest Beauty body soap • Cleaning products • Free washer – In unit • Garden view • Honest Beauty shampoo • Honest Beauty conditioner • Hair dryer • Hot water • Outdoor shower

Cozy MidCentury Modern Getaway
House
Highland Park

Cozy and comfortable is the best words to describe this mid century home. Come and relax. I am happy to host. Within walking distance of many parks and close to O’Hare, the Botanical Garden and everything that Northshore has to offer this home will not disappoint.

The space
Cozy and comfortable as all you need to know. Come and stay and enjoy having to come home to a relaxing space

Amenities:

Washer • Bathtub • Body soap • Hot water • Dryer • Shampoo • Conditioner • Shower gel • Cleaning products • Hair dryer

Month-to-Month Secure, Charming, Cozy Pied-à-terre
Apartment
Highland Park

Our studio apartment is in a secure building, centrally-located in the walkable Rivinia Business District of Highland Park.

Very quiet building, 2nd floor apartment with no neighbors above or below.

Free shared laundry, stocked kitchen (no dishwasher), and free overnight lot parking (must provide license plate number)

Just 3 blocks to the Rivinia Metra stop, less than a one-mile walk to the Michigan lakefront and 2 miles from Chicago Botanic Gardens. Walgreens is across the street!

Other things to note
1 level above ground level via stairs

Amenities:

Hot water • Hair dryer • Free dryer – In building • Bathtub • Shower gel • Body soap • Shampoo • Cleaning products • Washer • Conditioner

Hidden Gem Cottage near Park, Beach & Ravinia
House
Glencoe

Unique Hidden Gem Cottage, alongside beautiful green park, famous Green Bay Trail, Ravinia and Botanic Gardens, Few blocks from the beach & Metra train to Chicago. Relax in our historic cottage and gardens. Peaceful yet central, vintage yet modern, mid century charm.
Open layout, chef’s kitchen and stylish family room. Fully stocked kitchen. Two private bedrooms, two updated bathrooms, new laundry.
Enjoy the garden alongside the beautiful park settings.

Amenities:

Park view • Free washer • Cleaning products • Body soap • Garden view • Shower gel • Courtyard view • Hot water • Shampoo • Bathtub

The Cottage at Linden
House
Highland Park

Welcome to the Cottage at Linden, in posh N. Shore Highland Park~Y/our Home Away from Home ! This private, spacious, cozy, quiet gem {*excellently located proximal to The Ravinia Festival, in walking distance to the Train, Town, Beach, Lake, plus some of the finest parks along the Lake Front — in an idyllic, serene, lush, upscale neighborhood} brings you & your guests more than the ease & comfort of home whilst you celebrate, adventure, connect, create, explore, rest, renew, & roam.

The space
The cottage was originally built in 1929 with various additions and augmentations over the years. The home was built by the original owner of the Blue Victorian house directly in front of the property. He was a realtor responsible for selling the right of way for the Union Pacific train tracks (Highland Park train station is a 10 minutes walk from the property.) He also sold the land to the now Ravinia Festival a short bus ride or leisurely walk from the Cottage. Our choice location is our guest's gateway to beautiful ravine and beach hikes, the Chicago Botanic Gardens, Ravinia Festival, Lake Forest College, many Fortune 1000 company campuses and town with some of the best resturants and shops on the North Shore of Chicago.

Guest access
The entire home & grounds.

Other things to note
Highland Park short term rental license:
RENT-006327-2024

Amenities:

Body soap • Hangers • Hair dryer • Cleaning products • Washer • Hot water • Shower gel • Dryer • Essentials • Bathtub

Highland Park Furnished 2 Bed
Apartment
Highland Park

Stay in the heart of downtown Highland Park when you rent this fully furnished & professionally managed 2 bedroom. Furnished with a queen and two twins, this apartment is equipped with all the housewares, linens & electronics needed to make it home away from home, plus all utilities including cable & wifi are provided. The apartment comes with an indoor parking spot. Additional spots are available for an extra fee. Guests have full access to all building amenities, including 24-hour gym.

The space
2 Bedroom, 2 Bathroom. Furnished with a King, Queen, but twins can be added. In-unit washer/dryer. Desk & Chair. Includes indoor, assigned parking spot. Guests have full access to all building amenities.

Guest access
Package Service
Controlled Access
Maintenance on site
Property Manager on Site
Online Services
Planned Social Activities
Pet Washing Station
Key Fob Entry
Elevator
Business Center
Clubhouse
Lounge
Fitness Center
Sauna
Spa
Pool
Putting Greens
Gameroom
Courtyard

Other things to note
Suite Home guests have full access to building amenities.

Amenities:

Hot water • Shampoo • Hair dryer • Free dryer – In unit • Free washer – In unit • Shower gel • Park view • Body soap • Conditioner • Bathtub

A Wonderful Getaway Home on the North Shore!
House
Highland Park

A perfect place to visit the northern highlights of Chicago! 1/4 mile from Ravinia! 1.5 miles from the Botanic Gardens! 30 minutes from Chicago (an hour and a half from Milwaukee). Close to trains, planes, and easy automobile access. A two-bedroom gem in the heart of so many wonderful things. Other local places include Northwestern University, Lake Forest, Winnetka, and Lake County.

I have a cat living here, but he will accompany me when I leave.

The space
The house is the home of an artist (me!), so it has an eclectic taste of paintings, found objects, and quaintness. It is perfect for a couple and offers a bright coziness in every room (although with two bedrooms, it can comfortably accommodate two couples). It is approximately 1,400 sq. ft. with a semi-finished, comfortable basement (including a fireplace and a third bedroom, should that be needed). The bedrooms are a nice size, and the upstairs bathroom is also a good size. The dining room comfortably sits 4-5, and there is an Alexa for your listening pleasure. It plays anything. You simply have to ask! The kitchen is galley-style, but there's plenty of room to prepare your favorite meal. I have most of the utensils and cookware, but I'm no gourmet chef! I keep space in the fridge and freezer for your needs, and feel free to use any items in there or the pantry, for that matter.

If you have a pet staying, I would prefer it to be crated if you leave it alone in the house, and please clean up after it.

I have a recycling bag in the pantry for your recyclables, and the trash bin is in the kitchen. You will find the trash cans (for garbage and recycling) located by the side of the house.There is a third trash can for compost items; they can be put directly into the blue and yellow bins.

The paintings are available for purchase ... just ask about pricing!

PLEASE NOTE! THIS IS A PRIVATE HOME YOU WILL BE STAYING IN!
ONE GUEST SEEMED TO THINK SHE WAS COMING TO A RENTAL HOUSE WITH NO PERSONAL ITEMS IN VIEW. I JUST WANTED THERE TO BE NO MISUNDERSTANDINGS!
ENJOY! : )
I also have a cat who leaves with me and I keep it as dander free as humanly possible!

Guest access
The entire house will be yours, except for the locked doors (basement and upstairs hallway), and the garage is also closed for access. You will find that most of the drawers contain my belongings, so please treat them with respect. I have cleared a chest of drawers in the master bedroom, as well as closet space for you. Additionally, there is a whole closet in the second bedroom available for your use. The backyard patio has a grill and seating for six and is lit when the sun goes down. I try to keep things quiet after 9 in respect for my neighbors. Please park your car on the driveway, and I recommend locking it at night. Please lock the doors and return the keys in the lockbox when you leave! Thanks!

Other things to note
I never double-booked the house, so you can expect the whole space during your visit.

Did I say that I have a cat? I keep the house as dander-free as possible.

North Shore - Home Away From Home
House
Highland Park

This home is perfect for families including a large family room with foosball, vintage video games and a closet full of toys for your little ones! The home is furnished with quality furniture and finishes. We've worked very hard to think of everything and anything that makes a family stay a peaceful one.

Amenities:

Cleaning products • Bathtub • Conditioner • Dryer • Hair dryer • Shampoo • Hot water • Shower gel • Body soap • Washer

North Shore Blue-Door Bungalow
House
Highland Park

This bungalow offers style, comfort, a peaceful vibe, and location, location, location. The location makes it a no-brainer for any family, dog lover, nature enthusiast, or relaxation seeker. This vintage 30's home is across the street from a huge play park, less than a mile to Highland Park Hospital, uptown, the train & Lake Michigan.

The space
Enjoy the quality furnishings that add function and fashion, and a well suited kitchen with everything from a crockpot to an espresso machine. On the main floor there is one queen bedroom, one bunkbed/crib room, living room, bathroom, dining room and kitchen. Upstairs in the attic loft, enjoy the king oasis to relax and refresh!

Guest access
Featuring 3 bedrooms, including a kids room with bunks/crib, 1 full bathroom with a tub, a fantastic kitchen, and a gorgeous living room and dining room. Laundry access for guests staying 5 nights or more. Your hosts are attentive, live nearby, and can help with anything you need to make your stay something to tell your friends and family about!

Other things to note
No cheapo towels, crappy mattresses & furniture and/or stark junky kitchen supplies here. Everything is designed to make your stay a comfortable and convenient one.

Amenities:

Park view • Hair dryer • Free washer – In unit • Bathtub • Free dryer – In unit • Cleaning products • Shampoo • Conditioner • Hot water • Body soap

Highland Park Retreat
House
Highland Park

Northshore Oasis. Your family will be close to everything the northshore of Chicago has to offer. Walk to Highland Park's downtown with cute restaurants and coffee shops. A four minute walk to the Metra train to Chicago, a short bike ride to Ravinia (the outdoor concert venue), and a ten minute walk to Lake Michigan and the beach. Some fun features include, a spacious eat-in kitchen, a sun room, fire pit, patio, air hockey table and a Peloton.

The space
Bedroom 1-King size bed with private bathroom
Bedroom 2-Full size bed with bathroom
Bedroom 3-Full size bed (shared bathroom)
Bedroom 4-Twin size bed (shared bathroom)

Amenities:

Smoke alarm • TV • Washer • Indoor fireplace • Board games • Exterior security cameras on property • Carbon monoxide alarm • Exercise equipment • Fire extinguisher • Air conditioning

Bright, fully renovated 4BR home with office space
House
Highland Park

Relax and unwind in our family-friendly fully renovated home, perfect whether you're visiting for a special gathering or just passing through.

Walkable to lovely downtown Highland Park + the brand new public Sunset Valley Golf Club and just a short drive to Ravinia, the Chicago Botanical Garden, and the Naval Base, you'll find our home has everything you need just at Chicago's doorstep.

The space
Our home was fully renovated in 2022 and designed for our guests to feel comfortable and relaxed.

On the main floor you will find a delightfully open living room, dining room, and kitchen, as well as a full bath and three bedrooms. The back door opens onto an expansive yard and screened in porch.

One floor down you’ll find a large recreational room with a big screen TV and sectional - perfect for game days and movie nights! - as well as a cozy reading nook and bean bag chairs that can easily convert into a child’s play area. The lower level is completed by a large bedroom with two queen beds and a second full bath. There is a private entrance on the lower level, as well.

The home boasts two private work stations: one in an upstairs bedroom and the second on the lower level bedroom. The dining room can also be used as a separate work station.

*Please note that all bedrooms have blinds that were installed after the home was photographed. Everything else should appear as is!*

Registration # - 091176

Guest access
Our neighborhood is perfect for leisurely walks, riding bikes, or taking a run.

You have full access to the home which includes the driveway (fits three cars), backyard, and front yard.

If you have more cars than fit in the driveway, please note that there is no street parking and violators will be ticketed.

Other things to note
Please note that all bedrooms have blinds that were installed after the home was photographed!

Guests will have access to the enclosed garage and the screened in porch.

Garbage and recycling pickup is Tuesday morning. We ask that guests staying on a Monday please pull the bins out to the curb on Monday evening. Please place them back inside the garage on Tuesday.

Amenities:

Hair dryer • Cleaning products • Free washer – In unit • Conditioner • Shampoo • Body soap • Free dryer – In unit • Bathtub • Hot water • Shower gel

2-Acre Highland Park Retreat with Heated Pool ~ 5*
House
Highland Park

Experience luxury of this award winning 6BR 4Bath family home in picturesque Northshore private estate. Spend day by the private heated pool, enjoy beauty of gardens, explore local landmarks, starting with the gates of neighborhood Michael Jordan estate.

The stylish design and rich amenity list will leave you in awe.

✔ Two-Acre Estate
✔ 6 Comfy BRs
✔ Multiple Living Areas
✔ Full Kitchen
✔ Backyard (Pool, Lounges, BBQ)
✔ Smart TVs
✔ High-Speed Wi-Fi
✔ Free Parking

See more below!

The space
As soon as you step foot in this gorgeous house on the stunning two-acre estate, you're greeted by an attractive yet highly comfortable living area. It is styled elegantly to match the beautiful Highland Park location.

The fully equipped kitchen blends with the dining area, where you'll cook and enjoy delicious meals with your loved ones before relaxing in the family room and the TV area, setting the stage for unforgettable evenings. Sunlight bursts through large windows, making the house shine bright during the day, accenting the tastefully picked furniture and enhancing the luxurious setting.

Unwind in the six lavish bedrooms, equipped with 5-star hotel amenities to provide a comfortable stay after a day of exploring.

But wait! The best is yet to come! Step out into the fully fenced backyard to bask in the sun by the luxury swimming pool, catch a breath of fresh air, and sit on the lounges while gazing at the majestic night sky.

When you decide it's time to take a break from the great outdoors, you'll be able to retreat to the basement entertainment zone with cozy seating areas and a gaming table.

There's so much to do in this breathtaking house. We look forward to you experiencing its full comfort and coziness.

★ LIVING ROOM ★
It immediately feels like home! Sit back, relax on the cozy sofa by the fireplace, and discuss your plans for your upcoming Illinois adventures.

✔ Comfortable Sofa with Pillows
✔ Wood-Burning Fireplace
✔ Cozy Sofa Chairs
✔ Rustic Glass Coffee Table
✔ Reading Lamps

The family room is beautiful, but where will you watch the latest season of your favorite TV show? Worry not, as we have furnished a designated TV area, so grab some snacks and drinks, find your place on the comfy sofa, and watch your favorite blockbuster!

✔ Chic Sofa with Pillows
✔ Smart TV
✔ Comfy Armchairs
✔ Stylish Coffee Table
✔ Reading Lamps

Finally, the basement provides another family area where you can have hours of fun with your family and friends.

✔ Cushy Sofa with Pillows (can be converted into an extra Double Bed)
✔ Wood-Burning Fireplace
✔ Leather Sofa Chairs
✔ Rustic Glass Coffee Table
✔ Gaming Table

★ KITCHEN & DINING ★
The spacious kitchen is fully equipped with stainless steel appliances making it suitable for preparing simple breakfasts, quick snacks, or three-course gourmet dinners. Large quartz countertops and a central kitchen island offer plenty of room to unleash your cooking creativity.

✔ Microwave
✔ Stove
✔ Double Oven
✔ Toaster
✔ Blender
✔ Hot Water Kettle
✔ Refrigerator/Freezer
✔ Dishwasher
✔ Sink - Hot & Cold Water
✔ Trays
✔ Glasses
✔ Pots & Pans
✔ Silverware

Have a refreshing drink by the pool while the designated family chef works in the kitchen. Once the food is ready, serve it on the dining table and enjoy a delicious meal with your loved ones.

✔ Dining Table with Seating for 10
✔ Kitchen Island with Seating for 4
✔ Coffee Station (Keurig with Complimentary Pods, Snacks)

★ SLEEPING ARRANGEMENTS – 6 BEDROOMS ★
After an exciting day of outdoor adventures, you will be looking to rest for an equally entertaining tomorrow. Once you are ready to relax, please make your way to these comfortable bedrooms.

♛ Master Bedroom Suite: King-Size Bed, Lounge Seating Area, Ensuite Bathroom
♛ Bedroom 2: Queen-Size Bed
♛ Bedroom 3: Double Bed
♛ Bedroom 4: Queen-Size Bed, Reading Nook
♛ Bedroom 5: Double Bed, Ensuite Bathroom
♛ Bedroom 6 (Basement): Queen-Size Bed

All bedrooms share a similar set of amenities.

✔ Premium Linens, Sheets, and Pillows
✔ Closets with Hangers and Shelves
✔ Dresser with Spacious Drawers
✔ Night Stands with Reading Lamps

★ BATHROOMS ★
The home has four full bathrooms, two en-suites (master & bedroom #5), and two more to serve the other bedrooms and common areas. All are stocked with clean towels and essential toiletries to ensure a carefree stay.

✔ Clawfoot Soaking Tub with a Separate Rainfall Walk-In Shower (Master Bathroom)
✔ Walk-In Shower
✔ Vanity (Double in the Master Bath)
✔ Mirror
✔ Toilet
✔ Towels
✔ Hair Dryer
✔ Essential Toiletries

★ BACKYARD ★
An astonishing oasis would not shine in all its glory without a space where you can fully unwind and enjoy the tranquility of the breathtaking outdoors. Hop in the luxurious heated pool before chilling on the comfy lounges. The spacious lawn is perfect for activities and relaxation

✔ Heated Swimming Pool with Sun Lounges
✔ Pool Toys and Games
✔ Dining Table with Seating for 8
✔ Lounge Seating
✔ Lush and Spacious Lawn

Find your happiness in this delightful family getaway. It offers a place to unplug, cuddle on the sofa, watch a movie, or work on your vacation tan by the pool on this majestic two-acre estate.

Please let us know if you have any questions regarding our Scottsdale getaway. Happy Travels!

Guest access
The property is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home.

Other than the already mentioned amenities, our home also comes with the following:

✔ High-Speed Wi-Fi
✔ Self Check-In (Smart Lock)
✔ Air Conditioning
✔ Heating
✔ Washer/Dryer
✔ Iron/Board
✔ Free Parking

Other things to note
★ COVID-19 SANITIZATION ★
Heath, safety, and well-being of our guests are of utmost importance. For this reason, we use a thorough cleaning process after each check-out.

★ PET-FRIENDLY HOME ★
Bring your furry friends along for an exciting vacation. They'll get to enjoy and run around the spacious backyard while you relax on the comfy patio.

★ NO SMOKING INSIDE ★
Please refrain from smoking inside the home! Any smoking evidence will result in a fee for odor removal and furniture cleaning.

★ NO PARTIES/EVENTS ★
We kindly ask you to treat our home as your own to preserve its pristine condition for future guests and your return visits.

Thank you very much for your understanding.

Interaction with guests

We will be accessible 24/7 for our guests via phone, text, or the Airbnb app.
Expect a quick and prompt response. We give our guests space but are available for every inquiry.

Contact us now so we can begin arranging your perfect vacation!

The neighborhood

Overview

The property is nestled in a tranquil and friendly neighborhood of Highland Park, IL, less than 10mins from the picturesque downtown area, which features a variety of shops, restaurants, and other businesses.

One of the main attractions in Highland Park is the Ravinia Festival, an outdoor music venue that hosts a wide range of performances throughout the summer. Outdoor enthusiasts will enjoy the city's many parks, including Rosewood Beach, which offers swimming, fishing, and picnicking opportunities. Additionally, Highland Park is home to the Highland Park Historical Society, which operates a museum that tells the city's history through exhibits and tours.

Here are some places of interest you'll surely be looking to visit during your stay:

✔ Michael Jordan's Estate (2 mins away)
✔ Danny Cunniff Park (5 min away)
✔ Heller Nature Center (6 mins away)
✔ Sunset Woods Park (7 mins away)
✔ Landmark's Renaissance Place (8 mins away)
✔ Openlands Lakeshore Preserve (10 mins away)
✔ Chicago Botanic Garden (10 mins away)
✔ Rosewood Beach (13 mins away)
✔ Ravinia Festival (13 mins away)
✔ Chicago (32 mins away)

***Distance times are calculated if traveling by car.

Getting around

If you arrive by car, you will be happy to know that we offer a free parking spot. However, if you would like to avoid driving during your stay, there are many convenient, easily accessible transportation options close to our home.

✔ Bus
✔ Taxi
✔ Uber & Lyft

Rejuvenate and Relax in the North Shore
House
Highland Park

Set in the midst of an affluent neighborhood, this spacious and sunny four bedroom retreat offers all the comforts of a home away from home. With it's perfect location close to Lake Michigan, Chicago Botanical Garden, Ravinia, Naval Base, and Six Flags Great America to name a few, our family home is within reach to Chicago as well. If you feel very adventurous, just leave your car in garage, pick up a bike and ride the Lake Shore Bike trail all the way to downtown Chicago, enjoying the beautiful scenery. If you feel less adventures but still would like to enjoy beautiful scenery, you can do it by taking a train. Metra can get you downtown Chicago in less than 45 min. and the stop is within walking distance.

The space
Comfortable and spacious with room to host large families. Quality comfort linens, pillows, and towels. Air hockey, darts, and board games for the whole family to enjoy.

Guest access
Guests have access to the whole home including all closet spaces. The garage too along with the large, soon to be Zen Garrden inspired yard.

Other things to note
Information sheet about the house and neighborhood are available once boooked. Large yard with outdoor furniture and bbq grill that runs on propane.

North Shore Chicago Coastal Retreat
House
Highland Park

Enjoy the best of Chicago's North Shore at this unique and tranquil getaway. The home was meticulously designed with a focus on green and healthy living. From the non-toxic finishes, towels and bedding, organic flame-retardant free mattresses and stainless steel PFAS-free cookware - there is no detail that has not been thought of! Enjoy filtered, alkaline and hydrogenated water from the RO system, clean air from the air purifiers and this calm peaceful space created with your well-being in mind.

The space
Situated in a family-friendly neighborhood within a 3 minute drive or a 12-minute walk to downtown Highland Park. Also 2.5 miles (a 6-minute drive) to both Rosewood Beach and the renowned Ravinia outdoor music festival.

This is a split-level house with an open floor plan on first floor including the living room, kitchen and dining room then a short flight of stairs up to the bedrooms and main bathroom. Basement includes a second bathroom with shower and a laundry room with washer and dryer.

Rental registration # RENT-006861-2025.

Guest access
The entire house is available for use except for 2 locked closets in basement. The basement is finished, but not yet furnished. The basement laundry room and bathroom are available for use.

Other things to note
*This is a shoe-free home. In an effort to keep our home clean and healthy for each and every visitor, we ask that you remove your shoes upon entering.

Amenities:

Essentials • Air conditioning • Clothing storage • Free dryer – In unit • Books and reading material • Bed linens • TV • Extra pillows and blankets • Room-darkening shades • Free washer – In unit

Sanctuary on the Ravine
House
Highland Park

Take it easy at this unique and tranquil get away, walking distance to Ravinia and Beaches 3 Blocks.This historic, beautifully decorated and well maintained home has a lovely, peaceful & serene setting. Multiple indoor and outdoor seating arrangements. Fully stocked kitchen that opens to family room looking out onto several multilevel brick patios and a quiet, private ravine. The extra large living room has a down feathered sectional couch that seats up to 10 people. No parties or gatherings

Other things to note
Highland Park Rental Registration #089010

Amenities:

Bathtub • Garden view • River view • Hair dryer • Shampoo • Conditioner • Body soap • Park view • Cleaning products • Hot water

BRAND NEW*North Shore*3 BDR*3 Smart TVs
House
Highland Park

Modern 3-bed, 4-bath home in Highland Park, IL, steps from Ravinia Festival. Recently renovated with an open-concept living area, gourmet kitchen, and stylish, comfortable bedrooms. Ideal for families, with easy access to downtown shops, cafes, and parks. Perfect for relaxing after concerts or exploring local charm. Book your stay for a memorable experience!

The space
This fully-furnished house is perfect for families or groups of friends who are looking for a unique and memorable vacation experience.

★ LOUNGE ★
Lounge in the open living room or basement complete with a high speed WiFi and a Roku smart flat-screen TV where you can enjoy your favorite streaming apps such as Netflix, Disney+, Prime Video, Hulu, etc.). The basement also has a few fun games such as a foosball table, velcro dart board, and indoor basketball hoops.

★ KITCHEN ★
Need a break from the amazing local restaurants? The kitchen is stocked with utensils, glassware, cutlery, pots and pans; everything one would need to fully utilize the kitchen and make a home cooked meal. Full sized fridge and freezer. Drip coffee maker and toaster oven available as well.

★ BEDROOMS ★
Ready to rest and relax from all the Chicago adventures? Each bedroom is beautifully furnished with comfortable mattresses, blackout curtains and plenty of storage for clothes. Hangers provided. An air mattress can be provided upon request. Please notify us in advance so we can have it ready for your arrival.

★ BATHROOMS ★
There are four full bathrooms stocked with fresh towels and essential toiletries for your convenience (shampoo, conditioner and body wash). The master suite bathroom features a walk-in shower, while two other bathrooms include a soaking tub offering perfect spa-like relaxation.

★ PARKING ★
Two spots available in the driveway.

★ PETS ★
While we love our furry family members, we unfortunately do not allow pets.

Guest access
✅ Easy Check-In Process for your rental agreement, ID verification, & security hold

It’s just like when you check in at a hotel and give your ID and security deposit to the front desk, except our front desk is online! It's super easy to complete on your phone! We use a web-based system called Happy Guest, and you’ll receive a personalized rental agreement, ID verification, and a simple security hold (which is not a security deposit) to receive your arrival instructions. It’s simple: finish these steps, and you’re all set to enjoy your stay! Note: arrival info won’t be sent without completing these steps, and refunds aren’t possible if skipped. Your personalized guidebook will give you all the info about the home, my favorite local spots, automatic early check-in notifications, and sometimes even late checkout! You can even share it with friends and family! Got questions? Just message us anytime!

With our keyless entry, you can enjoy a flexible check-in any time after the designated check-in time on your arrival date and guests can conveniently gain access via the smart lock.

Check-in Time - 4:00 pm
Check-out Time - 10:00 am

Other things to note
★ NO SMOKING ★
Please refrain from smoking anywhere on the property! Any evidence of smoke will result in a $200 fee for odor removal and furniture cleaning. Smoke monitor present.

★ NO PARTIES/EVENTS ★
Please treat our home with care. We kindly ask that gatherings remain respectful, avoiding disruption to our community as we have quiet hours from 11 pm to 7 am. This includes refraining from smoking, excessive noise. Noise monitor and exterior cameras present.

★ EARLY CHECK-IN REQUESTS ★
Before you arrive in town, we need to ensure our previous guests have checked out, that the housekeeping service and maintenance has been through the unit, and that linens and towels are fresh and ready for your visit. All this takes time and needs to be done before you check in. Due to this tight timeframe, we don’t typically allow early check-ins. In the event we don’t have a check out before your visit we can arrange an early check-in.

✅ This property has special local compliance requirements which include a signed rental agreement, ID verification, and a security hold of $1000 (which is not a traditional security deposit, just a pending transaction). As an optional alternative to the security hold, you may opt in to purchase a non-refundable damage waiver provided by a third-party insurance company. The optional damage waiver is $64 for stays up to 10 nights, with an additional $2 per day for stays longer than 10 nights. Damage waiver purchases are optional.

To make this process easy for you, we use a secure and very simple, app-free platform called Happy Guest. It is not an app, and you do not have to sign up for an account - it’s a safe and secure website. It also gives you a guest portal with all the info about the home and all of my favorite local spots.

Your guest portal includes advertisements with third-party upgrades that you may want to enhance your stay. These upgrades are optional and include:
🛎️ Early Check-In: Early check-in is sometimes available, but not guaranteed. If the home is ready early, the hour before check-in time is always free, and if you’d like to get in earlier, it’s $20/hr.
😴 Late Check-Out: Late check-out is sometimes available, but not guaranteed. If it is available, it’s $20/hr.

Modern Luxe Home w/Gameroom and Electric Fireplace
House
Lake Forest

Have fun with the whole family at this stylish place. Enjoy the game room equipped with everything you need to have a memorable night!

This beautifully renovated home has 4 spacious bedrooms, 3 baths, family room, dining room, electric fire place, updated kitchen, and lovely patio.

Get to downtown Chicago in 40 min via the Metra or car. The metra station is minutes away walking distance!

The space
Our charming & relaxing home is modern and has a finished basement equipped with games in the basement, with a foldable ping pong table and 55inch TV that makes it perfect for kids to lounge and have fun. All parts of the house is perfect to lounge and relax in, the space is well decorated with a large open space concept in the dining room and fireplace with a family room.

Equipped with high speed wifi, large 65 inch Roku Smart flat-screen TV (made easy for streaming Netflix, Amazon Prime, Hulu, Disney Plus, etc), heating, AC, washer & dryer plus 1-car garage with space for parking 4 cars to be parked on driveway.

We also have a fully stocked kitchen with blender, coffee, toaster, refrigerator, oven, stove, and dishwasher. All new appliances.

The master bedroom has a luxurious king bed and there are blinds in every room.

The 2nd bedroom has a queen bed, blinds, and a workspace.

The 3rd bedroom includes a queen bed and blinds

The 4th bedroom has two twin beds perfect for kids.

All of our bedrooms have the softest memory foam mattresses and fluffiest pillows that makes sleeping its own sanctuary!

Guest access
The entire house

Other things to note
No events are parties are allowed.
Sometimes we might require security deposit and proof of ID to validate the guest name and age to protect both host & the guest.

Amenities:

Bathtub • Shampoo • Free dryer – In unit • Cleaning products • Hot water • Washer • Shower gel • Hair dryer • Conditioner • Body soap

The Sunset Manor - Luxe Mansion for Serene retreat
House
Highland Park

Welcome to Sunset Manor, a 6-bed, 4.5-bath haven of elegance. The grand foyer sets the tone for luxury, leading to open-concept living spaces adorned with stylish furnishings. Entertainment thrives with a dedicated theatre room for cinematic experiences & a sleek bar area to unwind.

Nestled in a serene location, Sunset Manor is ideal for family vacations, friend reunions, or corporate retreats. Book your stay for luxury, convenience, & tranquility. Your unforgettable escape begins here.

Other things to note
No events are parties are allowed.
Sometimes we might require security deposit and/or proof of ID to validate the guest name and age to protect both host & the guest.

Witness Sunrise Over Lake Michigan
House
Highland Park

Mesmerizing views of Lake Michigan from nearly every corner of this recently renovated Mid-Century Modern home. The house is walking distance from Ravinia Festival, downtown Ravinia Restaurants, and glorious Rosewood Beach; a healthy walk or short drive from Metra Train Stn. to Chicago and from the Chicago Botanical Gardens. Of course, guests can always choose instead to relax fireside, on the roof deck, or at the home’s private beach. Perfect for 4 guests, it accommodates 6. 2K, 2Q, 2.5 baths.

The space
Stepping into this house is like stepping onto a magic carpet and floating out over Lake Michigan

Guest access
Guests will have the house to themselves. First floor features a foyer opening on to the giant Great Room with balcony over looking Lake Michigan; off of the Great Room are a reading room and a large fully-equipped commercial kitchen. Two bedrooms and 1.5 baths are located on the first floor. The second flight has two lakeside bedrooms and a bath, as well as a roof deck. Basement unfinished and available for laundry purposes only. Grounds feature a large patio, large yard, and bluff pathway to home's private sandy beach.

Other things to note
The private beach is fantastic, if you like beaches and endless ocean views and silence. (Yes, I said "ocean." Lake Michigan is an inland ocean. You'll understand after a stay.) The path down to the beach is steep in parts and closed for safety reasons during the winter months.

Amenities:

Shampoo • Conditioner • Dryer • Bathtub • Beach view • Hair dryer • Lake view • Cleaning products • Hot water • Washer

6 bed pool Indoor Basketball Gym
House
Highland Park

This house was originally owned by Scottie Pippen and has it all! 6 bedrooms 7 bathrooms large swimming pool, brand new year round jacuzzi, huge decks, suit has a drop down movie screen and steam shower and jacuzzi tub
2 story entryway and living room, separate TV room, dining room, office, and kitchen with a second dining area. The basement has an arcade (3 pinball machines, 2 video games, air hockey, pool table, ski ball), movie theater, gym and indoor basketball court

The space
There will be constriction of a new house at the lot next door during the summer of 2025.

Step into a huge entryway that walks though to the huge living room with a wet bar . To the side there is a comfy family room that is perfect for watching TV. Along with the seasonal huge swimming pool there is a brand new jacuzzi to use year round! Four bedrooms are above, two share a bathroom, one has its own bathroom with a tub that is more for baths than showers. The primary suit has a huge shower with a steam feature and big jacuzzi tub. It also has a movie screen that comes down from the ceiling with a smart protector above the bed. The other two bedrooms are not as swanky. Bedroom five is off the kitchen and gets a lot of light. The sixth bedroom is in the basement, it has its own full bathroom but this room gets no light, it is for the person who likes a cool dark room or the person who kicked in the least for this rental.
The basement has 3 pinball games, a driving game, ski ball, a NICE air hockey table, the expensive kind that they have at real arcades. The felt on the pool table has seen better days but it works and you don’t have to worry about kids messing it up. There is also a ping pong topper they also is not in great condition but works. There is a blow up castle that is in great shape, it has never seen the outdoors, you do need to duct tape it to the blower though, unless i figure out a better way. The yard is huge and is great for sports. There isn’t much garage space but there is space for one car and plenty of outdoor parking. The ceiling lights are a bit odd, they are everywhere and hard to figure out, you just have to play around with them. There are two refrigerators and plenty of cabinet space. Because this is my family home the junk drawers are full and I keep a cabinet for my food, if you would like anything from my cabinet feel free. My kid’s rooms are on a separate floor that I lock from the entryway. We rent this house during our school breaks. Summer 2024 we will be looking for one renter to take it for our 2 to 3 month break.

Other things to note
***** the lot next to the house was just sold and there will be a house constructed during the summer of 2025*****

Highland Park Lodging on the Map

Compare the Best Lodging in Highland Park – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
2-Acre Highland Park Retreat with Heated Pool ~ 5* 2707 Mavor Lane, Highland Park, IL, IL 60035, USA 648 4.0 9.8 9 Click here
Stunning & Stylish Downtown Studio - Highland Park Highland Park, Illinois, USA 157 2.0 8.8 6 Click here
Luxury Suite at Private Beach North Shore Residence 110 Lakewood Place, IL, IL 60035, USA 152 4.0 9.3 3 Click here
The Sunset Manor - Luxe Mansion for Serene retreat Highland Park, Illinois, USA 959 2.0 9.0 2 Click here
Modern Luxe Home w/Gameroom and Electric Fireplace Highland Park, Illinois, USA 999 2.0 6.0 2 Click here
Serene Retreat Awaits You! Highland Park, Illinois, USA 447 9.6 49 Click here
Chic Studio - In Downtown Highland Park, by Metra Highland Park, Illinois, USA 137 8.4 16 Click here
Modern Luxe home w\/Gameroom and Electric Fireplace Highland Park, Illinois, USA 612 8.4 6 Click here
Chic Studio in Downtown Highland Park near Metra Highland Park, Illinois, USA 151 8.0 4 Click here
Near Ravinia and Navy Base, charming 3-bedroom house in peaceful Highland Park Highland Park, Illinois, USA 519 10.0 4 Click here
Exceptional Modern Cottage in Prime Location Highland Park, Illinois, USA 100 5.0 2 Click here
Safe & Secure Parkview-Sleep Sanctuary+Kitchen Highland Park, Illinois, USA 115 10.0 1 Click here
Cute Ranch House close to town monthly stay Deerfield, Illinois, USA 140 6.0 1 Click here
Picturesque! Mid Mod Home - 20min from Chicago! Highland Park, Illinois, USA 278 10.0 1 Click here
Serene Home! 6 Bed&4.5 Bath w\/Kids den, Steam shower, Hot tub, Theatre, Bar.. Highland Park, Illinois, USA 683 10.0 1 Click here
Sunset Manor: Opulent Mansion, Ultimate Serenity Awaits Highland Park, Illinois, USA 776 10.0 1 Click here
Safe and Secure, Charming, Clean Studio Highland Park, Illinois, USA 110 1 Click here
Charming 2-bedroom apartment in delightful Highwood 2 minutes to Train station! Highwood, Illinois, USA 121 1 Click here
Clean, Quiet, Secure, with Beautiful Park Views - 1 bedroom plus den in Rivinia Highland Park, Illinois, USA 128 1 Click here
Cozy 2 bed Apt- 2 train stops to the Naval Base! Highwood, Illinois, USA 186 1 Click here
Hidden Gem Cottage alongside Park, by Beach, Train, Ravinia, Botanic Garden Glencoe, Illinois, USA 225 1 Click here
Highland Park Family Ranch - Walk to Lake & Metra to Chicago! Highland Park, Illinois, USA 543 1 Click here
Cozy Highland Park Home Highland Park, Illinois, USA 563 1 Click here
Modern Retreat at Highland Park Highland Park, Illinois, USA 595 1 Click here
Private Dove Room in Charming Cottage Highland Park 61 10.0 1 Click here
Private Hummingbird Room in Charming Cottage Highland Park 77 10.0 1 Click here
Month-to-Month Safe, Pied-à-terre + Chef’s Kitchen Highland Park 79 10.0 1 Click here
Stylish Studio- Downtown Highland Park Highland Park 91 9.4 1 Click here
Lovely studio near the beach! (and heated floors!) Highland Park 115 9.84 1 Click here
Stylish & comfy private bed, bath, & living room! Highland Park 115 10.0 1 Click here
Redhothens in Ravinia Highland Park 120 9.8 1 Click here
Charming Ranch-Style Cottage Highland Park 121 9.9 1 Click here
Month-to-Month Secure 1 bedroom+office and dining Highland Park 129 10.0 1 Click here
Chic Studio in Downtown Highland Park - By Metra Highland Park 131 9.66 1 Click here
Chic Studio in Downtown Highland Park near Metra Highland Park 148 9.7 1 Click here
Charming in-law suite w/ use of deck and yard Lake Forest 155 9.94 1 Click here
Lovely 1 Bedroom in Highland Park Highland Park 165 10.0 1 Click here
Full Apartment green oasis in law suite Highland Park 175 10.0 1 Click here
Cozy MidCentury Modern Getaway Highland Park 200 9.66 1 Click here
Month-to-Month Secure, Charming, Cozy Pied-à-terre Highland Park 200 9.76 1 Click here
Hidden Gem Cottage near Park, Beach & Ravinia Glencoe 225 10.0 1 Click here
The Cottage at Linden Highland Park 227 9.56 1 Click here
Highland Park Furnished 2 Bed Highland Park 229 10.0 1 Click here
A Wonderful Getaway Home on the North Shore! Highland Park 235 9.82 1 Click here
North Shore - Home Away From Home Highland Park 250 10.0 1 Click here
North Shore Blue-Door Bungalow Highland Park 255 9.88 1 Click here
Highland Park Retreat Highland Park 275 9.88 1 Click here
Bright, fully renovated 4BR home with office space Highland Park 295 10.0 1 Click here
2-Acre Highland Park Retreat with Heated Pool ~ 5* Highland Park 300 9.82 1 Click here
Rejuvenate and Relax in the North Shore Highland Park 350 9.8 1 Click here
North Shore Chicago Coastal Retreat Highland Park 375 8.4 1 Click here
Sanctuary on the Ravine Highland Park 399 10.0 1 Click here
BRAND NEW*North Shore*3 BDR*3 Smart TVs Highland Park 450 10.0 1 Click here
Modern Luxe Home w/Gameroom and Electric Fireplace Lake Forest 450 9.7 1 Click here
The Sunset Manor - Luxe Mansion for Serene retreat Highland Park 699 9.82 1 Click here
Witness Sunrise Over Lake Michigan Highland Park 1099 9.86 1 Click here
6 bed pool Indoor Basketball Gym Highland Park 1400 10.0 1 Click here

Note: The prices for each Lodging in Highland Park do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Lodging options in Highland Park that include a pool include:

  • 2-Acre Highland Park Retreat with Heated Pool ~ 5*.- Review Count: 9, Rating: 9.8
  • Lovely 1 Bedroom in Highland Park.- Review Count: 0, Rating: 10.0
  • Highland Park Furnished 2 Bed.- Review Count: 0, Rating: 10.0

Lodging options in Highland Park with spa or wellness amenities include:

  • Picturesque! Mid Mod Home - 20min from Chicago!.- Review Count: 1, Rating: 10.0
  • Serene Home! 6 Bed&4.5 Bath w\/Kids den, Steam shower, Hot tub, Theatre, Bar...- Review Count: 1, Rating: 10.0

Family-friendly lodging options in Highland Park include:

  • 2-Acre Highland Park Retreat with Heated Pool ~ 5*.- Review Count: 9, Rating: 9.8
  • Stunning & Stylish Downtown Studio - Highland Park.- Review Count: 6, Rating: 8.8
  • Luxury Suite at Private Beach North Shore Residence.- Review Count: 3, Rating: 9.3

Pet-friendly lodging options in Highland Park include:

  • The Sunset Manor - Luxe Mansion for Serene retreat.- Review Count: 2, Rating: 9.0
  • Modern Luxe Home w/Gameroom and Electric Fireplace.- Review Count: 2, Rating: 6.0
  • Modern Luxe home w\/Gameroom and Electric Fireplace.- Review Count: 6, Rating: 8.4

Lodging options in Highland Park that provide breakfast include:

  • Picturesque! Mid Mod Home - 20min from Chicago!.- Review Count: 1, Rating: 10.0
  • North Shore - Home Away From Home.- Review Count: 0, Rating: 10.0

Lodging options in Highland Park that offer on-site parking include:

  • 2-Acre Highland Park Retreat with Heated Pool ~ 5*.- Review Count: 9, Rating: 9.8
  • Luxury Suite at Private Beach North Shore Residence.- Review Count: 3, Rating: 9.3
  • Serene Retreat Awaits You! .- Review Count: 49, Rating: 9.6

Some of the best Lodging in Highland Park are:

  • 2-Acre Highland Park Retreat with Heated Pool ~ 5*.- Review Count: 9, Rating: 9.8
  • Luxury Suite at Private Beach North Shore Residence.- Review Count: 3, Rating: 9.3
  • Stunning & Stylish Downtown Studio - Highland Park.- Review Count: 6, Rating: 8.8

Some of the popular Lodging in Highland Park are:

  • Serene Retreat Awaits You! .- Review Count: 49, Rating: 9.6
  • Chic Studio - In Downtown Highland Park, by Metra.- Review Count: 16, Rating: 8.4
  • 2-Acre Highland Park Retreat with Heated Pool ~ 5*.- Review Count: 9, Rating: 9.8