Best Lodging Options in Highland Park

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.

- "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"

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!

- "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 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.

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

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.

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

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.

- "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. "

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.

- "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."

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.

- "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."

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.

- "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."

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 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."

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!

- "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."

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.

- "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."

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

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

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.

- "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."

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!

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

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.

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

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.

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

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.

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

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.

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

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.

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

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.

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