Best Vacation Rentals in Monroe

Top Vacation Rentals in Monroe

Plan your perfect getaway with our selection of vacation rentals in Monroe. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in Monroe
Villa Verde B&B, Greenwood Lake, NY
Bed & Breakfast
141 Old Tuxedo Road, Monroe, NY, NY 10950, USA

Featuring a garden, Villa Verde B&B, Greenwood Lake, NY features accommodations in Monroe. This property offers access to a terrace, free private parking, and free Wifi. Staff on site can arrange a shuttle service. Towels and bed linen are available in the bed and breakfast. The accommodation offers an air conditioning, a heating, and a private bathroom. There is an on-site bar. Skiing and hiking are possible within the area, and the bed and breakfast offers ski storage space. Metro-North Harriman Station is 12 miles from Villa Verde B&B, Greenwood Lake, NY, while Bear Mountain State Park is 24 miles from the property. Stewart International Airport is 22 miles away.

Guest Reviews:

- "Incredible host, delightful stay, delicious breakfast!" - "This experience was beyond my expectations and would recommend to everyone!" - "Eva is a wonderful host that obviously takes pride in her B&B and it shows." - "Nice quiet place with great service." - "I slept like a baby, I ate like a queen. The host is wonderful." - "Delicious breakfast, kind host, beautiful scene, wish we had stayed more days!" - "Cozy stay in Eva’s lovely home"

Vacation Rentals in Monroe
Villa Verde BB Greenwood Lake NY
Bed & Breakfast
141 Old Tuxedo Rd, Monroe, NY, 10950, USA

Mountain ski retreat with restaurant and bar/lounge
Hit the slopes and relax with Villa Verde BB Greenwood Lake NY's amenities, which include a bar/lounge and a coffee shop/cafe.
Private bathrooms are not ensuite and housekeeping is available on request.
Villa Verde BB Greenwood Lake NY offers 2 accommodations with slippers and blackout drapes/curtains. These individually decorated and furnished accommodations have separate sitting areas. Tempur-Pedic beds feature premium bedding. A pillow menu is available. Satellite television is provided.

Rooms have detached private bathrooms. Bathrooms include showers. This Monroe bed & breakfast provides complimentary wireless Internet access, with a speed of 500+ Mbps (good for 6+ people or 10+ devices). Housekeeping is provided on request.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Truly wonderful host and property. Incredible location and impeccable residence- our experience was amazing in every way. We felt incredibly accommodated while also enjoying all the privacy needed within our beautiful suite. My partner was celebrating her 30th birthday- our host went above and beyond to make the trip truly special. She even accommodated her vegan dietary requests for breakfast! Speaking of- the breakfast was incredible- one of the best breakfast experiences I've ever enjoyed. I cannot recommend this property enough. Thank you Ville Verde!!! "

Vacation Rentals in Monroe
Villa Verde B&B Greenwood Lake NY
Bed & Breakfast
141 Old Tuxedo Road, Monroe, NY, NY 10950, USA

Providing a garden, Villa Verde B&B Greenwood Lake NY provides accommodations in Monroe. This property offers access to a terrace, free private parking, and free Wifi. Outdoor seating is also available at the bed and breakfast. Towels and bed linen are provided in the bed and breakfast. The accommodation offers an air conditioning, a heating, and a private bathroom. There is an on-site bar. Metro-North Harriman Station is 12 miles from Villa Verde B&B Greenwood Lake NY, while Bear Mountain State Park is 24 miles from the property. Stewart International Airport is 22 miles away, and the property offers a paid airport shuttle service.

Amenities:

Air Conditioner • Balcony/Terrace • Security/Safety • Bar • View • Transportation/Shuttle • Internet • Guest Services • Parking • Child Friendly • Fireplace/Heating • Other

Vacation Rentals in Monroe
Sleep Inn & Suites Monroe - Woodbury
Hotel
1 Sleep Way, Monroe, NY, 10950, USA

Hotel in Monroe with free breakfast and a fitness center
Along with a fitness center, this smoke-free hotel has a snack bar/deli and a 24-hour business center. Free self-serve breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, coffee/tea in a common area, a business center, and conference space are onsite.
Sleep Inn & Suites Monroe - Woodbury offers 82 air-conditioned accommodations with coffee/tea makers and hair dryers. 42-inch flat-screen televisions come with premium cable channels. Refrigerators and microwaves are provided. Bathrooms include shower/tub combinations and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided daily.


Recreational amenities at the hotel include a fitness center.

Guest Reviews:

- "very good" - "Very nice staff. We enjoyed our stay" - "Very friendly staff" - "Perfect" - "Ok" - "The property was quiet. The front desk people were super friendly and helpful. We would definitely stay there again. " - "Friendly staff, quite hotel very clean " - "Clean, good breakfast and good price. " - "Very clean, good and tasty breakfast. Nice design. Front desk staff was professional and respectful. " - "It was remote and quiet but a few minutes from a large outlet with plenty of dining and shopping options. Great and friendly restaurant across the street. Good customer service and breakfast included."

Vacation Rentals in Monroe
Hudson Valley Cottage Rental 3 bedrooms Monroe NY
House
137 Berry Road, Monroe, NY, NY 10950, USA

Featuring a garden, Hudson Valley Cottage Rental 3 bedrooms Monroe NY features accommodations in Monroe. This property offers access to a terrace, free private parking, and free Wifi. On clear days, guests can head outside to enjoy the vacation home's outdoor fireplace or simply kick back and relax. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a bath and bathrobes. Towels and bed linen are available in the vacation home. There's also a seating area and a fireplace. During warmer months, you can make use of the barbecue facilities and eat on the private balcony. Metro-North Harriman Station is 6 miles from the vacation home, while Bear Mountain State Park is 16 miles from the property. Stewart International Airport is 17 miles away.

Guest Reviews:

- "Was a delight to stay here!" - "Overall a great place, with only one thing that could’ve been better :)"

Vacation Rentals in Monroe
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
House
Monroe, New York, USA

In the heart of Monroe, this cozy house offers visitors four bedrooms where they can fully enjoy local attractions. Enjoy the convenience of being just a 7-minute drive from the renowned Woodbury Common Premium Outlets, where you can indulge in a shopping spree. Venture 10 minutes to explore the captivating LEGOLAND® New York or discover the rich history at the United States Military Academy.

As a traveler, you'll appreciate the thoughtful amenities that make your stay comfortable, including WiFi and a washing machine and dryer. Unwind in the 3 well-appointed bathrooms, where you'll find towels, basic soaps, and a hair dryer. Stay cool or cozy with the air conditioning and heating, and make use of the iron and board. For your fitness needs, the property provides access to a fitness room and equipment.

This vacation home is the perfect base to immerse yourself in the local attractions and create lasting memories.

Guest Reviews:

- "Nice home right in town. Owner was helpful with any questions we had. Would stay again" - "Just what we needed with lots of space very clean and comfortable" - "Our stay was absolutely fantastic—far beyond our expectations! The accommodations were spotless and beautifully maintained, with the most comfortable beds and crisp, clean linens that made for a perfect night's sleep. Every detail was thoughtfully considered, from the cozy furnishings to the well-stocked amenities, making our visit stress-free and enjoyable. The playground in the back was such a delightful bonus—it kept the kids entertained for hours while we relaxed and enjoyed the peaceful surroundings. The location was also ideal, just a short drive to Woodbury Commons for great shopping, yet the property itself was calm and serene, offering the perfect balance between convenience and tranquility. The communication with the owner was excellent, and their engagement to ensure everything was just perfect for us made the experience even more special. It’s clear they truly care about their guests. We can't recommend this place highly enough and are already looking forward to our next stay. Thank you for creating such a wonderful space for guests!"

Vacation Rentals in Monroe
Colonial-Style Warwick Retreat - 1 Hour to NYC!
House
Warwick, NY, USA

Colonial-Style Warwick Retreat - 1 Hour to NYC! is located in Warwick, just 12 miles from Metro-North Harriman Station and 24 miles from Bear Mountain State Park. This vacation home features air-conditioned accommodations with a balcony and free Wifi. Ramapo College is 21 miles away and Michie Stadium is 26 miles from the vacation home. The vacation home features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. The Palisades Center Mall is 27 miles from Colonial-Style Warwick Retreat - 1 Hour to NYC!, while St George'S Episcopal Church is 26 miles from the property. Stewart International Airport is 22 miles away.

Amenities:

Parking • Other • Accessibility • Sports/Activities • Internet • Security/Safety • Guest Services • Business Services • Child Friendly • Spa • Fireplace/Heating

Vacation Rentals in Monroe
Family Home Close to Warwick, 5 Mi to Lake!
House
Monroe, New York, USA

Dedicated Workspace | Fenced Yard | Appalachian Mountain Views | 10 Mi to Warwick

Enjoy all the comforts of home at this lovely 4-bedroom, 2-bath vacation rental located just north of NYC! Situated in a beautiful neighborhood in Monroe, this spacious home is ready to accommodate your whole family. Spend the day wine tasting, experiencing Legoland, or hiking on the many area trails. After, unwind in the living room and cook something delicious in the full kitchen.

-- THE PROPERTY --

SLEEPING ARRANGEMENTS
- Bedroom 1: 1 queen bed
- Bedroom 2: 1 queen bed
- Bedroom 3: 2 twin beds
- Bedroom 4: 1 queen bed
- Basement Living Room: 1 bunk bed (twin/full futon)

HOME HIGHLIGHTS
- Smart TVs, fireplace, laptop-friendly workspace
- Lower level game room w/ air hockey, small pool table, board games
- 2 fully furnished living rooms on each level of the house
- Deck, outdoor dining area, spacious yard

KITCHEN
- Refrigerator, stove/oven, dishwasher
- Keurig coffee maker (starter pods & creamer provided), toaster, microwave
- Cooking basics, dishware & flatware

GENERAL
- Free WiFi, electric heating, window A/C units (living room & bedrooms)
- Washer/dryer, iron & board, linens & towels
- Complimentary toiletries, hair dryer, hangers

FAQ
- 2 exterior security cameras (facing out)

ACCESSIBILITY
- Split-level home, 5 steps to enter
- Full living room, 1 bedroom, 1 bathroom, & office on lower level
- 3 bedrooms, 1 bathroom, full living room, kitchen, dining area, & deck on upper level

PARKING
- Driveway (2 vehicles), free street parking

-- THE LOCATION --

- 5 miles to Greenwood Lake & Monroe
- Near hiking trails, local lakes, and the entrance to the Appalachian Trail
- Close to Lake Ontario wine Trail, including Brotherhood Winery, the oldest winery in America
- 7 miles to The Castle Fun Center
- 10 miles to LEGOLAND New York Resort
- 32 miles to Wallkill
- 53 miles to Patterson
- 48 miles to Westchester County Airport & 57 miles to Newark Liberty Int'l Airport

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- No motorized vessels allowed on Greenwood Lake
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This split-level home requires 5 steps to enter. Interior stairs are required to access the lower and upper levels. A full living room, 1 bedroom, 1 bathroom, and office are on the lower level. Additionally, 3 bedrooms, 1 bathroom, a full living room, kitchen, dining area, and deck are on the upper level
- Your safety matters. This property features 2 external security cameras: 1 Ring doorbell camera located by the front door facing the front entry and 1 camera located on the side of the home facing the side yard. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Guest Reviews:

- "This home was spectacular.. clean, comfortable and exactly as pictured.. We enjoyed our stay and would highly recommend this home for all. Also, close proximity to shopping outlets was a super bonus." - "We loved the house. It was perfect for my family of five and my parents. Sitting in front of the gas fire after playing in the snow with the kids was so relaxing. We felt safe in the family friendly neighborhood. While we mostly wanted to be away from the city, it was an easy drive to NYC museums and the airport."

Vacation Rentals in Monroe
Walton Lake Mountain Lodge
House
Monroe, NY, USA

Situated in Monroe in the New York State region, Walton Lake Mountain Lodge has a patio. This property offers a private pool, free WiFi and free private parking. The air-conditioned holiday home is composed of 4 separate bedrooms, a fully equipped kitchen with a microwave and a toaster, and 2 bathrooms. A TV is offered. Metro-North Harriman Station is 11 km from the holiday home, while Bear Mountain State Park is 26 km from the property. The nearest airport is Stewart International Airport, 27 km from Walton Lake Mountain Lodge.

Amenities:

Internet • Pool • Hot Tub • Wheelchair Accessible • Child Friendly • Laundry • Parking

Vacation Rentals in Monroe
James Motel
Hotel
Monroe, New York, USA

Guest Reviews:

- "Had to go elsewhere. The woman at the desk...stoned out of her mind...could not find my reservation. We waited 20 mins, then had to leave to catch my daughter's graduation dinner, or miss it. Had to pay through the nose for a last minute hotel nearby. The outside was disgusting . The office...a smoke filled dump. Horrible. "

Vacation Rentals in Monroe
Stunning, Private House in the Hills - Extra calm!
Villa
429 Clove Road, Monroe, NY, NY 10950, USA

Stunning, Private House in the Hills - Extra calm! offers accommodations in Monroe, 10 miles from Metro-North Harriman Station and 19 miles from Bear Mountain State Park. This property offers a private pool and free private parking. DM Weil Gallery is 29 miles away and Vassar College is 29 miles from the villa. With free Wifi, this 5-bedroom villa features a satellite flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The comfortable, air-conditioned accommodation also comes with soundproofing and a fireplace. The property has an outdoor dining area. At the property, there is an family-friendly restaurant serving Italian cuisine as well as vegetarian options. The villa has a picnic area where you can spend the day outdoors. Mid Hudson Children's Museum is 23 miles from the villa, while Marist College is 25 miles from the property. Stewart International Airport is 9.3 miles away.

Amenities:

Other • Air Conditioner • Fireplace/Heating • Security/Safety • Smoking • Ocean View • Pool • Oceanfront • Guest Services • Balcony/Terrace • Restaurant • Bar

Vacation Rentals in Monroe
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
Villa
Monroe, New York, USA

Whether you’re looking for a relaxing getaway or a family trip filled with adventure, you’ll love staying at the ‘Mediterranean Villa’ in the scenic Hudson Valley.
Tucked away in Monroe, NY this Villa offers 5-bedrooms, 4-bathrooms, a wood-burning fireplace & enough space for your family to come together and make new memories. Location provides easy access to local attractions: take a day trip to the Catskills, shop locally at the Woodbury Commons or check out the local wineries.

Located on a corner lot, the stunning 'Mediterranean Villa' offers 5 great sized bedrooms & 4 full bathrooms. Along with a fully functioning kitchen, 2 family rooms - 1 with a wood-burning fireplace the other with a Smart TV to stream all your favorite shows & movies. Both Master Bedrooms also offer Smart TV's for easy streaming.
We have a great dedicated work space for anyone working from home & when you need a break we have a game console Xbox Series S equipped with Madden NFL 24, Call of Duty & EA Sports FC 24.
Large washer & dryer for any laundry needs.
After a day of exploring the Hudson Valley, jump in the hot tub & relax under our covered patio or light up the fire pit and enjoy a quiet night under the star-filled sky on our paved backyard patio.

Guest Reviews:

- "My friends stayed at the property for a golf and fantasy football draft weekend. The property was well-kept and had ample outdoor amenities to keep us busy. Good stay, responsive and helpful host." - "We were the first guests after the pool was installed but the deck work not completed yet. Pool was a great addition for our family. Was an extended family group doing Renn Faire and Legoland with the pool and sauna filling in our evenings. Bedroom layout worked well for having a quiet room for the kids to sleep in the evening while we could talk around the large dining table and 2nd family room."

Vacation Rentals in Monroe
Secluded Sanctuary in Nature
House
1296 NY-208, Monroe, NY, NY 10950, USA

Secluded Sanctuary in Nature is located in Monroe, just 10 miles from Metro-North Harriman Station and 18 miles from Bear Mountain State Park. The property is around 26 miles from Mid Hudson Children's Museum, 28 miles from DM Weil Gallery, and 28 miles from Marist College. The vacation home also offers free Wifi and free private parking. The air-conditioned vacation home also provides a flat-screen TV, a fully equipped kitchen with a dishwasher, a seating area, washing machine, and 3 bathrooms with a bath and a shower. The property has an outdoor dining area. Guests can also relax in the garden. Mohonk Preserve is 30 miles from the vacation home. Stewart International Airport is 8.1 miles away.

Amenities:

Internet • Guest Services • Parking • Air Conditioner • View • Child Friendly • Barbecue/Outdoor Cooking • Security/Safety

Vacation Rentals in Monroe
Colonial-Style 'Warwick Retreat' - 1 Hour to NYC!
House
Monroe, New York, USA

Experience the quieter side of New York when you stay at this 4-bedroom, 2.5-bathroom vacation rental house in Warwick! Situated on 4 acres of land, this colonial-style home boasts 2,400 square feet and is the perfect home-away-from-home for your next getaway. Enjoy the peace and quiet of the surrounding forest from the spacious back deck. Whether you're on a winter trip, scenic autumn getaway, or summer vacation, there are endless outdoor activities to keep you busy throughout your stay.

-- THE PROPERTY --

Town of Warwick Permit #32722 | Serene Forest Views | 2,400 Sq Ft | Free WiFi

Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Full Beds | Bedroom 4: Queen Murphy Bed

OUTDOOR SPACE: Spacious deck, outdoor dining w/ sun umbrella, gas grill, covered patio
INDOOR LIVING: 75” Smart TV w/ cable, bedroom suite w/ Smart TV, home gym, rustic wood dining table
GOURMET KITCHEN: Fully equipped w/ cooking basics, stainless steel appliances, dishware/flatware, Crockpot, toaster
GENERAL: Washer/dryer, linens/towels, complimentary toiletries, central air conditioning/heating, clothes steamer, iron/board
FAQ: Stairs required for access
PARKING: Garage (2 vehicles), driveway (4 vehicles)

-- THE LOCATION --

OUTDOOR ADVENTURE: Fitzgerald Falls (2.7 miles), Appalachian Trail (4.0 miles), Mount Peter Hawk Watch (4.1 miles), Sterling Forest State Park (9.3 miles), Lake Sebago (15.5 miles), Highland Lakes State Park (21.3 miles), Shawangunk Ridge State Forest (34.9 miles)
SKI RESORTS: Holiday Mountain Ski & Fun (41.1 miles), Ski Big Bear at Masthope Mountain (59.5 miles)
VINEYARDS: Demarest Hill Winery (9.6 miles), Applewood Winery (10.0 miles), Oceane Vineyards and Winery (10.2 miles), Wilcox Warwick Valley Winery & Distillery (15.5 miles)
THINGS TO SEE & DO: Skaldvik Viking Village (3.5 miles), The Castle Fun Center (10.8 miles), LEGOLAND New York Resort (14.1 miles), Cragsmoor Stone Church (38.2 miles), Vanderbilt Mansion National Historic Site (51.4 miles), Pine Ridge Dude Ranch (52.0 miles), Historic Site of the 1969 Woodstock Festival (56.8 miles)
NEARBY TOWNS: Minisink (20.7 miles), Middletown (22.2 miles), Slate Hill (22.5 miles), West Point (26.3 miles), Milford, PA (37.5 miles), Monticello (45.4 miles)
AIRPORTS: New York Stewart International Airport (23.6 miles), LaGuardia Airport (48.9 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires stairs and may be difficult for guests with limited mobility

Guest Reviews:

- "We stayed for a West Point gradutation. The drive was easy and the house was beautiful. The property had everything we needed as far as necessities and the sleeping accommodations were comfortable and made it easy to relax." - "My family and I thoroughly enjoyed our stay. The house was exactly like the photos and absolutely beautiful. I brought utensils thinking they may be needed - however the house was fully stocked with necessities. The rooms were spacious and homely and there were more than enough for everyone. Icing on the cake was it snowed on our last day. Beautiful scenery and home. We will absolutely be back for another stay."

Vacation Rentals in Monroe
Sleep Inn & Suites Monroe - Woodbury
Hotel
1 Sleep Way, Monroe, NY, NY 10950

Located in Monroe and with Metro-North Harriman Station reachable within 6.9 miles, Sleep Inn & Suites Monroe - Woodbury has concierge services, non-smoking rooms, a fitness center, free WiFi and a shared lounge. The property is around 15 miles from Bear Mountain State Park, 30 miles from The Palisades Center Mall and 30 miles from DM Weil Gallery. The property provides a 24-hour front desk, a business center and luggage storage for guests. The rooms in the hotel are equipped with a coffee machine. The rooms include air conditioning and a flat-screen TV, and some accommodations at Sleep Inn & Suites Monroe - Woodbury have a garden view. At the accommodation, rooms are equipped with a private bathroom with free toiletries and a hairdryer. Sleep Inn & Suites Monroe - Woodbury offers a buffet or American breakfast. Stewart International Airport is 11 miles from the property.

Guest Reviews:

- "Excellent location if you are going to Woodbury outlets ! Clean and spacious and good value" - "We really enjoyed our stay!! Everything was very clean and comfortable!! 😄" - "Great stay. Would book again." - "Excellent Value" - "An Insomniac’s cure to obtain peaceful rest" - "Solid functional place to stay" - "Had a wonderful time." - "Ok stay for one night"

Vacation Rentals in Monroe
Modern Comfort Meets Nature -Private Dock, Fire Pit & Detached Sleep Cabins
House
Monroe, New York, USA

Stylish Lakeside Treehouse Retreat | Private Dock, Chef’s Kitchen & More

Tucked in a private oak forest on a swimmable, non-motorized lake, this stylish retreat blends modern comfort with nature. Thoughtfully designed with a treehouse-inspired feel, it features open-air living, a motorized screen wall, and breezy interiors—no A/C needed.

The home’s unique layout includes two detached sleeper cabins just steps from the front door, offering a fun, camp-like experience. Perfect for families or friends who want to share time together—with a little space apart. The main house includes the primary bedroom and all central living spaces, including a fully equipped chef’s kitchen and modern indoor/outdoor areas with very comfortable chairs to relax in.

Unwind on two spacious decks, soak up the sun or paddle from your private dock, and gather around the fire pit or one of the fireplaces—indoors and out—for peaceful evenings under the stars.

Included Amenities:

Private dock for swimming, paddling & kayaking
**“The lake is just a short walk down a peaceful, winding path with well made steps. Along the way, you’ll find a resting spot where you can pause, take in the fresh air, and enjoy the quiet beauty of nature. Some guests love the little walk, while others simply enjoy the view from the patio and other spots around the property — both are wonderful ways to experience the lake.

For an easy trip down, you’ll find tote bags in the front breeze room . They’re perfect for packing towels, sunscreen, a bottle of wine, or a few snacks, so you can settle in by the water and truly relax without having to make extra trips. At the base of the lake, the shed is stocked with life jackets in a variety of sizes, so you’ll have what you need to enjoy the water safely.”**

Two large outdoor decks with forest and lake views

Fire pit, gas grill & fireplaces both indoors and outdoors

Fully stocked chef’s kitchen

Motorized screen wall for open-air dining & lounging

Two detached sleeper cabins + main house with primary bedroom

Modern living spaces with comfortable seating throughout

Surrounded by tranquil woods and stunning sunsets

Need more space?
Planning a larger gathering? You can also rent the neighboring house right next door—perfect for retreats, reunions, or multi-family getaways. Combined, both homes accommodate up to 17 guests.

Location Perks:
Just minutes from top hiking trails, wineries, breweries, orchards, ski areas, and farm-to-table restaurants. Explore cultural gems like Storm King Art Center and DIA Beacon, or enjoy family fun at Legoland and shopping at Woodbury Commons.

A perfect retreat—year-round—for families, couples, or friends looking to relax, explore, and enjoy nature in style.

Guest Reviews:

- "Amazing house located in a beautiful forested area - we used it for our sons graduation from West Point and it was a perfect place to relax and share family time during a very busy week Awesome host, very clean, and a wonderful retreat Highly Recommend" - "We love staying with Camille as our large family gathers for our Holiday celebration! The sight is comfy, playful and has everything needed for a special event." - "This architectural delight is cleverly designed, detailed, furnished and sited, to create a true "camp" indoor/outdoor living experience. We visited the area for a falconry experience and enjoyed visiting the small towns and farmers markets while we were there. But truly, we could have stayed at the house the whole time as it was relaxing and picturesque. Thoughtful and responsive host."

Vacation Rentals in Monroe
Relaxing New York Home with Boat Dock and Lake View!
House
Monroe, NY, USA

Relaxing New York Home with Boat Dock and Lake View! is located in Monroe, just 18 miles from Bear Mountain State Park and 21 miles from St George'S Episcopal Church. Guests staying at this vacation home have access to a fully equipped kitchen. Free Wifi is available throughout the property and Metro-North Harriman Station is 6.5 miles away. The spacious vacation home has 4 bedrooms and 2 bathrooms with a hair dryer and free toiletries. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Stewart International Airport is 16 miles away.

Amenities:

Accessibility • Child Friendly • Other • Parking • Security/Safety • Internet

Vacation Rentals in Monroe
Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!
House
Monroe, New York, USA

Basement Game Room Now Open!!! Enjoy your very own LAKEFRONT GETAWAY with a host of amenities and loads of space to work from home with fast internet (311 Mbps)!

A beautifully landscaped lawn with a Goldilocks-sized in-ground heated pool (open April-October but please check in with us early and late in the season to make sure) and hot tub/spa (open year round). Outdoor deck with BBQ grill connected to a natural gas line so no need for propane tanks.

The lawn slopes down to your very own private dock and brick patio, containing a fire-pit surrounded by four Adirondack chairs. Extra firewood provided. Swim to your heart's content in the pool or in the lake or take a soak in the hot tub. Paddle out in our canoe or kayak and try snagging some brown trout or bass (fishing rods not included).

Plenty of room for a large extended family or a group of friends. We are pet friendly but unfortunately very allergic to cats, so pups are welcome. Please add them to your reservation because we do charge a fee for pets. Two level colonial with over 3,500 square feet of indoor space. Highlights: Bedrooms have been freshly gut renovated on this Lakefront Colonial Charmer. New hardwood floors and whole home has been freshly painted and furnished. The newly-renovated gorgeous eat-in-kitchen is rustic and made for creating large meals. The views of the lake from the kitchen, master bedroom, family room and deck are one of a kind.

Toss a log in the fireplace or in the fire-pit by the lake. Grill up some BBQ on the grill outside on the deck while your kids splash around in the pool. Stay warm under the heat lamp in the winter. Watch movies, play Xbox, Nintendo Wii, billiards, ping-pong, whiffle ball or grab the spike ball set in the basement game room.

From taking in the views and dining opportunities of the Hudson Valley, to hiking, canoeing, kayaking. shopping at Woodbury Commons, farm visits to Blooming Hill Farms or Bellvale Farms Creamery, Art at Storm King Art Center, visiting West Point (19 miles), Harriman State Park, Bear Mountain, or Sterling National Forest, Tuxedo Ridge, Mountain Creek or Mount Peter for family skiing, there are no lack of activities for EVERY season.

With it's expansive space inside and out, we welcome neighborhood respectful fun. Guests have the full house and interaction with owner is on as-needed basis. Access to the home will be provided via a unique code to access the digital keypad on the front door of the house. This is a residential lakefront neighborhood. People are respectful and hardworking and we love and respect our neighbors. Please respect that we do not permit any loud music after 10pm and no parties.

There are two nearby Metro North stations, Harriman and Tuxedo. The Shortline Bus travels from Port Authority in NY to Monroe. The driveway has plenty of space for up to six cars and possibly 2 more. The nearest restaurant is a 1/4 mile away on the same lake and is a great Mexican lunch or dinner spot. Many additional restaurants in Monroe and Warwick are 10-15 minutes drive away. Even more restaurants are located in the Upper Greenwood Lake Community which is a quick 10 minute drive, less than 6 miles away.

The Hudson Valley has a ton of local food options that you will love. Local Taxi companies (Geo Taxi 845-213-5639) and Uber/Lyft ride-share are available. We have a pack and play, baby sound monitor and booster seat plus some toys and games. We also provide a divider to keep your babies safely corralled. If you need additional baby gear during your stay, you can rent cribs, car seats, strollers, toys and more from BabyQuip! As seen on Shark Tank, BabyQuip offers clean, sanitized, and safe baby gear in over 500 cities! Visit https://www.babyquip.com/a/5wj72t to make a reservation.

Swimming and use of boats is at your own risk. Please keep noise to a minimum after 10pm on weekdays and 11pm on weekends.

Smoke and Carbon Monoxide detectors are in each bedroom, the kitchen, and the hallways. There are fire extinguishers throughout.

Please make sure to enter the correct number of guests and pets when booking to ensure the price you are shown is a accurate and includes all fees.

** Please note that the pool is typically open April 1st through November 1st. Please also note that the pool is heated with an electric heater which can only work when the ambient temperature is consiustently above 55-60 degrees. We cannot heat the pool when the weather does not cooperate. There is no propane heater. There is a skimmer hanging on hooks near the pool to allow our guests to clean the pool during their stay. Additionally, we provide a pool robot which allows for one-button push cleaning. Please just make sure to return it to the pool when you are not using the pool.**

-Pets are allowed in this home for a fee. Please add any pets to your reservation. If undisclosed pets are brought into the home without our prior approval there will be a fine of $500 per pet.
- This home is located in the Hudson Valley, so you may encounter wildlife such as frogs, geese, chipmunks, mice, bugs and insects.
- Our neighborhood is a residential area and we love our neighbors. Sound travels far around the lake so please ask your group to take the fun indoors after 11pm. There is a $500 fee if we receive a noise complaint after 11pm.

Guest Reviews:

- "We had a lovely vacation at Ilya’s. Beautiful setting and so close to the city which was a huge plus!" - "This house worked out great for a week vacation with extended family." - "My family and I spent a lovely Memorial Day weekend here. The home was comfortable and spacious. The pool was great and we all enjoyed canoeing on the lake. Highly recommend!" - "We had a wonderful time at this house. We made use of the pool table, fireplace, cooked great meals together, put together puzzles and had a relaxing time. The house is well maintained, we appreciated the very organized house guide the host emailed to us. One note that we weren’t aware of until arrival, the water here is softened. We picked up jugs of drinking water as we didn’t care for the taste but that’s a personal preference. Next time we’ll know to bring water. Overall we had a wonderful stay and would definitely come back!"

Vacation Rentals in Monroe
Cozy Beautiful Pondside Luxurious Retreat
House
14 Knight Street, Monroe, NY, NY 10950, USA

Offering a garden, Cozy Beautiful Pondside Luxurious Retreat offers accommodations in Monroe. This property offers access to a balcony, free private parking, and free Wifi. Metro-North Harriman Station is 4.1 miles away and Bear Mountain State Park is 15 miles from the vacation home. Leading onto a terrace with garden views, the spacious air-conditioned vacation home consists of 4 bedrooms. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace. If you'd prefer to not eat out, you can make use of the kitchen facilities. The Palisades Center Mall is 30 miles from the vacation home. Stewart International Airport is 14 miles away.

Amenities:

View • Internet • Air Conditioner • Parking • Other • Balcony/Terrace • Child Friendly • Security/Safety

Vacation Rentals in Monroe
Cozy Cabin with Sauna & Firepit!
House
Monroe, New York, USA

Summary:
Escape to Tranquil Bliss: Cozy Cabin Retreat in Upstate NY. If you're ready to escape the hustle and bustle of everyday life, you've found your place! This cabin haven is the perfect destination for those seeking tranquility and a reconnection with nature, friends, and family.

The Cabin:
Step into a world of rustic elegance as you enter our thoughtfully designed cabin. The wood interior, adorned with tasteful decor, creates an inviting ambiance that instantly puts you at ease.

The Space:
The Cabin:

Step into a world of rustic elegance as you enter our thoughtfully designed cabin. The wood interior, adorned with tasteful decor, creates an inviting ambiance that instantly puts you at ease. The open-concept living space seamlessly blends the living room, dining area, and a fully equipped kitchen, allowing for easy conversations and shared moments.

Guest Access:
Private entrance, parking, front and back yards, decks, firepit, sauna, and of course, the entire cabin!

The Neighborhood:
Local Adventures:
Feeling adventurous? Venture beyond the cabin and explore the wonders of Upstate NY all year round. Just to name a few, you have Harriman State Park 20 minutes away (with 200 miles of hiking trails, mountain biking, wine tasting, boat launches, swimming beaches, campsites, fishing, snowshoeing, skiing, kayaking, horseback riding, rock climbing, etc), Break Mountain State Park, Schunemunk State Park, West Point Museum, public golf courses, Lego Land Resort, Storm King Art Center, Brotherhood Winery AND the famous Woodbury Commons outlets.

Guest Reviews:

- "I went up there with my partner in order to get away from the busy city, we got inside and it was a cabin. Really cozy, rustic,spacious and comfortable. We ended up staying in and going out about the same just because it felt relaxing inside and we wanted to explore nearby. We explored the Black rock trail as well as the Orange heritage trail both less than 20min away. We ended up outside by the firepit at night gazing at the stars for what seemed to be hours. 1 night was definitely not enough to enjoy everything and we will be coming back soon! This place feels like homeaway from home now and is on the top of our list when we get another weekend off. Those host Adderlyn was great and answered all of our questions in a timely manner as well as welcoming. Everything was clean and organized. I especially loved the coffee bar since i had about 4 during my stay. Thank you so much Adderlyn for letting us stay and we will definitely be back!!!"

Monroe Family Friendly Vacation rentals

Monroe Vacation rentals with Parking

Monroe Pet Friendly Vacation rentals

Monroe Vacation rentals with Entertainment

Monroe Vacation rentals with Private Pool

Monroe Vacation rentals with Spa

Monroe Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Monroe – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Villa Verde B&B, Greenwood Lake, NY 141 Old Tuxedo Road, Monroe, NY, NY 10950, USA 249 4.0 9.5 70 Click here
Villa Verde BB Greenwood Lake NY 141 Old Tuxedo Rd, Monroe, NY, 10950, USA 243 4.0 10.0 13 Click here
Villa Verde B&B Greenwood Lake NY 141 Old Tuxedo Road, Monroe, NY, NY 10950, USA 248 4.0 9.4 26 Click here
Sleep Inn & Suites Monroe - Woodbury 1 Sleep Way, Monroe, NY, 10950, USA 110 2.0 9.4 1004 Click here
Hudson Valley Cottage Rental 3 bedrooms Monroe NY 137 Berry Road, Monroe, NY, NY 10950, USA 164 4.0 8.8 15 Click here
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons Monroe, New York, USA 645 2.0 9.4 16 Click here
Colonial-Style Warwick Retreat - 1 Hour to NYC! Warwick, NY, USA 432 4.0 10.0 2 Click here
Family Home Close to Warwick, 5 Mi to Lake! Monroe, New York, USA 382 2.0 10.0 11 Click here
Walton Lake Mountain Lodge Monroe, NY, USA 498 4.0 1 Click here
James Motel Monroe, New York, USA 108 2.0 2.2 10 Click here
Stunning, Private House in the Hills - Extra calm! 429 Clove Road, Monroe, NY, NY 10950, USA 754 4.0 1 Click here
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY. Monroe, New York, USA 615 2.0 8.8 9 Click here
Secluded Sanctuary in Nature 1296 NY-208, Monroe, NY, NY 10950, USA 839 4.0 1 Click here
Colonial-Style 'Warwick Retreat' - 1 Hour to NYC! Monroe, New York, USA 564 10.0 65 Click here
Sleep Inn & Suites Monroe - Woodbury 1 Sleep Way, Monroe, NY, NY 10950 162 3.0 8.9 880 Click here
Modern Comfort Meets Nature -Private Dock, Fire Pit & Detached Sleep Cabins Monroe, New York, USA 1102 9.8 64 Click here
Relaxing New York Home with Boat Dock and Lake View! Monroe, NY, USA 289 3.0 7.5 2 Click here
Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa! Monroe, New York, USA 513 10.0 40 Click here
Cozy Beautiful Pondside Luxurious Retreat 14 Knight Street, Monroe, NY, NY 10950, USA 489 3.0 9.5 2 Click here
Cozy Cabin with Sauna & Firepit! Monroe, New York, USA 201 9.2 39 Click here

Note: The prices for each Vacation-Rentals in Monroe 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

Vacation rentals in Monroe that include a pool include:

  • Walton Lake Mountain Lodge.- Review Count: 0, Rating: 0.0
  • Stunning, Private House in the Hills - Extra calm!.- Review Count: 0, Rating: 0.0
  • Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY..- Review Count: 9, Rating: 8.8

Vacation rentals in Monroe offering shuttle or transport options include:

  • Villa Verde B&B, Greenwood Lake, NY.- Review Count: 70, Rating: 9.5
  • Villa Verde B&B Greenwood Lake NY.- Review Count: 26, Rating: 9.4
  • Sleep Inn & Suites Monroe - Woodbury.- Review Count: 880, Rating: 8.9

These vacation rentals in Monroe provide spa or wellness access:

  • Colonial-Style Warwick Retreat - 1 Hour to NYC!.- Review Count: 2, Rating: 10.0
  • Family Home Close to Warwick, 5 Mi to Lake!.- Review Count: 1, Rating: 10.0

Family-friendly vacation rentals in Monroe include:

  • Villa Verde B&B, Greenwood Lake, NY.- Review Count: 70, Rating: 9.5
  • Villa Verde BB Greenwood Lake NY.- Review Count: 13, Rating: 10.0
  • Villa Verde B&B Greenwood Lake NY.- Review Count: 26, Rating: 9.4

Pet-friendly vacation rentals in Monroe include:

  • Modern Comfort Meets Nature -Private Dock, Fire Pit & Detached Sleep Cabins.- Review Count: 64, Rating: 9.8
  • Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!.- Review Count: 40, Rating: 10.0
  • MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY.- Review Count: 20, Rating: 9.4

Vacation rentals in Monroe that include breakfast options include:

  • Villa Verde BB Greenwood Lake NY.- Review Count: 13, Rating: 10.0
  • Sleep Inn & Suites Monroe - Woodbury.- Review Count: 1004, Rating: 9.4
  • Stunning, Private House in the Hills - Extra calm!.- Review Count: 0, Rating: 0.0

Vacation rentals in Monroe with private or on-site parking include:

  • Villa Verde B&B, Greenwood Lake, NY.- Review Count: 70, Rating: 9.5
  • Villa Verde BB Greenwood Lake NY.- Review Count: 13, Rating: 10.0
  • Villa Verde B&B Greenwood Lake NY.- Review Count: 26, Rating: 9.4

Some of the best Vacation Rentals in Monroe are:

  • Villa Verde B&B, Greenwood Lake, NY.- Review Count: 70, Rating: 9.5
  • Villa Verde B&B Greenwood Lake NY.- Review Count: 26, Rating: 9.4
  • Hudson Valley Cottage Rental 3 bedrooms Monroe NY.- Review Count: 15, Rating: 8.8

Some of the popular Vacation Rentals in Monroe are:

  • Sleep Inn & Suites Monroe - Woodbury.- Review Count: 1004, Rating: 9.4
  • Sleep Inn & Suites Monroe - Woodbury.- Review Count: 880, Rating: 8.9
  • Villa Verde B&B, Greenwood Lake, NY.- Review Count: 70, Rating: 9.5