Find short term rentals in Monroe, NY at the best prices

17 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Monroe, NY short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Monroe, NY

Best family friendly Monroe, NY Short term rentals

Among the 17 accommodations in Monroe, NY, here are the 4 best family friendly rentals

Lakefront Paradise  Pool + Paddle Boats  Sleeps 12 - Monroe, NY
10 4 reviews

Lakefront Paradise Pool + Paddle Boats Sleeps 12

apartment, Walton Park
This five-bedroom house in Monroe offers accommodation for up to 12 guests, conveniently located a short drive from attractions such as The Golf Club at Mansion Ridge and Castle Fun Centre, with Woodbury Common Premium Outlets also nearby.
The property provides ample facilities including four bathrooms, air conditioning, and is situated within easy reach of LEGOLAND® New York and Ochs Orchard, making it ideal for families seeking a comfortable base for exploring Walton Park.
Greenwoods Of Warwick No Cleaning Fee! - Monroe, NY
9.9 26 reviews

Greenwoods Of Warwick No Cleaning Fee!

house, Greenwood Lake
This four-bedroom, three-bathroom house is situated in a peaceful Warwick neighbourhood, a short drive (approx. 1.6km) from Greenwood Lake and 24km from Warwick town.
The 8-guest property boasts a fully equipped kitchen, including a dishwasher, in-house laundry, air conditioning, and a garden, all within a spacious colonial-style dwelling ideal for families seeking a relaxing lake getaway.
Charming 2-bedroom House In Greenwood Lake With Central Ac/heat - Monroe, NY
10 7 reviews

Charming 2-bedroom House In Greenwood Lake With Central Ac/heat

apartment, Greenwood Lake
This Greenwood Lake holiday home is centrally located, within walking distance of local shops and restaurants, and a short drive (approximately 0.6km) from the Appalachian Trail and Mount Peter Ski Area.
The two-bedroom, one-bathroom property sleeps four guests and features a fully equipped kitchen with fridge and dishwasher, fast Wi-Fi (1GB), a private patio, and convenient self check-in; enjoy nearby watersports on Greenwood Lake.
Family Staycation Retreat 7bdr Sauna Games - Monroe, NY
10 1 review

Family Staycation Retreat 7bdr Sauna Games

apartment, Maybrook
This spacious 7-bedroom flat in Girarde, Maybrook, is conveniently situated 13 kilometres from Stewart International Airport, 40 kilometres from Bear Mountain State Park, and 35 kilometres from DM Weil Gallery.
Boasting a generous 49 square metres of living space, this family-friendly accommodation accommodates up to 43 guests with 7 bedrooms and 4 bathrooms, offering a sauna, garden, and on-site parking alongside complimentary WiFi and air conditioning.

Best Monroe, NY lodging with a balcony

Escape To This Private Hudson Valley Estate Featuring A Seasonal Heated Pool, Hot Tub, Hidden Speakeasy, And Room For Up To 14 Guests. Minutes From West Point, Wineries, Hiking, And Storm King Perfect For Family Vacations And Group Getaways. ** - Monroe, NY
No reviews

Escape To This Private Hudson Valley Estate Featuring A Seasonal Heated Pool, Hot Tub, Hidden Speakeasy, And Room For Up To 14 Guests. Minutes From West Point, Wineries, Hiking, And Storm King Perfect For Family Vacations And Group Getaways. **

apartment, Salisbury Mills
This Salisbury Mills property is a rural mountain retreat offering exclusive use of a main house, pool, and hot tub, located 10 minutes from West Point and Storm King Art Centre, with wineries and river towns nearby.
This 3000 square meter residence accommodates up to 14 guests, featuring 6 bedrooms, 5 bathrooms, a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace/balcony, garden, parking, and a unique speakeasy-inspired lounge with a wet bar.
Lakefront Oasis 50mi From Nyc. Direct Lake Access. Private Dock, Kayaks, Hot Tub - Monroe, NY
9.2 10 reviews

Lakefront Oasis 50mi From Nyc. Direct Lake Access. Private Dock, Kayaks, Hot Tub

apartment, Greenwood Lake
This Greenwood Lake waterfront property is a five-minute walk from Greenwood Lake and Lion's Field Park, and within 3.2 kilometres of Sterling Forest State Park and Greenwood Lake Village Hall.
This 188 square metre holiday home boasts two bedrooms, two bathrooms, sleeps six, and includes a swimming pool, spa, tennis court, and fitness centre, alongside a fully equipped kitchen and free Wi-Fi.
Spectacular Historic Mansion W/pool&tennis - Monroe, NY
10 20 reviews

Spectacular Historic Mansion W/pool&tennis

apartment, Chester
This ten-bedroom luxury holiday home, perfect for large groups, is situated near Goshen, New York, approximately 4.8 kilometres from LEGOLAND® New York and other attractions.
Offering a private pool, jacuzzi, tennis court, and ample amenities including a fully equipped kitchen and free Wi-Fi, this spacious property comfortably accommodates up to 26 guests.
Lakefront  7br Retreat  Sleeps 12  Massage Chair - Monroe, NY
10 5 reviews

Lakefront 7br Retreat Sleeps 12 Massage Chair

apartment, Walton Park
This seven-bedroom, four-bathroom flat in Monroe provides a spacious 380-square-meter retreat located approximately 160 kilometers from New York City, with convenient access to Museum Village and the Woodbury Common Premium Outlets.
This substantial property offers lake views, a fireplace, a sunroom, a dedicated workspace, and a playroom, accommodating up to 12 guests with amenities including air conditioning, internet, and parking, and is ideal for exploring the scenic trails of Walton Park.

Frequently Asked Questions about short term rentals in Monroe, NY

  • What attractions should you visit during a week-long stay in Monroe, New York?

    A week in Monroe, NY offers a good mix of relaxation and exploration. You could spend a day at Harriman State Park, hiking its many trails and enjoying the natural beauty. Another day could be dedicated to exploring the charming downtown area of nearby Chester, with its antique shops and restaurants. A visit to the Woodbury Common Premium Outlets for some shopping is also a popular choice. Depending on the season, you might want to check out local farms for apple picking (in the fall) or other seasonal activities. Consider a day trip to the nearby town of Warwick, known for its historic sites and quaint atmosphere.
  • What are the best short term rentals in Monroe, NY?

    Among the short term rentals in Monroe, NY, Cozy Lake Cabin, Modern Lakehouse On Osseo [35 Miles From Nyc] and Woodbury Commons Outlet/legoland Rental Gem are the most popular ones.

  • What attractions should you visit when you spend a month in Monroe, New York?

    With a month in Monroe, NY, you have ample time for day trips and deeper exploration. In addition to the suggestions for a week-long stay, you could explore more of Harriman State Park, perhaps trying different trails or even renting a kayak on one of the lakes. Consider visiting Storm King Art Center, an outdoor sculpture park with stunning pieces. You could also take longer day trips to Beacon, NY, known for its Dia Beacon museum or explore the Hudson Valley's many wineries and breweries. A visit to West Point, the United States Military Academy, is also a worthwhile experience.
  • What are the best short term rentals with a pool in Monroe, NY?

  • Can visitors to Monroe, New York witness any unique natural cycles, like cherry blossom season or autumn colors?

    Yes, definitely! Autumn in Monroe, NY, is spectacular, with the leaves changing color in the surrounding hills and forests of Harriman State Park. While cherry blossoms aren't as prominent as in some other areas, you'll find beautiful spring blooms in various locations throughout the town and park. The best time for fall foliage is typically from mid-October to early November.
  • What are the best short term rentals with a jacuzzi in Monroe, NY?

  • What are the most meaningful ways to engage with locals and discover the culture in Monroe, New York?

    To connect with the local culture, visiting the farmers' markets is a great way to meet residents and sample local produce. Attending events at the local library or community center can also provide opportunities to interact with people. Exploring the downtown areas of nearby towns like Chester and Warwick offers a chance to chat with shopkeepers and residents. Many local restaurants are family-owned and provide a welcoming atmosphere.
  • What are the best short term rentals for families and kids in Monroe, NY?

  • Are there any distinctive cultural activities or hands-on workshops in Monroe, New York?

    Monroe itself doesn't have a large number of dedicated cultural centers with workshops. However, nearby towns like Warwick and Chester often host art classes and craft workshops. Check local community calendars for events. Harriman State Park offers ranger-led programs that provide educational opportunities related to the natural environment.
  • What are some secret spots or hidden treasures to visit in Monroe, New York?

    Some lesser-known spots include the quieter trails within Harriman State Park, away from the main access points. Exploring the backroads and discovering small, family-owned farms can be rewarding. The views from certain overlooks within the park offer stunning panoramas. Specific trail names and farm locations would require more detailed local knowledge, but exploration is part of the fun!
  • What should not be left out of your suitcase if you are going to Monroe, New York?

    Comfortable walking shoes are essential, given the opportunities for hiking and exploring. Layers of clothing are recommended, as the weather can be unpredictable. Insect repellent is a good idea, especially during warmer months, particularly when visiting Harriman State Park. A reusable water bottle is also recommended, to stay hydrated while exploring the outdoors.
  • What are the most popular festivals in Monroe, New York?

    Monroe itself doesn't have large, signature festivals. However, nearby towns frequently host events. Check local event listings for specific dates and details. Many smaller community celebrations occur throughout the year, often linked to seasonal harvests or holidays.

Nearby regions

Best Monroe, NY lodging with a kitchen

Spacious Home W/pool/hot Tub, Mins To Parks/skiing - Monroe, NY
9.8 92 reviews

Spacious Home W/pool/hot Tub, Mins To Parks/skiing

house, Walton Park
This three-bedroom house is situated in the woods of Monroe, just a short drive from New York state parks, ski resorts, and wineries. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property is ideal for families or groups of up to eight people. The house offers a range of amenities, including a fully equipped kitchen, a heated swimming pool, a spacious garden, a game room, and a private parking area for up to six vehicles.
Serene Victorian Guest Apartment With Clawfoot Tub - Monroe, NY
9.9 406 reviews

Serene Victorian Guest Apartment With Clawfoot Tub

B&B, Chester
This charming Victorian apartment is situated in Blooming Grove, New York, just 80 kilometres from Manhattan and a short drive from Legoland, offering a peaceful escape from the city while remaining conveniently close to attractions. The property boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment offers 2 bedrooms and 1 bathroom, comfortably accommodating up to 6 guests. It features a well-equipped kitchen, air conditioning, parking, strong Wi-Fi, and a pet-friendly environment, making it perfect for families or groups looking for a relaxing and convenient base to explore the region.
Magic On This Mountain! - Monroe, NY
No reviews

Magic On This Mountain!

apartment, Stony Point
This property is situated in the mountains near Stony Point, a 72km drive from New York City and close to Woodbury Commons, offering a peaceful retreat with stunning views. The house has three bedrooms and two bathrooms, comfortably accommodating up to 16 guests. The property boasts a spacious outdoor area with a fire ring, two streams, and a relaxing deck, perfect for enjoying the mountain views and exploring the nearby hiking trails.
Private Suite 30 Minutes From New York City - Monroe, NY
9.2 29 reviews

Private Suite 30 Minutes From New York City

B&B, Mount Ivy
This spacious ground-floor suite in Mount Ivy, New York, offers convenient access to a bus stop with direct service to New York City (approx. 72km), local restaurants, shops, a small mall, and the West Point Academy.
The self-contained apartment sleeps six guests across two bedrooms and 1.5 bathrooms, boasting a fully equipped kitchen, living area, and dedicated parking for two cars; complimentary tea and coffee are provided.

Best Monroe, NY lodging with laundry available

Eleanor Inn - Suite Lorena - Monroe, NY
No reviews

Eleanor Inn - Suite Lorena

apartment, Warwick
Eleanor Inn - Suite Lorena, a spacious 4-bedroom apartment in Warwick, is located 21 kilometres from Metro-North Harriman Station and 37 kilometres from Bear Mountain State Park, offering proximity to Mount Saint Mary College (42 kilometres) and Stewart International Airport (32 kilometres).
This family-friendly residence boasts 279 square metres of living space, accommodating up to 15 guests with a fully equipped kitchen, air conditioning, and complimentary WiFi, alongside private parking.
Estate With Pool On 11 Beautiful Acres - Monroe, NY
9.6 74 reviews

Estate With Pool On 11 Beautiful Acres

apartment, Mountain Lodge Park
This spacious property is located in the Mid-Hudson Valley, New York, around 80 kilometres from New York City, offering a peaceful retreat in a picturesque setting.
The house has nine bedrooms and seven bathrooms, comfortably accommodating up to 16 guests. It boasts a private pool, a jacuzzi, a game room, a movie theatre, and a large patio with a fire pit, perfect for entertaining and relaxing.
Designer Lakefront | Kayaks  Dock  Firepit - Monroe, NY
10 1 review

Designer Lakefront | Kayaks Dock Firepit

apartment, Ringwood
This lakefront holiday home in Ringwood, located on Greenwood Lake approximately 80 kilometres from New York City, offers direct access to the water with a private dock and kayaks, and is conveniently situated near Mountain Creek Waterpark and Sterling Forest State Park.
This spacious 167 square metre apartment, accommodating up to 10 guests, features four bedrooms, three bathrooms, air conditioning, a fully equipped kitchen with a dishwasher, and a versatile third-floor loft, with lakeside dining and a firepit providing unique outdoor entertaining options.
Lakeview Group Stay Near Wedding Venues - Monroe, NY
9.9 52 reviews

Lakeview Group Stay Near Wedding Venues

apartment, Walton Park
This seven-bedroom apartment, situated in Monroe, New York, is approximately 80km from New York City and offers easy access to nearby lakes and scenic trails.
The 4,300 sq ft property boasts a spacious layout accommodating up to 14 guests, including multiple living areas, a fully equipped kitchen, a fitness centre, parking and a large yard with a fire pit; ideal for families or large groups visiting Walton Park.
©2026 cozycozy.com