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

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Monroe, NY short term rentals
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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

3 Bdr Cottage (Hudson Valley Cottage) - Monroe, NY
9.8 64 reviews

3 Bdr Cottage (Hudson Valley Cottage)

apartment, Walton Park
The Escape Cottage is a three-bedroom property located in the Middle Hudson Valley, 45 minutes from New York City and close to attractions like Woodbury Commons, Legoland, and Blooming Hill Farms. It has been highly rated for its cleanliness, location, and overall experience.
This secluded cottage is set on 3.6 acres of land with access to state-protected woodlands, offering a peaceful retreat. It includes a fully equipped kitchen, a wood-burning fireplace, a relaxing couch, and a soaking bathtub, as well as a fire pit, a deck, and a patio.
Lakefront/legoland/hottub/heated Pool 1 Hr To Nyc! - Monroe, NY
9.9 141 reviews

Lakefront/legoland/hottub/heated Pool 1 Hr To Nyc!

apartment, Walton Park
This lakeside property is situated in Walton Park, just a short drive from Woodbury Commons, Blooming Hill Farms, and West Point, offering a peaceful retreat within easy reach of attractions. The accommodation consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
The spacious home has four bedrooms and two bathrooms, comfortably accommodating up to eleven guests. Enjoy a range of amenities, including a private dock, heated pool, hot tub, fire pit, and a fully equipped kitchen, perfect for creating memorable moments with family and friends.
Sunshine Adventures - 5bd Hudson Valley Escape - Monroe, NY
9.9 49 reviews

Sunshine Adventures - 5bd Hudson Valley Escape

apartment, Chester
This five-bedroom colonial house is situated just 160km north of New York City, in a peaceful neighbourhood development close to US-6W, making it an ideal base for exploring the attractions of South Blooming Grove and beyond. The property has consistently received excellent ratings for its cleanliness, location and overall user experience.
The house offers a spacious and comfortable layout, with ample room for up to nine guests. The well-equipped kitchen, private garden, and ample parking space, along with a dedicated work-from-home area, make this a perfect choice for families or groups seeking a relaxing and enjoyable stay.
Country House W/hot Tub, Deck, Grill & Fire Pit - Monroe, NY
9.8 65 reviews

Country House W/hot Tub, Deck, Grill & Fire Pit

apartment, Chester
This family-friendly house is located in a peaceful rural area of Goshen, just a short drive from popular attractions like LEGOLAND® New York and the Harness Racing Museum and Hall of Fame. It has received excellent user ratings, making it a popular choice for travellers. This spacious property comfortably accommodates up to six guests in its three bedrooms. The house offers a range of amenities, including a swimming pool, a terrace, a garden, and free Wi-Fi, ensuring a comfortable and enjoyable stay.

Best Monroe, NY lodging with a balcony

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.
Malkita Aria | Mountainview Retreat - Monroe, NY
10 28 reviews

Malkita Aria | Mountainview Retreat

apartment, Woodbury
This family-friendly five-bedroom villa is situated in Highland Mills, just 2.4 kilometres from Palaia Vineyards Winery and Schunnemunk State Park, and a short drive from the United States Military Academy at West Point. The property offers a range of amenities including a sauna, jacuzzi, fitness centre, tennis court, and a garden with barbecue facilities, making it ideal for a relaxing family getaway.
Elegant Home W/7brs, Game Room, Luxury Yard, Pool - Monroe, NY
8.8 3 reviews

Elegant Home W/7brs, Game Room, Luxury Yard, Pool

apartment, Chester
This seven-bedroom Chester, New York property is located near the United States Military Academy and Museum Village, distances to which are unspecified.
This spacious house sleeps sixteen guests, boasting a heated pool (seasonal, additional fees apply), game room with pool table, home office, extensive outdoor space, and a state-of-the-art kitchen; ample parking is available, including trailer spaces.
Lakefront  7br Retreat  Sleeps 12  Massage Chair - Monroe, NY
10 4 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

Experience Luxury Shopping Paradise! 4-bedroom Home & 7 Mins To Woodbury Commons - Monroe, NY
9.6 17 reviews

Experience Luxury Shopping Paradise! 4-bedroom Home & 7 Mins To Woodbury Commons

apartment, Monroe
This four-bedroom home is situated in Monroe, just a short drive from Sterling Forest State Park, Goosepond Mountain State Park, and The Golf Club at Mansion Ridge, offering a peaceful retreat in a scenic setting. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The house is ideal for families or groups of friends, with its spacious layout accommodating up to 22 guests. Enjoy comfortable amenities like Wi-Fi, air conditioning, a dryer, an ironing board, towels, soap, toilet paper, and a hairdryer, as well as easy access to attractions like The Golf Club at Mansion Ridge, Palaia Vineyards, LEGOLAND® New York, Castle Fun Center, Harness Racing Museum and Hall of Fame, and Hudson Highlands Nature Museum.
Cozy Cabin With Sauna & Firepit! - Monroe, NY
9.0 54 reviews

Cozy Cabin With Sauna & Firepit!

apartment, Mountain Lodge Park
This Monroe holiday home, situated 2.6km from Schunnemunk State Park and within 9.6km of Brotherhood Winery and Museum Village, offers easy access to several local attractions in Mountain Lodge Park.
This three-bedroom, one-bathroom property sleeps six guests and includes a fully equipped kitchen with microwave and stovetop, laundry facilities, a Smart TV, BBQ grills, and a fireplace; nearby activities include exploring Goosepond Mountain State Park and Kristi Babcock Memorial Park, both within 14.5km.
The Hudson Hideaway~pool, Hot Tub, Sauna~1hr Tonyc - Monroe, NY
9.7 99 reviews

The Hudson Hideaway~pool, Hot Tub, Sauna~1hr Tonyc

apartment, Harriman
This apartment is located just a 60km drive from New York City, in a peaceful area near Harriman State Park, with easy access to Woodbury Commons Outlet Mall, breweries, wineries, and restaurants. It has received excellent ratings for its cleanliness, location, and overall user experience.
The property is a spacious 3-bedroom, 2-bathroom home with a floor area of 158 square metres, comfortably accommodating up to 10 guests. It offers a range of amenities including a swimming pool, a hot tub, a sauna, a garden, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.
Nice Water View - Monroe, NY
No reviews

Nice Water View

apartment, Walton Park
This apartment is located in Walton Park, just a short walk from the city centre and within easy reach of the park's famous botanical gardens. The area is peaceful and charming, with a mix of historic buildings and modern amenities.
This two-bedroom flat can accommodate two guests comfortably. It comes with a modern kitchen, air conditioning, parking, and high-speed internet.

Best Monroe, NY lodging with laundry available

Historic Sugar Loaf Farmhouse | 5br | Sleeps 8 - Monroe, NY
8.0 1 review

Historic Sugar Loaf Farmhouse | 5br | Sleeps 8

apartment, Walton Park
This Chester holiday home offers proximity to Goosepond Mountain State Park, a 12-minute walk away, and The Rock Sports Complex, a 5-minute drive, with easy access to the United States Military Academy.
This 206 square metre apartment sleeps up to nine guests across five bedrooms and two bathrooms, featuring air conditioning, free Wi-Fi, a fully equipped kitchen, and an outdoor barbecue area.
Maple Ridge Retreats Apt. A - Monroe, NY
10 89 reviews

Maple Ridge Retreats Apt. A

apartment, Woodbury
This two-bedroom apartment, ideal for families or groups of up to four, is situated in a secluded wooded setting near Woodbury Common Premium Outlets, approximately a short drive from the JW Marriott World Headquarters, Newburgh Assembly Hall, Legoland New York, and West Point.
The property features a private backyard deck with a propane grill, a well-equipped kitchen, a stackable washer/dryer, and numeric keypad entry; enjoy nearby attractions such as Woodbury Common Premium Outlets.
Historic Sugar Loaf Farmhouse | 5br | Sleeps 8 - Monroe, NY
8.8 5 reviews

Historic Sugar Loaf Farmhouse | 5br | Sleeps 8

apartment, Walton Park
This restored 1800s farmhouse, located in Sugar Loaf, NY, offers a secluded countryside experience on two private acres, with convenient access to wineries, Legoland, Woodbury Common and hiking trails, all within a few kilometres.
This spacious five-bedroom property accommodates up to nine guests, featuring a fully equipped kitchen, a large dining area, air conditioning, a garden, and parking, with the primary suite including a Smart TV and soaking tub, and contactless check-in provided.
Luxury Apt/sugar Loaf/10 Min To Legoland - Monroe, NY
9.9 498 reviews

Luxury Apt/sugar Loaf/10 Min To Legoland

apartment, Chester
This modern, two-bedroom apartment in Sugar Loaf, New York, is situated approximately 13 kilometres from LEGOLAND New York and a short drive from Greenwood Lake.
The 116-square-metre property features two bathrooms, sleeps six guests comfortably across multiple sleeping arrangements, and includes a private fenced backyard, a terrace, and amenities such as Smart TVs, a dishwasher, and air conditioning.
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