Vacation rentals in Monroe, NY

24 available vacation rental offers

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Monroe, NY vacation rentals
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Best Vacation rentals and Airbnb offers in Monroe, NY

Best family friendly Monroe, NY vacation rentals

Among the 24 accommodations in Monroe, NY, here are the 4 best family friendly rentals

Amazing  Home Near West Point,  Shopping,  Skiing And Legoland - Monroe, NY
9.8 17 reviews

Amazing Home Near West Point, Shopping, Skiing And Legoland

apartment, Walton Park
This vacation home is located in the mountains near Monroe, just a short drive from Goosepond Mountain State Park and several shopping centers. It has earned excellent ratings from previous guests, making it a popular choice for travelers. This 3-bedroom rental comfortably sleeps 9 guests, providing ample space for families or groups of friends. The home offers a variety of amenities, including a fully equipped kitchen, a private fenced yard with a BBQ grill, a terrace or balcony, and a fitness center.
Cedar Mill Hideaway - Monroe, NY
9.0 1 review

Cedar Mill Hideaway

house, Woodbury
Cedar Mill Hideaway is located in Woodbury, just under 5 miles from the Metro-North Harriman Station and about 9 miles from Bear Mountain State Park, making it a convenient base for exploring the Hudson Valley. This charming house offers a peaceful retreat with easy access to nature and city attractions.
Cedar Mill Hideaway has 3 bedrooms, 3 bathrooms, and a total floor area of 2530 square feet, comfortably accommodating up to 10 guests. The property features a private pool and garden, a fully equipped kitchen, air conditioning, free Wi-Fi, and free parking, ensuring a relaxing and enjoyable stay.
Secluded Sanctuary In Nature - Monroe, NY
9.4 47 reviews

Secluded Sanctuary In Nature

house, South Blooming Grove
This 6-bedroom house is located just a short drive from the village of South Blooming Grove, offering a peaceful escape in the woods. The property consistently receives excellent ratings for cleanliness, location, and overall experience.
This spacious home comfortably accommodates up to 13 guests with 6 bedrooms and 3 bathrooms. The house offers a dedicated playroom for kids, a fully-equipped kitchen, a backyard with a fire pit and swing set, and flexible check-in and check-out options.
Private Estate | Pool, Hot Tub & 10br Retreat - Monroe, NY
10 5 reviews

Private Estate | Pool, Hot Tub & 10br Retreat

apartment, Walton Park
This secluded luxury estate, named Walton Park, is located in Chester, New York, offering a peaceful, nature-surrounded setting just a short drive from New York City.
This 10-bedroom, 4-bathroom apartment accommodates up to 16 guests and features resort-style amenities including a swimming pool, jacuzzi, fitness center, and private garden, making it ideal for family reunions or corporate retreats.

Best pet friendly Monroe, NY vacation rentals

Among the 24 accommodations in Monroe, NY, here are the 4 best pet friendly rentals

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 lakefront house in Walton Park is conveniently located within a 30-minute drive of Woodbury Commons, Blooming Hill Farms, Bellvale Farms Creamery, Storm King Art Center, and West Point. The property has earned excellent ratings for its cleanliness, location, and overall experience.
This spacious home offers 4 bedrooms and 2 bathrooms, accommodating up to 11 guests. Enjoy a range of amenities, including a private pool, hot tub, a fully equipped kitchen, a recreation room, a fireplace, and a private dock with stunning lake views.
New  Two Side-by-side Lake Homes Sleep 17 - 2 Private Docks -1 Hr Nyc Dogs Ok - Monroe, NY
10 26 reviews

New Two Side-by-side Lake Homes Sleep 17 - 2 Private Docks -1 Hr Nyc Dogs Ok

apartment, Walton Park
This Walton Park chalet is located on a private lakefront with 200 feet of shoreline, nestled within a 1.5-acre oak forest, offering a peaceful retreat. The chalet has earned excellent user ratings and is a popular choice for travelers seeking a tranquil getaway.
The chalet features a unique octagonal design with 16 windows offering panoramic lake views. It boasts a chef's kitchen, spa bathrooms, radiant heated floors, and a spacious patio with a gas fire pit, wood-burning pit, and two gas grills.
Cozy Boutique Lake Studio Private Farm W. Parking - Monroe, NY
No reviews

Cozy Boutique Lake Studio Private Farm W. Parking

apartment, Mountain Lodge Park
This renovated studio is a peaceful retreat on a calm lakefront within a private gated community in Mountain Lodge Park, located minutes from Woodbury Commons, Legoland, and area markets, and approximately 60 miles from NYC and Newark.
This boutique accommodation accommodates up to 3 guests with a private kitchenette and bathroom, offering direct lake views, a large yard, air conditioning, heating, Smart HDTV, fast Wi-Fi, and parking.
Private 5-bed Country Estate On 22 Acres - Monroe, NY
No reviews

Private 5-bed Country Estate On 22 Acres

apartment, South Blooming Grove
This Chester residence offers a secluded setting on 22 private acres at the end of a private road, providing proximity to Museum Village and within driving distance of LEGOLAND® New York and Castle Fun Center.
This spacious 5-bedroom, 2-bathroom home accommodates up to 12 guests and features multiple living areas, a game room, a wood-burning fireplace, an outdoor kitchen, and a patio with a fire pit, all complemented by an expansive deck with forest views.

Frequently Asked Questions about vacation rentals in Monroe, NY

  • What are the must-see sights in Monroe, New York?

    While Monroe doesn't have iconic landmarks like a major museum or skyscraper, its charm lies in its quieter attractions. A visit to the historic downtown area is a great starting point, allowing you to explore its quaint shops and architecture. The local parks, such as Smith Clove Park, offer beautiful natural settings for a relaxing stroll or picnic. Depending on the time of year, checking out the local farms and orchards can be a rewarding experience.
  • What are the best Airbnb and vacation rentals in Monroe, NY?

  • Are there unique natural phenomena in Monroe, New York?

    Monroe, NY is situated in the beautiful Hudson Valley, offering access to stunning natural landscapes. While not unique phenomena in the strictest sense, the area's rolling hills, forests, and proximity to the Shawangunk Ridge provide picturesque scenery and great opportunities for hiking and outdoor activities. The Shawangunk Ridge itself is known for its unique rock formations and diverse plant life.
  • What are the most popular Airbnbs in Monroe, NY?

  • What essentials should you bring along for a trip to Monroe, New York?

    Pack comfortable walking shoes, as you'll likely be doing a fair bit of walking, especially if you plan on exploring the parks and trails. Appropriate clothing for the weather is essential, as the Hudson Valley can experience varying temperatures throughout the year. Don't forget sunscreen, insect repellent, and a reusable water bottle, especially during warmer months. A camera is also a must for capturing the scenic beauty of the area.
  • What are the best vacation rentals with a pool in Monroe, NY?

  • What famous events or festivals are happening in Monroe, New York?

    Monroe, NY itself doesn't host large-scale, internationally renowned festivals. However, the surrounding areas often have events. You might find local farmers' markets or smaller community events throughout the year. Checking local event listings closer to your travel dates is recommended to find out what's happening during your visit.
  • What are the best rentals for families and kids in Monroe, NY?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Monroe, New York?

    A daily budget in Monroe, NY will vary greatly depending on your preferences. For budget travelers, $100-$150 per day might suffice, covering basic accommodation, affordable eateries, and some free activities like hiking. Mid-range travelers might spend $150-$250, while those seeking luxury accommodations and dining could easily exceed $300 per day. Transportation costs will depend on whether you rent a car or use ride-sharing services.
  • What are the best rentals or Airbnbs with a jacuzzi in Monroe, NY?

  • Where can you find the best restaurants serving local dishes in Monroe, New York, and what are the must-try specialties?

    Monroe has several family-owned restaurants offering a variety of cuisines. While there aren't specific dishes unique to Monroe, many restaurants feature fresh, locally sourced ingredients. You'll find options ranging from classic American fare to Italian and other international cuisines. Checking online reviews and local guides can help you discover hidden gems and restaurants that best suit your taste.
  • What are some less-famous attractions in Monroe, New York that are worth the visit?

    Many of Monroe's attractions are less well-known outside the immediate area. Exploring the smaller local parks and walking trails offers a chance to experience the natural beauty of the region. Visiting some of the local farms and orchards, especially during harvest season, can provide a unique and enjoyable experience. Checking local community calendars could reveal hidden gems like art exhibits or local performances.
  • What are the best activities for engaging with locals and understanding their culture in Monroe, New York?

    Attending a local farmers market is a great way to interact with residents and experience the local agricultural scene. Visiting local businesses and engaging in conversations with shop owners can provide insights into the community's character. If there are any community events happening during your visit, participating in them can offer a chance to connect with locals and learn more about their culture.
  • What unique natural landscapes and terrain features can travelers explore in and around Monroe, New York?

    The area surrounding Monroe offers a blend of rolling hills, forests, and access to the Shawangunk Ridge. The Ridge provides opportunities for hiking and rock climbing, with its unique cliffs and diverse ecosystem. The numerous parks and trails throughout the area offer a variety of landscapes to explore, from gentle walking paths to more challenging hikes.
  • How many days are ideal for visiting Monroe, New York, and what are some itinerary suggestions?

    A long weekend (3-4 days) is sufficient to explore Monroe and its surrounding areas at a relaxed pace. A possible itinerary could include exploring the downtown area on day one, hiking in one of the local parks on day two, and visiting a nearby farm or orchard on day three. A fourth day could be used for exploring the Shawangunk Ridge or visiting a nearby town.
  • How is the weather in Monroe, New York in high season?

    Monroe's high season is generally during the summer months (June-August), with warm temperatures and plenty of sunshine. However, it's always advisable to check the weather forecast closer to your travel dates, as temperatures can fluctuate. Expect average highs in the 70s and 80s Fahrenheit (20s and 30s Celsius) during the summer, with lower temperatures at night.

Nearby regions

Best Monroe, NY vacation rentals with a pool

Among the 24 accommodations in Monroe, NY, here are the 4 best rentals with a pool

6br W/ Heated Pool, Hotub & Fire Pit | Sleeps 22 - Monroe, NY
10 14 reviews

6br W/ Heated Pool, Hotub & Fire Pit | Sleeps 22

apartment, Walton Park
This private woodland estate in the Hudson Valley offers seclusion at the end of a scenic driveway, located minutes from LEGOLAND New York Resort, Woodbury Common Premium Outlets, and Harriman State Park.
This family-friendly apartment accommodates 16 guests with 6 bedrooms, 4 bathrooms, a chef's kitchen, a heated resort-style pool, and a fire pit, with an optional hot tub upgrade available.
Secluded 9br Getaway, Pool, Hot Tub & Huge Deck - Monroe, NY
10 1 review

Secluded 9br Getaway, Pool, Hot Tub & Huge Deck

house, Walton Park
This nine-bedroom Walton Park estate is located in Chester, 7.6 miles from Harriman Metro-North Station and 18 miles from Bear Mountain State Park.
This 4,500-square-foot residence boasts a private pool, hot tub, and ample amenities including a game room and laundry service, accommodating up to 55 guests.
Magnificent Villa, Private Pool, Fire Pit W/huge Backyard - Monroe, NY
9.6 16 reviews

Magnificent Villa, Private Pool, Fire Pit W/huge Backyard

house, Chester
This seven-bedroom Chester villa, located near Goose Pond Mountain State Park and The Rock Sports Complex (both within 3 miles), offers easy access to LEGOLAND® New York and Castle Fun Center (within 6 miles).
This 4,700-square-foot estate boasts a private pool, fitness center, tennis court, and can comfortably accommodate up to 16 guests, featuring a fully equipped kitchen, free Wi-Fi, and ample outdoor space.
Pool, Estate, 1hr Nyc, Pets Hot Tub No Airbnb Fees - Monroe, NY
9.8 214 reviews

Pool, Estate, 1hr Nyc, Pets Hot Tub No Airbnb Fees

house, Harriman
Orchard Hill Estate is a secluded historic farmhouse on a hilltop with 5.5 acres of private grounds, located 37 miles from Midtown Manhattan. It has excellent user, location, and cleanliness ratings.
The 7,000 sq. ft. farmhouse has 8 bedrooms, 5 bathrooms, and can accommodate up to 16 guests. It features a hot tub, fire pit, outdoor dining, high-speed WiFi, and multiple workspaces. It is also family-friendly and pet-friendly.

Best Monroe, NY vacation rentals with parking

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

Lakefront Paradise Pool + Paddle Boats Sleeps 12

apartment, Walton Park
This large 5-bedroom house in Monroe, Walton Park, is located a short drive from The Golf Club at Mansion Ridge and Castle Fun Center, and within reach of Woodbury Common Premium Outlets.
This residence accommodates up to 12 guests with five bedrooms and two sleeper sofas, featuring four bathrooms, air conditioning, and providing a hair dryer and iron for convenience.
Hudson Valley Cottage Rental 3 Bedrooms Monroe Ny - Monroe, NY
8.8 26 reviews

Hudson Valley Cottage Rental 3 Bedrooms Monroe Ny

house, Walton Park
This three-bedroom Monroe, NY vacation home is conveniently located six miles from Metro-North's Harriman Station, offering easy access to Bear Mountain State Park (14 miles) and Stewart International Airport (17 miles).
This 1600-square-foot house features a fully equipped kitchen, a bathroom with bathrobes, a private balcony, a garden with an outdoor fireplace and barbecue, free Wi-Fi, parking, and can comfortably accommodate up to 11 guests.
Hudson Valley Retreat W/ Pool Near Greenwood Lake - Monroe, NY
9.7 31 reviews

Hudson Valley Retreat W/ Pool Near Greenwood Lake

apartment, Walton Park
This Monroe, New York vacation home is located in the Hudson Valley's Lake Region, approximately 10 miles from Legoland New York and offers easy day trips to New York City.
This two-bedroom, one-bathroom cottage sleeps four guests and features a fully equipped kitchen with dishwasher, in-unit laundry, a fireplace, air conditioning, free Wi-Fi, keyless entry, a private garden with gazebo and fire pit, and access to a shared seasonal outdoor pool.
The Simplicity Of The Experience. - Monroe, NY
10 21 reviews

The Simplicity Of The Experience.

house, Woodbury
This tiny house, inspired by Maximist design, is located in a quiet district of Woodbury, offering easy access to local attractions.
This one-bedroom, one-bathroom cottage accommodates up to four guests and features a striking granite fireplace, vaulted ceilings with exposed beams, modern cottage aesthetics with loft beds, customized lighting, a full-size washer and dryer, a compact but fully equipped bathroom with a modern shower, a kitchenette, and a 3-stage whole house carbon filtration system for chlorine-free water.
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