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

Sugar Loaf Mountain Retreat With Hot Tub - 1hr/nyc - Monroe, NY
9.9 65 reviews

Sugar Loaf Mountain Retreat With Hot Tub - 1hr/nyc

apartment, Walton Park
This mid-century modern home is located in the Black Dirt region of the Hudson Valley, about an hour from NYC and a short drive from Legoland NY, Bear Mountain State Park, and Woodbury Outlets. This apartment has excellent user, location, and cleanliness ratings.
The spacious apartment can accommodate 8 guests and features a fully equipped kitchen, a separate dining area, an en-suite bedroom, and a grill for outdoor cooking. Guests can enjoy hiking, skiing, golfing, and exploring local wineries, breweries, and orchards all within easy reach.
Sunlit & Peaceful. Hot Tub. Monroe. 1hr Fr Nyc. - Monroe, NY
9.6 217 reviews

Sunlit & Peaceful. Hot Tub. Monroe. 1hr Fr Nyc.

apartment, Monroe
This Monroe accommodation offers a warm and inviting ambiance with easy access to Legoland for family fun and the Premium Outlets at Woodbury Commons for shopping. The cozy retreat is located near the scenic Heritage Trail, perfect for leisurely walks or bike rides.
The accommodation has received excellent ratings for its location, cleanliness, and amenities. It features 3 bedrooms, 2 bathrooms, and a guest capacity of 6. The kitchen is fully equipped with a fridge, freezer, microwave oven, and dishwasher. Other amenities include air conditioning, a Jacuzzi, a garden, and parking.
Lakefront Retreat W/ Pool & Boats – Sleeps 12 - Monroe, NY
10 1 review

Lakefront Retreat W/ Pool & Boats – Sleeps 12

house, Walton Park
This lakefront house in Monroe is located 5.4 miles from Metro-North Harriman Station and 15 miles from Bear Mountain State Park.
This 400 square feet accommodation offers 3 bedrooms, 4 bathrooms, a private swimming pool, air conditioning, a fully equipped kitchen, and free WiFi, accommodating up to 23 guests.
Lakefront/legoland/west Point Retreat Under 1 Hour From Nyc! Heated Pool & Spa! - Monroe, NY
10 49 reviews

Lakefront/legoland/west Point Retreat Under 1 Hour From Nyc! Heated Pool & Spa!

apartment, Walton Park
This family-friendly vacation home is located in Monroe, just a short drive from the waterfront and within easy reach of Goosepond Mountain State Park and Sterling Forest State Park. The property has received excellent user ratings, making it a popular choice for travelers seeking a comfortable and enjoyable stay.
The 3,500 square foot house features four bedrooms and three bathrooms, comfortably accommodating up to eleven guests. The home offers a range of amenities perfect for relaxation and entertainment, including a private swimming pool, a spa, a tennis court, and a fully equipped kitchen.

Best pet friendly Monroe, NY vacation rentals

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

Rustic Lakefront Studio With Deck & Workspace - Monroe, NY
No reviews

Rustic Lakefront Studio With Deck & Workspace

studio, Mountain Lodge Park
This pet-friendly studio in Monroe is located near the lake, 13 minutes from Woodbury Common Premium Outlets and 16 minutes from LEGOLAND New York.
This accommodation offers Wi-Fi, air conditioning, a full kitchen, and a balcony, with parking and a garden available for guests.
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.
Mountain View Retreat W/ Hot Tub, Theater, And Gym - Monroe, NY
10 4 reviews

Mountain View Retreat W/ Hot Tub, Theater, And Gym

chalet, Warwick
This Warwick chalet is located in a peaceful, mountainous area, just a short drive from popular attractions like LEGOLAND® New York and Mountain Creek Ski Resort. The chalet is perfect for families and groups, offering 5 bedrooms and 4 bathrooms, accommodating up to 12 guests.
The chalet offers a spacious living area, a fully equipped kitchen, a heated pool, a fire pit, and a private garden. Guests can enjoy a game of billiards, relax by the fireplace, or explore the surrounding area.
Pool, Estate, 1hr Nyc, Pets Hot Tub, Firepit, Prvt - Monroe, NY
9.8 213 reviews

Pool, Estate, 1hr Nyc, Pets Hot Tub, Firepit, Prvt

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.

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

Pool, Fire Pit Bedroom & Alaska King Sleeps 16 - Monroe, NY
No reviews

Pool, Fire Pit Bedroom & Alaska King Sleeps 16

house, Chester
This Goshen villa, located 14 miles from Metro-North Harriman Station and 22 miles from Bear Mountain State Park, offers easy access to both commuter rail and outdoor recreation. This three-bathroom house sleeps 25 guests and boasts a private pool, jacuzzi, fully equipped kitchen, balcony, free Wi-Fi, and free parking.
Serene Retreat In Monroe - Monroe, NY
8.8 5 reviews

Serene Retreat In Monroe

apartment, Mountain Lodge Park
This Mountain Lodge Park condo offers a secluded wooded setting with a private outdoor pool, sauna, and garden, providing a peaceful retreat with convenient access to local attractions. This spacious rental comfortably accommodates up to 16 guests with 2 bathrooms and features a kitchen with a fridge and microwave, air conditioning, internet, and a fitness center.
Spacious Home W/pool/hot Tub, Mins To Parks/skiing - Monroe, NY
8.0 2 reviews

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

apartment, Walton Park
This three-bedroom, four-bathroom Monroe apartment rental is minutes from parks and skiing, and a short drive from LEGOLAND® New York and Castle Fun Center.
The 3-bedroom rental boasts a terrace, garden, pool, jacuzzi, parking, and all essential amenities including Wi-Fi, a full kitchen with fridge and microwave, and provides toiletries; it comfortably sleeps eight guests near Bear Mountain State Park and Harriman State Park.
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 luxurious Chester, NY home is located near the United States Military Academy and Museum Village, offering easy access to local attractions.
This seven-bedroom, 6-bathroom house, sleeping up to 16 guests, boasts a heated pool, game room, home office, and state-of-the-art kitchen with multiple dining areas.

Best Monroe, NY vacation rentals with parking

Rushmore Estate Historic Mansion - Monroe, NY
10 2 reviews

Rushmore Estate Historic Mansion

house, Woodbury
This historic 1908 mansion estate is located in Highland Mills, NY, in the Hudson Valley, offering a secluded retreat 5 miles from Woodbury.
This luxury estate features four named suites accommodating up to 8 guests, with amenities including a private lake, infinity pool, tennis courts, ballroom, and extensive forested trails.
Rustic Lakefront Studio W/ Deck + Workspace - Monroe, NY
8.0 2 reviews

Rustic Lakefront Studio W/ Deck + Workspace

studio, Mountain Lodge Park
This studio apartment is located in Monroe, directly on the lakefront, offering a 15-minute drive to LEGOLAND® New York and close proximity to Woodbury Common Premium Outlets.
This pet-friendly accommodation for two features a kitchenette, Wi-Fi, air conditioning, and a workspace, with nearby access to the Hudson Highlands Nature Museum and Orange County Tennis Center.
Boutique King Suite At Orchard Lake | Private Farm - Monroe, NY
9.6 5 reviews

Boutique King Suite At Orchard Lake | Private Farm

apartment, Mountain Lodge Park
This secluded studio is located on a 16-acre lakeside property in Mountain Lodge Park, offering a tranquil retreat just 1 hour from NYC and Newark, and minutes from Woodbury Commons and Legoland NY Resort.
This private studio features a King bed, kitchenette, private bathroom, and a dedicated workspace, with shared access to a gazebo with lake views, walking trails, and a large porch, providing ample parking and peaceful natural surroundings for up to 2 guests.
Couples Cove, Houseboat, Pontoon - Monroe, NY
No reviews

Couples Cove, Houseboat, Pontoon

boat, Greenwood Lake
This houseboat is located in Hewitt, 17 miles from Metro-North Harriman Station and 27 miles from Bear Mountain State Park, offering a unique experience on Greenwood Lake.
This private accommodation features one bedroom, one bathroom, air conditioning, a hot tub, a terrace, and parking, with a guest capacity of three and onboard amenities like a refrigerator and microwave.
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