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

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.
Private 5-bed Country Estate On 22 Acres - Monroe, NY
9.5 39 reviews

Private 5-bed Country Estate On 22 Acres

apartment, South Blooming Grove
This South Blooming Grove home is located on 22 private acres at the end of a private road, offering a secluded and tranquil escape from the hustle and bustle. The surrounding area is peaceful and quiet, perfect for those seeking a relaxing getaway.
This 5-bedroom, 2.5-bathroom home comfortably accommodates up to 12 guests. The house features a spacious living room with a fireplace, a second living room, an outdoor kitchen, an expansive deck with forest views, an outdoor fire pit, and a game room, providing plenty of space for both relaxation and entertainment.
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.
Sunshine Adventures - 5bd Hudson Valley Escape - Monroe, NY
9.9 49 reviews

Sunshine Adventures - 5bd Hudson Valley Escape

apartment, Chester
This 5-bedroom colonial house is located in Chester, New York, just under two hours from New York City and a short drive from South Blooming Grove, offering a peaceful escape in a quiet neighborhood development. The house has received excellent ratings for its location, cleanliness, and overall experience.
The house features a spacious open layout with a dining room that seats 10, a well-equipped kitchen, and a comfortable living room, comfortably accommodating up to 9 guests. Amenities include a dedicated work-from-home space, a large backyard for outdoor activities, ample parking, and access to a variety of seasonal activities, making it ideal for families and groups looking for a relaxing getaway.

Best pet friendly Monroe, NY vacation rentals

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

Lakehouse Cottage In Monroe - Monroe, NY
9.8 18 reviews

Lakehouse Cottage In Monroe

apartment, Walton Park
This Monroe, NY rental offers a 3-bedroom, 1-bathroom cottage with a lake view of Walton Lake, located less than 20 minutes from Legoland in Goshen, NY, and minutes from Woodbury Commons Premium Outlet Mall. This pet-friendly vacation home accommodates up to 6 guests and features internet, a kitchen, and parking, with direct access to Walton Lake for boating and fishing, and proximity to Harriman State Park and Mt Peter for outdoor recreation.
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 estate is located in a peaceful Mid-Hudson Valley neighborhood, just an hour from NYC and close to local attractions like the Brotherhood Vineyard and Blooming Hill farmers market. This 9-bedroom, 7-bathroom home comfortably sleeps 16 guests.
The home offers a private pool with a waterslide, a gourmet kitchen with a large walk-in pantry, a game room with a poker table and pinball, and a home theater with a 93-inch movie screen. Guests can enjoy alfresco dining, yard games, hiking, and more.
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 Harriman apartment is located in a quiet area just outside of Harriman, about an hour from NYC and minutes from Woodbury Commons Outlet Mall and Harriman State Park. The apartment has received excellent ratings for user experience, location, and cleanliness.
The 3-bedroom, 2-bathroom apartment can comfortably accommodate up to 10 guests in its 1700 square feet of space. Guests will enjoy a variety of amenities, including a private yard with a pool, hot tub, and sauna, a fully equipped kitchen, and mountain bikes for exploring the nearby Harriman State Park.
A Magical House On A Hill With A Pool. - Monroe, NY
No reviews

A Magical House On A Hill With A Pool.

apartment, Monroe
This 7-bedroom, 4-bathroom house in Monroe is located on nearly an acre of countryside, approximately 70 miles from New York City.
This residence accommodates up to 12 guests and features a swimming pool, BBQ grill, campfire spot, and EV charging, with updated amenities and an open-plan living area.

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

New Luxury Lakefront Retreat | Pool, Boats & Games - Monroe, NY
10 17 reviews

New Luxury Lakefront Retreat | Pool, Boats & Games

apartment, Walton Park
This lakefront residence offers direct water access and is located about a 20-minute drive from downtown Walton Park.
This four-bedroom, four-bathroom house accommodates up to 12 guests, featuring a private swimming pool, a fire pit, a fully equipped kitchen, and direct lake access for boating activities.
Lakefront/legoland/west Point Retreat Under 1 Hour From Nyc! Heated Pool & Spa! - Monroe, NY
10 50 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.
Spectacular Historic Mansion W/pool&tennis - Monroe, NY
10 20 reviews

Spectacular Historic Mansion W/pool&tennis

apartment, Chester
This Goshen vacation home, near Legoland New York and Castle Fun Center, provides luxurious mountainside lodging with scenic views, only 3 miles from family attractions.
This 10-bedroom, 6-bathroom property sleeps 26 guests and boasts a private pool, hot tub, game room, tennis court, and fully equipped kitchen; enjoy free Wi-Fi and on-site entertainment.
Mansion, Heated Pool, Hottub, Firepit, Huge B'yard - Monroe, NY
9.7 141 reviews

Mansion, Heated Pool, Hottub, Firepit, Huge B'yard

house, Chester
This spacious mansion is located in Orange County, New York, just 45 minutes from the George Washington Bridge, 10 minutes from Legoland, and 15 minutes from Woodbury Commons outlet mall. The home has received excellent ratings for its cleanliness, location, and overall user experience.
This large group accommodation has seven bedrooms and five bathrooms, comfortably sleeping up to 16 guests. The house includes a heated pool, a fire pit, multiple tree swings, and open fields for outdoor games, as well as a fully equipped kitchen, a lower-level lounge with a wet bar, a playroom, and entertainment options like a foosball table, an arcade game, and a ping pong table.

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.
11br Retreat W Pool, Hot Tub, Sauna & Game Room - Monroe, NY
10 2 reviews

11br Retreat W Pool, Hot Tub, Sauna & Game Room

house, Walton Park
This expansive villa in Chester is located a 12-mile drive from Woodbury Common Premium Outlets and LEGOLAND New York.
This 11-bedroom, 4-bathroom estate accommodates up to 28 guests and features an outdoor swimming pool, a fire pit, an on-site fitness center, indoor entertainment including foosball, table tennis, and a pool table, and complimentary Wi-Fi.
Cozy Cabin With Sauna & Firepit! - Monroe, NY
9.0 54 reviews

Cozy Cabin With Sauna & Firepit!

apartment, Mountain Lodge Park
This Monroe vacation home, near Schunnemunk State Park (1.6 miles), Brotherhood Winery (under 6 miles), and Museum Village (under 6 miles), offers easy access to outdoor recreation and cultural attractions in Mountain Lodge Park.
This three-bedroom, one-bathroom house sleeps six, features a fully equipped kitchen with microwave and stovetop, in-house laundry, a fireplace, a Smart TV, outdoor grills, and air conditioning.
The Best Lake Front Location On Greenwood Lake! - Monroe, NY
9.6 58 reviews

The Best Lake Front Location On Greenwood Lake!

apartment, Greenwood Lake
This Greenwood Lake vacation home is located just a mile from Sterling Forest State Park and Long Pond Ironworks State Park, offering easy access to nature trails and outdoor activities. The property has received excellent ratings for user experience, location, and cleanliness.
The three-bedroom house is 1800 square feet, providing ample space for families or groups. Enjoy a relaxing stay with amenities like a swimming pool, spa, and terrace, as well as a fully equipped kitchen, internet access, and a fireplace.
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