Vacation rentals in Monroe, NY

21 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 21 accommodations in Monroe, NY, here are the 4 best family friendly rentals

Lakeview Villa With Private Hot Tub, Firepit & Breathtaking Cliff Views - Monroe, NY
Monroe, NY
06/27 – 07/04
$1524/nighttotal: $10668 (7 )

Lakeview Villa With Private Hot Tub, Firepit & Breathtaking Cliff Views

3 2
house , Greenwood Lake
Lakeview Villa, a Greenwood Lake house rental, is located 14 miles from Harriman Metro-North Station, 26 miles from Bear Mountain State Park, and 29 miles from the Palisades Center Mall.
This 2700-square-foot villa features one bedroom, three bathrooms, accommodates up to 17 guests, and includes a fully equipped kitchen, Jacuzzi, private garden with a firepit, and stunning cliff views of Greenwood Lake.
Malkita Terra -Earthly Elegance - Monroe, NY
Monroe, NY
08/27 – 08/30
$2523/nighttotal: $7569 (3 )

Malkita Terra -Earthly Elegance

6 15
house , Woodbury
Malkita Terra Earthly Elegance, a Woodbury villa, is conveniently located near Metro-North Harriman Station (7.7 miles) and Stewart International Airport (10 miles), offering easy access to both commuting options and travel hubs.
This 3,500-square-foot house boasts one bedroom, four bathrooms, and accommodates up to 29 guests, featuring a fully equipped kitchen, Jacuzzi, sauna, spa, and private parking; enjoy the relaxing garden and proximity to various colleges and attractions within a 24-30 mile radius.
Private Getaway W/ Pool, Hot Tub & Game Room - Monroe, NY
Monroe, NY
08/27 – 08/30
$2359/nighttotal: $7077 (3 )

Private Getaway W/ Pool, Hot Tub & Game Room

8 15
house , Walton Park
This 8-bedroom, 4-bathroom house in Chester, NY, offers a private and secluded retreat with a seasonal swimming pool and year-round hot tub.
This family-friendly accommodation for up to 15 guests features a fully equipped kitchen, game room, and is situated close to nature.
1 Hour Drive From Metlife Stadium, World Cup Base, Lakeview Villa With Private Hot Tub, Firepit & Spacious Decks With Breathtaking Cliff Views - Monroe, NY
10 11 reviews
Monroe, NY
06/27 – 07/04
$1311/nighttotal: $9177 (7 )

1 Hour Drive From Metlife Stadium, World Cup Base, Lakeview Villa With Private Hot Tub, Firepit & Spacious Decks With Breathtaking Cliff Views

3 2
house , Greenwood Lake
This luxurious 3-bedroom villa is located just 14 miles from the Metro-North Harriman Station in Greenwood Lake, offering stunning views and easy access to nearby attractions. The villa has received excellent ratings for location, cleanliness, and overall user experience.
This spacious home has 2500 square feet of living space and comfortably accommodates up to 9 guests. Enjoy modern amenities, a private hot tub, outdoor living spaces, and a bar on-site.

Best pet friendly Monroe, NY vacation rentals

Among the 21 accommodations in Monroe, NY, here are the 4 best pet friendly rentals

Spacious Smart Home Retreat On 14 Acres Of Nature - Monroe, NY
9.2 51 reviews
Monroe, NY
08/27 – 08/30
$1242/nighttotal: $3726 (3 )

Spacious Smart Home Retreat On 14 Acres Of Nature

1 15
apartment , Monroe
This Georgian Colonial smart home is located on 14 acres of secluded land in the Hudson Valley, accessible via a private, half-mile uphill road, offering unparalleled privacy and tranquility. The home is conveniently located near attractions and amenities while still providing a sense of escape. This 5-bedroom, 4-bathroom home can accommodate up to 15 guests, making it perfect for families or groups. The home features a spacious porch, courtyard, and a pet-friendly area with a kennel/pen, along with a smart home system that controls various aspects of the house.
Discover The Epitome Of Serenity In This Stunning - Monroe, NY
Monroe, NY
06/27 – 07/04
$927/nighttotal: $6489 (7 )

Discover The Epitome Of Serenity In This Stunning

1 2
apartment , Monroe
This spacious 3800-square-foot apartment is located in a tranquil cul-de-sac in Monroe, offering mountain views and a peaceful retreat.
This family-friendly home features a seasonal outdoor pool, fire pit, grill, and accommodates up to 10 guests with 3 bathrooms and a well-equipped kitchen.
Guesthouse 2 Bedroom. 25min-west Point - Monroe, NY
9.6 279 reviews
Monroe, NY
08/27 – 08/30
$1241/nighttotal: $3723 (3 )

Guesthouse 2 Bedroom. 25min-west Point

1 15
apartment , Chester
**1800s Chester Home**
Immerse yourself in the ambiance of an authentic 1800s home in the charming village of Chester, NY, amidst the picturesque Hudson River Valley. With excellent user, location, and cleanliness ratings, this accommodation offers a comfortable and convenient stay within driving distance of Woodbury Commons, West Point, Brotherhood Winery, and Legoland.
The home features queen-sized beds, a ductless heating/AC system, high-speed Wi-Fi, a front veranda, a back patio, and a 3-acre property. Certain pets are welcome, and security features include a Ring Doorbell and Yi Cameras.
Entire Lakeview House ~ 1 Hour To Metlife ~ Hot Tub~firepit~stunning View~decks - Monroe, NY
10 8 reviews
Monroe, NY
06/27 – 07/04
$1429/nighttotal: $10003 (7 )

Entire Lakeview House ~ 1 Hour To Metlife ~ Hot Tub~firepit~stunning View~decks

3 2
apartment , Greenwood Lake
This Greenwood Lake apartment offers a central location, providing easy access to attractions like LEGOLAND® New York and Woodbury Common Premium Outlets.
This three-bedroom, three-bathroom rental sleeps nine guests and boasts a fully equipped kitchen, Jacuzzi, terrace, garden, parking, and free Wi-Fi, plus lake and marina 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 21 accommodations in Monroe, NY, here are the 4 best rentals with a pool

Hudson Valley Retreat/pool/spa/firepit/pickleball - Monroe, NY
9.8 154 reviews
Monroe, NY
08/27 – 08/30
$2796/nighttotal: $8388 (3 )

Hudson Valley Retreat/pool/spa/firepit/pickleball

1 15
apartment , Woodbury
This spacious home is located in a peaceful rural area of Woodbury, just 10 minutes from the Woodbury Common Premium Outlets and a short drive from the town of Woodbury with its restaurants and attractions. The apartment has earned excellent ratings for its location, cleanliness, and overall experience.
This 6-bedroom, 3-bathroom house can comfortably accommodate up to 16 guests. Enjoy a heated pool, hot tub, game court, outdoor fireplace, and a premium Sonos sound system, along with a large kitchen, multiple living areas, and stunning views of the surrounding landscape.
Secluded Spacious Ny Getaway W Heated Pool - Monroe, NY
9.6 113 reviews
Monroe, NY
08/27 – 08/30
$1519/nighttotal: $4557 (3 )

Secluded Spacious Ny Getaway W Heated Pool

1 15
apartment , Walton Park
This spacious 5,500 square foot home is located in a quiet cul-de-sac on 5.5 acres, just 65 minutes from New York City, making it a convenient base for exploring the area. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house features six bedrooms and six bathrooms, providing ample space for large groups. Enjoy the chef's kitchen, entertainment options like a theater room and pool table, and relaxation amenities like a spa bathroom with a steam shower and sauna.
Serene Lakehouse Escape In The Hudson Valley - Monroe, NY
10 15 reviews
Monroe, NY
06/25 – 06/28
$1790/nighttotal: $5370 (3 )

Serene Lakehouse Escape In The Hudson Valley

1 11
apartment , Monroe
This Monroe vacation home is located on the outskirts of town, directly on a lake and just west of Harriman State Park. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The home offers three bedrooms and five bathrooms, comfortably accommodating up to twelve guests. Enjoy a variety of amenities, including a heated pool, fire pit, gazebo, ping pong table, pop-a-shot game, two kayaks, and a propane grill, making it the perfect spot for a family vacation.
Spacious + Beautiful 5-bedroom Mediterranean Villa In Monroe, Ny. - Monroe, NY
9.0 11 reviews
Monroe, NY
06/23 – 06/29
$1252/nighttotal: $7512 (6 )

Spacious + Beautiful 5-bedroom Mediterranean Villa In Monroe, Ny.

5 10
house , Walton Park
The Mediterranean Villa is located in Monroe, New York, just a short drive from the Catskills, Woodbury Commons, and local wineries. This vacation rental has received excellent user ratings, making it a popular choice for travelers.
This 5-bedroom, 4-bathroom home comfortably accommodates up to 12 guests. Enjoy modern amenities like a fully equipped kitchen, two family rooms with smart TVs, a dedicated workspace, and a washer and dryer, along with outdoor features like a paved patio, a fire pit, and a hot tub.

Best Monroe, NY vacation rentals with parking

Suite Amelia & Lorena - Group Stay - Near Brewery - Monroe, NY
Monroe, NY
08/27 – 08/30
$4000/nighttotal: $12000 (3 )

Suite Amelia & Lorena - Group Stay - Near Brewery

1 15
apartment , Warwick
This historic 6,000 sq ft loft in Warwick's Wickham Woodlands, formerly a reform school and prison, offers direct access to walking trails and is steps from Drowned Lands Brewery, with Warwick Valley Winery 5 miles away, Applewood Winery 6 miles away, Mount Peter skiing 7 miles away, and Pennings Farm Market and Cidery 3 miles away.
This luxury suite features 8 bedrooms, 6 bathrooms, accommodation for 16 guests, two gourmet kitchens with retro Smeg refrigerators and 6-burner ranges, air conditioning, heated radiant floors, and parking.
Pond + Gazebo: Expansive Hudson Valley Escape! - Monroe, NY
Monroe, NY
06/23 – 06/29
$1226/nighttotal: $7356 (6 )

Pond + Gazebo: Expansive Hudson Valley Escape!

5 10
house , Goshen
This 4390 sq ft vacation home is located in the scenic Hudson Valley, offering convenient access to local attractions.
This spacious 5-bedroom, 4-bathroom property accommodates up to 27 guests and features a fully equipped kitchen, air conditioning, and on-site parking.
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