Best Vacation rentals and Airbnb offers in 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.
Monroe, NY
08/27 – 08/30
$1876/nighttotal: $5628 (3 )
Pool, Fire Pit Bedroom & Alaska King Sleeps 16
5 15
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.
Monroe, NY
06/27 – 07/04
$2948/nighttotal: $20636 (7 )
Eleanor Inn - Suite Lorena
4 2
apartment , Warwick
This 3000 square foot, 4-bedroom, 3-bathroom suite in Warwick offers a family-friendly apartment with WiFi, air conditioning, and parking, located 13 miles from Metro-North Harriman Station, 20 miles from Stewart International Airport, and 23 miles from Bear Mountain State Park. This spacious accommodation accommodates up to 15 guests and features a fully equipped kitchen with a dishwasher and coffee machine, a living area with a fireplace, and is situated near Mount Saint Mary College and historical sites like St George's Episcopal Church.
8.9 25 reviews
Monroe, NY
06/27 – 07/04
$269/nighttotal: $1883 (7 )
Hudson Cottage - Monroe, Ny
4 2
apartment , Monroe
This Monroe cottage is located just 45 miles from Manhattan, offering a peaceful escape in the woods, half a mile from the Appalachian Trail and adjacent to Sterling Forest. The cottage has received excellent ratings for cleanliness, location, and user experience. The 4-bedroom, 1-bathroom cabin comfortably sleeps 8 guests and provides access to the entire house and grounds. Amenities include air conditioning, a kitchen with a fridge and microwave, parking, and a shared yard. Guests can enjoy outdoor dining on the picnic bench, explore the Appalachian Trail, or swim in the lake across the street at Arrow Park.
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.
10 1 review
Monroe, NY
06/27 – 07/04
$521/nighttotal: $3647 (7 )
Sugarloaf 5 Bedroom Retreat
1 2
apartment , Walton Park
This antique farmhouse is located on a large, open-acreage farm in the Lower Hudson Valley, offering a peaceful rural escape. This family-friendly rental accommodates up to 9 guests with 5 bedrooms and 2 bathrooms, featuring internet, air conditioning, a kitchen, and parking.
10 2 reviews
Monroe, NY
06/25 – 06/28
$1890/nighttotal: $5670 (3 )
Lakefront 7br Retreat Sleeps 12 Massage Chair
7 11
apartment , Walton Park
This luxury apartment in Monroe offers over 4,300 square feet of living space, located approximately 1 hour from New York City and near Museum Village and Woodbury Common Premium Outlets. This 7-bedroom, 4-bathroom residence accommodates up to 12 guests with amenities including a fireplace, playroom, sunroom, workspace, and lake views, perfect for family reunions and retreats.
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.
9.8 131 reviews
Monroe, NY
06/25 – 06/28
$3035/nighttotal: $9105 (3 )
Historic 1850's Greek Revival Warwick Estate
1 11
apartment , Warwick
This majestic Greek Revival estate in Warwick, NY, is located 50 miles from Manhattan and 2 miles from Warwick village, offering easy access to the Appalachian Trail, Wawayanda State Park, and local orchards. This 5,000+ square foot vacation rental boasts five bedrooms each with a private bathroom, accommodating up to 12 guests, and features a fully equipped kitchen, Smart TVs, and ample parking for multiple vehicles; enjoy a private backyard with a fire pit and proximity to local wineries and farm-to-table dining.
Monroe, NY
06/27 – 07/04
$488/nighttotal: $3416 (7 )
Cozy Chic Lakehouse Retreat The Perfect Base For Year-round Getaways
4 2
apartment , Greenwood Lake
This waterfront apartment in Greenwood Lake offers direct access to recreational parks and is within 5 miles of Sterling Forest State Park and LEGOLAND® New York. This 1100 sq ft residence accommodates up to 9 guests with 4 bedrooms and 2 bathrooms, featuring air-conditioned rooms with fireplaces, private balconies, and well-equipped kitchens, plus high-speed internet for an additional fee.
10 47 reviews
Monroe, NY
06/25 – 06/28
$2008/nighttotal: $6024 (3 )
Harmony House - A Luxury Retreat Back In Time
7 11
house , Chester
This Victorian estate is located in Chester, New York, a short walk from the village center and a 50-mile drive from New York City. The house has received excellent ratings for user experience, location, and cleanliness. The home offers seven bedrooms and five bathrooms, accommodating up to 14 guests. You'll enjoy a chef's kitchen, a swimming pool, a patio, a grill, and a peaceful country setting, along with easy access to local attractions like wineries, breweries, and nature trails.
Monroe, NY
08/27 – 08/30
$1497/nighttotal: $4491 (3 )
Serene Retreat In Monroe
1 15
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.
Best family friendly Monroe, NY vacation rentals
Among the 21 accommodations in Monroe, NY, here are the 4 best family friendly rentals
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.
10 24 reviews
Monroe, NY
08/27 – 08/30
$2203/nighttotal: $6609 (3 )
Malkita Terra | Earthly Elegance
1 15
apartment , Woodbury
Malkita Terra, a six-bedroom Highland Mills rental home, is located five miles from Woodbury Common Premium Outlets and an hour from New York City, offering easy access to Schunnemunk State Park and other Hudson Valley attractions. This luxury vacation home sleeps 18 (with an option to accommodate up to 30 guests when booked with the adjacent Malkita Aria), boasting a chef's kitchen, game room, indoor sauna, private outdoor hot tub, and a movie theater.
10 16 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.
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
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.
Monroe, NY
08/27 – 08/30
$1826/nighttotal: $5478 (3 )
Magic On This Mountain!
1 15
apartment , Stony Point
This 3-bedroom house is located in the mountains near Stony Point, just 45 minutes from New York City and close to Woodbury Commons, offering a peaceful escape from the city. The house is perfect for large groups, comfortably accommodating up to 16 guests. The home features a spacious outdoor area with a fire ring, two running streams, and ample space for camping, events, or gatherings. Enjoy convenient access to hiking trails, a fully equipped kitchen, and a private garden.
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.
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.
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 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 2 best rentals with a pool
Monroe, NY
06/25 – 06/28
$2027/nighttotal: $6081 (3 )
6br Estate W/ Heated Pool, Fire Pit & Gazebo
1 11
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.
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.
Best Monroe, NY vacation rentals with parking
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.
9.9 43 reviews
Monroe, NY
06/25 – 06/28
$1754/nighttotal: $5262 (3 )
On The Lake - 5 Kings - Huge Yard - Massage Chair
7 11
apartment , Walton Park
This seven-bedroom home, located in Monroe, NY, near Walton Park and about an hour from New York City, offers easy access to scenic lakes and trails. This 4,300-square-foot Craftsman-style house boasts multiple living areas, a fully equipped kitchen, a fitness center, parking, and can comfortably accommodate up to 14 guests.
10 6 reviews
Monroe, NY
08/27 – 08/30
$1317/nighttotal: $3951 (3 )
Spacious 5b Home•west Point• Ski • Woodbury
1 15
apartment , Chester
This 5-bedroom house is located in a quiet village, just a short drive from popular attractions like Woodbury Common Premium Outlets, Legoland, and Glenmere Mansion. The peaceful setting offers a relaxing retreat for families or groups. The home comfortably accommodates up to 13 guests with a fully equipped kitchen, free parking, and Wi-Fi. Enjoy modern amenities, a variety of bedding options, and climate control for a comfortable stay.
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.