Villa vacation rentals in Monticello

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Top-rated villa rentals in Monticello

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Top guest favorite

Villa in Tobyhanna

4.98 out of 5 average rating, 46 reviews

Luxury Villa w/Hot Tub Movies Arcade Breakfast Gym

This Villa is an Oasis in the Poconos. Every detail of this home has been meticulously designed to bring your loved ones together while reconnecting you with nature & yourself. Our villa is packed w/amenities -Pergola over Hot Tub & Garden -Complimentary Breakfast, Popcorn, Cotton Candy, & Snowcones -Theater w/100" 4k Projector, 9.1 surround sound, & recliners -4-Player & Gun Arcade -Fire Pit w/16 Chairs -Outdoor Grill & Lounge -Giant Jenga & Checkers -Foosball, Air Hockey & Pool Table -Yoga Gym

Superhost

Villa in Cornwall

4.88 out of 5 average rating, 90 reviews

Jacuzzi - West Point - Family Friendly

Knoll Shoal: Your Ultimate West Point Getaway A perfect blend of autumn’s cozy charm and the beauty of winter: 7 Bedrooms, 6 Bathrooms: Sleeps 16+ with 9 beds. Entertainment: Smart TV, BBQ, Games, Fire pit. Gourmet Kitchen: Fully equipped for all culinary needs. Relaxation: In-ground pool, Jacuzzi, and multiple fireplaces. Convenience: Free fast Wi-Fi, washer & dryer, dedicated workspace. Within Cornwall-On-Hudson, West Point, New Windsor, New Burgh, Beacon, Mountainville, Highland Falls.

Guest favorite

Villa in Woodstock

4.92 out of 5 average rating, 182 reviews

The Falls

A secret treasure in the heart of Woodstock. This waterfall escape is tucked up in the center of town with incredible privacy, a private deck overlooking the waterfalls and located on the entire first floor just up a flight of stairs of the main house. Enter through your own private deck overlooking the waterfalls. Walk to all the great restaurants, galleries and shops around Woodstock. A truly magical experience. amidst the trees on top of the waterfalls. The most sought after Airbnb in town.

Top guest favorite

Villa in Tobyhanna

4.94 out of 5 average rating, 16 reviews

Majestic Villa at Pocono/Kalahari/HotTub/Game Rm

Stay in a modern and spacious villa in a prime location in Pocono. Our 4-bedroom, 2.5-bathroom home has been recently upgraded with style. You can easily access the best of Pocono, such as Kalahari, Camelback, lakes, and parks. Enjoy the luxury of Pocono Farm Club, with a pool, a lake, a golf course, and more. Escape the city and relax in our cozy and comfortable home. The villa is located in a community that offers a lot of amenities like a swimming pool, Golf, lake, a kid's park & restaurant.

Superhost

Villa in Kerhonkson

4.88 out of 5 average rating, 104 reviews

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub|Pool

Enjoy a luxury nature escape at Boho Chic Villa, under 2 hours’ drive from New York City. This cozy home offers three bright bedrooms, an elegant full kitchen, and unmatched outdoor space. Take a splash in the pool, soak in the hot tub, or make s’mores around the fire pit. Your stay is sure to be an extraordinary experience for the whole family. 6 Min Drive to Minnewaska State Park 8 Min Drive to Kelder’s Farm 10 Min Drive to Stony Kill Falls Experience Kerhonkson With Us & Learn More Below!

Top guest favorite

Villa in Newburgh

5 out of 5 average rating, 68 reviews

Ultra Modern Private Oasis with River Views

Step into your brand new, ultra-modern secluded oasis with picturesque views of the Hudson River and Valley. The Balthus Haus was designed and built with sheer comfort, stylish aesthetics, and progressive functionality as the guiding tenets. Nestled high into the hillside the Haus maximizes 360 degrees of privacy and is surrounded by nature. Inviting and pleasant all year round with central AC and radiant heated floors throughout the living areas. Easily get away from NYC only 1.25 hours away!

Superhost

Villa in Bloomingburg

4.82 out of 5 average rating, 72 reviews

Spacious 6BR Villa | Serene Scenic Mountain Escape

Escape to this spacious 6BR villa, a serene mountain retreat with scenic views. This peaceful getaway is perfect for families and groups. Located approximately 1 hour from the George Washington Bridge, it offers comfortable interiors, a well-equipped home, and ample outdoor space. Explore nearby hiking trails and relax in a tranquil setting just minutes from local attractions. Unwind and experience nature in every direction. Your peaceful mountain escape awaits—BOOK NOW FOR A SERENE GETAWAY!

Top guest favorite

Villa in Kerhonkson

4.97 out of 5 average rating, 264 reviews

Peaceful Forest Villa Escape w Private Yoga Studio

Nestled at the edge of the forest, Villa blends peaceful seclusion with refined comfort. Wake to birdsong, stretch in the private yoga studio or gather for movie night in the home theater. Large windows invite natural light and views of the trees, while indoor spaces flow naturally into the surrounding landscape. The open-concept living area is ideal for sharing meals or conversation. Whether you’r seeking stillness, inspiration, or connection, this space welcomes all with care and intention

Top guest favorite

Villa in Tunkhannock Township

4.94 out of 5 average rating, 118 reviews

Villa in the heart of Pocono with amazing views

Escape to this paradise villa on a 6 Lakes Community Beautiful views with only minutes walking to the lake, huge 1200 sq feet deck facing the lake and an amazing nature, house is on a privet 5 acres land with amazing nature. That’s what I call a relaxing retreat! Conveniently located within 2 to 15 min to all attractions that Poconos has to offer. Our Community are not gated and have 6 lakes, 2 beaches, and 2 pools. Indoor & outdoor, community game room bar and a snack bar at the lodge,

Superhost

Villa in Monroe

4.91 out of 5 average rating, 34 reviews

Mediterranean Villa

Whether you’re looking for a relaxing getaway or a family trip filled with adventure, you’ll love staying at the ‘Mediterranean Villa’ in the scenic Hudson Valley. Tucked away in Monroe, NY this Villa offers 5-bedrooms, 4-bathrooms, a wood-burning fireplace & enough space for your family to come together and make new memories. Location provides easy access to local attractions: take a day trip to the Catskills, shop locally at the Woodbury Commons or check out the local wineries.

Top guest favorite

Villa in Pocono Summit

4.94 out of 5 average rating, 51 reviews

Poconos Lux•Sauna•HotTub•OD Movie•MiniGolf•Bowling

The Enchanted Villa - Your own luxury mini resort for Wellness, Connection & Joy. Welcome to our new professionally designed luxury playground in the heart of the Poconos — perfect for group getaways, family reunions and memory-making moments. This 5 BR, 8 Beds & 3BA gem features a barrel sauna, hot tub, huge firepit, bowling lane, mini golf, outdoor cinema lounge, karaoke and indoor movie theater. Your place to stay, to laugh, relax, reconnect and return to again.

Guest favorite

Villa in Roscoe

4.93 out of 5 average rating, 15 reviews

Lakefront, newly renovated home in the Catskills

Casa Julia is the perfect NY getaway; Enjoy access to Tennanah Lake, one of the most seek after private lakes in the Catskills. This newly renovated home has stunning lake views, well curated interior design and high speed internet. The perfect place for a weekend getaway or a work from home paradise. Nearby hikes, rivers, golf, tennis and ski mountains will thrill those with adventurous spirit. Grab paddle boards and enjoy a magical sunset on the lake.