Villa holiday rentals in Monticello

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Top-rated villa rentals in Monticello

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Top guest favourite

Villa in Mount Pocono

5 out of 5 average rating, 35 reviews

Modern Villa with Outdoor pool & Entertainments! 🎱

Enjoy this exquisite, one-of-a kind home with an outdoor custom pool right in the heart of the Poconos! Surround yourself with the natural beauty and nature; less than 15 mins. away from Mt. Airy Casino, Camelback, Kalahari Water Park, The Poconos Outlets, Shawnee ski area, Bushkill Falls, bike trails, horseback riding, hiking, lakes & restaurants. Enjoy this spacious home with built-in movie theater, pool table & bar/lounge & MORE! House features 4 levels! Pool is SEASONAL & not a heated pool

Guest favourite

Villa in Cornwall

4.9 out of 5 average rating, 89 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 favourite

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.

Guest favourite

Villa in Kerhonkson

4.88 out of 5 average rating, 102 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 favourite

Villa in Newburgh

5 out of 5 average rating, 67 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 favourite

Villa in Kerhonkson

4.97 out of 5 average rating, 261 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

Guest favourite

Villa in Long Pond

4.95 out of 5 average rating, 233 reviews

INGROUND POOL OPEN ALREADY! 4500 Sq Ft POCONOS Villa, 6 bedrooms, 3 baths, private pond, back yard, hot tub, sauna, Movie/game room. Vacation rental near Camelback Mountain & Kalahari Resort. Close to the state’s #1 ski resort, highest-rated waterpark, and dozens of year-round outdoor activities, this home truly gives you the reigns to an outdoor paradise. Ski, mountain bike, golf at Mt. Airy, before returning home to create a meal in the fully equipped kitchen for the whole group to enjoy.

Top guest favourite

Villa in Tunkhannock Township

4.94 out of 5 average rating, 117 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,

Top guest favourite

Villa in Roxbury

4.98 out of 5 average rating, 97 reviews

Your tranquil escape w/ endless mountain views.

Experience unparalleled luxury, where opulent decor and furnishings from around the world create a unique haven. The upper level includes two bedrooms and 2.5 bathrooms, a master suite with a jacuzzi. Stunning mountain views from the hot tub, unwind by fireplaces, or discover serenity in the meditation chapel. For an additional cost, the downstairs area offers an apartment and office. The villa effortlessly blends comfort and sophistication, providing the perfect retreat for any purpose.

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.

Guest favourite

Villa in Roscoe

4.93 out of 5 average rating, 14 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.