Villa holiday rentals in Monticello

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Top-rated villa rentals in Monticello

Guests agree: these villas are highly rated for location, cleanliness and more.

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Guest favourite

A collage of inviting spaces within the villa captures the essence of relaxation. A modern kitchen features a large island with seating, while a cozy living area showcases a sectional sofa. An outdoor pergola houses a hot tub surrounded by lush greenery, enhancing the tranquil vibe.

Villa in Tobyhanna

4.93 out of 5 average rating, 55 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

Guest favourite

A black wooden house is positioned dramatically over a cascading waterfall, surrounded by leafless trees. The structure features a spacious deck with wooden railings, offering scenic views of the flowing water below and neighboring houses visible in the background.

Villa in Woodstock

4.9 out of 5 average rating, 203 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

A charming wooden chalet with a steeply pitched roof is surrounded by lush greenery. The front porch features a wrap-around deck with a staircase leading to the entrance. Large windows enhance natural light, while a stone chimney adds character to the exterior.

Villa in Clifton Township

4.85 out of 5 average rating, 33 reviews

3-Bedroom Villa close to Kalahari, Camelback.

This unique place has a style all its own. Features an absolutely stunning living room with a soaring ceiling and walls of windows! A large, open concept kitchen and dining room allow for easy entertainment. You will love our wrap around deck with a beautiful view. This home is also located minutes from Camelback Mountain, where you can enjoy skiing, snow tubing, snowboarding, and zip-linin, Camelbeach outdoor water park, visit Crossings premium outlets, Mt. Airy Casino or Kalahari water Park.

Superhost

A collage featuring four aspects of the home. The top left displays a cozy living area with a fireplace and comfortable seating. The top right shows a hot tub surrounded by a wooden fence. The bottom left highlights a retro arcade setup with colorful lighting. The bottom right features a dining table set for a meal.

Villa in Kerhonkson

4.89 out of 5 average rating, 109 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!

Guest favourite

A contemporary living room features an 18-foot tall cathedral ceiling and a mix of stylish furnishings. Two couches are positioned around a circular blue rug, while a serene hammock hangs from the ceiling. A fireplace serves as the focal point, with plants adding life to the space.

Villa in Newburgh

5 out of 5 average rating, 76 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!

Guest favourite

Villa in Bloomingburg

4.84 out of 5 average rating, 83 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

The outdoor area features a circular seating arrangement with bright red adirondack chairs surrounding a fire pit, illuminated by string lights above. A wooden barrel sauna is positioned nearby, while a hammock hangs among the trees, providing a serene space for relaxation.

Villa in Pocono Summit

4.95 out of 5 average rating, 65 reviews

Poconos Lux•HotTub•Sauna•OutdoorMovie•Bowling•Golf

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 barrel sauna, hot tub, huge firepit, bowling lane, mini golf, outdoor cinema lounge, karaoke and indoor movie theater and can accommodate 14 guests. Your place to stay, to laugh, relax, reconnect and return to again.

Top guest favourite

A game room showcases an air hockey table in the foreground, accompanied by a foosball table nearby. A large flat-screen TV is mounted on the wall, with a classic arcade game unit positioned against the wall. Natural light filters through large windows adorned with blue curtains.

Villa in Long Pond

4.96 out of 5 average rating, 108 reviews

Huge villa in the hearth of Poconos near all.

Bring the whole family to this unique and newly built house with all new furnitures and appliances, conveniently located near everything Pocono have to offer like ski, waterpark, great restaurants, Casino, ATV and more. Located in a 6 lakes community with 2 beaches, heated indoor pool in the newly renovated lodge with restaurant and game room open all ear around, Outdoor pool open in the summer, basket ball court, tennis courts, 3 playgrounds for the kids, Great spots for fishing and more.

Guest favourite

A spacious outdoor area features a large swimming pool surrounded by a paved patio. The villa, with a red-tiled roof, stands in the background amidst lush greenery. Sun loungers are arranged at the pool's edge, inviting relaxation.

Villa in Monroe

4.93 out of 5 average rating, 43 reviews

Spacious 5 BR villa •fire pit, hot tub & fireplace

Discover the Mediterranean Villa, a stunning 5-bedroom, 4-bath luxury retreat nestled in the scenic Hudson Valley. This Monroe, NY escape offers elegant interiors, a cozy wood-burning fireplace, Smart TVs, a private hot tub, and spacious living areas designed for comfort and style. Perfect for families or groups, it’s minutes from Catskills trails, Woodbury Commons shopping, and acclaimed local wineries. Unwind, explore, and indulge in upscale relaxation year-round.

Guest favourite

Two wooden chairs are positioned on a porch, providing views of the serene lake and lush greenery beyond. Natural light filters through the open space, with clouds reflective on the water's surface. The area is framed by decorative wood paneling, creating a cozy atmosphere.

Villa

4.94 out of 5 average rating, 16 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.

Guest favourite

The historic estate is elegantly illuminated at dusk, showcasing its white exterior and traditional architectural details. The main entrance, framed by green shutters and a vibrant red door, is surrounded by manicured landscaping and soft outdoor lighting, enhancing the estate's charm.

Villa in Goshen

5 out of 5 average rating, 10 reviews

Goshen Retreat w/ Hot Tub & Fire Pit near Legoland

Set among the rolling hills of Goshen, this historic estate blends rustic charm with a touch of luxury, creating a peaceful getaway from city life. Just 19 miles radius distance from West Point and minutes from Legoland, this beautifully preserved home places you at the center of the Hudson Valley’s best attractions. Be sure to check out the Brotherhood Winery, the oldest winery in America, for a memorable local experience!

Top guest favourite

Villa in Kerhonkson

4.97 out of 5 average rating, 288 reviews

Villa Retreat: Yoga Studio, Theater, EV Charger

Multi-level forest villa retreat in the Gunks, perfect for wellness escapes, creative retreats, or group getaways. Enjoy a private yoga studio, 110" home theater, EV charger, handmade furnishings, Casper and Nectar premium mattresses, and inspiring original art. Surrounded by forest with decks, private nooks, and cozy lounges, this beautifully designed home blends boutique comfort with spacious indoor-outdoor flow.