Villa holiday rentals in Monticello

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Top-rated villa rentals in Monticello

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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

4.97 out of 5 average rating, 98 reviews

Poconos Luxury Resort - HotTub·Sauna·Outdoor Movie

The Enchanted Villa - Your own luxury private mini resort for Wellness, Connection & Joy. Welcome to our 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.

FamilyValueBarbecue

Top Guest favourite

The outdoor area features a seasonal custom pool surrounded by lounge chairs and shaded umbrellas. Lush greenery and trees create a natural backdrop, providing a serene and private setting for relaxation.

Villa in Mount Pocono

4.98 out of 5 average rating, 58 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

ValueFamilyBackyard

Guest favourite

A serene lakeside view features a charming lakefront home surrounded by lush greenery. A wooden dock extends into the calm water, with boats and kayaks resting nearby. A fire pit and picnic area are visible on the grassy lawn, providing an inviting outdoor space.

Villa in Lake Ariel

4.97 out of 5 average rating, 65 reviews

Lakefront Family Home, Kayaks, Hot Tub, Fireplace

Experience the magic of lakeside living and make your getaway truly unforgettable at The Secluded Lakefront Escape. Secluded lakefront home on Lake Henry with breathtaking lake, mountain, and sunset views. New hot tub just added. The space Spend your days with loved ones - fishing, boating, swimming, relaxing by the lake or experience endless activities that the area has to offer. In the winter, light a fire in the beautiful stone fireplace after a long day of skiing, snowboarding, or tubin

FamilyLocationView

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

4.87 out of 5 average rating, 114 reviews

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub

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. Soak in the hot tub, or make s’mores around the fire pit, visit local breweries/farms. 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!

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Top 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

5.0 out of 5 average rating, 92 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!

FamilyValueLong stay

Superhost

Villa in Hawley

5.0 out of 5 average rating, 4 reviews

Wally's Compound | Rent 3 Adjacent Properties!

Come stay at Wally's Compound! You get 3 adjacent properties (a House, a Cottage, and a Cabin) at the best location around the lake. They are secluded in the woods, yet close to the Big Lake. These places reside right down the street from downtown Hawley, restaurants, provisions, and more! Come enjoy hanging out in the backyard with chimeneas, the game sheds, or take our kayaks out to explore the cove! Located centrally for quick drives for all the great local and lake activities! Come enjoy!

FamilyLocationOutdoor spaces

Superhost

Villa in Saw Creek

4.8 out of 5 average rating, 15 reviews

Luxury 5BR Poconos Retreat | Ski, Lake & Resort

Nestled in a lush forest, this private, family-friendly sanctuary offers quiet seclusion with year-round resort fun. Enjoy countless activities, from skiing and tennis to indoor/outdoor pools and lakes. The airy home features a grand dining area for 14, a cozy wood fireplace, and a game room with a pool table. With 5 plush bedrooms and spa-like baths featuring a freestanding tub, there’s space for everyone. From forest views to resort amenities, experience the perfect getaway for any season!

LocationFamilyBathroom

Top Guest favourite

Aerial view displaying the villa surrounded by lush greenery, with a nearby lake and community pool visible. Tennis courts are located within proximity, illustrating a serene natural setting integrated with recreational facilities.

Villa in Tunkhannock Township

4.93 out of 5 average rating, 148 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,

LocationValueCleanliness

Top Guest favourite

Villa in Town of Shandaken

4.99 out of 5 average rating, 69 reviews

Deerfoot Inn - Creekside Compound with Hot Tub & S

A perfect Catskills retreat on 4 acres. Deerfoot Inn features 4 bedrooms, exceptional design, and creature comforts. Relax in the hot tub and steam shower. Warm yourself by the outdoor fire pit or stone fireplace. Entertain with the chef’s kitchen, formal dining room, outdoor kitchen and living room. Primary suite with copper clawfoot tub, vanities in each bedroom. Luxury but make it fun. Nearby towns: Phoenicia (10mins), Margaretville (22mins), Woodstock (28mins), Hunter (28mins)

LocationFamilyView

Guest favourite

A charming two-story villa is set amidst lush greenery, showcasing light blue siding and large windows. A circular driveway leads to a spacious garage, while outdoor seating is arranged with four chairs near a small table, inviting gatherings in the serene surroundings.

Villa in Bloomingburg

4.86 out of 5 average rating, 108 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 New York city, 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!

FamilyValueHospitality

Superhost

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

4.94 out of 5 average rating, 68 reviews

Mediterranean villa •pool•hot tub•fire place

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, outdoor fire pit ,Smart TVs, a private hot tub, spacious living areas designed for comfort and style. Perfect for families or groups, it’s minutes from Catskills trails, Woodbury Commons shopping, and Legoland. Unwind, explore, and indulge in upscale relaxation year-round.

FamilyLocationCondition

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 in Roscoe

4.95 out of 5 average rating, 21 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.

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