Villa holiday rentals in Monticello

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Top-rated villa rentals in Monticello

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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
4.88 out of 5 average rating, 112 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!

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, 60 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

Superhost
Villa in Tobyhanna
4.93 out of 5 average rating, 74 reviews

Themed Villa | Pool, Hot Tub, Arcade, Theater

Journey to Villa Vincente to reconnect with each other at a private nature resort in the heart of the Poconos. Discover your own oasis in greenhouse poolroom with sunken lounge by the water. Host an event at the open chef's kitchen or Rooftop Garden for 21guests. Never leave the villa and enjoy the underground club with a theater or the hot tub under twinkling stars Bring together the entire family with 6BR and accessible first floor. Give your loved ones a place where nature did the decorating.

Top Guest favourite
A modern black cottage is set against a backdrop of vibrant fall foliage. The home features multiple levels with an array of windows, allowing for natural light and views of the surrounding landscape. Lush green grass and garden areas frame the entrance.
Villa in Livingston Manor
5 out of 5 average rating, 40 reviews

Welcome to Shangri-Lew! An idyllic mountain escape

Stunning mountain-top villa on 26 acres and surrounded by 15k acres of state land in the pristine hamlet of Lew Beach, minutes from Livingston Manor and Beaverkill River. Panoramic 10+ mile views from two decks or massive great room with floor to ceiling windows. Huge professional kitchen with top of the line appliances. Beautifully furnished rooms. Indoor/outdoor tv's & fireplaces, outdoor shower, CAC, huge master spa, soaker tub, breathtaking grounds. Hiking, fishing, skiing, shopping near by.

Guest favourite
Villa in Tobyhanna
4.91 out of 5 average rating, 22 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
A large red country villa is showcased alongside a well-maintained lawn, framed by trees. Large windows allow natural light to flow into the house. A stone path leads from the driveway to the entrance, which features a welcoming covered porch.
Villa in Monticello
4.68 out of 5 average rating, 68 reviews

Catskills Sunset Mntn Estate, Hotub, Pond, 21+ppl

Refresh at Sunset Mountain Estate -enjoy the luscious yards, amenities and natural privacy! Several bedrooms, and family game room. Spend time at the pond in your own island gazebo or grab a beer in BBQ marquee as the grill works its magic. Don’t miss the large Hottub, swingset for kids, volleyball, firepit+ 2 acres of serenity! ✔ Plenty of Bedrooms of all types ✔ Fully Equipped Kitchen ✔ Pond with small Island ✔ Large Hot Tub ✔ Pool Table ♛ Guest Favorite ♛ One of the most loved Airbnbs!

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
4.86 out of 5 average rating, 37 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.

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 out of 5 average rating, 86 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!

Top Guest favourite
Villa in Saw Creek
5 out of 5 average rating, 9 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!

Top Guest favourite
Villa in Shandaken
4.98 out of 5 average rating, 66 reviews

Creekside Compound: Hot Tub+Steam Room+Sauna

A perfect Catskills retreat on 4 acres. Deerfoot Inn features 4 bedrooms, exceptional design, and creature comforts. Relax in the hot tub, sauna 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)

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
4.85 out of 5 average rating, 102 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!

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
4.95 out of 5 average rating, 58 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.

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