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Villa vacation rentals in Monticello

Find and book unique villas on Airbnb

Top-rated villa rentals in Monticello

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

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Guest favorite
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 favorite
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, 204 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 favorite
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 favorite
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
4.84 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!

Guest favorite
A collage showcasing a spacious villa. One image features a tranquil private pond surrounded by trees. Another displays a warm indoor living area with comfortable seating and a game table. Additional visuals highlight an outdoor pool, a hot tub on a deck, and a modern kitchen with a large dining table.
Villa in Long Pond
4.95 out of 5 average rating, 236 reviews

6bds|Secluded|Pool|Hot tub|Sauna|Games|Movie

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. [POOL CLOSED FOR THE SEASON]

Top guest favorite
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.

Superhost
A sunken lounge features a large, sectional sofa in a rich burgundy hue, complemented by a warm wood coffee table. A wood-burning fireplace is positioned nearby, while a large smart TV is mounted on an accent wall. Shelves filled with books are visible in the background.
Villa in Honesdale
4.89 out of 5 average rating, 54 reviews

Nature's Retreat - Indoor Spa, Fire-pit, Game Room

This one of a kind, state of the art mid-century modern home with amazing amenities and plenty of privacy is sure to impress. Situated on 15 private acres minutes away from historic downtown Honesdale, this home offers plenty of space for large groups and is perfect for family reunions or relaxing staycations. This 5,000 sqf custom built 70's pad features an incredibly unique design; including skylights, a sunken lounge, indoor spa, game room, atrium and large fire pit to enjoy!

Guest favorite
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 favorite
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
4.94 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 favorite
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 favorite
Villa in Kerhonkson
4.97 out of 5 average rating, 290 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.

Popular amenities for Monticello villa rentals

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