Villa vacation 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 favorite
Villa in Lake Ariel
4.96 out of 5 average rating, 48 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

Top guest favorite
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.

Superhost
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, 224 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
Villa in Tobyhanna
4.95 out of 5 average rating, 20 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.

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
4.86 out of 5 average rating, 36 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
4.88 out of 5 average rating, 111 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 favorite
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, 83 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 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
4.95 out of 5 average rating, 64 reviews

Luxury Villa w/Hot Tub Movies Arcade with Gym

Villa Vincente isn’t a stay. It’s an experience tucked away for your people in the Poconos. Every space was created to slow time, spark connection, and feel a little magical. When you arrive, you’re welcomed with generous complimentary touches like breakfast and playful treats, including a cotton candy machine. From a glowing hot tub garden to a cinematic movie lounge, the home is thoughtfully designed for multi-generational groups, welcoming kids, adults, and guests with accessibility needs.

Guest favorite
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
4.92 out of 5 average rating, 135 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,

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, 95 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!

Villa in Rock Hill
4.83 out of 5 average rating, 6 reviews

Spacious 8BR Catskills Cabin w/ Game Room & Deck

Escape to this spacious Catskills log cabin! With 8 bedrooms, 5.5 baths, all year round hot tub, game room, two decks, and large living areas, it’s perfect for groups and family getaways. Enjoy a full kitchen, central A/C, high-speed WiFi, washer/dryer, firepit, and peaceful forest views near parks, trails, lakes, ski resorts, and shops. Gather around the fireplace, explore nature, or relax on the deck. The perfect retreat to relax, connect, and unwind in every season.

Superhost
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, 17 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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