Villa holiday rentals in Hudson Valley

Find and book unique villas on Airbnb

Top-rated villa rentals in Hudson Valley

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

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Guest favourite

An indoor heated pool house features a tranquil pool surrounded by large windows allowing natural light. Two turquoise lounge chairs are positioned for relaxation, and wooden walls create a cozy atmosphere. The ceiling is finished with wood planks and includes a ceiling fan for comfort.

Villa in Lanesville

Log cabin with INDOOR POOL foot of hunter mountain

Welcome to your perfect mountain escape just minutes from Hunter Mountain. This spacious log cabin villa is thoughtfully designed for memorable group getaways, comfortably sleeping up to 22 guests with 9 bedrooms and 3.5 bathrooms. Relax in the private heated 11x24' indoor pool and sauna—ideal for year-round enjoyment. After a day of skiing, hiking, or exploring, unwind in the game room, or gather around the cozy propane fireplace in the expansive living area, and send the kids to the game room

ValueFamilyView

4.88 out of 5 average rating, 126 reviews

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

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!

ValueFamilyHospitality

5.0 out of 5 average rating, 95 reviews

Guest favourite

An outdoor area features a fire pit surrounded by multiple Adirondack chairs. The wooden deck, equipped with a dining table and chairs, is visible alongside a jacuzzi. Lush pine trees enhance the natural setting, creating a tranquil gathering space.

Villa in Prattsville

5BR/3BA Epic Mountain Estate: Fire Pit & Jacuzzi

Your Mountain Escape Awaits at Pratt Villa Escape the bustle & transcend to a relaxing getaway in nature 10 minutes from Hunter & Windham Ski Resorts Breathe the fresh crisp air on 6 acres of land, unwind in a steamy jacuzzi, cozy up by the fire pit or two fireplaces, and get competitive in the game room & bar Immerse yourself in nearby seasonal activities & come home to a spacious, fully-stocked home ready for your group Make the memories of a lifetime w/ all your friends & family year-round

FamilyValueCondition

4.93 out of 5 average rating, 58 reviews

Guest favourite

The exterior view showcases a charming home surrounded by tall trees and autumn foliage. A circular wooden deck encircles a hot tub, providing an inviting outdoor space. The covered pergola offers shade, while bright flowers add color to the landscaped area.

Villa in New Haven

5BR near Yale with hot tub & garden

Welcome to Dove Haven, a spacious and serene retreat in Westville, New Haven. Enjoy bright, cozy interiors filled with natural light, a private hot tub, and a peaceful backyard oasis perfect for relaxing or recharging. Tucked on a quiet, tree-lined street, you’re minutes from Yale University and near Edgewood Park. Perfect for: Photoshoots, Interviews, Small commercial shoots, wellness retreat filming, brand content, documentary crew lodging and filming, getaways, group stays, or work trips

FamilyLocationCleanliness

4.99 out of 5 average rating, 183 reviews

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

Spacious 6BR Villa | Serene Scenic Mountain Escape

Escape to this spacious 6-bedroom mountain villa, a peaceful retreat perfect for families and groups. Just about 1 hour from New York City, enjoy beautiful scenic views, comfortable living spaces, a well-equipped home, and plenty of outdoor space. Explore nearby hiking trails and local attractions, or simply relax and enjoy the quiet surroundings. Whether you're planning a family getaway or a weekend with friends, it's the perfect place to unwind, reconnect, and make lasting memories.

FamilyValueSkiing

4.87 out of 5 average rating, 118 reviews

Top guest favourite

Villa in Town of Shandaken

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)

LocationValueRiver

4.99 out of 5 average rating, 72 reviews

Top guest favourite

An aerial view captures the spacious villa surrounded by vibrant autumn foliage and rolling hills. The property features a pool nestled among trees, with expansive lawns and a gravel driveway leading up to the home, offering a serene retreat in nature.

Villa in Pownal

Vermont Vacation Villa—Grapevine Getaway

Nestled in the stunning natural beauty of Vermont, this striking villa offers the perfect escape from the hustle and bustle of everyday life. Surrounded by rolling hills, and picturesque countryside, this home is a paradise. Whether exploring the area's cultural institutions, immersing yourself in the natural beauty of Vermont, or relaxing and unwinding with family and friends, this vacation home is the perfect retreat. Experience the magic of this beautiful area for yourself!

FamilyLocationGrill

4.95 out of 5 average rating, 100 reviews

Guest favourite

A bright living room features a comfortable seating area with a white sofa and chairs. A large artwork is mounted above a fireplace, while a decorative mirror is positioned nearby. Natural light enters through a large window, revealing expansive views outside.

Villa in Hudson

Mountain-View Retreat @ Hudson

Experience breathtaking mountain views from this designer-decorated home in the heart of Hudson.. Inside, enjoy a full game room, in-house laundry, and on-premise parking. The fenced property offers complete privacy with a security system. Walk to downtown Hudson (5 minutes drive), access nearby track and tennis courts, or take a short drive to Catskills trails, Bash Bish Falls, and Hunter Mountain. Ideal for relaxation and adventure, with easy Amtrak access nearby.

LocationValueOutdoor spaces

4.94 out of 5 average rating, 82 reviews

Guest favourite

A game room features a pool table, shuffleboard table, and comfortable seating. Large windows allow natural light to fill the space, highlighting rich wood accents and green walls. Access to the outdoor area is provided through glass doors, complementing the recreational atmosphere.

Villa in Cornwallville

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard

Welcome to Blue Heaven! A true paradise retreat with 2 houses, your own private inground pool, outdoor shower, pool house, playground, a Speakeasy bar room with billiards, darts, and shuffleboard! Located in the heart of the Catskills just 3 minutes away from Zoom Flume water park and 15-20 minutes away from Hunter/Windham Mountains. Enjoy swimming, roasting smores in the firepit, hiking, skiing/snowboarding, snowshoeing, or soaking up the stars in our hot tub.

LocationFamilyPool

4.95 out of 5 average rating, 107 reviews

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

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.

FamilyLocationLayout

4.93 out of 5 average rating, 76 reviews

Guest favourite

Villa in Kerhonkson

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.

FamilyLocationSleep quality

4.96 out of 5 average rating, 356 reviews

Guest favourite

The exterior of the home is portrayed at dusk, surrounded by trees. A spacious deck with outdoor seating is visible, along with an oversized hot tub lit by soft lights. Large windows reveal an inviting interior, contributing to the serene ambiance.

Villa in Tuxedo Park

Tuxedo Hilltop Retreat with a Large Hot Tub

Welcome to our peaceful getaway home set in the stunning Sterling Forest Park in the Hudson Valley, only an hour from New York City. Enjoy the tranquil outdoors, the oversized hot tub, the wrap-around balcony, and the spacious deck. Relax in a great room overlooking the forest and unique natural rock formations. And for the ski enthusiasts our home is only 10mi or an easy 20 min drive to Mt. Peter Ski Area.

ValueLocationTV

4.95 out of 5 average rating, 112 reviews