Villa holiday rentals in Red Hook

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Top-rated villa rentals in Red Hook

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Top guest favourite
A serene outdoor area features a clear blue pool surrounded by wooden decking. Sun loungers are positioned alongside the pool, providing spaces for relaxation. In the background, a charming historic home and a white gazebo are framed by lush greenery.
Villa in Catskill
4.98 out of 5 average rating, 89 reviews

WILDINGS on Hudson - River Estate w amazing views

Hudson River Estate w breathtaking pool featured in House Beautiful mag only 7 min from Hudson town in Catskill,NY Enjoy the best of the Hudson Valley & Catskills region staying in fully renovated historic home right on the Hudson w storybook vistas of the RVW bridge & Olana 4 bed/3 bth, beautiful rooms and huge kitchen to create wonderful memories with friends & fam Discover one of the best corners of the nation and discover its restaurants, shops + natural wonders. No events allowed. Thanks

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.

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!

Guest favourite
The outdoor heated swimming pool is framed by a stone patio, with a shaded pergola alongside. Sunlight reflects off the clear water, capturing the serenity of the surrounding landscape and distant hills at sunset.
Villa in Coxsackie
4.92 out of 5 average rating, 59 reviews

5-BR Villa with Pool and Dog Friendly!

Welcome to Hudson View Villa! Relax with family or friends at a hilltop property overlooking The Hudson and Berkshires. Hudson View House offers over 2900 sq ft of gorgeous luxury space with views of the Hudson and Berkshires virtually from every room. The scenic views of the surroundings, breathtaking sunrises and sunsets will want you never to go home! Heated swimming pool now Open ( May - Sep/October). Propane grill on back deck overlooking Hudson River. Tesla charging- bring own adapter

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, 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!

A spacious hot tub sits on a wooden deck, surrounded by snow-covered trees and greenery. Steam rises gently from the water, creating a serene atmosphere on a winter day.
Villa in Hensonville
4.93 out of 5 average rating, 67 reviews

Windham Art House with private hot tub, Bar, games

WELCOME TO OUR MID-CENTURY WINDHAM ART HOUSE WITH A LUXURIOUS YEAR-ROUND HOT TUB, OUTDOOR SEASONAL SWIMMING POOL, WALL-TO-WALL FIREPLACE, CUSTOM BAR, 2.7 ACRES OF LAND WITH A PRIVATE CREEK, AND MORE! This gorgeous five bedroom 2.5 bath home of nearly 3,000 sq ft offers so much: NATURE and PRIVACY, beautiful nature, a creek, giant trees, RELAX and ENTERTAINMENT, swimming pool, hot tub, fireplace, bar, grill, Smart TVs, original ART, PREMIUM bedding & toiletries. True and rare Catskills treat.

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
4.94 out of 5 average rating, 47 reviews

Luxury Villa 5BR/3Bath/Jacuzzi Hunter &Windham Ski

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

Guest favourite
The exterior of the lodge is captured at dusk, with soft lighting emanating from the windows. The building features multiple levels, a balcony on the upper floor, and a spacious grassy area in the foreground, framed by the surrounding trees.
Villa in Hunter
4.89 out of 5 average rating, 63 reviews

AK Lodge- 9 BR VILLA JUST FOR YOU AND YOUR FAMILY

The AK Lodge is Located in the Village of Hunter, a mile and a half from the entrance to Hunter Mountain Ski resort and seven miles from the Windham Ski resort. Located in the heart of the Catskill area there is plenty of outdoor activities to enjoy. There are different hiking trails, golf courses, tennis courts, country shops, and local restaurants. The home sits on a hill with a beautiful view of Hunter Mountain, great for Sunrises & Sunsets. Making the AK Lodge perfect for all seasons.

Villa in Sharon
4.9 out of 5 average rating, 10 reviews

Beautiful Colonial Getaway with Private Pool

Come enjoy a country getaway in a rustic home dating to 1768! The colonial charm of this five-bedroom home is sure to capture your heart, offering a beautiful private pool , pool house, barn, and main house with plenty of space for the whole family or a group of friends. Situated on 22 acres of land in rural Connecticut, this home is perfect for a blissful retreat - located only two hours from NYC and three hours from Boston in a picturesque New England town. See notes for pool below.

The exterior of the spacious home is viewed from the lawn, showcasing a large stone chimney at the center. Two levels of balconies and decks are visible, bordered by lush greenery, creating a welcoming outdoor space. The structure features wooden siding and multiple entrances.
Villa in Taghkanic
5 out of 5 average rating, 3 reviews

Retreat to 56 Acres w/ Hot Tub, 2 Acre Pond, Pool

Experience this bucolic private getaway. Hike, roam or ramble on 56 acres with hot tub and 2 acre pond. 5000 sq ft home offering 2 bedrooms, 4 bathrooms (with 4 additional bedrooms and 2 additional baths available w/ add on fee Large hot tub seats 6!!!! Indoor heated pool (open May through October) The amazing 2 acre pond has bass fishing, and kayaks. The 56.6 acres have trails throughout to explore. Fully stocked kitchen, and more. Come and visit this oasis 2 hrs from NYC.

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
4.84 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!

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
4.93 out of 5 average rating, 55 reviews

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.

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