Villa holiday rentals in Red Hook

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.

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!

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

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!

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

Prime Woodstock Luxe 5BR-3Baths-Heated Ing Pool

Say hello to your perfect vacation home! Bright and airy Woodstock home with all the amenities you will need. Located only 2 minutes from the Village of Woodstock. Ski Belleayre, Hunter or Windham. 5-bedroom house w/3 full bathrooms located on private roadway perfect for walking & running around neighborhood. The house features heated(off for 2025) pool( still open) Hot-Tub, 3500sf outdoor deck with BBQ grill, fire pit, & large tranquil garden with privacy, Wood pellets burning fireplace.

Beautiful farmhouse nature escape 90 min from NYC

Relax with the whole family at this peaceful retreat. Feels far more remote than the short drive (or Metro North ride) from the city would suggest! As you make your way down the long tree-lined private driveway and see the classic house and barn, you can feel the atmosphere shift. Come enjoy our spacious farmhouse with antique charm and modern kitchen/amenities. Walk the path around the property, wander the woods, watch the sunrise over the valley, or go apple picking or skiing nearby.

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.

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.

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!

Charming Country Home with Hot Tub, Pond & Creek

This country-side home is the perfect retreat whether to work from home or enjoy time off with family and friends surrounded by nature. The home has beautiful creek, pond with Koi fish, local hiking trails only minutes away from the property, and a covered outdoor eating area. Enjoy the homes private rock-climbing gym, outdoor swing, fully equipped kitchen, pool table, towel warmers, and good espresso machine. Every room has a dedicated work space with high speed internet.

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.