Villa vacation rentals in Red Hook

Magnificent Hudson River Estate with Infinity Pool and Spa

Be transported by upscale country living with elevated stylish decor and featuring an infinity pool, home theater, billiards and winter hot tub. Savor calm moments on the covered outdoor patio while absorbing the breathtaking views and private beach on the magnificent Hudson River. Newly restored 1810 Hudson River gated country estate on 31 magnificent acres with vanishing edge pool and private beach, kayaking, fishing, sledding and more. Spectacular gardens and sweeping lawns surround this exclusive private estate providing complete privacy and serenity. All 31 acres and the Hudson River My house keeper Sharon and I will be available at all times during your stay This rambling 31 acre property is located on a quiet street in the country with direct access to the river. Indulge in the many restaurants, local pubs and independent boutiques all only short drive away. You will be most comfortable with an automobile for transportation. The Hudson train station is 20 minutes away. All young children must be carefully supervised as there is direct access to the pool from the house.

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!

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.

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

Hudson Valley Haven in Hopewell

Relax at Beekman lodging close to many riches of Hudson Valley, only 60mi from NYC. The hot tub runs all year round and the Heated pool is a delight to win hearts from May thru October. Our 3 bdrm home, sleeping 8 guests, is within 20mi of Dia Beacon to the west, Fishkill Ridge trail to the north, snow sports at Thunder Ridge to the east, and the breathtaking beauty of Wappinger waterfalls to the south. We are also a stone’s throw from multiple farms where apple picking and hayrides abound.

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 16 guests with 8 bedrooms and 3.5 bathrooms. Indulge in the ultimate relaxation with a 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.

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.

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.