Villa holiday rentals in Hudson

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub

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. Soak in the hot tub, or make s’mores around the fire pit, visit local breweries/farms. 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!

Custom Windham Mtn Villa w/ Pool, Theater & Views!

The poster child for a 'dream house,' this stunning 5-bedroom, 4.5-bath vacation rental is sure to be adored by luxury travelers and architecture lovers alike. Gather your group — friends and family included — to spread out amongst 3,800 meticulously designed square feet, complete with floor-to-ceiling views of Windham Mountain. Venture out for a day on the slopes, or enjoy a staycation at home, where the pool, theater, and outdoor amenities leave little to be desired. The Catskills are calling!

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

Private Pool Open! Hot Tub +Bar Windham Art Escape

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.

Litchfield Hills Estate w/Pool

Modernized mid-century home that is a perfect secluded getaway just 2 hours from NYC. Located in Sharon, CT in Litchfield Country, this stunning property sits on 4 private acres. The well maintained grounds include a heated salt-water pool surrounded in blue stone with the highest rated safety cover, a wrap around deck with three points of access from the house and a fully fenced yard with a swing set. A perfect place to relax or have a family gathering at the foothill of the Berkshires.

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.

Artist, Writer & Nature Retreat: Spiral Room

A unique stay in an art and architecture retreat, immersed in a 68-acre property 12 miles from Hudson . The room is in the house of S.U.N.F.A.R.M. (s-u-n-f-a-r-m.org), a site-specific land art project. The house artwork includes design drawings, conceptual diagrams, sculptural furniture and functional art. The dwelling itself is based on living as experiential art: yoga and meditation are practiced inside sculptures and sundials—in grounds shaped by two spirals connected by a ¾ mile axis.

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.

Artist, Writer & Nature Retreat: North West Room

S.U.N.F.A.R.M. is a 68-acre land art and environmental project project dedicated to the exploration of cosmology, landscape, creativity, and contemplative practice. This is not a conventional hotel or vacation rental, but an opportunity to stay within an active creative landscape featuring spirals, walking paths, outdoor artworks, a swimming pond, and an open-air studio. Best suited for artists, writers, researchers, and guests interested in nature, reflection, and creative practice.

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.

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.

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.