
Holiday rentals in Hudson Valley
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Hudson Valley
Guests agree: these stays are highly rated for location, cleanliness and more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Ranch in the Woods | A Peaceful Designer Retreat
Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

The Waterfall Casita: A-frame with 30ft Waterfall
Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

New:Cozy Barn-Style Retreat Minutes From Woodstock
Recently featured in Vogue as one of “The Best Airbnbs in Upstate New York for a Weekend Away From the City” - A cozy getaway upstate on 2 acres of beautiful Catskill land. It's only 8 minutes to Woodstock, 5 minutes to the village of Saugerties, and there’s hiking, skiing and swimming within minutes. The entire second floor has been newly renovated including the bathroom and both bedrooms. The first floor is an open layout with kitchen, living and dining areas leading to the backyard deck.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

HEAVEN ON EARTH - Hudson Riverfront Home
Voted one of the Most Romantic AirBnB's Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

Modern House with Mountain View @Getawind
Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Catskills log cabin in the sky with mountain views
Welcome to Cabin in the Sky! At 1,671 ft elevation, Cabin in the Sky is a newly renovated log cabin nestled in the mountainside with tranquil views. The home offers the perfect combination of seclusion and convenience. In the mornings/evenings, enjoy a cup of coffee or glass of wine from the private deck which overlooks pure nature (not a car, street or building in sight). During the day, take advantage of the local hiking, skiing, farmer's markets, restaurants and shopping.

Creekside Couple's Retreat w/Hot tub, Sauna & More
Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Willow Treehouse - secluded, unique, romantic
The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109
Popular amenities for Hudson Valley holiday rentals
Other great holiday rentals in Hudson Valley

40-Foot Container Cabin in the Catskills

Spectacular Lake Views from Every Room & Garden

Slate Cabin - Stylish Country Escape x Rhinebeck

Cozy Cabin + hiking + pets welcome

Andes Cottage

Modern Zen Chalet at the Foot of Gunks w Mt. View

The Triangle House | A renovated 1970s A-Frame

The Tower House
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Boutique hotels Hudson Valley
- Aparthotel rentals Hudson Valley
- Cabin rentals Hudson Valley
- Resort rentals Hudson Valley
- Rentals with a soaking bathtub Hudson Valley
- Cottage rentals Hudson Valley
- Serviced apartment rentals Hudson Valley
- Townhouse rentals Hudson Valley
- Tent rentals Hudson Valley
- Dome rentals Hudson Valley
- Flat rentals Hudson Valley
- Rentals with lake access Hudson Valley
- Private suite rentals Hudson Valley
- Rentals with beach access Hudson Valley
- Loft rentals Hudson Valley
- Campsite rentals Hudson Valley
- Farm stay rentals Hudson Valley
- Smoking-friendly rentals Hudson Valley
- Pet-friendly rentals Hudson Valley
- Rentals with a fireplace Hudson Valley
- Yurt rentals Hudson Valley
- Bungalow rentals Hudson Valley
- Rentals with a cinema Hudson Valley
- Barn rentals Hudson Valley
- Motorhome rentals Hudson Valley
- Tiny house rentals Hudson Valley
- Bed and breakfasts Hudson Valley
- Nature eco lodge rentals Hudson Valley
- Waterfront rentals Hudson Valley
- Treehouse rentals Hudson Valley
- Apartment rentals Hudson Valley
- Rentals with outdoor seating Hudson Valley
- Luxury rentals Hudson Valley
- Guest house rentals Hudson Valley
- Rentals with an EV charger Hudson Valley
- Ski-in/ski-out rentals Hudson Valley
- Villa rentals Hudson Valley
- Rentals with a kayak Hudson Valley
- Rentals with a hot tub Hudson Valley
- Family-friendly rentals Hudson Valley
- Rentals with a patio Hudson Valley
- Rentals with a sauna Hudson Valley
- Rentals with an accessible-height bed Hudson Valley
- Rentals with an accessible-height toilet Hudson Valley
- Beachfront rentals Hudson Valley
- Fitness-friendly rentals Hudson Valley
- Rentals with pools Hudson Valley
- Holiday home rentals Hudson Valley
- Rentals with a firepit Hudson Valley
- Lakehouse rentals Hudson Valley
- Rentals with breakfast Hudson Valley
- House rentals Hudson Valley
- Rentals with a washing machine and dryer Hudson Valley
- Chalet rentals Hudson Valley
- Hotel rooms Hudson Valley
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Windham Mountain
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Mount Peter Ski Area
- Bash Bish Falls State Park
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Bear Mountain State Park
- Norman Rockwell Museum
- Naumkeag
- Opus 40
- Storm King Art Center
- Things to do Hudson Valley
- Sports activities Hudson Valley
- Nature and outdoors Hudson Valley
- Art and culture Hudson Valley
- Things to do New York
- Sports activities New York
- Art and culture New York
- Tours New York
- Entertainment New York
- Food and drink New York
- Sightseeing New York
- Nature and outdoors New York
- Things to do United States
- Entertainment United States
- Wellness United States
- Sports activities United States
- Art and culture United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Nature and outdoors United States




