
Holiday rentals in Willow
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Top-rated holiday rentals in Willow
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Peace Cottage
Sweet Streamside Cottage in the magical hamlet of Willow in the town of Woodstock NY. Every surface is wiped and cleaned meticulously. Feng Shui Designed. Ski and Snowboard- Minutes to Belleayre , Hunter and quick drive to Windham. Hike the mountain with beautiful foliage, enjoy the hammock & fetch with your pup. Peaceful setting to unwind, work remotely, go deep into meditation or celebrate with your crew. We are conveniently on the Trailways route to NYC & can arrange solo or group retreats
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!

Catskills Mountain River Dream House
*Art-filled c. 1910 Cottage w/ wrap-around porch *Self-contained natural wonderland for grownups, kids, & dogs *Riverfront w/ amazing swimming hole: trout fishing, swimming, tubing on site *Huge back yard w/ meandering brook, seasonal cascade, classic tree swing, & surrounding woods *Speedminton court *Mature perennial butterfly gardens *Fire pit *Weber Gas Grill *Cedar hot outdoor rain shower nestled in side garden *Minutes walk to Ashokan Reservoir Rail Trail (run/bike/stroll); 2 adult bikes

Mountain Home with firepit and breathtaking views
Find refuge and relaxation when you stay at "Hickory House;" a newly renovated mountain home on 4 secluded acres in Willow, NY. This 3-bedroom, 2-bathroom home is the ideal place to hang your hat whether you're on a ski-filled family holiday or looking for a few sleepy days off the grid with friends. The living area embodies what Hickory House is all about: vaulted ceilings, a gigantic wood burning stove, plush seating, and a record player to boot will have you feeling all those upstate vibes.

Woodstock Cabin in the Woods #2
We offer a rustic, cozy and clean studio cabin for you to enjoy and make your home base while you explore the area. It's an intimate space to relax & rejuvenate in. We are located between Woodstock and Phoenicia making it easy to explore the eclectic shops and delicious restaurants and awesome hiking. Great skiing can be found 30-45 minutes away depending on the mountain you choose. Please read details thoroughly, so you can ensure a great getaway! We look forward to hosting you and yours!

Gorgeous Mountain Views, 4 Acre Retreat, Hot Tub
Nestled on 4 acres in the Catskill Forest, the Cranberry House has incredible views with private access to Beaver Kill stream. This unique wooden chalet has a fireplace (wood incl.), 4 bedrooms, 2 bathrooms, beamed & vaulted ceiling, and incredible entertaining spaces with 4K TVs and games. Outdoors there is a fire pit, BBQ, large deck, bluestone patio. Views out every door! A 6 person Hot Tub Spa is magical in winter and summer! We've put heart and soul into our home and hope you enjoy it.

Relaxing House in Catskills, w/Pretty Pond Nearby
Comfortable, nicely furnished, tri-level house nestled in the woods on a dead-end road (barely a car goes by) with seasonal mountain views. Good kitchen. Each bedroom has its own full bath. Hiking trails, skiing, and fishing nearby; sweet pond/picnic spot with waterfall a short walk away. Accommodates 4 adults, 2 in each BR. Additional guests should be children, as per local laws. There’s a sleep sofa in the lower level and a sleep chair in the master BR. Town of Woodstock Permit #20N-079

Mt. Wonder: Cozy Cabin w/ Hot Tub and Wow View
Welcome to the Wonder of the Catskills. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Just 10 min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2BD 1ba cabin year-round, incl the natural hot tub & an overall magical feel. Amenities galore incl the tub, BBQ, firepit, wood stove & stocked kitchen. Peruse our books, vibe in nature or enjoy hikes & cute towns nearby.

Cozy Catskills Cottage on the Esopus Creek
Our beautiful cottage has cozy charm and modern amenities. Located on the Esopus Creek, near the town of Phoenicia. Enjoy the restaurants and shops nearby, or cuddle up near a warm fire after hitting the slopes. Relax to the sound of the river after a day of hiking or tubing. One queen bed and one lush futon make this a couples or family get away. Surround yourself with the peace and quiet of nature any time of year. The Catskills are calling.. License # 2022-STR-015

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.

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 Willow holiday rentals
Other great holiday rentals in Willow

The Owl’s Nest (Family Cabin in the Catskills)

Woodstock retreat with hot tub and deck with view

Pet Friendly Cabin Doh-Ray up at 1450 ft

Romantic Cabin with Sauna & Wood Fired Hot Tub

Modern House with Mountain View @Getawind

The Cottage

Catskills Woodstock Nature Retreat Views & Privacy

Overlook Creek Cottage 2 Near Phoenicia
Destinations to explore
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- Greater Toronto Area Holiday rentals
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Howe Caverns
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Berkshire Botanical Garden
- Naumkeag
- June Farms
- Benmarl Winery




