Vacation rentals in Willow

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Top-rated vacation rentals in Willow

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Guest favourite
A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.
Home in Woodstock
4.94 out of 5 average rating, 385 reviews

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.

Top guest favourite
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties
5 out of 5 average rating, 133 reviews

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!

Top guest favourite
Cabin in Chichester
4.99 out of 5 average rating, 294 reviews

Catskill Mtn Streamside Getaway - With EV Charger

Escape to this intimate one-bedroom Catskill cabin, nestled in a private yard with a trout stream at your doorstep. Just minutes from the charming town of Phoenicia, this retreat offers incredible hiking trails, three nearby ski resorts, and direct trout fishing access. Relax on the back porch with breathtaking views of snow-capped mountains or cozy up by the fireplace after a day of exploring. Perfect for couples or solo adventurers seeking peace and serenity.” EV Charger on site upon request.

Top guest favourite
An outdoor deck area is illuminated by warm string lights, creating a relaxing atmosphere. Comfortable seating, including wicker couches, is arranged alongside a rustic wooden dining table with eight chairs. Large sliding doors provide access to the surrounding greenery and invite natural light.
Cabin in Willow
5 out of 5 average rating, 126 reviews

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.

Top guest favourite
Two Adirondack chairs are positioned near a tranquil lake, offering views of the surrounding green trees and hills. A fire pit is located in front of the chairs, with large rocks scattered around the area, enhancing the natural setting.
Home in Chichester
4.97 out of 5 average rating, 178 reviews

Stunning Pvte Lakehouse•Swim•Hike•Mntn Views•F/pit

Wake up to stunning mountain views & enjoy a coffee next to your own private lake surrounded by 5 secluded acres of the bucolic Catskill Mountains. Swim in the clean, clear lake; lie out on the swim dock; row across the lake in the row boat; grill on the wrap-around porch; cook for friends in the gourmet kitchen, or simply relax by the fire (wood-burning fireplace + lakeside FIREPIT). Mins to breweries, hiking & the trendy town of Phoenicia. You need never leave! This is the ULTIMATE getaway.

Top guest favourite
An A-frame cabin is nestled within a forested area, featuring a striking black exterior and a sloping roof with wooden accents. Tall grasses and shrubs surround the entrance, creating a natural backdrop. A gravel path leads to the cabin, framed by lush greenery.
Cabin in Saugerties
4.97 out of 5 average rating, 153 reviews

Luxury A-Frame Cabin in the Woods with Sauna

🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

Guest favourite
A peaceful landscape is captured, featuring rolling hills under a clear blue sky. Lush green fields transition into vibrant fall foliage, showcasing various trees. Subtle sunlight casts gentle shadows across the scene, enhancing the serene ambiance of the natural surroundings.
Home in Woodstock
4.99 out of 5 average rating, 119 reviews

Woodstock Catskills Retreat~Sweet, Private & Views

❤️A beauty in scenic nature with scenic rides to charming historic towns, Woodstock, Kingston, Phoenicia, Saugerties, Hunter & Belleayre ski and many outdoor adventures & dining options nearby. 🥾 😊 PinkyHouse, where friends and family gather for a lovely time and fond memories, welcomes you to its bright, sweet, peaceful, and private setting on 3.5 acres of green & forest with a brook and view of mountains. Enjoy your relaxing getaway here! 😊 🥾🚙⛰️ * No Pets & No-smoking xoxox anne 😊

Top guest favourite
A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.
Home in Staatsburg
4.99 out of 5 average rating, 127 reviews

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.

Top guest favourite
Home in Willow
4.97 out of 5 average rating, 116 reviews

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

Guest favourite
The living area features a high vaulted ceiling with exposed wooden beams. Soft sofas are arranged around a glass coffee table atop a plush, white area rug. Large windows invite natural light, creating an open and airy feel, with glimpses of the surrounding nature.
Chalet in Mount Tremper
4.97 out of 5 average rating, 115 reviews

Modern Mountain Chalet on 15 Acre Catskills Estate

This secluded "Frank Lloyd Wright" inspired home can be your own private mountain retreat and perfect haven for an escape from the city. Designed like a luxurious treehouse, the multi layers of porches and decks makes one feel as if they are sleeping in the clouds. The home offers rest and relaxation with the therapeutic effects of nature right at your doorstep and as a breathtaking backdrop. You'll be inspired by the beauty and peacefulness that awaits you from every corner of the home!

Top guest favourite
Cabin in Woodstock
4.98 out of 5 average rating, 161 reviews

Pet Friendly Cabin Doh-Ray in Woodstock

Experience the serenity of the woods and still be close to town. We're on the side of Mt. Guardian just 5 minutes from The Cub Market & 10 minutes from the Village Green. Hike up to the viewpoint from the front door, take a leisurely walk at Cooper Lake, take a dip at a local swimming hole, or just relax on the porch and watch the wildlife stroll by. Visit a cool restaurant in town or in Kingston or just grill & watch a movie with our surround sound system. Bring your pets!

Top guest favourite
Home in East Jewett
4.98 out of 5 average rating, 129 reviews

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.

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