
House vacation rentals in Shandaken
Find and book unique houses on Airbnb
Top-rated house rentals in Shandaken
Guests agree: these houses are highly rated for location, cleanliness, and more.

Dutch Touch Woodstock Cottage
The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection of the Met. The kind of place one would expect an artist to build: Perfect for a romantic get-a-way or solo retreat. Recline on your own deck beside a sparkling stream, soak up the sun, read a good book, or walk into town and visit the galleries and shops, or zip up the mountain for hikes, a visit to the Buddhist Monastery or a tour of the Byrdcliffe arts colony. Winter visitors will love the open fireplace, and the fresh winter scent of forest, hearth and home.
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.

Private 3BR escape w/ sweeping Mt Views & Firepit!
Click: "Show more" to read description before booking. NO PETS Perched high on a private road, The Ridge is a 3 BR / 2 bath newly constructed modern farmhouse w/ sweeping mountain views! Relax & dine outdoors on the wrap around deck & discover all of the comforts of home inside the open concept living space. Set on 5 mountainside acres, 3 min to Roxbury town & 10 min to wedding venues. Outdoor adventures await- 4 season activities at ski mountains, hiking, golf, farmers markets & culinary tours

Modern dreamy Hudson Valley home
Gorgeously renovated 3-bedroom home in the heart of the Catskills. Enjoy your own private firepit and outdoor dining, cook and recharge in the light-filled kitchen, feel pampered in the spa-like bathroom with a heated floor - all within 5 minutes of the Phoenicia Diner & Railway Explorers. Nestled in the mountains, this home is the perfect for unwinding & offers green amenities including an EV charger and new eco heating and cooling system. Large windows bring light & views to this dreamy home.

Mt. Wonder: Cold Plunge, Sauna, Hot Tub and View
Welcome to the most splendid view in the Catskills. With a private outdoor spa. And just 10 min to Woodstock. This secluded cabin sits on 18 acres w/ private creek access & forest. Seeking a vacation w friends or a romantic escape? This is the place. Enjoy this rustic 2BD 1ba cabin year-round, incl the natural hot tub, sauna & cold plunge Amenities galore incl the spa, BBQ, firepit, games, wood stove & stocked kitchen. Peruse our books, be in nature or enjoy hikes & towns. This is the one.

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.
Catskills Mountain House with a Separate Cottage on a Creek
Beautifully furnished & charming with plenty of outdoor space to play around, have a fire, grill- and beautiful barn. A small stream runs on the edge of the property, perfect to sit beside, and a guest cottage with extra sleeping space (queen, trundle and aerobeds/ bathroom). It's full of unique, hand-crafted and antique furnishing and decor, (fun-fact, former residence of Freakonomics author Stephen Dubner). You'll have free range of the whole place! Shandaken STR Licence #2024-STR-AO-105.

Stony Clove Cottage - sleeps 6, *maximum 4 adults*
Welcome! Stony Clove Cottage sleeps a maximum 4 adults and 2 children. There are 2 queen beds and a bunkbed for children only. Located in the beautiful Catskill Mountains just 2 hours 15 mins. from NYC. Two great ski mountains, Hunter and Belleayre, are each 15 minutes away. Close to amazing hiking trails. Listen to the sound of the Stony Clove Creek and enjoy being in nature, while just 1 mile from Phoenicia's Main Street. Beautiful in all seasons! Shandaken STR License # 2023-STR-AO-059

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!

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Contemporary MOUNTAINSIDE home
The contemporary mountain side house is located between Woodstock and the Belleayre Ski Resort. Designed by an award winning architect, featuring cedar beams, vaulted ceiling, and walls of windows. Lower level houses the media/billiards room and 4 en-suite bedrooms all with individual private outdoor patios. Close to Peekamoose and Zephyr restaurants. Few minuets from Phoenicia and a little further is the historic Town of Woodstock with its long history in the arts and music.

5 minutes to Belleayre! The Birch Creek BelleHouse
Our modern home is clean and bright. Just minutes from skiing, hiking, swimming, and fine dining - The gorgeous Birch Creek is right outside . Feel free to take a dip. - A quick walk to Pine Hill Lake for swimming, boating and more. - Many spectacular hiking trails nearby. - It's an easy five minute drive to Belleayre Ski Center - Close to the best restaurants in NY State. - Pets are welcome with an additional fee. - Next door to our other property, the Birch Creek Cottage.
Popular amenities for Shandaken house rentals
House rentals with a pool

midcentury mod * HOT TUB * walk out trail 2 mohonk

Cozy Woodstock Retreat—Near Village & Fireplace

Woodstock Family Home w/ Tree House + Heated Pool

Bluestone Escape - Where everyone is at home.

Scenic River View Escape | New Paltz

4Br Mountain Brook House on 130 acres w/ trails

Hawk View

Upstate Modern Scandinavian Barn in the Catskills
Weekly house rentals

The Woods House, 40 secluded acres & speedy wifi!

Secluded Catskills Retreat with Mountain Views

Fall Fantasy Getaway

Fall Special: Relax, BBQ, Save, Farmhouse 2hrs NYC

Scenic farmhouse near Belleayre Mountain

Modern Ski-Home With Views Near Hunter & Windham

The Blue House on the Hill Catskills

DeMew House in Historic Kingston
Private house rentals

Catskills Log Home With Fireplace & Outdoor Sauna

Beautiful farmhouse with Mountain View- HITS- AC

Stunning, secluded luxury in Phoenicia mountains

ENTER HOME - Minimalistic style warm & inviting

The Stone House

Creekside Couple's Retreat w/Hot tub, Sauna & More

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

Luxe High-Design•Creekside•Steam Room•Hike•Brewery
When is the best time to visit Shandaken?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$60,880 GYD | G$63,391 GYD | G$54,186 GYD | G$52,303 GYD | G$53,349 GYD | G$58,788 GYD | G$62,345 GYD | G$64,228 GYD | G$55,650 GYD | G$56,696 GYD | G$55,022 GYD | G$57,951 GYD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about house rentals in Shandaken

Total vacation rentals
Explore 160 vacation rentals in Shandaken

Nightly prices starting at
Shandaken vacation rentals start at G$14,645 GYD per night before taxes and fees

Verified guest reviews
Over 10,790 verified reviews to help you choose

Family-friendly vacation rentals
150 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
150 of Shandaken vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Shandaken rentals

4.9 Average rating
Shandaken stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Fitness-friendly rentals Shandaken
- Rentals with lake access Shandaken
- Cottage rentals Shandaken
- Bed and breakfasts Shandaken
- Rentals with a sauna Shandaken
- Rentals with an EV charger Shandaken
- Family-friendly rentals Shandaken
- Rentals with a fireplace Shandaken
- Pet-friendly rentals Shandaken
- Rentals with a fire pit Shandaken
- Guesthouse rentals Shandaken
- Rentals with outdoor seating Shandaken
- Apartment rentals Shandaken
- Cabin rentals Shandaken
- Rentals with beach access Shandaken
- Rentals with breakfast Shandaken
- Rentals with a hot tub Shandaken
- Rentals with a patio Shandaken
- Rentals with pools Shandaken
- Boutique hotels Shandaken
- Rentals with a washer and dryer Shandaken
- Waterfront rentals Shandaken
- House rentals Ulster County
- House rentals New York
- House rentals United States
- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Taconic State Park
- Plattekill Mountain
- Hunter Mountain Resort
- Opus 40
- Benmarl Winery
- Millbrook Vineyards & Winery
- Hudson Chatham Winery




