
Cottage holiday rentals in Shandaken
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Top-rated cottage rentals in Shandaken
Guests agree: These cottages are highly rated for location, cleanliness and more.

Catskills Getaway w/AC on 3 Acres near Woodstock
You have the whole house and three acres to enjoy. The two bedrooms are upstairs, with skylights and a bright, airy feel to them. The wood burning stove is an awesome way to make things cozy. There's also a firepit and grill you're welcome to use. Guests have complete access to the home and three-acre property. The garage on the property is inaccessible by guests. We're available to contact anytime. Hike, ski, swim, bike, do yoga, or whatever comes to mind— all is possible in the Catskills. The Ashokan reservoir bike/walk path is a few miles down the road. Not far the other way is Marty's Mercantile for coffee, lunch, and basic supplies. There's plenty of parking in the driveway. Don't expect to Uber while up here. Walk, bike, or ride a horse instead. :) There's plenty of parking in the driveway.

Beautiful stream side cottage in the woods
Stunning fully renovated 1970 partial A frame cottage in the woods! Set privately on four acres with a stream and meandering stone walls, the cottage is modern yet rustic, with a mid century decor. Main floor has living room with beautiful floor to ceiling stone fireplace (gas operated), kitchen, bathroom, and an office with a desk and twin bed. Second floor has master bedroom with queen size bed and a separate loft area with desk. Great place to relax in nature - a perfect couple's getaway!

Woodstock Dog Friendly Cozy Cottage in Town + Yard
Charming Country Escape – Pet-Friendly & Walk to Village Green! Enjoy country charm and modern comforts in this newly updated 2-bed, 1.5-bath home. Just 2.5 blocks from the Village Green, it’s the perfect getaway for city folk with dogs. Relax in the private backyard with waterfall sounds or stroll to shops, restaurants, and trails. Features include a cozy woodstove, updated kitchen & bath, queen beds, and a master bedroom with an en-suite plus a balcony. You and your pet will love it here!

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.

Garden Cottage In The Catskills
This quaint, relaxing cottage sits among Flowering Gardens in spring & summer, incredible Fall Foliage in autumn, & a Wonderland in Winter. Enjoy a peaceful cozy & private space with nature at your doorstep, an outdoor fire pit, stargazing, & your own stone patio at the edge of the woods. We love to share our garden, come pick your own! We are in the heart of The Catskill Mountains, 2 miles from the vibrant town of Phoenicia, in the hamlet of Chichester near the Stony Clove Creek.

Dancing Bear Cottage
This gorgeous one room cottage sits at the top of the main property-our wedding couple's favorite. Relax on your private deck. Perfect for sipping your morning coffee, unwinding with a glass of wine, or stargazing under clear Catskill Mountain skies. Experience the serenity of nature. Private driveway allows you to pull right up to your cottage. Features a sitting area with a comfortable couch, a Keurig, compact mini-fridge, custom-tile bathroom, oversized shower, radiant heating.

Romantic hot tub cottage. Skiing/breweries nearby.
Your perfect romantic retreat with private courtyard, steamy outdoor hot tub and fire pit offering the feeling of complete seclusion yet only a couple of minutes walk from fabulous Main Street speciality stores and restaurants. Woodstock Brewing and Phoenicia Diner 2 minutes away . Ride the rails with Rail Explorers just around the corner or hike the bucolic Tanbark Trail from the park behind our property. Skiing at Belleayre and Hunter less than 20 minutes drive .

Cozy Cottage with Stunning Mountain Views
Welcome to Solheim Cottage! Featuring gorgeous mountain views, less than two and a half hours from NYC, and ten minutes from Belleayre Ski Center, this cozy and private cottage is perfect for a romantic couples retreat, two couples, a small family, or a group of friends looking for a relaxing and quiet escape in the historic Catskills. The cottage is a short drive to Phoenicia, Woodstock, Andes, and Margaretville for shopping, dining, antiquing, skiing and exploring.

Catskills Streamside Cabin | Hike & Unwind
Escape to this stylish Catskills cabin in Phoenicia, NY, a fully renovated 1BR + loft, 1BA streamside retreat perfect for couples or small groups. Enjoy modern comfort and mountain charm with a new deck overlooking the stream, cozy fire pit, and peaceful forest views. Ideally located near top Catskills hiking trails, fishing spots, and creek access, just 13 min to Belleayre Mountain and 20 min to Hunter Mountain for year-round outdoor adventure and relaxation.

Phoenicia Getaway
Welcome to Phoenicia, the greatest little town in the Catskills. Our little home is nestled on a peaceful block among quaint fishing cottages. The Esopus Creek runs nearby and is home to some of the country's best fly fishing. The mountains, lakes and streams are breathtaking all year round, and the peace of nature is easy to find. We can't wait to be your home away from home, and share the wonder of the Catskills with you. License #2022-STR-007

Cozy Catskill Cottage on the Pantherkill
Cozy Cottage nestled in the Catskill Mountains minutes away from village of Phoenecia. This is a great secluded spot and easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, swimming holes, Village of Woodstock. This small cottage feels bigger than it is while remaining cozy and intimate. Great getaway spot for couples or a solo retreat into the beautiful Catskill Mountains. License #2025-STR-AO-084

Stream Come True | Hot Tub, Ski, Hike, Relax
Welcome to Flowing Water, a peaceful streamside cottage in the heart of the Catskills where the sound of rushing water and rustling trees melts stress away. Just minutes from Phoenicia and a short drive to Woodstock, Hunter, and Belleayre, it’s the perfect retreat for skiing, hiking, stargazing, or simply relaxing. Enjoy a hot tub or the firepit under the stars, a wood stove, streamside deck, and peaceful vibes year-round.
Popular amenities for Shandaken cottage rentals
Cottage rentals with a hot tub

Charming Cottage in Kingston - License #002740

Hot Tub, Playground, 3 Acres, and Much More!

Home Alone Mountain

Waterfront 3 Bdrm. w/ Hot Tub & Outdoor Fire Pit!

Lovely Cottage w/ Jacuzzi+Woodstove!

Country Cottage w/ HOT TUB & Views

Hot Tub & Chic Catskills Woodstock Design Retreat

Renovated lakeside retreat-hot tub-swingset-fenced
Pet-friendly cottage rentals

Cozy off grid cottage Big Pine trees in Catskill

The North Nook-Mtn Views, 5 min to skiing, hiking

Cozy mountain top home - views, 5acres & a gym.

Hudson Valley Cottage

Kapitan’s Cottage Private Upstate Winter Retreat

Light-Filled Upstate Home, Perfect Location

“Green Meadow Cottage”, updated 1850’s farmhouse.

Cottage on the creek with wonderful waterfall view
Private cottage rentals

Catskills Cozy Retreat:Comfy Beds, Firepit, & More

Cozy Catskill Cottage

Historic cottage near Mohonk & Minnewaska, 2BR/2BA

Blue Haven in the Catskills

Woodstock Mountain Cottage

Private Cabin with Views, WIFI, 9 min to Belleayre

Hidden Pines - Downtown Woodstock by Millstream!

Mod Scandinavian! Tiny Flower Farm
When is the best time to visit Shandaken?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 AUD | $243 AUD | $222 AUD | $185 AUD | $203 AUD | $222 AUD | $256 AUD | $264 AUD | $201 AUD | $230 AUD | $219 AUD | $222 AUD |
| 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 cottage rentals in Shandaken

Total holiday rentals
Explore 50 holiday rentals in Shandaken

Nightly prices starting at
Shandaken holiday rentals start at $119 AUD per night before taxes and fees

Verified guest reviews
Over 6,790 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Shandaken holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Shandaken rentals

4.9 Average rating
Shandaken stays are highly rated by guests—averaging 4.9 out of 5!
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- Hunter Mountain
- Upper Delaware Scenic and Recreational River
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Windham Mountain
- Resorts World Catskills
- Catamount Mountain Ski Resort
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Plattekill Mountain
- Zoom Flume
- Taconic State Park
- Opus 40
- Mohonk Preserve
- Benmarl Winery
- Storm King Art Center
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Walkway Over the Hudson State Historic Park
- Saugerties Lighthouse




