
Cottage holiday rentals in Shandaken
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Shandaken
Guests agree: these cottages are highly rated for location, cleanliness and more.

Direct streamside with private stream access
House next door also available: airbnb.com/h/nyhawkhouse The Eagle Cottage is a 2 bdr on the Esopus creek. The cottage is 15 min. to the Ashokan reservoir and ski slopes, and 20 min. to Woodstock. Enjoy private access to the stream. This spot has some of the best fishing holes on one of the best trout streams in NY. Take a beautiful hike nearby as well! Newly furnished, large wrap around deck with stream view, full kitchen, outdoor fireplace and grill. Please note fireplace is non functioning

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!

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.

Cozy Cottage | Sauna + Stone Patio w/ Firepit
Escape to a serene cottage nestled on the Shawangunk Ridge. Unwind by the fireplace, soak in the private infrared sauna (with direct patio access), or relax outside on the natural stone terrace with a firepit and forest views. Crafted with care—from a 100-year-old reclaimed wood dining table to a curated “meaningful library” and hidden messages—this space invites calm, curiosity, and connection. Near trails, lakes, and local adventure. Thoughtful, cozy, and quietly unforgettable.

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.

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

Charming creekside cottage in Phoenicia
Come relax in one of the prettiest places in the Catskills. Enjoy views of the Stony Clove, while sipping coffee on the wrap-around deck. The location is private and quiet, yet convenient to all the region's many attractions - hiking, skiing, antiquing, eating. When you are done exploring, enjoy a dip in one of the largest, deepest swimming holes in the area. Perfect for small families and couples. License Number: 2022-STR-AO-081

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.

Perch Cottages #7: Creek access + Sauna + Mt views
A group of modern cottages with spectacular mountain views, and magical creek frontage on the Esopus Creek (with its own beach and swimming hole!) Completely renovated. Quick 2 HR drive from the City. ✔ Fishing and Swimming ✔ 1 Dog or Cat per cabin allowed ✔ Gas BBQ Grill ✔ 40” Smart TV ✔ Bluetooth sound system ✔ Memory foam mattresses ✔ Onsite parking 7 mins → Ashokan Rail Trail 25 mins → Belleayre Ski Resort
Popular amenities for cottage rentals in Shandaken
Cottage rentals with a hot tub

Charming Cottage in Kingston - License #002740

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

Home Alone Mountain

Lovely Cottage w/ Jacuzzi+Woodstove!

Country Cottage w/ HOT TUB & Views

Dancing Bear Cottage

Destino 2 - Valley Cottage - hot tub & fire place

Hot Tub & Chic Catskills Woodstock Design Retreat
Pet-friendly cottage rentals

Cozy off grid cottage Big Pine trees in Catskill

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

Cozy Catskill Getaway Upstate NY - 5 min to casino

*superhost* Pet-friendly private cabin

Light-Filled Upstate Home, Perfect Location

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

The Carriage House

Cottage on the creek with wonderful waterfall view
Private cottage rentals

Cozy cottage with local art

Old Mill Cottage - Upstate Mountain Views

Creekside Cottage

Stunning Woodstock 1 BR Hideaway

Cozy Cottage, just off exit 20, 1/2 hr to Hunter

Woodstock Mountain Cottage

Catskills Modern Amber Lake Cottage

Private Cabin with Views, WIFI, 9 min to Belleayre
When is the best time to visit Shandaken?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 SGD | $210 SGD | $192 SGD | $160 SGD | $175 SGD | $192 SGD | $222 SGD | $228 SGD | $174 SGD | $198 SGD | $189 SGD | $192 SGD |
| 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 $103 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
50 of Shandaken holiday rentals include wifi 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 Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Boutique hotels Shandaken
- Family-friendly rentals Shandaken
- Rentals with a fireplace Shandaken
- Cabin rentals Shandaken
- Waterfront rentals Shandaken
- Rentals with lake access Shandaken
- Rentals with beach access Shandaken
- Rentals with breakfast Shandaken
- Bed and breakfasts Shandaken
- Rentals with a sauna Shandaken
- Fitness-friendly rentals Shandaken
- Rentals with a hot tub Shandaken
- Guest house rentals Shandaken
- Rentals with a patio Shandaken
- Pet-friendly rentals Shandaken
- Flat rentals Shandaken
- Rentals with an EV charger Shandaken
- Rentals with a washing machine and dryer Shandaken
- Rentals with outdoor seating Shandaken
- Rentals with a firepit Shandaken
- Rentals with pools Shandaken
- House rentals Shandaken
- Cottage rentals Ulster County
- Cottage rentals New York
- Cottage rentals United States
- 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
- Storm King Art Center
- Benmarl Winery
- Millbrook Vineyards & Winery
- Mohonk Preserve
- Hudson Chatham Winery
- Saugerties Lighthouse
- Walkway Over the Hudson State Historic Park




