
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.

Peaceful Cottage-in Private 5-acre field
Modern cottage with large outdoor living area in a beautifully secluded 5-acre field. A quiet and romantic getaway centrally located to Arrowood Farms, Westward Orchard, Inness Resort & Golf, Butterfields, Ollie's, as well as local hiking including Minnewaska State Park and the Mohonk Mountain House. Escape to a calm and relaxing environment with updated amenities yet pet-friendly. Enjoy lounging and dining on the deck while watching the wildlife or simply roasting s'mores in the fire pit.

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.

Fabulous Lemon Cottage in Rhinebeck, NY
This cozy, clean, and light-filled cottage with its bedroom loft provides a perfect getaway anytime of the year. When you do venture out, you're in the heart of it all; only a few miles from Rhinebeck village, but also close to Red Hook, Bard, Kingston, Woodstock, Hudson, etc. Use our guidebook to explore the area, or choose to stay in at this quiet, private cottage with views of the woods. LGBTQIA+ friendly. All people from all cultures and backgrounds, without exception, are welcome.

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 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.

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 by stream and gril.

Catskills Stream-side Home Hike & Relax
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.

Ye Little Wood | Cozy Forest Cottage with Hot Tub
Stay at our comfortable and private 2-bed/2-bath home with covered porch, hot tub, fire pit, outdoor shower, and additional office cabin (perfect for work, exercise, or meditation) all surrounded by beautifully wooded forest. Centrally located in Kerhonkson just 15 minutes from local farm markets, popular farm-to-table restaurants and breweries, and hiking and other outdoor activities.
Popular amenities for cottage rentals in Shandaken
Cottage rentals with a hot tub

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

Home Alone Mountain

Fireplace,Hot Tub,Sauna–Adventure & Scenic Towns!

Lovely Cottage w/ Jacuzzi+Woodstove!

Renovated Country Cottage w/ Hot Tub & View

Country Cottage w/ HOT TUB & Views

Dancing Bear Cottage

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

Peace Cottage

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

Woodstock Dog Friendly Cozy Cottage in Town + Yard

Hudson Valley Cottage

*holiday ready* Pet-friendly private cabin

1930's Cottage charm cozy air cond. near hiking

Upper Delaware River cottage

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

Catskills Cozy Retreat:Comfy Beds, Firepit, & More

Cozy cottage with local art

Intimate Cottage on Private Estate

Stunning Woodstock 1 BR Hideaway

Carriage House on Falls, Walk to Village

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 | € 136 | € 140 | € 128 | € 107 | € 117 | € 128 | € 148 | € 152 | € 116 | € 132 | € 126 | € 128 |
| 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 € 69 per night before taxes and fees

Verified guest reviews
Over 6,500 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
- Boston Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Bed and breakfasts Shandaken
- Rentals with lake access Shandaken
- Boutique hotels Shandaken
- Rentals with a washing machine and dryer Shandaken
- Rentals with an EV charger Shandaken
- Pet-friendly rentals Shandaken
- Rentals with pools Shandaken
- Rentals with a hot tub Shandaken
- House rentals Shandaken
- Waterfront rentals Shandaken
- Flat rentals Shandaken
- Guest house rentals Shandaken
- Rentals with a sauna Shandaken
- Rentals with outdoor seating Shandaken
- Rentals with a patio Shandaken
- Fitness-friendly rentals Shandaken
- Cabin rentals Shandaken
- Family-friendly rentals Shandaken
- Rentals with a fireplace Shandaken
- Rentals with a firepit Shandaken
- Rentals with beach access Shandaken
- Rentals with breakfast Shandaken
- Cottage rentals Ulster County
- Cottage rentals New York
- Cottage rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Hunter Mountain Resort
- Taconic State Park
- Plattekill Mountain
- Opus 40
- Benmarl Winery
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Walkway Over the Hudson State Historic Park
- Thaddeus Hait Farm




