
Cottage holiday rentals in Town of Shandaken
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Town of 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.

Romantic luxury+stream+walk to town=Brook Cottage
Brook Cottage occupies the east wing of a newly renovated authentic 1928 artist’s cottage featuring: 2-story north light windows; cathedral ceiling with skylights; fireplace and fire stove; bluestone patio with gas grill and outdoor seating; newly remodeled cook's kitchen; luxury amenities. Ideally located at the end of a private lane on a spacious shared property bordered by a year-round stream and conservation land, walking distance to the center of Woodstock, the famous "colony of the arts".

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 with Stunning Mountain Views
Welcome to Halcott 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 #2026-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

Catskills Stream-side Home Hike & Relax
Escape to this stylish Catskills cabin in Phoenicia—a fully renovated 1BR + loft, 1BA streamside retreat perfect for couples or small groups. Enjoy modern comforts with mountain charm, a private deck overlooking the stream, cozy fire pit, and peaceful forest views. Minutes from top Catskills hiking, fishing, and creek access, just 13 minutes to Belleayre Mountain and 20 minutes to Hunter Mountain for year-round outdoor adventure.

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.

Catskills Modern Amber Lake Cottage
Featured in the NY Times, Amber Lake Cottage is nestled right on the bank of Amber Lake in Livingston Manor, NY. Just 2 hours from the bustle of your 9-5 in NYC, the home lets you catch your breath. Sleep in. Rowboat. Fix a drink by the fire. Dance to a record. Experiment with local produce in the chef's kitchen. See the stars above you. Hear quiet for the first time in months.

Grapevine Cottage
DESCRIPTION Enter our private backyard on 2 1/2 acres by crossing your own bridge far above the forest floor overlooking a stream and waterfall, then meander along a stone path, entering your grape arbor and vegetable garden into your cottage. The gardens where featured in THE Wall Street JOURNAL Sept 11-12 2021
Popular amenities for Town of Shandaken cottage rentals
Cottage rentals with a hot tub

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

Home Alone Mountain

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Catskills Cottage w/ Hot Tub & View

Country Cottage w/ HOT TUB & Views

Hot Tub & Chic Catskills Woodstock Design Retreat

Enchanted Woodstock Cottage with great hot tub

Cozy Cottage w/ Pool+Jacuzzi+Sauna+ Reading nook!
Pet-friendly cottage rentals

Flat Rocks Cottage: Ski and Swim in the Catskills!

Pet friendly Cottage close to ski resorts

Peaceful mountain-top cabin - 5 acres and a gym.

Hudson Valley Cottage

Cupcake Cottage! 1838 renovated barn, with views.

The Hickory Cottage - perfect!

Creekside Cottage | The Fitz House Red Hook NY

Evergreen Escape - Woodsy Artistic Retreat
Private cottage rentals

Midcentury Cozy Cottage near Town with Firepit

Old Mill Cottage - Upstate Mountain Views

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

Fabulous Lemon Cottage in Rhinebeck, NY

Hidden Gem Cottage — cozy escape to play or WFH

Coldbrook Cottage

Carriage House on Falls, Walk to Village

Private Cabin with Views, WIFI, 9 min to Belleayre
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Baltimore Holiday rentals
- Rentals with lake access Town of Shandaken
- Rentals with a sauna Town of Shandaken
- Guesthouse rentals Town of Shandaken
- Pet-friendly rentals Town of Shandaken
- Boutique hotels Town of Shandaken
- Rentals with a hot tub Town of Shandaken
- Rentals with an EV charger Town of Shandaken
- Apartment rentals Town of Shandaken
- Rentals with pools Town of Shandaken
- House rentals Town of Shandaken
- Rentals with a washing machine and dryer Town of Shandaken
- Rentals with outdoor seating Town of Shandaken
- Waterfront rentals Town of Shandaken
- Rentals with a patio Town of Shandaken
- Fitness-friendly rentals Town of Shandaken
- Cabin rentals Town of Shandaken
- Rentals with beach access Town of Shandaken
- Rentals with breakfast Town of Shandaken
- Bed and breakfasts Town of Shandaken
- Rentals with a fire pit Town of Shandaken
- Family-friendly rentals Town of Shandaken
- Rentals with a fireplace Town of Shandaken
- Cottage rentals Ulster County
- Cottage rentals New York
- Cottage rentals United States
- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Howe Caverns
- Catamount Mountain Ski Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Taconic State Park
- Thacher State Park
- Zoom Flume
- Brotherhood, America's Oldest Winery
- Mohonk Preserve
- Hunter Mountain Resort
- Hudson Chatham Winery
- Millbrook Vineyards & Winery
- Peekamoose Blue Hole
- Benmarl Winery
- MVP Arena
- Poets' Walk Park
- New York State Museum
- Opus 40





