
Cottage vacation rentals in Woodstock
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Woodstock
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Woodstock cottage rentals
Cottage rentals with a hot tub

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

Couples Getaway, Hot Tub, 3 acres, 5mi to Kingston

Lovely Cottage w/ Jacuzzi+Woodstove!

Hits Adjacent | Pet Friendly | Caraway Cottage

Country Cottage w/ HOT TUB & Views

Hot Tub & Chic Catskills Woodstock Design Retreat

Stream Come True | Hot Tub, Ski, Hike, Relax

Woodstock Carriage House HotTub FirePit Pool
Pet-friendly cottage rentals

Peace Cottage

Flat Rocks Cottage: Ski and Swim in the Catskills!

Be in Nature at this Gorgeous Riverfront Cabin

Kapitan’s Cottage: Private Retreat with Salt Pool

Chic cottage retreat: Saugerties/Woodstock & HITS.

Evergreen Escape - Woodsy Artistic Retreat

The Kaaterskill Cottage - views of Hunter Mtn!

Ridgetop 2 Br Cabin- Views, 130acre forest & falls
Private cottage rentals

Catskills Stream-side Home Hike & Relax

Old Mill Cottage - Upstate Mountain Views

The Little House

Intimate Cottage on Private Estate

Little Cottage Under the Ridge

Hudson Valley Cottage

Creekfront Cottage between Phoenicia & Hunter Mtn.

Leonardo Lane Cottage
Quick stats about cottage rentals in Woodstock
Total rentals
20 properties
Nightly prices starting at
$163 CAD before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
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- Pet-friendly rentals Woodstock
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- Rentals with outdoor seating Woodstock
- Waterfront rentals Woodstock
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- Condo rentals Woodstock
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- Rentals with a firepit Woodstock
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Belleayre Mountain Ski Center
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Thunder Ridge Ski Area
- John Boyd Thacher State Park
- Taconic State Park
- Resorts World Catskills
- Albany Center Gallery
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Bash Bish Falls State Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Windham Mountain
- Beartown State Forest
- Villa Roma Ski Resort
- Mohawk Mountain Ski Area
- Hancock Shaker Village