
Holiday rentals in Shaftsbury
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Top-rated holiday rentals in Shaftsbury
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Shaftsbury holiday rentals
Other great holiday rentals in Shaftsbury
Top guest favourite

Cabin in Arlington
4.96 out of 5 average rating, 82 reviewsThe Sheep Shack - a cozy Vermont cabin
Superhost

Tiny home in Eagle Bridge
4.76 out of 5 average rating, 37 reviewsHoosick Hideaway
Top guest favourite

Flat in Bennington
4.99 out of 5 average rating, 78 reviewsModern Rustic Hideaway in Town
Guest favourite

Home in Sunderland
4.93 out of 5 average rating, 15 reviewsRiver view cottage
Top guest favourite

Home in Bennington
5 out of 5 average rating, 28 reviewsThe Old Pine House
Top guest favourite

Cottage in Bennington
4.99 out of 5 average rating, 96 reviewsCozy, bright 3-bedroom Cottage with fireplace.
Top guest favourite

Guest suite in Salem
5 out of 5 average rating, 79 reviewsSuite on Salem
Top guest favourite

Farm stay in Easton
4.98 out of 5 average rating, 48 reviewsUpstate NY farmhouse & orchard
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Norman Rockwell Museum
- West Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- Dorset Field Club
- Hancock Shaker Village
- Northern Cross Vineyard
- Hooper Golf Course
- Lake George Expedition Park
- Pico Mountain Ski Resort
- Albany Center Gallery
- Berkshire Botanical Garden
- Bousquet Mountain Ski Area
- Huck Finn’s Playland, Albany
- Peebles Island State Park