Photo by Hannie
Search Vacation Homes in Shaftsbury
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Vacation Homes in Shaftsbury

Contemporary Berkshire Home with Views of Taconic Golf Course
Contemporary Berkshire Home with Views of Taconic Golf Course
10.0 out of 10, Exceptional, (5)

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
10.0 out of 10, Exceptional, (6)

Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
9.6 out of 10, Exceptional, (8)

Mountain Sanctuary Dome Rustic Solitude 5BR
Mountain Sanctuary Dome Rustic Solitude 5BR
9.6 out of 10, Exceptional, (8)

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
9.8 out of 10, Exceptional, (94)
The price is AED 681
AED 1,465 total
includes taxes & fees
4 Sep - 5 Sep

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
10.0 out of 10, Exceptional, (15)
The price is AED 658
AED 1,179 total
includes taxes & fees
1 Sep - 2 Sep

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
10.0 out of 10, Exceptional, (133)

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
7.8 out of 10, Good, (50)
The price is AED 261
AED 886 total
includes taxes & fees
1 Sep - 2 Sep
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Top Shaftsbury Hotel Reviews
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Accommodation Types in Shaftsbury
- Condo Rentals in Shaftsbury
- Apartments in Shaftsbury
- Cottages in Shaftsbury
- Cabin Rentals in Shaftsbury
- Chalets in Shaftsbury
- Resorts in Shaftsbury
- B&B in Shaftsbury
- Motels in Shaftsbury
- Farmstay in Shaftsbury
- Aparthotels in Shaftsbury
- Guest Houses in Shaftsbury
- Lodges in Shaftsbury
- Inns in Shaftsbury
- Villas in Shaftsbury
- RV Parks in Shaftsbury
- Hotels