
Holiday rentals in Stockbridge Bowl
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Top-rated holiday rentals in Stockbridge Bowl
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 Stockbridge Bowl holiday rentals
Other great holiday rentals in Stockbridge Bowl
Top guest favourite

Guest house in Lenox
5 out of 5 average rating, 30 reviewsBella Rena Guesthouse
Top guest favourite

Flat in Lenox
5 out of 5 average rating, 25 reviewsCenter of Lenox, cozy Apartment 2-bedroom
Guest favourite

Home in West Stockbridge
4.98 out of 5 average rating, 56 reviewsBerkshires Forest Retreat with Hot Tub
Top guest favourite

Home in Lenox
4.94 out of 5 average rating, 18 reviewsLenox Cottage
Top guest favourite

Cabin in Saugerties
5 out of 5 average rating, 42 reviewsLuxury A-Frame Cabin w/ Hot Tub
Top guest favourite

Cabin in West Stockbridge
4.98 out of 5 average rating, 93 reviewsModern Cabin near Tanglewood
Guest favourite

Cabin in Saugerties
4.97 out of 5 average rating, 68 reviewsLuxury A-Frame Cabin in the Woods with Sauna
Top guest favourite

Cabin in East Nassau
5 out of 5 average rating, 49 reviewsLuxury Cabin | Breathtaking Views & Outdoor Fun
Destinations to explore
- Hudson Valley Holiday rentals
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- Hunter Mountain
- Six Flags New England
- John Boyd Thacher State Park
- Taconic State Park
- Berkshire East Mountain Resort
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Zoom Flume
- Bash Bish Falls State Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Windham Mountain
- Beartown State Forest
- Hartford Golf Club
- Mohawk Mountain Ski Area
- Wintonbury Hills Golf Course
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Opus 40
- Pineridge Cross Country Ski Area