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Compare 719 Vacation Homes in Stockbridge with updated reviews, rates, and availability.

Beautifully renovated with fireplace and coffee bar
Beautifully renovated with fireplace and coffee bar
10.0 out of 10, Exceptional, (102)

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
10.0 out of 10, Exceptional, (6)
The price is AED 441
AED 576 total
includes taxes & fees
2 May - 3 May

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
9.8 out of 10, Exceptional, (22)

Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee
Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee
9.4 out of 10, Exceptional, (42)

Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
10.0 out of 10, Exceptional, (2)

Spacious country home, beautiful sunsets, 40 acres
Spacious country home, beautiful sunsets, 40 acres
10.0 out of 10, Exceptional, (32)
The price is AED 496
AED 1,785 total
includes taxes & fees
29 Apr - 30 Apr

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, (205)

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
9.2 out of 10, Wonderful, (36)
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.
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Other property types in Stockbridge

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
9.0 out of 10, Wonderful, (42)

Cozy Loft for two with Hot Tub & Mtn Views
Cozy Loft for two with Hot Tub & Mtn Views
10.0 out of 10, Exceptional, (236)

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (489)
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.
Recent reviews of Stockbridge hotels
Recent reviews of Stockbridge hotels

The Jackson
5/5 Excellent
"The innkeeper, Lea, was excellent! She helped with our check in process. It went seamlessly. And she helped us when we had an issue with our TV. She was also extremely helpful with our breakfast and checkout! I would give her 5 stars! And the home was beautiful!!!"
A verified traveler stayed at The Jackson
Posted 2 days ago
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