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6 guests
3 beds
2 bathrooms
6 guests
3 bedrooms
3 beds
2 bathrooms
Wander Stockbridge Valley is a serene, modern retreat tucked into the Berkshire woodlands, featuring floor-to-ceiling windows, a cozy fireplace, and a spacious deck with lounge seating and a BBQ for effortless indoor-outdoor living.

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Check-in after 4:00pm • Check-out before 10:00am • Pets not allowed
Cancel within 24 hours for a full refund.
Arrive to five star cleaning • No chores at checkout • Just lock up and go
Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.
Forest view
BBQ Area
Fire pit
Wifi
Free parking
Fire place
Oven
Bed linens
Bath linens
Bedroom 1
1 queen bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Set in the heart of the Berkshires, this peaceful hideaway is just minutes from Great Barrington’s dining, cultural attractions, and outdoor adventures, offering a perfect balance of seclusion and convenience year-round.
No Comply Foods
The Prairie Whale
Barrington Brewery & Restaurant
Benedict Pond Loop
Chesterwood
TurnPark Art Space
Choose your check-in & check-out dates

Wander's average ratings
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Here are some things which you should know before booking Wander Stockbridge Valley
Check-in: after 4:00 pm
Check-out: before 10:00 am
6 guests maximum
Pets not allowed
No smoking - fees will apply
Events require approval
Cancel within 24 hours for a full refund.
Check-in: after 4:00 pm
Check-out: before 10:00 am
6 guests maximum
Pets not allowed
No smoking - fees will apply
Events require approval
This home follows a strict maximum occupancy rule. Please make sure that the total number of guests accompanying you (including both children and adults) doesn't exceed the indicated maximum occupancy above to avoid cancellation of your stay and additional fees.