Stockbridge Vacation Rentals - HolidayHomes base64Hash Stockbridge Vacation Rentals - HolidayHomes

Stockbridge Vacation Rentals

Browse 163 available vacation homes and compared across 11 trusted partners

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Top-Rated Vacation rentals in Stockbridge

Book the highest-rated Stockbridge vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Stockbridge
Location! Location! Berkshire Glamour (and comfort) Meets Town And Country
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House Stockbridge
Tranquil 3 BR Stockbridge House w/ Private Deck!
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House Stockbridge
Just a min from Downtown Stockbridge on 11 Acres
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House Stockbridge
Stockbridge Cape near Tanglewood & Kripalu - Heart of the Berkshires!
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House Stockbridge
Cozy Stockbridge Cabin - Walk to Beach & Lake!
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House Stockbridge
House with barbeque, terrace & garden
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House Stockbridge
Peaceful Woodland Home in the Heart of the Berkshires
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House Stockbridge
Children-friendly pleasant vacation home with terrace, barbeque & garden | Good for workation | Pets allowed
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House Stockbridge
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
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Apartment Stockbridge
Clean & Modern space with a mix of original warmth and charming renovation.
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House Stockbridge
Stockbridge Home: Walk to Town Beach!
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House Stockbridge
Secluded + Modern | Enclosed Patio, Forest Views | Woodland Zen by AvantStay
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House Stockbridge
Historic Stockbridge Villa on 25 acres sleeps 23
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Cabin Stockbridge
Family-oriented cottage with grill & patio
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House Stockbridge
Fully equipped beautiful house with garden & terrace | Nature view
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Top 15 most Recommended Vacation Rentals in Stockbridge

Discover your ideal Stockbridge vacation rental with real-time comparisons of 163 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Stockbridge
House ∙ 6 guests ∙ 3 bedrooms

158 m² House

Stockbridge, Berkshire County, Massachusetts, United States
This house rental in Stockbridge accommodates 6 guests and features a cozy fireplace for a warm, inviting atmosphere.
from $346
per night
(87)
View deal
House Stockbridge
4 guests ∙ 2 bedrooms

House

Stockbridge, Berkshire County, Massachusetts, United States
This house rental in Stockbridge accommodates 4 guests and features a cozy fireplace for a comfortable stay.
from $353
per night
(23)
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Cabin Stockbridge
2 guests ∙ 1 bedroom

Cabin

Stockbridge, Berkshire County, Massachusetts, United States
Cozy cabin in Stockbridge accommodates 2 guests and features a charming fireplace for a warm, inviting atmosphere.
from $264
per night
(12)
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House Stockbridge
8 guests ∙ 4 bedrooms

House

Stockbridge, Berkshire County, Massachusetts, United States
This house rental in Stockbridge accommodates 8 guests and features a cozy fireplace for a warm and inviting stay.
from $348
per night
(7)
View deal
House Stockbridge
House ∙ 12 guests ∙ 6 bedrooms

836 m² House

Stockbridge, Berkshire County, Massachusetts, United States
This spacious house rental in Stockbridge accommodates 12 guests and features a cozy fireplace for a comfortable stay.
from $897
per night
(125)
View deal
Farmhouse Stockbridge
Farmhouse ∙ 10 guests ∙ 5 bedrooms

418 m² Farmhouse

Stockbridge, Berkshire County, Massachusetts, United States
This charming farmhouse rental in Stockbridge accommodates 10 guests and features a spacious yard for outdoor enjoyment.
from $1,109
per night
(13)
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House Stockbridge
House ∙ 8 guests ∙ 4 bedrooms

242 m² House

Stockbridge, Berkshire County, Massachusetts, United States
This house rental in Stockbridge accommodates 8 guests and offers parking for your convenience.
from $269
per night
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Cabin Stockbridge
Cabin ∙ 4 guests ∙ 2 bedrooms

65 m² Cabin

Stockbridge, Berkshire County, Massachusetts, United States
This cozy cabin in Stockbridge accommodates 4 guests and features a family-friendly atmosphere with convenient parking available.
from $246
per night
(68)
View deal
House Stockbridge
House ∙ 6 guests ∙ 3 bedrooms

196 m² House

Stockbridge, Berkshire County, Massachusetts, United States
This house rental in Stockbridge accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $208
per night
(25)
View deal

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