House holiday rentals in Stockbridge
Find and book unique houses on Airbnb
Top-rated house rentals in Stockbridge
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Stockbridge house rentals
House rentals with a pool
Home in Colrain
4.89 out of 5 average rating, 118 reviewsThe 1770 House
Home in Athens
4.94 out of 5 average rating, 109 reviewsPrivate lakefront home, hot tub & resort amenities
Home in Woodstock
4.85 out of 5 average rating, 200 reviewsWoodstock Retreat: Heated Pool/Private/Walk 2 town
Home in Woodstock
4.99 out of 5 average rating, 239 reviewsThe Woodstock Barn House - Sauna, Gym, Jacuzzi
Home in Hudson
4.95 out of 5 average rating, 123 reviewsHudson Retreat w/HotTub, PlungePool+ OutdoorShower
Home in Rhinebeck
4.86 out of 5 average rating, 108 reviews4Br Mountain Brook House on 130 acres w/ trails
Home in Ghent
4.87 out of 5 average rating, 292 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Woodstock
4.98 out of 5 average rating, 113 reviewsWoodstock Historic Artist Estate- The Museum House
Weekly house rentals
Home in Becket
4.97 out of 5 average rating, 58 reviewsNerd Preservation Sanctuary
Home in Stockbridge
4.92 out of 5 average rating, 36 reviewsStockbridge Cape Near Tanglewood!
Home in Stockbridge
4.98 out of 5 average rating, 95 reviewsGreek Revival Farmhouse
Home in West Stockbridge
5 out of 5 average rating, 36 reviewsBerkshires Forest Retreat with Hot Tub
Home in Richmond
5 out of 5 average rating, 65 reviewsLUXURY BERKSHIRES BARN! GRAND! VIEWS! 2/2
Home in Lee
4.95 out of 5 average rating, 19 reviewsRiver Front Cottage
Home in Kingston
4.97 out of 5 average rating, 305 reviewsThis New House
Home in Great Barrington
5 out of 5 average rating, 43 reviewsThe Yellow Victorian With Chefs Kitchen
Private house rentals
Home in Canaan
4.97 out of 5 average rating, 32 reviewsOn Lillie Pond: A Private Woods Retreat
Home in Stockbridge
4.95 out of 5 average rating, 21 reviewsClassic Stockbridge Cottage
Home in Great Barrington
4.99 out of 5 average rating, 83 reviewsGranite Ledge, Modern home in a unique setting
Home in West Stockbridge
4.92 out of 5 average rating, 50 reviewsWest Stockbridge Sanctuary by Evergreen Home
Home in Stockbridge
5 out of 5 average rating, 37 reviewsNew Construction in Stockbridge - Lake Community
Home in Lee
4.98 out of 5 average rating, 83 reviewsStylish Mid-century Modern Berkshires Cape
Home in Canaan
4.98 out of 5 average rating, 50 reviewsCrossings Cottage
Home in Great Barrington
5 out of 5 average rating, 20 reviewsWalt's Townhouse - Berkshire living at its best
Quick stats about house rentals in Stockbridge
Total rentals
70 properties
Nightly prices starting at
$176 NZD before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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