Family-friendly vacation rentals in Stockbridge
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Stockbridge
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Stockbridge family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Pittsfield
4.83 out of 5 average rating, 221 reviewsKillington area home - 4-seasons & hot tub
Nov 5 – 12
Yurt in Randolph
4.96 out of 5 average rating, 386 reviews4 Season Lower Yurt Stay on VT Homestead
Oct 17 – 24
Condo in Killington
4.77 out of 5 average rating, 283 reviewsSerene Killington Condo (resort style amenities)
Jul 26 – Aug 2
Chalet in Killington
4.9 out of 5 average rating, 159 reviewsClose to Mountain and walk to restaurants!
Jul 1 – 8
Home in Killington
4.88 out of 5 average rating, 216 reviewsTanglewood Vista Ski Home: Close|Hot Tub|Sauna|BBQ
May 19 – 26
Chalet in Killington
5.0 out of 5 average rating, 117 reviewsLuxury, AC, 6 BR, 12 Beds, 3 Bath, Hot Tub, Yard
Nov 3 – 10
Chalet in Killington
4.87 out of 5 average rating, 228 reviewsLarge Chalet; Sauna, Hot Tub; Walk to Trail
Nov 29 – Dec 6
Condo in Killington
4.97 out of 5 average rating, 116 reviews#45 Mountain Ski & Summer Condo with Private Sauna
Aug 20 – 27
Family- and pet-friendly home rentals
Cabin in Woodstock
4.96 out of 5 average rating, 191 reviewsCabin by the Stream on 27 Acres
Mar 18 – 25
Guesthouse in Norwich
4.93 out of 5 average rating, 171 reviewsVermont Log Guest Home-Close to Dartmouth
Aug 30 – Sep 6
Guesthouse in Hartland
4.95 out of 5 average rating, 914 reviewsYurt In The Woods - Private Refuge
Nov 11 – 18
Home in Rochester
4.9 out of 5 average rating, 282 reviewsMountain Home ready for you!
Sep 17 – 24
Cottage in Lincoln
4.87 out of 5 average rating, 858 reviewsThe Barn at North Orchard, Near Middlebury
Jan 12 – 19
Guesthouse in Granville
4.9 out of 5 average rating, 785 reviewsMoon Valley Country Retreat no clean fee pets yes
Dec 9 – 16
Guesthouse in Springfield
4.86 out of 5 average rating, 322 reviewsConnecticut River-Cozy Cottage
Jan 28 – Feb 4
Apartment in Andover
4.98 out of 5 average rating, 386 reviewsPrivate Hilltop farm apartment
Sep 22 – 29
Family-friendly home rentals with a pool
Condo in Killington
4.92 out of 5 average rating, 392 reviewsApril open 1 bedroom 1 night Ok Free shuttle
Oct 10 – 17
Guest suite in Killington
4.95 out of 5 average rating, 139 reviewsCozy, private, spacious, 3 bedrooms, 5 mi to K Rd.
Nov 7 – 14
Condo in Killington
4.82 out of 5 average rating, 250 reviewsSki, Ride, Walk On/Off Condo On Pico at Killington
Feb 28 – Mar 7
Cabin in Bridport
4.92 out of 5 average rating, 133 reviewsChamplain Valley Alpacas
Oct 17 – 24
Apartment in Killington
4.92 out of 5 average rating, 119 reviewsFamily and work friendly Spa at the Woods condo
Aug 7 – 14
Condo in Killington
4.86 out of 5 average rating, 107 reviewsSummer rental - Near Resort 4 Bedroom - Pool
Sep 8 – 15
Condo in Killington
4.78 out of 5 average rating, 163 reviewsAmazing,Ski, Golf, Hike, Bike, Adventures
Feb 17 – 24
Condo in Killington
4.8 out of 5 average rating, 106 reviewsKillington Escape 2 Story 2BR 2BA Main Building
May 17 – 24
Quick stats about vacation rentals that are family-friendly in Stockbridge
Total rentals
80 properties
Wifi availability
80 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Total number of reviews
3.4K reviews
Nightly prices starting at
$110 before taxes and fees
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