Pet-friendly holiday rentals in Stockbridge
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Stockbridge
Guests agree: these pet-friendly homes 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 pet-friendly home rentals
Pet-friendly house rentals
Home in Pittsfield
4.83 out of 5 average rating, 221 reviewsKillington area home - 4-seasons & hot tub
5–12 Nov
Home in Rochester
4.9 out of 5 average rating, 282 reviewsMountain Home ready for you!
17–24 Sep
Home in Rochester
4.98 out of 5 average rating, 124 reviewsModern Farmhouse on 25 Acres - Superb Views
26 Jul – 2 Aug
Home in Woodstock
5.0 out of 5 average rating, 110 reviewsBeautiful Woodstock Home-Perfect for entertaining
17–24 Sep
Home in Mendon
4.88 out of 5 average rating, 210 reviewsRanch at Mendon Mt Orchards
15–22 Oct
Home in Roxbury
4.9 out of 5 average rating, 157 reviewsCaptain Tom's Cabin - Secluded Vermont Getaway
20–27 Oct
Home in Fairlee
4.96 out of 5 average rating, 412 reviewsCozy Bow House Perched in Trees w/ Hot Tub & View
21–28 Mar
Home in West Windsor
4.98 out of 5 average rating, 163 reviewsMeadow View. 35 acres outside your door!
27 Aug – 3 Sep
Pet-friendly home rentals with a pool
Townhouse in Killington
4.93 out of 5 average rating, 199 reviewsSpacious 2 Bed/2 Bath Dogs Allowed, Spa Onsite
15–22 Jun
Guest house in Granville
4.9 out of 5 average rating, 785 reviewsMoon Valley Country Retreat no clean fee pets yes
20–27 Sep
Flat in Clarendon
4.92 out of 5 average rating, 134 reviewsVermont Horse Farm
19–26 Jan
Apartment in Killington
4.96 out of 5 average rating, 103 reviewsCozyCub Pets, AC, Bike to Mtn, Fireplace, Walk out
5–12 Dec
Townhouse in Killington
4.88 out of 5 average rating, 220 reviewsRenovated 2bd/2.5bath/Den + Pool Access (pets ok)
2–9 Oct
Guest suite in Ryegate
4.91 out of 5 average rating, 211 reviewsSecluded Paradise on the Connecticut River, VT
16–23 May
Flat in Barre
4.94 out of 5 average rating, 156 reviewsRelax in Recreation Paradise!
26 Sep – 3 Oct
Cabin in Bridport
4.92 out of 5 average rating, 133 reviewsChamplain Valley Alpacas
16–23 Oct
Private, pet-friendly home rentals
Cottage in Brandon
4.91 out of 5 average rating, 266 reviewsHenrietta’s Hideaway-Walk Downtown!
3–10 Jan
Cabin in Fair Haven
4.97 out of 5 average rating, 152 reviewsPrivate and cozy cabin with Lake Bomoseen views!
9–16 May
Guest house in Hartland
4.95 out of 5 average rating, 914 reviewsYurt In The Woods - Private Refuge
30 Mar – 6 Apr
Chalet in Royalton
4.93 out of 5 average rating, 120 reviewsScandinavian design Chalet w/ private hiking trail
14–21 Nov
Guest house in Groton
4.98 out of 5 average rating, 246 reviewsGroton Forest Retreat
26 Dec – 2 Jan
Guest suite in Hartford
4.91 out of 5 average rating, 318 reviewsSunny Side Airbnb (dog friendly)
1–8 Aug
Barn in Fairlee
4.93 out of 5 average rating, 425 reviewsPrivate Barn On a Hilltop in Fairlee, Vermont
26 Nov – 3 Dec
Cabin in Wells
4.95 out of 5 average rating, 151 reviewsGatsby's Getaway
4–11 Sep
Quick stats about holiday rentals that are pet-friendly in Stockbridge
Total rentals
50 properties
Wifi availability
50 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
$41 SGD before taxes and fees
Destinations to explore
- Burlington Holiday rentals
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