Pet-friendly holiday rentals in Windsor County
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Top-rated pet-friendly home rentals in Windsor County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Windsor County pet-friendly home rentals
Pet-friendly house rentals
Home in Cavendish
4.94 out of 5 average rating, 78 reviewsClose to Okemo, 25 Acre Mountain Playground
Home in Killington
4.83 out of 5 average rating, 84 reviewsKillington Racquetball House
Home in Bridgewater
4.77 out of 5 average rating, 115 reviewsThe Buddah House
Home in Woodstock
4.98 out of 5 average rating, 41 reviewsSweet retreat in South Woodstock near GMHA
Home in Pittsfield
4.84 out of 5 average rating, 70 reviewsGreen Mountain/Killington Getaway
Home in Londonderry
4.97 out of 5 average rating, 130 reviewsWild Blossom Farmhouse - a lovely family getaway
Home in Bridgewater
4.84 out of 5 average rating, 114 reviewsBlueberry Hill Escape Pet Friendly HotTub Fire pit
Home in Cavendish
4.84 out of 5 average rating, 142 reviewsOkemo-Ludlow, fireplace, hottub, sleeps 13
Pet-friendly home rentals with a pool
Home in Mendon
4.88 out of 5 average rating, 231 reviewsRanch at Mendon Mt Orchards
Home in Killington
4.98 out of 5 average rating, 124 reviewsSugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace
Home in Landgrove
4.75 out of 5 average rating, 28 reviewsPrivate Tavern, Hot Tub, 8-Fireplaces, Spa Baths!
Townhouse in Killington
4.96 out of 5 average rating, 47 reviewsSKI IN and SKI OUT at Sunrise
Townhouse in Killington
4.68 out of 5 average rating, 71 reviewsSKI ON/OFF Spruce Glen D | Sauna | Fireplace | AC
Apartment in Killington
4.9 out of 5 average rating, 240 reviewsA Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532
Home in Chittenden
4.91 out of 5 average rating, 87 reviewsComfortable, relaxing large country home
Flat in Clarendon
4.92 out of 5 average rating, 146 reviewsVermont Horse Farm
Private, pet-friendly home rentals
Home in Londonderry
4.97 out of 5 average rating, 66 reviewsLondonderry Vermont Vacation Lodge
Guest suite in Lebanon
4.91 out of 5 average rating, 101 reviewsConvenient and chic private suite with 2 bedrooms!
Barn in Woodstock
5 out of 5 average rating, 11 reviewsGreen Mountain retreat: The Skyland Duplex
Cabin in Mount Holly
4.97 out of 5 average rating, 225 reviewsPrivate Cabin/PetsOK/Minutes to Okemo/AC/Fast Wifi
Cabin in West Windsor
4.97 out of 5 average rating, 242 reviewsSunset Cabin - your private romantic hideaway
Cottage in Londonderry
4.85 out of 5 average rating, 53 reviewsVermont Country Cottage (Near Village)
Flat in Bridgewater
4.93 out of 5 average rating, 76 reviewsNana's House
Campsite in Shrewsbury
5 out of 5 average rating, 15 reviewsPrivate Campsite 37 Acres (Pet-Friendly!)
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