
Pet-friendly holiday rentals in Windsor County
Find and book unique pet-friendly homes on Airbnb
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
Get the amount of space that is right for you
Popular amenities for Windsor County pet-friendly home rentals
Pet-friendly house rentals

Hillside Haven Victorian! Hot Tub Firepit 5m-Okemo

Close to Okemo, 25 Acre Mountain Playground

Killington Racquetball House

The Buddah House

Please note: we are not accepting new reservations

Green Mountain/Killington Getaway

Wild Blossom Farmhouse - a lovely family getaway

Blueberry Hill Escape Pet Friendly HotTub Fire pit
Pet-friendly home rentals with a pool

Ranch at Mendon Mt Orchards

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace

Entire Home, Near Slopes, Hot Tub, EV Charger

Green Mountain Getaway

Private Tavern, Hot Tub, 8-Fireplaces, Spa Baths!

SKI ON/OFF Spruce Glen D | Sauna | Fireplace

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

Comfortable, relaxing large country home
Private, pet-friendly home rentals

Convenient and chic private suite with 2 bedrooms!

Updated 6BR Home 4 min to Okemo w fenced in yard!

Cozy Townhome in the heart of the mountains

Green Mountain retreat: The Skyland Duplex

Private Cabin/PetsOK/Minutes to Okemo/AC/Fast Wifi

Sunset Cabin - your private romantic hideaway

Private Log Cabin near Quechee

Private Campsite 37 Acres (Pet-Friendly!)
Destinations to explore
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- Okemo Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Pats Peak Ski Area
- Ragged Mountain Resort
- Monadnock State Park
- Tenney Mountain Resort
- Mount Snow Ski Resort
- Veterans Memorial Recreation Area Ski Hill
- Mount Sunapee Resort
- Bromley Mountain Ski Resort
- Dorset Field Club
- Ekwanok Country Club
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Country Club of New Hampshire
- Crotched Mountain Ski and Ride
- Baker Hill Golf Club
- Brattleboro Ski Hill
- Bretwood Golf Course
- Hooper Golf Course
- Santa's Land USA
- Lake Sunapee Country Club
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