
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

Beautiful Historic 1909 Library with a Fireplace

Top of the World! Jacuzzi! Private Hiking Trails!

The Oaks - secluded rural estate w/ amazing views

Modern 3-bedroom A-frame in Londonderry w/ Pond

Killington area home - 4-seasons & hot tub

Mountain Home ready for you!

Charming, Cozy Cape

The Westerdale - A Quiet Woodstock Retreat
Pet-friendly home rentals with a pool

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Ranch at Mendon Mt Orchards

SugarBear- Pool, AC, Sauna, Gym, Tennis!

The Fairway House - Premier Golf Course 3 BR Home

Premier Quechee Newton Village Condo: Pet Friendly

SKI ON/OFF Spruce Glen C | AC | Sauna| Fireplace

Farmhouse, Fireplace & Office | Wheelock Hideaway

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532
Private, pet-friendly home rentals

Convenient and chic private suite with 2 bedrooms!

Modern Okemo Smart Cabin - As Seen On DIY Channel

The Cozy Little Red Cabin

The SugarMaple Treehouse @ Vermont ReTREEt

Green Mountain retreat: The Skyland 2BR

Hancock hideaway

Peaceful Vermont Cottage

Beautiful Guest House near Bromley, Magic, Okemo
Destinations to explore
- Rentals with a washing machine and dryer Windsor County
- Hotel rentals Windsor County
- Villa rentals Windsor County
- Rentals with an accessible height bed Windsor County
- Condo rentals Windsor County
- Apartment rentals Windsor County
- Bed and breakfasts Windsor County
- Fitness-friendly rentals Windsor County
- Beachfront rentals Windsor County
- Ski-in/ski-out rentals Windsor County
- Rentals with a hot tub Windsor County
- Townhouse rentals Windsor County
- Cabin rentals Windsor County
- Chalet rentals Windsor County
- Rentals with an EV charger Windsor County
- Rentals with a fire pit Windsor County
- Farmstay rentals Windsor County
- Rentals with a patio Windsor County
- Rentals with a sauna Windsor County
- Waterfront rentals Windsor County
- Rentals with pools Windsor County
- Rentals with breakfast Windsor County
- Rentals with lake access Windsor County
- Cottage rentals Windsor County
- Rentals with outdoor seating Windsor County
- Rentals with an accessible height toilet Windsor County
- Rentals with a fireplace Windsor County
- Family-friendly rentals Windsor County
- Guesthouse rentals Windsor County
- House rentals Windsor County
- Private suite rentals Windsor County
- Tiny house rentals Windsor County
- Rentals with a kayak Windsor County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Fort Ticonderoga
- Tenney Mountain Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Stratton Mountain Resort
- Dorset Field Club
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Crotched Mountain Ski and Ride
- Lucky Bugger Vineyard & Winery
- Ekwanok Country Club
- Fox Run Golf Club
- Whaleback Mountain
- Montshire Museum of Science
- Northeast Slopes Ski Tow
- Autumn Mountain Winery
- Mount Sunapee Resort
- Things to do Windsor County
- Food and drink Windsor County
- Things to do Vermont
- Food and drink Vermont
- Nature and outdoors Vermont
- Things to do United States
- Sports activities United States
- Art and culture United States
- Sightseeing United States
- Nature and outdoors United States
- Entertainment United States
- Tours United States
- Food and drink United States
- Wellness United States