What are the top rated Pet Friendly Vacation Rentals in Windsor County?

There are a lot of options in Windsor County. If you plan on staying in the Windsor County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Windsor County: <a href="/property/vermont-hillside-cottage-w-great-view-pet-friendly-fee-required/HA-3211179728" class="class="static-page-link"">Vermont Hillside Cottage w/Great View - Pet Friendly, Fee Required</a> <a href="/property/luxurious-secluded-ski-chalet-w-country-decor-hot-tub-near-okemo/HA-121244987" class="class="static-page-link"">Luxurious, Secluded, Ski Chalet, w/Country Decor &amp; Hot Tub Near Okemo</a> <a href="/property/charming-log-cabin-apartment-in-woodstock-village/HA-121354330" class="class="static-page-link"">Charming Log Cabin Apartment in Woodstock Village</a> <a href="/property/gorgeous-lakefront-autumn-splendor-private-setting-5-mins-to-okemo/HA-1213992625" class="class="static-page-link"">GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!</a> <a href="/property/perfect-design-location-for-the-vt-experience-hope-upon-up-above/HA-1214829484" class="class="static-page-link"">Perfect Design &amp; Location for the VT Experience. &#34;Hope Upon, Up Above&#34;</a> <a href="/property/quiet-vermont-winter-getaway/HA-321217614" class="class="static-page-link"">Quiet Vermont Winter Getaway</a> <a href="/property/quiet-modern-luxury-home-w-memory-foam-beds-a-c-fast-wifi-and-full-kitchen/HA-321426078" class="class="static-page-link"">Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen</a> <a href="/property/the-crooked-house-with-a-c-and-sauna-on-private-wooded-lot-near-killington/HA-3211242633" class="class="static-page-link"">&#34;The Crooked House&#34; with A/C and sauna on private wooded lot near Killington</a> <a href="/property/classic-vt-ski-chalet-walkable-to-okemo-ski-lift-w-fit-pit-pool-table/HA-1213734302" class="class="static-page-link"">Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit &amp; Pool Table</a> <a href="/property/2-bed-exceptional-fireplace-condo-in-the-heart-of-town-on-shuttle-route/HA-3211872173" class="class="static-page-link"">2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route</a>

How many pet-friendly vacation rentals are available in Windsor County on Airportexpresshotel?

There are more than 11 pet-friendly rentals available on Airportexpresshotel. Check prices and availability in Windsor County and last updated on December 2025. Check an individual property if they have restrictions on the size or numbers of pets.

Which is the best dog-friendly place to stay in Windsor County?

There are many dog-friendly vacation homes available in Windsor County. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Windsor County: The Loft at Fort Defiance Sleep Woodstock Motel The Weston Hotel Timber Inn Motel Luxurious, Secluded, Ski Chalet, w/Country Decor & Hot Tub Near Okemo Skyeship House in Woods - 8 Beds wHot Tub The Carol - 10 minutes to Okemo & Newly Renovated 11 BR, 7 Bth, 1/2 mile to Okemo, Hot Tub, on Ski Shuttle, King Bed, Walk to Town

Do you have any luxury vacation homes that allow pets in or near Windsor County?

Most definitely! There are many luxury places to stay in Windsor County. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Windsor County. Though note, more expensive is not always better.