
Pet-friendly vacation rentals in Woodstock
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Woodstock

Total vacation rentals
Explore 80 vacation rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at G$18,822 GYD per night before taxes and fees

Verified guest reviews
Over 3,340 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Woodstock vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woodstock rentals

4.9 Average rating
Woodstock stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Woodstock
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Stylish Vermont Cabin | Views · Trails · Luxe
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Genuine Vermont Sugar House on 70 peaceful acres.
Stay in this genuine Vermont sugarhouse. Our family took great pride in making Maple Syrup and now we take that same pride in sharing this private piece of Vermont with you, our guests. There are trails that will take you through our 70-acre property including the sugar bush we used for the sugarhouse. Relax in the quiet beauty of rural Vermont. Located near the geographical center of VT. We do welcome friendly housebroken dogs. Please see other details under show more. Part of Three Maples LLC.

Vermont Log Guest Home-Close to Dartmouth
Beautiful log guest home in Norwich, VT available for Dartmouth events or other local happenings features 1 bedroom (queen), loft (queen & futon) on second floor & 1 bathroom on first floor. Can sleep 6. Completely detached from main home. Located minutes from town in a private wooded property. Cozy up to the indoor fireplace or explore the local area. Many trails close by. Excellent location only 10 minutes to Dartmouth or 5 minutes to King Arthur Flour. Close to Quechee and Woodstock.

Cozy Bow House Perched in Trees w/ Hot Tub & View
The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

The Guest House at Chandlery Farm
This classic Vermont farm estate has everything that description implies: end-of-the-road privacy with breathtaking views, where the only sound is the wind rustling through the leaves. The manicured gardens, stone walls and quaint but luxurious home seem plucked from classic American folklore. Guests can drink their morning coffee while soaking in views of rolling pastures and forested hills, and spend their days exploring the property's trails, and the beautiful towns and countryside nearby.

1958 Classic "Hunting Cabin" w/ Breathtaking Views
Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a private mountain, surrounded by breathtaking views of Killington, Pico mountains, and the White River. Originally purchased from a Sears & Roebuck catalog as a hunting cabin owned by the same family until 2019. The cabin has since been transformed into its original vintage classic camp décor with antique furnishings and unique vintage finds that take you back in time.

Private Modern Cabin w/View of Fields, Hills
Enjoy a modern private cabin in the heart of Vermont's pastoral Upper Valley Region. Combining "Glamping" with the comforts of a permanent structure, the "HakuBox" (Haku means "to exhale") was designed to sit lightly on the land and offer a simple, restorative experience. Note: no shower, but swimming holes nearby! Queen bed, fire pit w/grill, free firewood, Adirondack chairs, picnic table, free coffee & tea, dog-friendly with cable trolley, food & water bowls. $39 pet fee applies.

Cabin on the Hill
Enjoy a stay in the hills of Vermont - glamping at its finest! A 5-10 minute hike UPhill to a secluded getaway in the heart of Vermont. Amenities include a quaint outhouse, a unique outdoor shower, a 2 burner outdoor gas stovetop and a fire pit to roast marshmallows. The 12x14 screened in cabin with ladder accessed loft sleeps 2 comfortably. Don't worry about bringing pots and pans - cabin is equipped with dishes and a water supply. Adjustable LED lights to light up the night.

Yurt In The Woods - Come to the Yurt.
The Yurt In The Woods is 30 ft in diameter - 700 spacious sq. ft. It's surrounded by trees and has a yard. 2 night stays required for Weekends. The month of October I require a two night stay. There is a "one" night stay fee of $50 Allowed 2 dogs with the agreement to my animal policy & $50 fee WiFi 1,000 megabits per second a fiber network AC, Outdoor Gas Grill , Outdoor Fire Circle, and Outdoor Shower available June - October

Scandinavian design Cabin hiking trail + hot tub
Welcome to our charming cabin nestled in the heart of the woods, where comfort meets tranquility. This 400 sq. ft retreat is bathed in natural light, boasting high-quality appliances, strong WiFi and thoughtfully curated design furniture to ensure a cozy and memorable stay. Relax in our private Goodland wood burning hot tub. Goodland wood burning hot tub is available 365 days a year. EV charger level 2 available.

The Beaver Pond Treehouse @ Vermont ReTREEt
Nestled in the heart of the Green Mountain National Forest and above a lively beaver pond, this glamping style treehouse stands as a haven from the everyday, crafted by our hands to offer a reTREEt into wilderness in the heart of central Vermont. The allure of the surrounding forrest between Killington and Sugarbush beckons with a selection of wilderness based activities.
Popular amenities for Woodstock pet-friendly home rentals
Pet-friendly house rentals

Beautiful Historic 1909 Library with a Fireplace

The Post Haus: one-of-a-kind modern VT experience

Modern Farmhouse on 25 Acres - Superb Views

The Vermont Farmhouse|Hiking|Dog Trails|Village

Comfortable farmhouse with stunning views

The Guest House at Sky Hollow

Charming, Cozy Cape

Dawnside - Green Mtns Home with White Mtns View
Pet-friendly home rentals with a pool

Ranch at Mendon Mt Orchards

Moon Valley Country Retreat no clean fee pets yes

Lower Yurt Stay on VT Homestead

AC • Vermont Retreat • Dogs Welcome • Pool & Spa

Beautiful rustic woods and fields retreat.

Cozy Vermont Antique Sugar House with Fireplace

Secluded Cabin Getaway Mountain Lake Community!

Mt Snow Chalet: Peaceful Escape w/Hot Tub
Private, pet-friendly home rentals

Hillside Cottage @ The Mettawee Retreat

Brookside Cabin + Hot Tub | Woodstock & Killington

Handcrafted A Frame near Newfound Lake and Hiking

The Looking Glass, a modernistic escape

Green Mountain retreat: The Skyland Duplex

Okemo Mountain-Newly Renovated w AC, hottub, WiFi

Private Barn On a Hilltop in Fairlee, Vermont

Luxury “Tiny” House With Sauna (Timbery)
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,467 GYD | G$52,494 GYD | G$44,965 GYD | G$52,075 GYD | G$59,604 GYD | G$60,650 GYD | G$61,277 GYD | G$60,650 GYD | G$60,859 GYD | G$63,787 GYD | G$56,467 GYD | G$62,950 GYD |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
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- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Sugarbush Resort
- Killington Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Dartmouth College
- Middlebury College
- Bromley Mountain Ski Resort
- Mount Sunapee Resort
- Squam Lakes Natural Science Center
- Montshire Museum of Science
- Ice Castles
- Emerald Lake State Park
- Stinson Lake





