
Pet-friendly vacation rentals in Woodstock
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Woodstock
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Boulder House - Extraordinary Luxury in the Woods!
From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

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.

Contemporary Ascutney Cabin near Ski Areas
On a cold winter morning Wake up in a luxurious bed in a stylish cabin with panoramic Vermont views. Grab a hot coffee with a book from our library. Hot mug in hand, step out to the porch, look at faraway hills. Make breakfast in the Chefs kitchen. Snowshoe/slide/talk/play with your favorite people/animals in the world. Take a scenic drive to Woodstock, Simon Pearce, Okemo, or the Harpooon Brewery. Kick back with a night around the firepit stargazing Sharing our Red House with you.

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.

Beautiful Woodstock Home-Perfect for entertaining
Newly renovated - 4 bedroom, 3 bath house, perfect for relaxing or entertaining. Close to all that the Woodstock Village and the Upper Valley has to offer. Amazing location! Only 1.5 mi to the Woodstock Green. Explore the property and feast on the blackberries in summer, raid the tomato garden in the late summer/early fall, and pick the wild fall apples for munching or baking. Bring your snowshoes or cross country skis (in winter) or hiking shoes in summer and explore the property and beyond!

Sunny Side Airbnb (dog friendly)
Sunny Side Airbnb is located on a secluded 10+ acre property with plenty of outdoor space for dogs to run around and a short hiking trail with views. The Airbnb is located on the farther end of the house with a deck overlooking garden views, a fire pit, and an open field. Convenient location near shops and restaurants. Just over a mile from I-89 off Rt 4 in Quechee, Vt. A short drive to WRJ and W Lebanon, NH, 9.1 miles to Woodstock, VT, 11 miles to Hanover, NH, and 13.4 miles to DHMC.

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.

Yurt In The Woods - Private Refuge
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. October 6th and 12th are currently vacant if you want a fall foliage trip. 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 Outdoor Gas Grill , Outdoor Fire Circle, and Outdoor Shower available May - October

Scandinavian design Chalet w/ private hiking trail
This bright, well-designed Scandinavian-style chalet is the perfect cozy retreat. Nestled in the woods on a plot of 20+ acres, it offers scenic views and a private hiking trail leading to beautiful vistas, transforming into a winter wonderland for skiing adventures, a summer paradise for outdoor relaxation, and a vibrant canvas for leaf peeping during Vermont's stunning fall foliage season. Goodland wood burning hot tub is available 365 days a year.

Private Barn On a Hilltop in Fairlee, Vermont
This carefully renovated barn is located in the hills of Fairlee, five minutes from I-91. A stand-alone private space with two spacious living areas and decks overlooking ponds and the mountains. You're welcome to bring your dog; please note there is a $75 pet fee for the length of your stay. With direct access to extensive hiking trails and minutes from Lake Morey and the Lake Morey Country Club there's lots of fun things to do.

Hydrangea House on the Hill
The loft is surrounded by woods in a quaint, picturesque, rural part of Northwestern Vermont close to Burlington and Mad River Glen. We are 25 mins to Mad River Glen, Bolton Valley and Burlington (Lake Champlain beaches) and 10 mins to Sleepy Hollow Ski and Bike Center, Camel's Hump Nordic Ski Area, Frost Brewery and Stone Corral. Enjoy complete privacy and peaceful surroundings of nature with the full amenities of a home.
Popular amenities for Woodstock pet-friendly home rentals
Pet-friendly house rentals

Beautiful Historic 1909 Library with a Fireplace

Epic Views of the Green Mountains

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

Wright’s Mountain Retreat with Sauna

Charming, Cozy Cape

Mountain Home ready for you!

Forest Hideaway

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

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

Moon Valley Country Retreat no clean fee pets yes

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

Lower Yurt Stay on VT Homestead

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

Cozy Vermont Antique Sugar House with Fireplace

Secluded Cabin Getaway Mountain Lake Community!

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

Cabin on the Hill

The Birchwood Cabin - Stunning Mountain Views

WildeWoods Cabin | gas fireplace, yard + gardens

Dreamy Artist Chalet in Secluded Historic Village

The Owl’s Nest in Landgrove

Vermont Chalet

Earthen Yurt in Green Mtn Wonderland

The Guest House at Chandlery Farm
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$65,068 GYD | G$64,234 GYD | G$58,394 GYD | G$51,929 GYD | G$59,437 GYD | G$60,480 GYD | G$61,105 GYD | G$60,480 GYD | G$60,688 GYD | G$72,576 GYD | G$59,437 GYD | G$62,565 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 |
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$27,112 GYD per night before taxes and fees

Verified guest reviews
Over 3,100 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Mount Pocono Vacation rentals
- Quebec City Vacation rentals
- The Hamptons Vacation rentals
- Waterfront rentals Woodstock
- Cottage rentals Woodstock
- Rentals with a fire pit Woodstock
- Rentals with a washer and dryer Woodstock
- Rentals with outdoor seating Woodstock
- Apartment rentals Woodstock
- Family-friendly rentals Woodstock
- Rentals with a hot tub Woodstock
- Rentals with pools Woodstock
- Rentals with a fireplace Woodstock
- Cabin rentals Woodstock
- Bed and breakfasts Woodstock
- House rentals Woodstock
- Rentals with an EV charger Woodstock
- Chalet rentals Woodstock
- Condo rentals Woodstock
- Rentals with a patio Woodstock
- Villa rentals Woodstock
- Rentals with breakfast Woodstock
- Pet-friendly rentals Windsor County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Sugarbush Resort
- Stratton Mountain Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Dartmouth Skiway
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Hooper Golf Course
- Whaleback Mountain
- Lucky Bugger Vineyard & Winery
- Fox Run Golf Club
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Mount Sunapee Resort




