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Pet-friendly vacation rentals in Wilmington

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Wilmington

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Home in Readsboro

4.86 out of 5 average rating, 124 reviews

December in Peaceful Vermont (Pet Friendly)

Beautiful Country Home, nestled in Vermont's Green mountains, panoramic views, with good access by the road. A babbling brook to lull you asleep from the master bedroom, and a clawfoot soaking tub, fully stocked house. Hiking, antiques, shops, lakes, picnics, covered bridges, cozy local inns, mountain views! Enjoy Vermont! Scenic roads, Mt. Snow, VAST trails, Mt.Greylock, Mass MOCA museum, nearby N.Adams, MA, Berkshires. Bennington Wilmington & Mt. Snow. PEACEFUL & PERFECT Vermont getaway! ☺

Cabin in Jamaica

4.87 out of 5 average rating, 291 reviews

Green Mountain Modern House: iconic modern getaway

Our unique, contemporary home is in the heart of the Green Mountain National Forest, all while offering all the perks of modern luxury in a secluded setting. Our amenities include open concept living and dining room, sauna, wood burning fireplace, front deck, backyard with fire pit and Adirondack chairs, and contemporary design and decor throughout. Now with EV charger, mini-split AC and heat, on-demand backup generator and high speed Starlink wifi (200+ mbs)! Pets welcome with a $100 pet fee.

Home in Wilmington

4.99 out of 5 average rating, 188 reviews

Vermont Sugar House Retreat

Stay at this unique rustic Vermont getaway. Nestled on a quiet hill in Wilmington, this private retreat will serve as the perfect home base for your Vermont adventures. You'll have the house to yourself without a neighbor in sight. While very private and surrounded by beautiful forest, this house is still only a short 5 minute drive from downtown Wilmington. The house is built around an enormous one-of-a-kind natural stone fireplace that was formed atop the old foundations of a sugar house.

Rental unit in Dummerston

4.96 out of 5 average rating, 195 reviews

HeART Barn Retreat

Peaceful, romantic retreat in this stunningly large and magical barn. This 1850's historic remodeled barn apartment is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Chalet in Dover

4.92 out of 5 average rating, 288 reviews

A charming VT chalet

Charming chalet nestled in the Mt Snow valley. Relax to the sound of a babbling brook in the back yard while you hang around a stone fire pit! Unwind in the quiet serenity of this country home complete with fully equipped kitchen with a newly installed gas fireplace , a comfy open living room with flat screen cable tv & DVD player Roko & High speed Internet . We have a lock box located on the post near the front entrance. combo provided upon arrival . Washer & dryer located on first level.

Chalet in Dover

4.86 out of 5 average rating, 233 reviews

The Mountain A-Frame at Mount Snow

Entire chalet-style A-Frame in Mount Snow with mountain views. Less than 1 mile from the base of Mount Snow and close to all the fun in the Green Mountains: AT access, swimming holes, covered bridges and more! Across the street you can hop on the Moover shuttle that takes you right to the mountain! 2 minute walk to market, coffee shop and local bar. 2 bedrooms + 1 loft, 1 bath, wrap around deck, cooking necessities, Smart TV and WiFi. You can find us on social (tag us!) @themountainaframe

Tiny home in Dover

4.99 out of 5 average rating, 168 reviews

Rustic Cabin in foothills of Green Mountains

Rennsli Cabin is off grid + nestled on a forested plateau in the foothills of the Green Mountains. You will feel like you are in the middle of nowhere, unplugged and able to regenerate. Kitchen is equipped with cooking essentials+ hosts provide water, coffee, tea, milk, fresh eggs + homemade soap. There is an indoor compostable toilet + outhouse + outdoor shower. Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Barn in Marlboro

4.95 out of 5 average rating, 294 reviews

The Studio With a View. Bring your dog, too!

Our stylish Studio, a not so tiny Tiny House, is nestled into the Southern Vermont hillside and surrounded by nature. Enjoy the view from the deck, and cozy up in the newly renovated flower barn with a cup of coffee or tea and a great book. Well-mannered dogs are welcome, they will enjoy the fenced-in area right off the deck. Features: efficiency kitchen and dining area, cozy living space, queen-size bed, and a full bathroom. The large covered porch overlooks fields and trees.

Cottage in Monroe

4.9 out of 5 average rating, 109 reviews

Pumpkin Pine Cottage: your next adventure awaits!

Explore the Deerfield River Valley and Hoosac Range from this tranquil base. Close to skiing, snow tubing, snowshoeing, hiking, birding, kayaking, white-water rafting, fly fishing, zip lines, and more. Like bikes? Amazing gravel, road, and MTB offerings await. Seek culture? Mass MOCA, Clark Art Institute, Northampton, Shelburne Falls, and the Berkshires are a short drive away. Covered bridges, farm stands, sugar shacks, and waterfalls are too plentiful to count!

Cabin in Wilmington

4.93 out of 5 average rating, 441 reviews

Picturesque Cabin near Mt Snow

Enjoy fall in Vermont! Our cabin is the perfect spot to experience cozy VT charm without missing out on modern amenities. The beautiful Green Mountains are right outside our door as well as nearby lakes and rivers. The cabin is well equipped with 3 bedrooms, 1 bath; and you'll love the screened-in porch out back. We’re also dog-friendly!

Tiny home in Jamaica

4.94 out of 5 average rating, 1,213 reviews

Apple Blossom Cottage: A Tiny House

The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate.

Loft in Wilmington

4.93 out of 5 average rating, 187 reviews

Walk to Village/Lake Whitingham

The garage apartment is comfortable, clean and pet-friendly. Great for weekend getaways; we are just a stroll away from the lake or the village and a short drive to Mount Snow. The Moover is a local free bus to Mount Snow ski resort, Brattleboro and Bennington and is easily accessible at the traffic light.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Wilmington pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Colrain

4.93 out of 5 average rating, 167 reviews

Secluded Farmhouse Retreat - stunning views

Home in Dummerston

4.99 out of 5 average rating, 338 reviews

Pinecone Pond

Home in Brattleboro

4.95 out of 5 average rating, 169 reviews

Frosted Willows

Home in Londonderry

4.98 out of 5 average rating, 115 reviews

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

Home in Sunderland

4.97 out of 5 average rating, 236 reviews

MOUNTAIN NEST, views, Manchester, hot tub,

Home in Dover

4.81 out of 5 average rating, 102 reviews

The Upper Handle Road House

Home in Townshend

4.94 out of 5 average rating, 206 reviews

Comfy and Cozy House on 67 acres

Home in Guilford

4.92 out of 5 average rating, 196 reviews

Peaceful Country Home

Pet-friendly home rentals with a pool

Home in Salem

4.98 out of 5 average rating, 185 reviews

Magical Farm Getaway - a must visit!

Home in Colrain

4.89 out of 5 average rating, 121 reviews

The 1770 House

Cabin in Wardsboro

4.93 out of 5 average rating, 192 reviews

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

Home in Keene

4.93 out of 5 average rating, 205 reviews

The Brick House on Washington Street

Barn in Newfane

4.97 out of 5 average rating, 145 reviews

Beautiful rustic woods and fields retreat.

Cottage in Newfane

4.99 out of 5 average rating, 207 reviews

Cozy Vermont Antique Sugar House with Fireplace

Bungalow in Williamstown

4.89 out of 5 average rating, 211 reviews

Hollywood Bungalow in the Berkshires

Cabin in Wardsboro

4.91 out of 5 average rating, 217 reviews

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow

Private, pet-friendly home rentals

Chalet in Dover

4.86 out of 5 average rating, 164 reviews

Mount Snow cabin with Jacuzzi.

Cabin in Putney

4.98 out of 5 average rating, 390 reviews

Vermont Retreat Cottage |Exquisite Romantic Escape

Cottage in Orange

4.93 out of 5 average rating, 160 reviews

The Lake Cottage: A Sweetwater Stay

Rental unit in Wilmington

4.93 out of 5 average rating, 181 reviews

Quaint cozy vermont apartment

Chalet in Jamaica

4.98 out of 5 average rating, 242 reviews

Vermont Chalet

Chalet in Dover

4.94 out of 5 average rating, 117 reviews

Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow

Rental unit in Montague

4.93 out of 5 average rating, 428 reviews

Beautifully renovated three bedroom

Cottage in Bernardston

4.88 out of 5 average rating, 307 reviews

Cozy, Quiet Cottage on Country rd 2 mil from I-91

Quick stats about vacation rentals that are pet-friendly in Wilmington

Total rentals
140 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
7.7K reviews
Family-friendly rentals
110 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace

Destinations to explore