Pet-friendly vacation rentals in Wilmington

4.97 out of 5 average rating, 149 reviews

The entryway features a welcoming entrance with a wooden door, adorned with a green wreath. A glimpse into the bright interior reveals modern seating and natural light streaming through large windows, enhancing the inviting space that awaits inside.

Chalet in Wilmington

Snug Chalet - Wi-Fi + Close to Mount Snow

This stylish 1971 chalet is a country retreat with modern comforts for you and your family... complete with strong WiFi and a fenced-in dog yard! The minimal cabin is tucked in the trees and set up for families and friends, pet & kid-friendly. 10-15 Minutes to Mount Snow 10-15 Minutes to Downtown Wilmington This is a country house, not a boutique hotel :) If booking during winter or spring months, we HIGHLY recommend a 4wd vehicle as the weather can cause some tough road conditions (snow/mud).

Superhost

The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.

4.87 out of 5 average rating, 193 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

4.95 out of 5 average rating, 191 reviews

A spacious deck is showcased with several outdoor chairs arranged to overlook a lush landscape. The surrounding trees and rolling hills create a serene backdrop, with partially cloudy skies above, inviting relaxation and enjoyment of the natural setting.

Chalet in Wilmington

Mountain View Retreat: 5 Mi to MT Snow, Hot Tub

Come escape to Wilmington, Vermont. Stunning views of Mt. Snow, a small stream, and a large hot tub on 12 secluded acres. Only 10 minutes to Mount Snow and 30 minutes to Stratton our home is the perfect getaway for your VT adventure with all of your family and friends. Come ski, snowboard, snowmobile, hike, kayak, mountain bike, swim, or fish just minutes away! After your long day exploring come relax in the hot tub, by the fire, in the game room, or just out on our deck taking in the sunset!

Superhost

The A-Frame chalet is set amidst vibrant autumn foliage, showcasing a wrap-around deck with wooden railings. A balcony extends above, offering a view of the surrounding trees and an inviting outdoor space with seating.

Chalet in Dover

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

4.86 out of 5 average rating, 319 reviews

4.91 out of 5 average rating, 122 reviews

A serene path meanders through lush green grass, leading to a charming farmhouse surrounded by trees. The clear blue sky and gentle clouds create a peaceful backdrop, enhancing the natural setting of the property.

Home in Whitingham

Vermont lake house near Mt. Snow-fab 360 views!

Welcome to our fabulous farmhouse on 3 green acres! Enjoy amazing views of Lake Sadawga and the surrounding Green Mountains as you kick back in our cozy stylishly furnished home. The house comfortably sleeps 8+ with 4 bedrooms, 2 full bathrooms, and a finished loft space. We are located off the beaten path on a paved road with multi-car parking. This wonderful year-round retreat is a short drive to skiing at Mt. Snow, boating in Harriman Reservoir, and easily accessible to local amenities.

4.95 out of 5 average rating, 175 reviews

Chalet in Dover

Brook House: Hot Tub, Fire Pit, Ping Pong, Mt Snow

The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best food southern VT has to offer!

A large outdoor pool is surrounded by a wooden deck with lounge chairs and umbrellas. The background features a multi-story building with expansive windows. Vibrant autumn trees with colorful foliage frame the scene, providing a serene and inviting atmosphere.

4.89 out of 5 average rating, 183 reviews

Family-friendly 4BR | Pools Hot Tub | Near Mt Snow

Escape to the mountains in this cozy 4BR, 2BA Chimney Hill cabin, just 15 minutes from Mt. Snow and minutes from downtown Wilmington. Gather around the outdoor fire pit, cozy up by 2 fireplaces, or enjoy the community clubhouse just a 1-minute drive away, with indoor & outdoor pools, hot tub, fitness room, and more. Sleeping up to 8, the home is perfect for families and groups seeking ski trips, lake days, hiking adventures, fall foliage, or a relaxing Vermont getaway year-round.

Superhost

A cozy living area features a grey sectional sofa and a wooden table. Natural light enters through windows adorned with simple frames. A subtle rug lies beneath the furniture, enhancing the room's warmth, while a doorway leads to a separate sleeping area.

Apartment in Wilmington

Modern river apartment near lake, hiking, golf #1

Cozy, comfortable, and robust 2 bedroom that can fit 7 people. TV with chromecast and wifi provided, super close to Mount Snow, perfect for skiing/snowboarding, summer family trips or just a getaway/short or long term stay! AC window unit in primary bedroom with queen bed! Parking for 2 cars included, clean, cozy, and very roomy, up to 7 guests. Newly renovated unit overall. You'll have a great time at Mount Snow, the cute and quaint town of Wilmington, all 4 seasons!

4.84 out of 5 average rating, 102 reviews

4.93 out of 5 average rating, 311 reviews

A gently sloping lawn leads up to the light-colored building, framed by lush gardens and vibrant greenery. A pair of purple Adirondack chairs sits invitingly on the grass, offering a serene spot to enjoy the surrounding landscape.

Apartment in Marlboro

Shakespeare’s Folly Side Farm and AirBnB.

Located on a gorgeous south-facing hillside in Marlboro, VT, Shakespeare's Folly Side Farm is a light, airy, quiet apartment with stunning views, beautiful gardens, and walking paths. We have friendly a dog, vegetable and flower gardens and a small orchard, with raspberries and blueberries. Free picking in the summer. A magical and inspiring place of rolling lawns and 40 mile views yet so close to the many rich cultural and recreational options in southeast Vermont.

4.94 out of 5 average rating, 109 reviews

Chalet in Dover

Chalet 1mi to Mount Snow with theater and hot tub

✔ Freshly Renovated & Furnished In 2025 ✔ 1 Mile To Mount Snow, On The MOOver Route ✔ 7-Person Hot Tub Under String Lights ✔ Fire Pit w/ Adirondack Chairs ✔ Theater Room w/ Real Theater Seats ✔ Game Room with Air Hockey, Shuffleboard, Arcades, Bar, and SMART TV ✔ Air Conditioning ✔ Fast Fiber Optic Wifi ✔ Dog-Friendly (w/ fee) ✔ All linens, towels, and basic soaps are provided. ✔ We also provide one Pack N' Play and one High Chair ✔ Full-Size Washer & Dryer

4.85 out of 5 average rating, 100 reviews

A dining area features a large wooden table surrounded by multiple chairs, positioned beneath a vaulted wooden ceiling. Large windows invite natural light and views of the forest, creating a bright space. A sliding glass door leads to an outdoor deck.

Chalet in Wilmington

Dog Friendly 4BR Chalet w/ Hottub, Fireplace, BBQ

Welcome to our home in Wilmington, Vermont! Our chalet is the perfect place for you to relax and recharge with your family and friends. This place is our perfect 4 season city getaway, and now we are ready to share it with you! You will find yourself minutes away from the town of Wilmington and West Dover, where you can find amazing local food and fabulous independently owned shops. I would be happy to guide you to some of my favorite places!

4.97 out of 5 average rating, 295 reviews

Chalet in Jamaica

Classic Vermont A-Frame | Fire Pit | Near Stratton

Escape to a classic Vermont A-Frame in Jamaica, Vermont on a private wooded 3-acre property along scenic Route 100. Near Stratton Mountain, Mount Snow, Jamaica State Park, and Pike Falls, this peaceful mountain retreat is perfect for hiking, swimming holes, fall foliage, scenic drives, and outdoor adventures. Enjoy mornings on the screened porch and evenings around the fire pit listening to the river across the street under the Vermont stars.

Popular amenities for Wilmington pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 137 reviews

A modern cabin is set amidst lush greenery, elevated on stilts for an unobstructed view. The exterior features a mix of wood and dark finishes, with large windows allowing natural light to fill the interior. A gravel path leads to the entrance.

Home in Jamaica

The Post Haus - One-of-A-Kind Modern VT Experience

4.9 out of 5 average rating, 130 reviews

An open-concept living area features a dining table set for six, with a gas fireplace framed by a white brick mantel. A television is positioned on a stand nearby, with comfortable seating arranged around the room. Natural light filters in through adjacent windows.

Home in Dover

Private Hot Tub, 2 Min to Mt Snow, Cozy Fireplace!

4.99 out of 5 average rating, 113 reviews

Home in West Dover

Spacious Private Mt Snow Retreat: Hot Tub & Pond

4.94 out of 5 average rating, 199 reviews

A charming red farmhouse is set against a backdrop of rolling hills and blue skies. The property includes a separate red building nearby, surrounded by lush green grass and a landscaped stone garden featuring colorful flowers and greenery.

Home in Colrain

Secluded Farmhouse Retreat - stunning views

4.93 out of 5 average rating, 113 reviews

A cozy living area features a brown sofa and a patterned rug, complemented by side tables and a lighted lamp. An accent chair adds to the seating, while a television is mounted on the wooden wall. Art pieces hang above the fireplace, enhancing the rustic charm.

Home in Dover

Forest Lane - Roomy Mt Snow Home with Hot Tub

4.96 out of 5 average rating, 140 reviews

A warm living space is highlighted by a stone fireplace, wooden walls, and large windows that frame the surrounding trees. The area features a cozy couch with a throw blanket, a rustic dining table, and multiple black dining chairs, creating an inviting atmosphere.

Home in Wardsboro

Hot Tub & Game Room - Ski Mt. Snow/Stratton

4.94 out of 5 average rating, 173 reviews

A charming wooden house is set amidst vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The well-maintained yard is bordered by natural stone features, providing a serene outdoor environment. A clear blue sky complements the warm hues of the home.

Home in Wardsboro

Sawmill Road - between Stratton and Mount Snow

4.88 out of 5 average rating, 155 reviews

A cozy living room features a brick fireplace as a central focal point, complemented by colorful seating arrangements on a warm-toned floor. A small table with a decorative tablecloth displays a notepad and pine cones. Natural light streams through large windows, creating a welcoming ambiance.

Home in Shaftsbury

Quaint One-Story Vermont House with Mountain View

Pet-friendly home rentals with a pool

A rustic log cabin features a porch with seating arrangements, including Adirondack chairs. The front yard is partially landscaped with small plants. Stacked firewood is visible next to the cabin, and the structure is surrounded by trees and greenery, providing a natural, secluded setting.

4.79 out of 5 average rating, 279 reviews

Log Cabin Near Stratton/Mt Snow

4.9 out of 5 average rating, 144 reviews

Home in Colrain

The 1770 House

A rustic log cabin is set amidst lush greenery, framed by tall trees. A covered porch extends along the front, providing space for seating. Natural stone steps lead up to the entrance, and a small fire pit is visible in the foreground, surrounded by stones.

4.92 out of 5 average rating, 223 reviews

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

A red barn-style house is nestled among autumn trees with vibrant yellow and orange leaves. It features white-framed windows and a covered storage area nearby. The setting conveys a serene environment, inviting guests to enjoy the natural beauty surrounding the property.

4.84 out of 5 average rating, 183 reviews

The Vermont Barn (Mount Snow)

A spacious log cabin home is showcased amidst a lush green landscape. The A-frame structure features large windows allowing natural light to enhance the interior. The wrap-around deck provides outdoor space for relaxation, while steps lead down to an area with garage access.

4.9 out of 5 average rating, 250 reviews

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

4.9 out of 5 average rating, 242 reviews

A pathway lined with lush greenery leads to a bungalow with a screened-in porch, featuring outdoor seating. The soft sunlight filters through the foliage, creating a serene entrance to the welcoming space.

Home in Williamstown

Hollywood Bungalow in the Berkshires #C0191633410

4.9 out of 5 average rating, 184 reviews

A spacious ski home is surrounded by snow-covered trees, featuring a modern design with a sloped metal roof. Large windows allow natural light to enter, while a gravel driveway leads to the entrance. This bustling wooded area provides a serene backdrop during winter.

Home in Peru

Beautiful Bromley/Manchester VT Retreat w/hot tub

4.89 out of 5 average rating, 135 reviews

Chalet in Winhall

4BR Ski Chalet | Hot Tub | Mins to Stratton, VT

Private, pet-friendly home rentals

5.0 out of 5 average rating, 22 reviews

*NEW* Modern VT Ski Cabin w/ Vinyl Listening Loft

4.93 out of 5 average rating, 57 reviews

A-Frame | Hot Tub| Dog Friendly | Near Mt. Snow

4.98 out of 5 average rating, 44 reviews

A newly constructed log cabin is set against a backdrop of lush green foliage and trees, rising majestically on a grassy hillside. The structure features a spacious deck that extends around the cabin, inviting views of the surrounding nature under a cloudy sky.

Cabin in Wilmington

Vermont Log Cabin- New Construction w/ EV charger!

4.99 out of 5 average rating, 79 reviews

Crooked Ear Cabin

A spacious living room features a large sectional sofa with decorative pillows, paired with a wooden coffee table. Natural light floods in through large windows, highlighting the hardwood floor. The adjoining dining area, visible in the background, includes a wooden table surrounded by several chairs.

4.97 out of 5 average rating, 72 reviews

Vermont Village Retreat Near Mount Snow

The exterior of a two-story blue house is shown, surrounded by lush greenery. A spacious wooden deck is visible, equipped with outdoor seating. The yard features a well-maintained lawn, bordered by trees that display autumn colors under a vibrant sky.

4.98 out of 5 average rating, 49 reviews

Downtown Wilmington Home

5.0 out of 5 average rating, 62 reviews

Home in Dover

Blackberry - Pet | Office | Tubs | E-Fire | Games