Pet-friendly holiday rentals in Stratton

4.86 out of 5 average rating, 174 reviews

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.

Cabin in Wardsboro

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, 240 reviews

The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.

Cabin in Londonderry

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

4.85 out of 5 average rating, 109 reviews

A two-story home is set against a bright blue sky, showcasing a snow-covered exterior. The front entrance features a staircase leading to a welcoming porch. Surrounding trees add a natural backdrop, while snow blankets the ground, highlighting the property's serene, wintry atmosphere.

Chalet in Jamaica

7min-Stratton Dogs OK Fire Pit EV Charger Arboreal

7min drive to pickleball, tennis, pool, golf, mountain biking and skiing @Stratton Resort. Soak up 13 acres of arboreal views from your private chalet. Light-filled w/ southern exposure. Deck and fire pit for stargazing, mid-century modern furnishings, new appliances, and 300Mbps Wi-Fi and a Mini Split AC/Heat. Convenient to ski areas, restaurants, shops, and swimming holes, yet secluded and quiet. Walk to Pikes Falls 29min to Bromley and Mt Snow AWD required for spring/winter. Pet fee $187.

5 out of 5 average rating, 184 reviews

The log cabin is illuminated against the night sky, showcasing its rustic charm. Snow accumulates around the entrance and pathway, while warm light spills from the windows, creating a cozy atmosphere. The sloped roof features wooden beams, enhancing the cabin's unique design.

Cabin in Stratton

Log Cabin, King Beds & 7 Min from Stratton Mtn

Kick back and relax in this calm, stylish, newly built log cabin which was finished in early 2022. Fully equipped with stainless steel appliances, soapstone counters, central a/c, all new furniture, mattresses and bedding. First floor master bedroom leads into a large, covered, screened in porch, which is perfect for your early morning coffee or evening cocktails. Starlink high speed Wi-Fi and a smart tv in the living room and bedroom. 7 Minutes from Stratton Mtn, 15 from Mt Snow. Nearby lakes!

4.88 out of 5 average rating, 154 reviews

A charming treehouse is nestled in a snowy landscape, elevated on stilts with a wraparound deck. Soft white lights illuminate the exterior, while snow gently falls around it. A wooden staircase leads up to the entrance, highlighting the inviting ambiance.

Treehouse in Londonderry

Riverbed Treehouse @hot tub & a new sauna & views!

The beautiful & brand new Riverbed Treehouse with private sauna and a stunning new hot tub! Views all day long and wildly awesome sunsets!! Stratton mountain is right at your toes with a babbling brook turned raging river in the Spring! Beautiful woods & trails to explore. Stunning ridge line off the ski trails of Magic Mnt!! Close to town for quick shopping & coffee shops! Xcountry ski or snowshoe or walk our groomed trails!! FAST WiFi, nature lovers & a birdwatchers paradise!! @bentapplefarm

4.89 out of 5 average rating, 107 reviews

A rustic cabin built on stilts is surrounded by snow-covered ground and tall trees. The structure features a pitched roof and a spacious deck. Sunlight filters through the branches, casting shadows on the snow, highlighting the natural beauty of the winter landscape.

Cabin in Winhall

Chic Cabin with Fireplace at Stratton Mountain

Originally built as a corn crib in the 1800s, this 2 bedroom, two bath cabin has been lovingly maintained and features many original details from wide pine floors to a brick fireplace. This beautiful post and beam cabin is nestled in the Green Mountains of Central Vermont with convenient access to some of the best skiing, hiking, & sightseeing: 10 min to Stratton Mountain and Bromley, 15 min to Manchester, 20 min to Magic Mountain, 30 min to Mount Snow, 40 min to Okemo, and 1 hour to Killington

4.96 out of 5 average rating, 128 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

Nestled in the heart of Southern Vermont, our cozy and inviting home sits 10 min from Mt Snow and 15 min from Stratton, making it the ideal base for your adventure. Whether you're hitting the slopes, exploring hiking trails, or simply unwinding, you'll find everything you need for a memorable stay. Soak under the stars in our 7-person hot tub or cozy up inside for a night of relaxation. Discover the charm of Vermont and visit local breweries, farm-to-table restaurants, farms, and quaint towns.

4.94 out of 5 average rating, 1,334 reviews

The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.

Tiny home in Jamaica

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. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

4.85 out of 5 average rating, 603 reviews

A cozy cabin is nestled in a snow-covered landscape, featuring a blue hammock hanging from the porch. Snowflakes gently fall around a dog wearing a blue coat, playing in the deep snow in front of the entrance. Wooden stools are positioned near the entrance.

Cottage in Jamaica

Cottage-7 min to Ski Stratton-Woodstove-View-DogOK

Authentic post & beam cottage surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Nearby swimming hole at brook on property. Fire pit, propane BBQ, picnic table, spectacular Stratton Mountain view. Front porch & back porch with hammock, table & chairs. VCR/DVD & videos, boardgames & puzzles, kids toys, turntable & records, Satellite Internet & WiFi 20-100 mbps, TV & Roku. Gas heat, wood stove. Dog friendly.

4.96 out of 5 average rating, 374 reviews

Cabin in Winhall

Dog Friendly A-Frame Retreat near Hiking, Skiing

Escape to The Vermont A-Frame, our dog-friendly retreat on the edge of Green Mountain National Forest! This cozy 2-bedroom cabin comfortably sleeps 4 and features a stone fireplace, fast WiFi for remote work, and a fire pit. Perfect for a nature retreat, whether you're here to ski, hike, or simply relax, it's your ideal home base for exploring Southern Vermont. Find us on social media! @thevermontaframe

4.94 out of 5 average rating, 214 reviews

Cabin in Stratton

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

- Secluded forest cabin with a babbling brook for a peaceful escape - Relax in the private hot tub under the stars or cozy up by the fire pit - High-speed WiFi, dedicated workspaces, and a kid-friendly play area - Just 9 min to Stratton Mountain Resort and 14 min to Mount Snow - Book now and enjoy a tranquil retreat with all the comforts of home

4.97 out of 5 average rating, 139 reviews

Chalet in Winhall

Stratton Chalet | Barrel Sauna, Hot Tub & Views

Escape to Stratton Chalet, 5 mins from a pristine swimming pond, featuring a new hot tub and barrel sauna with incredible Stratton mountain views. Recently renovated, Stratton Chalet features a large stone fireplace, outdoor, modern fire-pit area, two outdoor decks, contemporary outdoor furniture, Bose soundbar, and a well-equipped kitchen.

Popular amenities for Stratton pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 200 reviews

A bright dining area features a large table surrounded by four chairs. Natural light filters through multiple windows, highlighting the warm wood floor. Potted plants are positioned near the windows, and wall art adds a touch of color to the neutral space.

Home in North Adams

A paradise in the woods, minutes from MASS MoCA

5 out of 5 average rating, 110 reviews

A white farmhouse with a spacious front porch features rocking chairs and a welcoming front yard. A friendly dog is seen sitting on the green grass, surrounded by autumn foliage. The structure's windows and a gabled roof enhance its charming exterior.

Home in Bennington

The Vermont Farmhouse|Hiking+Dog Trails+Village

4.99 out of 5 average rating, 151 reviews

An interior view showcases a modern staircase with wooden steps and a metal railing, leading to a second floor. Natural light floods the space through large glass windows, illuminating the wooden walls and a stone fireplace. A green plant adds a touch of nature.

Home in Londonderry

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

4.97 out of 5 average rating, 275 reviews

A charming two-story cabin features natural wood siding and a welcoming front porch. Lush green landscaping surrounds the home, and tall trees provide shade. A stone pathway leads from the driveway to the entrance, enhancing the connection to the serene outdoor environment.

Home in Sunderland

MOUNTAIN NEST, views, Manchester, hot tub,

4.95 out of 5 average rating, 169 reviews

A charming white farmhouse is surrounded by lush green trees, showcasing a covered front porch with rocking chairs. An American flag gently waves, complementing the inviting exterior. Sunlight casts a soft glow on the natural landscape, creating a serene and peaceful setting.

Home in Grafton

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

4.95 out of 5 average rating, 132 reviews

A serene scene features a spacious house nestled beside a tranquil pond. Vibrant autumn foliage enhances the landscape, with a mix of orange, yellow, and green trees lining the property. The grassy area invites exploration, while reflections on the water add to the peaceful ambiance.

Home in Grafton

The Grafton Chateau

4.9 out of 5 average rating, 118 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!

4.94 out of 5 average rating, 136 reviews

A spacious living room features a vaulted ceiling and an arched window that allows natural light to flood the space. Comfortable seating arrangements include two red sofas and a patterned area rug. Shelving units display decorative items, while a media system is positioned above the fireplace.

Home in West Brattleboro

Modern Spacious Home with Mountain Views

Pet-friendly home rentals with a pool

4.95 out of 5 average rating, 109 reviews

A gravel driveway leads toward a charming wooden house surrounded by trees in autumn foliage. Greenery and colorful leaves create a welcoming entrance as the home is partially visible in the background.

Chalet in Wilmington

Rustic Sunny Vermont Home near Mount Snow

4.91 out of 5 average rating, 973 reviews

The exterior of the chalet is shown in twilight, with soft light emanating from a window. The rustic wooden structure features a sloped roof and is surrounded by snow-covered ground and trees in the background.

Guest house in Granville

Moon Valley Country Retreat no clean fee pets yes

4.92 out of 5 average rating, 214 reviews

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.

Cabin in Wardsboro

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

4.98 out of 5 average rating, 168 reviews

A red wooden cabin nestled among trees, showcasing a welcoming front porch. Air conditioning units are situated to the side. Natural light filters through the foliage, creating a serene and shaded outdoor atmosphere.

Barn in Newfane

Beautiful rustic woods and fields retreat.

4.99 out of 5 average rating, 275 reviews

Exposed wooden beams frame the room, complemented by warm brick walls. A cozy fireplace sits centered against the wall, with decorative art above it. A comfortable chair and lamp are positioned nearby, while a television and small dresser provide functional elements in the living space.

Cottage in Newfane

Cozy Vermont Antique Sugar House with Fireplace

4.88 out of 5 average rating, 234 reviews

A cozy interior space features a sleeping area with a rust-colored bedspread and wooden walls. A plush chair and a futon occupy the room, complemented by a soft rug underfoot. Soft lighting hangs from the ceiling, creating a warm ambiance.

Tiny home in Brattleboro

“Sugar Maple” Rustic 4x4 Cabin Getaway, Fireplace

5 out of 5 average rating, 123 reviews

A charming red chalet is nestled among snow-covered trees, complemented by a clear winter sky. Icicles hang from the roof, and a wooden deck is partially visible, showcasing the inviting entrance adorned with festive decor.

Chalet in Wilmington

Mt Snow Chalet: Peaceful Escape w/Hot Tub

4.9 out of 5 average rating, 230 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

Private, pet-friendly home rentals

4.88 out of 5 average rating, 40 reviews

A charming log cabin is nestled among snow-covered trees, showcasing its wooden exterior and peaked roof. Icicles hang from the eaves, and a small shed is visible nearby. Fresh snow blankets the surrounding landscape, creating a serene winter scene.

Cabin in Stamford

La Cabañita - The Little Cabin

4.96 out of 5 average rating, 27 reviews

A cozy log cabin with a metal roof is nestled among trees, showcasing warm lights emanating from the windows at dusk. Snow blankets the ground, while a walkway leads to the inviting front porch, which features wooden railings and a relaxed ambiance.

Cabin in Wardsboro

Lucky Log Cabin- Hottub fireplace 12min to Mt Snow

5 out of 5 average rating, 18 reviews

Cottage in Wardsboro

Mount Snow & Stratton Riverfront Cozy Ski Cottage

4.88 out of 5 average rating, 26 reviews

The cabin features a wooden exterior with a covered front porch. A stone fireplace is visible, adding to the rustic charm. Surrounding trees display vibrant autumn foliage, enhancing the natural setting. A gravel driveway leads to the entrance, providing accessibility.

Cabin in Stratton

The Stratton Cabin | Close to Stratton & Mt Snow!

4.96 out of 5 average rating, 84 reviews

A spacious living room features high wood-paneled ceilings and large windows allowing natural light. Comfortable seating is arranged around a wooden coffee table on a soft area rug, with a stone fireplace as a focal point. A potted plant adds a touch of greenery.

Cabin in Winhall

Stylish Getaway w/ Hot Tub & Firepit Near Stratton

4.99 out of 5 average rating, 98 reviews

The chalet is set against a backdrop of trees, showcasing a combination of natural stone and wood siding. Multiple outdoor seating areas are visible, featuring colorful chairs with a fire pit nearby. Dim evening light gently illuminates the home, highlighting the windows and inviting ambiance.

Chalet in Jamaica

Designer Chalet w/ Mountain Views close to it all

4.88 out of 5 average rating, 8 reviews

Cabin in Jamaica

Artsy & Cozy Cabin - Renovated - River & VT skiing