Pet-friendly holiday rentals in Stratton

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, 178 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, 252 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

5 out of 5 average rating, 195 reviews

Cabin in Stratton

Log Cabin King Beds AC Near Hike Bike Swim Golf!

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!

4.89 out of 5 average rating, 331 reviews

A contemporary A-frame house is set against a backdrop of lush greenery. Large windows dominate the facade, reflecting the evening sky. The outdoor seating area is visible, offering a welcoming space for relaxation amidst nature.

Cabin in Jamaica

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.

Superhost

The charming treehouse is perched on stilts among lush greenery, with warm lights outlining the spacious deck. Large windows provide a view of the surrounding landscape, and a welcoming entrance is visible. The natural setting enhances the cabin's rustic appeal.

Treehouse in Londonderry

4.88 out of 5 average rating, 158 reviews

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

4.88 out of 5 average rating, 110 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

4.95 out of 5 average rating, 103 reviews

The A-Frame cabin is set amidst a lush forest, featuring a prominent triangular structure with a textured wood exterior. A spacious deck is adorned with red railings, and firewood is neatly stacked beside the entrance. Soft light filters through the trees, enhancing the serene atmosphere.

Cabin in Jamaica

The Woodland A-Frame

Welcome to The Woodland A-Frame! Built in 1965, our cozy cabin is located 20 mins from Stratton Mountain & Mt. Snow, and 30 mins from Bromley, & Magic Mountain! Vermont is a four-season state, allowing guests to enjoy the cabin anytime of year. Whether it's for fall foliage, winter activities, spring festivals, or a summer at the lake, we are happy to host you anytime during the year to experience your ideal Vermont getaway! Dogs welcome with a $100 pet fee per pet (two dog max). No cats

4.99 out of 5 average rating, 104 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

A perfect little getaway. This stylish 3 bedroom/2 bath chalet is surrounded by endless outdoor activities. Swimming, hiking, biking, visiting the local waterfalls, golf courses, or rent an ATV from local outfit. This beautiful home is perfect for 6-8 people. Situated on 2.5 acres, this private setting with mountain views, has everything you need to feel at home. Multiple restaurants, cafes, markets for food, beer & wine less than a 5 min drive as well to sporting stores for supplies.

4.94 out of 5 average rating, 1,354 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

The cabin is illuminated in warm light, set against a twilight backdrop. Its large front deck features comfortable seating and a fire pit on the ground level, creating an inviting space for gatherings in a serene outdoor environment.

4.95 out of 5 average rating, 155 reviews

Cabin w/Hot tub, Sauna near Mt.Snow & Stratton.

Rustic cabin situated on a quiet cul-de-sac between Mt. Snow & Stratton Mtns. Features 2 beautiful wood burning fireplaces, sauna, outdoor hot tub & fire pit and Generac stand by generator. Modern kitchen on main floor w/4 bedrooms and 2 full bathrooms . Huge open concept layout perfect for entertaining. Natural light beams in onto the loft and master bedroom just upstairs from the main floor. Basement offers a pull out couch w/ easy access from driveway. Coffee /Firewood included.

5 out of 5 average rating, 100 reviews

A cozy living area features wooden paneling and a warm brown sofa, complemented by a natural wood coffee table on a cowhide rug. A vibrant wall displays green foliage and the phrase 'Green Mountain State.' Four bar stools are positioned nearby, offering additional seating.

Chalet in Wardsboro

Brook Haven Retreat - Minutes to Mt Snow&Stratton

Welcome to Brook Haven Retreat! We are situated directly on Wardsboro Brook, just minutes away from the best skiing and riding, hiking, biking, fishing and relaxation in Southern Vermont.The property features a private fenced yard and deck to take in all the beauty alongside the brook. The home is fully updated with modern conveniences including three sleeping areas, living room, and a fully stocked kitchen. We love and allow well-behaved furry friends in our home!

4.85 out of 5 average rating, 621 reviews

A charming cottage entrance is depicted with natural wood siding and a small porch area. Soft lighting enhances the ambiance. A friendly dog sits on the gravel path, surrounded by lush greenery, indicating a tranquil forest setting.

Cottage in Jamaica

Cottage-Swim-View-Firepit-7min to Stratton-Dog OK

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.

Popular amenities for Stratton pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.99 out of 5 average rating, 364 reviews

A charming wooden house stands surrounded by lush greenery, featuring multiple levels and large windows. A red umbrella provides shade over the deck, which is accessible via a series of stairs leading from the backyard. Sunlight filters through the trees, casting a serene atmosphere.

Home in Dummerston

Pinecone Pond 30 min ski Mt Snow, 45 to Stratton

4.94 out of 5 average rating, 107 reviews

An aerial view showcases the expansive outdoor deck of the Shred Shack, featuring a hot tub and a large dining table for outdoor meals. Sun loungers are positioned nearby, and the building's blue exterior offers a vibrant contrast with the surrounding greenery.

Home in Winhall

Shred Shack: A/C | Hot Tub | Sauna | EV charger

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

4.96 out of 5 average rating, 134 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

4.97 out of 5 average rating, 279 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, 254 reviews

A wide view of colorful autumn foliage is captured, showcasing a variety of trees with hues of red, orange, and yellow. A clear blue sky sets a backdrop against the distant mountains, creating a serene landscape.

Home in Danby

Comfortable farmhouse with stunning views

4.9 out of 5 average rating, 122 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, 171 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

Pet-friendly home rentals with a pool

4.98 out of 5 average rating, 208 reviews

The classic two-story farmhouse features white siding with black shutters. A green door welcomes visitors, while lush greenery and blooming lilac bushes create a natural frame. The surrounding lawn is expansive, emphasizing the peaceful rural setting.

Home in Salem

Magical Farm Getaway - a must visit!

4.89 out of 5 average rating, 138 reviews

Home in Colrain

The 1770 House

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

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, 218 reviews

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

4.98 out of 5 average rating, 169 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, 283 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, 239 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, 125 reviews

Chalet in Wilmington

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Private, pet-friendly home rentals

5 out of 5 average rating, 216 reviews

The cabin features a wooden exterior surrounded by lush greenery, with large windows allowing natural light to enter. A wooden deck extends from the side, leading to a cozy outdoor area and an adjacent structure, contributing to the rustic charm of the setting.

Tiny home in Dover

Rustic Cabin in foothills of Green Mountains

4.99 out of 5 average rating, 154 reviews

A charming log cabin is surrounded by vibrant autumn foliage, showcasing a dark wooden exterior and a sloped green roof. The mountains in the background provide a scenic view, enhancing the peacefulness of the property, which is set on a gravel driveway.

Cabin in Sunderland

The Birchwood Cabin - Stunning Mountain Views

4.86 out of 5 average rating, 111 reviews

An aerial view captures a private chalet nestled within 13 acres of lush forest, surrounded by vibrant green trees. A winding pathway leads to the home, which features a deck that complements the tranquil natural setting.

Chalet in Jamaica

7min-Stratton Dogs OK Fire Pit EV Charger Arboreal

4.84 out of 5 average rating, 190 reviews

A cozy living area is highlighted by striking geometric windows that allow natural light to enter. Dark wood accents complement the light-colored wooden floor. A comfortable sectional sofa and wooden coffee table create an inviting space for relaxation.

Chalet in Jamaica

Artists Chalet minutes from Stratton Ski Resort

4.97 out of 5 average rating, 115 reviews

The rustic barn structure features a combination of dark wood siding and a gabled roof, highlighted by a central chimney. Large wooden doors and multiple small windows create an inviting appearance, while the surrounding natural landscape includes lush trees and open fields.

Barn in Jamaica

The Rafters Lodge

4.96 out of 5 average rating, 385 reviews

Cabin in Winhall

Dog Friendly A-Frame Retreat near Hiking, Dining

A warm campfire flickers in the foreground, surrounded by a circle of stones. The A-frame cabin is illuminated in the background, showcasing large windows that reflect the soft light of dusk. Tall trees frame the scene, enhancing the serene forest setting.

4.89 out of 5 average rating, 189 reviews

Mod Cabin in woods Hot Tub near Stratton & MtSnow