Vacation 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, 184 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, 255 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

4.99 out of 5 average rating, 101 reviews

Cozy Log Cabin Between Mount Snow and Stratton

Charming 3 Bedroom Log Home Located in the Green Mountain National Forest 7 Min. From Mount Snow and 15 Min. from Stratton Mountain. This home offers a large living room and dining room with cathedral ceilings and a wood burning stove nestled into a stone fireplace. Hardwood floors, log walls an ceilings provide the perfect backdrop to this cozy Vermont home. Step onto the back deck and hear the tranquil sounds of the babbling brook or sit on the front porch just enjoying the fresh Vermont air.

5 out of 5 average rating, 197 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!

4.99 out of 5 average rating, 387 reviews

Tiny home in Wilmington

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

4.94 out of 5 average rating, 1,366 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

4.99 out of 5 average rating, 312 reviews

The cabin's exterior showcases a warm wooden facade with large, strategically placed windows. A spacious screened porch extends from the building, inviting natural light and outdoor enjoyment. A stone pathway leads to the entrance, surrounded by landscaped gravel and native vegetation.

Cabin in Jamaica

Cozy Cabin at Frog Pond Farm

Cozy 500sq ft passive solar cabin on our small farm, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/gardens or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

4.96 out of 5 average rating, 101 reviews

Tiny home in Ludlow

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

4.85 out of 5 average rating, 626 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.

4.98 out of 5 average rating, 289 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.

4.96 out of 5 average rating, 175 reviews

A cozy living area features a pair of brown sofas with decorative cushions. A wooden coffee table is centered in front of the seating. Artwork is displayed on the light green walls, and a lamp provides soft illumination, complementing the natural light from the window.

Condo in Stratton

Cozy condo within walking distance to the slopes.

Cozy condo within walking distance of the slopes and restaurants and shops at Stratton Mountain Village. After a day on the slopes relax in the hot tub or take a dip in the heated pool or maybe enjoy some time in the sauna. Then enjoy sitting in front of the gas fireplace and maybe watch a movie. TV is a smart TV, basic cable is included - personal password needed for Netflix, Hulu, etc.

4.98 out of 5 average rating, 429 reviews

A spacious living area features large floor-to-ceiling windows offering a view of the green outdoor space. A plush sofa, accented with colorful cushions, sits in front of a wooden coffee table. A modern dining area is visible in the background, illuminated by soft lighting.

Home in Winhall

Stunning mid-century house on 2.5 private acres

Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.

Popular amenities for Stratton vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

What Airbnb hosts recommend seeing in Stratton

Find unforgettable activities and unique points of interest near you. Our hosts share their favorite things to do and must-visit places to see in Stratton.

Stratton Mountain

Year-round destination for skiing, hiking, mountain biking, and vibrant village activities

Summarized by AI

At Stratton Mountain you can ski or ride 670 acres with 99 trails, glades, terrain parks, and fast lifts including a summit gondola, at the mountain where modern snowboarding first took off. In summer, play the 27-hole championship golf course, ride the downhill mountain bike park, or take the gondola for 360° views and a hike to the historic fire tower. At the base, Stratton Village offers shops, a market and deli, and plenty of après spots like Mulligan’s and Fire Tower.

Mentioned by 430 local hosts

Mount Snow

Year-round resort offering skiing, mountain biking, hiking, scenic chairlift rides, and seasonal festivals

Summarized by AI

At Mount Snow you can ski and ride four distinct faces with terrain for every level, from beginner hills to expert North Face steeps and the Carinthia freeskiing and terrain-park area that has hosted major competitions. In winter, add snow tubing, snowmobile tours, ski school, terrain parks, spa time, and lively après with on-mountain dining. In warmer months, switch to the Bike Park, golf, hiking, downhill tubing, and scenic gondola or chairlift rides. Year-round, expect frequent concerts, trivia nights, block parties, and live music on decks and patios with mountain views.

Mentioned by 355 local hosts

Bromley Mountain

Family-friendly ski resort with diverse terrain, summer adventure park, and scenic views

Summarized by AI

At Bromley Mountain you can ski or ride 47 downhill trails with terrain for beginners through experts, all funneled to a central base that’s easy to navigate with kids. Families can use the ski school and daycare from age 3, enjoy the laid-back vibe, sunny south-facing slopes, and several on-mountain food options. In summer, the Mountain Adventure Park offers the triple-track Alpine Slide, Sun Mountain Flyer zipline, treetop and aerial courses, waterslides, climbing wall, trampolines, mini golf, and lift-served disc golf. It’s a year-round spot to ski, learn, and play together on a smaller, less crowded mountain.

Mentioned by 325 local hosts

Magic Mountain Ski Resort

Independent ski resort with challenging terrain, glade trails, and year-round activities

Summarized by AI

At Magic Mountain Ski Resort you get steep, old-school Vermont terrain with real black diamonds, extensive off-piste glades, and naturally narrow, twisting 1960s-style trails for all ability levels. Ride the updated lifts, lap tree runs, try the tubing park, and wind down at Black Line Tavern or the mountain pub for live music, food, and a fun bar scene. In winter it’s all about powder days, smiling faces, and a laid-back, passionate ski community. In summer, come back for hiking to the summit, disc golf, mountain biking, and a solid music lineup, plus special events like Fourth of July fireworks.

Mentioned by 235 local hosts

Hildene, The Lincoln Family Home

Historic estate featuring a Georgian Revival mansion, formal gardens, a Pullman railcar, and a goat dairy farm

Summarized by AI

At Hildene you can tour Robert Todd Lincoln’s 24-room Georgian Revival mansion, see many Lincoln family artifacts, and look out over the formal gardens from the second floor. Explore the restored 1903 Pullman railcar and its exhibit on Pullman Porters and the rise of the Black middle class, then stop by Lincoln Hall and the Welcome Center and Museum Store. Outside, visit the solar-powered goat dairy and cheesemaking facility, walk or ski miles of trails, and explore the teaching greenhouse, wetland boardwalk, and farm animals.

Mentioned by 251 local hosts

Bromley Mountain Ski Resort

Family-friendly ski resort with winter slopes, summer adventure parks, and scenic views

Summarized by AI

At Bromley Mountain Ski Resort, you can ski and ride a classic, down-to-earth, family-friendly mountain where all trails lead to the base lodge and south-facing slopes stay sunnier and warmer on cold days, making it a great option for beginners, intermediates, and kids. In summer and fall, the mountain turns into a full adventure hub: the Mountain Adventure Park and FUN/Thrill Zones offer a triple-track alpine slide, waterslide, devil carts, trampolines, bumper boats, miniature golf, giant swing, climbing wall, and space bikes. You can tackle the Aerial Adventure Park with treetop ropes, bridges, and ziplines, or ride the Sun Mountain Flyer zipline at speeds up to 50 mph. There’s also an 18-hole Woods & Meadows Disc Golf course, mountain biking, and hiking on the Appalachian and Long Trails or up the face via Route 11. After your visit, you can stop nearby at Bromley Market for specialty sandwiches and local Vermont beer.

Mentioned by 229 local hosts

House rentals in Stratton

4.99 out of 5 average rating, 109 reviews

The living area features a spacious sofa and armchair, framed by large windows that provide ample natural light. Exposed wooden beams run along the ceiling. A decorative rug adds color to the hardwood floor, and a mantelpiece serves as a focal point in the room.

Home in Tinmouth

Charming Vermont Schoolhouse

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

4.94 out of 5 average rating, 188 reviews

The image captures a view from a wooden deck illuminated by string lights. A cozy seating area features an Adirondack chair and a gas fire pit, with the West River flowing nearby, reflecting the soft light of dusk.

Home in Jamaica

Cozy Riverfront Home in beautiful Jamaica

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

4.94 out of 5 average rating, 145 reviews

A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.

Home in Guilford

Vermont Mirror House

4.95 out of 5 average rating, 369 reviews

The exterior of the house is framed by lush greenery and trees. A gentle path leads to the front entrance, which is sheltered by a small porch. The metal roof and pastel siding complement the natural surroundings, creating a cozy and inviting facade.

Home in Putney

Cozy Train Depot in Putney Vermont

Condo rentals in Stratton

4.96 out of 5 average rating, 151 reviews

The living area features high wooden beam ceilings and exposed brick walls, creating a rustic ambiance. A cozy wood burning fireplace is situated beneath the wall-mounted television. Comfortable seating includes a checkered sofa and a leather chair, all complemented by a central area rug.

Condo in Ludlow

Cozy Ski Condo In Historic Mill - on shuttle route

A spacious living area features two patterned sofas and a wooden coffee table, complemented by a textured area rug. A dining table is positioned nearby, with a large window allowing natural light to illuminate the room. Subtle artwork decorates the walls.

4.9 out of 5 average rating, 125 reviews

Mountain Getaway @ Seasons on Mt Snow (Ski-In/Out)

A spacious living area features a large sectional sofa adorned with cozy throw pillows, complemented by a textured area rug. Natural light pours in through expansive windows, enhancing the inviting atmosphere. A side table and a plush armchair add to the comfortable seating options.

4.99 out of 5 average rating, 136 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

4.9 out of 5 average rating, 105 reviews

A spacious living area is highlighted by large windows that provide a panoramic view of the surrounding hills. The room features a comfortable sofa, a wooden coffee table, and a dining set. A fireplace and a fully equipped kitchen are situated in the background.

Condo in Stratton

~10% OFF~Walk To Mountain~Amenities

A spacious living area is introduced, featuring a stone fireplace and a large sectional sofa arranged around a coffee table. A dining table and chairs are positioned nearby, with natural light filtering through large windows adorned with curtains.

4.95 out of 5 average rating, 104 reviews

Great Amenities-Season Condo gym-sport center-pool

4.95 out of 5 average rating, 191 reviews

A cozy living room features warm wooden paneling and a plush sofa facing a mounted flat-screen television. A circular coffee table sits in the center, complemented by a floor lamp and a side chair. A fireplace adds a comforting touch, creating a welcoming space.

Condo in Ludlow

Lovely 1-Bedroom condo with indoor fireplace!

A comfortable living area showcases a gas fireplace beneath a large television mounted on the wall. A dark sofa sits beside a small coffee table, and light flows in through a glass door, which is accented by sheer curtains. Decorative elements enhance the space.

4.86 out of 5 average rating, 145 reviews

Walk to Mt. Snow-Spa-Summer Pool

The exterior showcases a two-story condo surrounded by greenery. A pathway lined with gravel leads to the entrance. Flowering plants and shrubs are visible along the pathway, and a lamp post adds a lighted accent. The condo features a mix of dark and muted colors with a welcoming porch.

4.94 out of 5 average rating, 159 reviews

3 Story Condo - 5 Minutes to Mount Snow!

Cabin rentals in Stratton

4.99 out of 5 average rating, 315 reviews

The exterior of a renovated log cabin is presented, featuring a red metal roof and a charming porch with steps leading up. The cabin is surrounded by lush greenery, with rolling hills visible in the background under a clear blue sky.

Cabin in Newfane

Log Cabin: Amazing Views, River Frontage, Hot Tub

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, 272 reviews

Log Cabin Near Stratton/Mt Snow

4.91 out of 5 average rating, 209 reviews

Four blue Adirondack chairs are gathered around a campfire, with orange flames and logs visible in the foreground. In the background, a rustic home is partially hidden by trees, with a deck adorned with string lights invitingly illuminated.

Cabin in Jamaica

Romantic Wooded Vermont Cabin

4.94 out of 5 average rating, 280 reviews

The cabin’s exterior is surrounded by trees, featuring a sloped roof and large glass doors that invite natural light. A spacious deck is furnished with multiple red tables and chairs, ideal for outdoor dining. A grill is positioned nearby, with a gravel pathway leading to the surroundings.

Cabin in Petersburgh

Cozy Retreat in the Trees

4.96 out of 5 average rating, 388 reviews

Cabin in Winhall

Dog Friendly A-Frame Retreat near Hiking, Dining

A cozy cabin is set among vibrant trees in various autumn hues. The outdoor area features a gravel circle with four colorful Adirondack chairs, providing a welcoming spot for relaxation. Stairs lead up to a wooden deck that overlooks the surrounding natural landscape.

4.95 out of 5 average rating, 110 reviews

Vermont Cabin | Hot Tub | Wood Fireplace | Mt Snow

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.