Vacation rentals in Stratton

4.94 out of 5 average rating, 346 reviews

The rustic cabin features a red exterior with a metal roof, framed by lush greenery. Flower pots with colorful blooms adorn the porch, which includes a small table and chairs. Large windows allow natural light to illuminate the interior.

Cabin in Londonderry

Stone Fence Cabin

Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery & hiking right outside your front door. The Cabin has an open floor plan with a full bath, galley kitchen & dining/living area with pullout futon couch that converts into a 2nd bed. The sleeping loft is accessible by ladder. Our place is a great fit for couples and solo adventurers looking to get away from it all!

Superhost

Two wooden Adirondack chairs are positioned facing a circular stone fire pit, where flames are seen glowing amidst glowing embers. Two glasses filled with a light beverage rest on the ground nearby. A stack of firewood is arranged in the background, surrounded by greenery.

Cabin in Wardsboro

4.88 out of 5 average rating, 133 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.

5 out of 5 average rating, 149 reviews

A newly built log cabin displays charming wooden siding and a stylish metal roof, surrounded by lush greenery. A small porch with steps leads to the entrance, while a gravel area provides access to the cabin. The sky above is clear with a few clouds.

Cabin in Stratton

Log Cabin, King Beds & AC Near Hike/Swim/Golf/Bike

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!

An outdoor patio area is surrounded by landscaped gardens, featuring several tables and chairs arranged under shaded umbrellas. Potted flowers in white containers add vibrant colors, while a clear pool is visible in the background, creating a serene atmosphere for relaxation.

4.97 out of 5 average rating, 164 reviews

Premier Stratton Village Location - Pool & Hot Tub

-- Walk across the street to Stratton Ski Lifts -- Conveniently located near the Stratton Village, this condo places you at the center of all the mountain activities - skiing, mountain biking, events, weddings, shopping & dining. This updated studio includes gas fireplace, AC, stainless appliances, and nice décor. Long Trail House condos boasts underground heated parking, year-round outdoor pool with patio and grill, multiple hot tubs, and sauna. Come visit and relax in the Vermont mountains.

5 out of 5 average rating, 242 reviews

A spacious screened-in porch features several chairs arranged for relaxation. The wooden flooring complements the vertical wood panels of the wall. A door leads into the cabin, while a view of the yard and a distant structure can be seen through the screen.

Cabin in Jamaica

New Cabin in Jamaica

Recently constructed 500sq ft passive solar cabin, 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/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

4.95 out of 5 average rating, 156 reviews

A vibrant garden blooms with various flowers, including orange daylilies, purple asters, and white daisies. Yellow coneflowers add contrast, while lush green grass stretches into the background. The image captures the natural beauty of the Vermont countryside under a clear sky.

Guesthouse in Jamaica

The Chick Inn

This is a two-story, renovated barn adjacent to the chicken coop in rural Vermont with views of the forests. It has brand new floors, a new kitchenette, and fresh look. (Some renovation is still taking place.) The chicken coop is just next door but the birds are free-range and range they will. Enjoy a private, hot shower in the garden, just outside. This listing is only suitable for people comfortable with dogs, cats, and chickens which will undoubtedly greet you outside during your stay.

4.99 out of 5 average rating, 183 reviews

A fire pit surrounded by large, smooth rocks is centered in the image. Two wooden Adirondack chairs are positioned nearby, offering a place to relax. Lush green ferns frame the scene, creating a natural setting for warmth and gathering.

Tiny home in Dover

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.

4.99 out of 5 average rating, 255 reviews

A wooden door with a rustic finish is positioned at the top of a carpeted staircase. The door features a handle and a small window, allowing light to filter through. Soft lighting illuminates the stairway, leading to a welcoming entrance.

Apartment in Manchester

Private two-bedroom suite within a two-story house

This is a private suite located on the second floor of a house. Separate entrance. The owners live downstairs. Great location with mountain views. Please note: 1) Our kitchen is fully equipped, but it has a hot plate instead of the traditional stove. 2) Instead of a full-size living room there is a small sitting area with a TV in the same area where the kitchen is located. 3) Guests don't have access to the backyard/patio, but you can enjoy the outside seating set in front of the house.

4.94 out of 5 average rating, 1,267 reviews

An outdoor yoga session is taking place on a wooden deck, surrounded by trees and a picturesque view of distant mountains. Numerous participants are seated on yoga mats of various colors, with some individuals facing the instructor in the center. Bright sunlight casts a warm light over the scene.

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

4.9 out of 5 average rating, 392 reviews

A fire pit is surrounded by stones, with flames flickering in front of a rustic cabin nestled among trees. A car is parked nearby, and a picnic table is positioned in the yard, creating a cozy outdoor gathering space.

Cabin in Jamaica

Cabin 7min to Ski Stratton-Wood Stove,Views,DogsOK

Authentic post & beam cabin surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Swimming hole at babbling brook on property, fire pit, hammock on porch, propane BBQ, picnic table, forest views. TV with VCR & videos, turntable & records, games, Satellite Internet & WiFi 20-100 mbps. Staircase to loft, gas heat, wood stove, pellet stove. Full kitchen. Easy to use, odorless composting toilet. Dog friendly.

4.98 out of 5 average rating, 259 reviews

A tranquil river setting is depicted, with smooth stones partially submerged in clear water. Lush greenery lines the banks, and tall trees provide shade. A person is seated on a rock near the water's edge, soaking their feet, contributing to the serene atmosphere of the natural surroundings.

Chalet in Jamaica

Vermont Chalet

This is a place for those who are looking to enjoy a peaceful mountain escape with modern conveniences and who love the outdoors. This private wooded 3-acre Southern Vermont property is directly across the street from the Green Mountain National Forest and nearby a wide variety of outdoor destinations. Our pictures and guest reviews say it all :)

4.98 out of 5 average rating, 181 reviews

A secluded cabin is set amidst a lush wooded landscape, surrounded by tall trees and a well-maintained lawn. The inviting front deck features seating and a hammock, perfect for relaxation. The clear blue sky complements the serene atmosphere of the location.

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

Vacation rentals for every style

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Popular amenities for Stratton vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Stratton's top sights

Stratton Mountain154 locals recommend

Stratton Mountain Resort64 locals recommend

Stratton Mountain Golf Course14 locals recommend

Other great vacation rentals in Stratton

5 out of 5 average rating, 33 reviews

An aerial view showcases a serene property surrounded by greenery. The main building, with light grey siding and multiple windows, sits prominently on a grassy landscape. Nearby, a smaller structure is visible, framed by trees, with a gravel pathway leading through the area.

Apartment in Winhall

Private & Quiet Apartment near Stratton Access Rd

A snow-dusted pedestrian area features charming buildings in various colors, showcasing a mix of shops and restaurants. A tall clock tower stands prominently in the background, framed by trees and a clear sky, creating a welcoming atmosphere for visitors.

4.98 out of 5 average rating, 41 reviews

Ski In/Out, Cozy 3BR Condo steps to Village

4.96 out of 5 average rating, 26 reviews

An outdoor seating area is arranged around a central fire pit on a grassy lawn. Black Adirondack chairs provide comfortable seating, while sunlight filters through the trees, casting soft shadows on the ground. The cabin’s exterior is visible in the background, enhancing the tranquil setting.

Home in Stratton

Antique Charm 8 Mins to Stratton 12 to Mt Snow

A panoramic view captures rolling hills shrouded in mist, with dense greenery in the foreground. Soft clouds blanket the valleys, while a pale sky reveals hints of sunlight breaking through. The serene landscape offers a peaceful retreat into nature.

4.9 out of 5 average rating, 69 reviews

Stratton Mountain vacation spot

4.99 out of 5 average rating, 72 reviews

A well-lit kitchen space is viewed through a large window, showcasing colorful autumn foliage in the background. Sunflowers are arranged on the countertop next to decorative containers and a rooster figurine, creating a warm and inviting atmosphere.

Home in Stratton

The Dreaming Tree. Fun @ Mount Snow and Stratton!

5 out of 5 average rating, 38 reviews

A bright bathroom features light wood-paneled walls and a window providing natural light. Two floating shelves display decorative items, including plants and toiletries. A white sink is accompanied by a modern black faucet, and a shower curtain adds texture to the space.

Cabin in Stratton

Modern Cabin in Stratton

An aerial view captures the Long Trail House North complex amidst lush greenery and rolling hills. The mountain slopes and ski lifts are visible in the background, surrounded by vibrant trees. The charming village is showcased, adding to the scenic landscape.

4.9 out of 5 average rating, 20 reviews

Stratton Duplex Condo Steps to Lifts, Village!