Vacation rentals in Stratton

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Quick stats about vacation rentals in Stratton

  • Total vacation rentals

    Explore 190 vacation rentals in Stratton

  • Nightly prices starting at

    Stratton vacation rentals start at G$14,653 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,900 verified reviews to help you choose

  • Family-friendly vacation rentals

    160 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Stratton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Stratton rentals

  • 4.9 Average rating

    Stratton stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated vacation rentals in Stratton

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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
4.87 out of 5 average rating, 183 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.

Guest favorite
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
4.95 out of 5 average rating, 254 reviews

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

Guest favorite
Cabin in Wardsboro
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.

Guest favorite
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
4.9 out of 5 average rating, 104 reviews

~10% OFF~Walk To Mountain~Amenities

⭐️"Beautiful place in a great location - recently renovated, super clean and across the street from town." ⇒ Center of Stratton Village, walking distance to restaurants, shops, and the lifts🚶‍♂️🏔 ⇒ Private balcony with amazing views 🌅 ⇒ Dedicated workspace 📝 ⇒ Gas fireplace 🔥 ⇒ Fully equipped Chef's kitchen👩‍🍳 ⇒ Central AC/Heat ⇒ Onsite garage parking for 1 vehicle 🅿️ ⇒ Community amenities: pools, hot tubs, sauna, fitness center, tennis court, hiking trail, washer/dryer ⇒ 67 mbps Wifi

Top guest favorite
Cabin in Stratton
5 out of 5 average rating, 196 reviews

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!

Top guest favorite
Tiny home in Wilmington
4.99 out of 5 average rating, 384 reviews

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!

Guest favorite
The image captures the West River, with its clear waters gently flowing over smooth stones. Lush greenery borders the riverbank, while a bright blue sky and scattered clouds create a serene backdrop. Sunlight glimmers on the water, enhancing the tranquil natural setting.
Cottage in Jamaica
4.88 out of 5 average rating, 121 reviews

50 Acres · West River Access · Valley Views

A private oasis escape. Prindle Cottage is a 1,400sqft rustic countryside cottage nestled on 50 acres of historic farmland, offering captivating views that will impress first-time visitors. Cozy up by the fireplace with your furry friend, soak up the warmth in the sunroom, or explore the many trails along the West River. There are stunning long-range valley views that overlook the pastures, this pet-friendly cottage is the ideal retreat for both intimate getaways and grand gatherings.

Top guest favorite
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
4.99 out of 5 average rating, 105 reviews

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.

Top guest favorite
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
4.99 out of 5 average rating, 311 reviews

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.

Guest favorite
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
4.85 out of 5 average rating, 625 reviews

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.

Top guest favorite
Chalet in Jamaica
4.98 out of 5 average rating, 289 reviews

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.

Guest favorite
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
4.96 out of 5 average rating, 174 reviews

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.

Popular amenities for Stratton vacation rentals

When is the best time to visit Stratton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$136,065 GYDG$140,251 GYDG$104,037 GYDG$62,799 GYDG$56,519 GYDG$57,984 GYDG$58,612 GYDG$60,496 GYDG$56,310 GYDG$61,752 GYDG$73,266 GYDG$127,273 GYD
Avg. temp-5°C-4°C1°C8°C14°C18°C21°C20°C16°C9°C4°C-2°C

Frequently Asked Questions

  • What are the best places to stay in Stratton?

    Stratton has cozy village cabins, mountain lodges, and family-friendly vacation rentals nestled near popular outdoor activities. Staying around Stratton Village gives easy access to dining, shops, and trails.

  • What are the best things to do in Stratton with kids?

    Families explore seasonal mountain adventures like skiing or snowboarding, discover nature along local hiking trails, and enjoy village fun with shops, games, and casual eateries. Stratton Mountain Resort frequently suggests activities suitable for all ages.

  • What are some of the best things to do in Stratton?

    Stratton has outdoor experiences like skiing, snowshoeing, and hiking along scenic trails. Visitors often explore Stratton Village's shops and sample local Vermont flavors at nearby restaurants.

  • How is the weather in Stratton?

    Winters in Stratton are cold, ranging from 13–32°F (-11–0°C), with snow great for winter sports. Summers bring milder afternoons near 57–81°F (14–27°C), often suggested for hiking and outdoor festivals.

  • When is the best time to visit Stratton?

    Many visitors prefer the vibrant summer and fall seasons for hiking, village events, and mountain views. Winter draws snow sport enthusiasts, with ski slopes and cozy après-ski experiences.

  • What are the best places to visit in Stratton?

    Stratton Mountain Resort is frequently suggested for skiing and summer adventure activities. Stratton Village has local boutiques, art galleries, and dining reflecting the area's mountain character.

  • What are some hiking trails in Stratton?

    Explore trails around Stratton Mountain, such as the paths leading toward the summit or through forested areas. The Appalachian Trail crosses nearby, inviting hiking enthusiasts to discover Vermont’s landscape.

  • What are some family activities we can do in Stratton?

    Families enjoy mountain activities like skiing, snowboarding, hiking, and village exploration. Many opt for bike rentals or adventure centers that feature ziplining and climbing walls around Stratton Mountain Resort.

  • What are some of the best day trip ideas from Stratton?

    Explore neighboring Vermont villages for artisan shops, scenic drives, or historic sites. Outdoor parks and nature preserves around southern Vermont provide opportunities for hiking, biking, and wildlife watching.

  • Are there any pet friendly accommodations available in Stratton?

    Stratton has pet-friendly vacation rentals and cabins, especially in and around Stratton Village. Many outdoor trails welcome leashed pets, making it convenient to enjoy mountain adventures with your dog.

  • What are some local tips for visiting Stratton?

    Dress in layers for mountain weather changes and bring sturdy footwear for hiking. Locals often pack reusable water bottles and check for seasonal village events or markets for unique finds.

  • What is Stratton known for?

    Stratton is known for its mountain resort with prominent skiing and snowboarding terrain, along with hiking trails and vibrant summer festivals. The village area features locally sourced dining and artisan shopping.

  • What are the best hidden gems to explore in Stratton?

    Stratton has peaceful forest trails, independent galleries, and locally owned shops tucked away around the village. Visitors often seek out scenic viewpoints from less-traveled paths near the mountain.

  • What are the best foods to try in Stratton?

    Locally rooted foods include Vermont cheddar, maple syrup-infused dishes, and comfort fare at mountain cafés. Artisanal bakeries and farm-inspired menus are frequently suggested for a taste of regional flavors.

  • What should I bring for a trip to Stratton?

    Pack weather-appropriate layers, sturdy shoes, and gear for mountain activities like skiing or hiking. A reusable water bottle, snacks, and sun protection are practical for enjoying the outdoors year-round.

  • What is the nightlife in Stratton like?

    Stratton Village has a mix of casual pubs, après-ski spots, and live music venues. Evening gatherings often center around mountain lounges and friendly taverns.

  • What are the most popular events or festivals in Stratton?

    Stratton hosts recurring music and arts festivals, seasonal mountain sport competitions, and village gatherings during summer and around Labor Day weekend. Winter often brings festive celebrations linked to ski season.

  • Are there family friendly vacation rentals in Stratton?

    Many vacation rentals in and near Stratton Village are sized for families, with convenient access to mountain activities and village amenities. Larger cabins and condos often include kitchens and space for group gatherings.

Destinations to explore

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