Holiday rentals in Stratton

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Quick stats about holiday rentals in Stratton

  • Total holiday rentals

    Explore 190 holiday rentals in Stratton

  • Nightly prices starting at

    Stratton holiday rentals start at £53 per night before taxes and fees

  • Verified guest reviews

    Over 5,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    180 of Stratton holiday rentals include wifi 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 holiday rentals in Stratton

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

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Guest favourite
Yurt in Dover
4.91 out of 5 average rating, 112 reviews

Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Mount Snow Yurt is a one-of-a-kind luxury getaway nestled in the tranquil serenity of Vermont’s mountains, just 7 minutes from the Mount Snow Ski Resort, an Epic Pass destination. This magnificent pet-friendly yurt is surrounded by the captivating scenery of Mount Snow and is located near a beautiful creek, providing an even more peaceful and serene atmosphere. Furnished with modern amenities, including a luxurious private sauna, this yurt offers everything you need for a relaxing stay in nature

Guest favourite
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, 252 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 favourite
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.
Apartment 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 favourite
Cabin in Stratton
5 out of 5 average rating, 195 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 favourite
Tiny home in Wilmington
4.99 out of 5 average rating, 381 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!

Top guest favourite
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, 104 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 favourite
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, 307 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.

Top guest favourite
Chalet in Stratton
4.96 out of 5 average rating, 168 reviews

Luxe Hot Tub, Sauna 8-12 min Stratton & Mount Snow

Escape to HYGGE HOUSE, your ultimate cozy & modern mountain getaway awaits. Come relax and make memories with family and friends in a luxurious modern retreat on 4 wooded acres in Stratton. Unwind in the private HOT TUB and SAUNA for the ultimate mountain getaway. Just minutes from Stratton Mountain and Mount Snow, this architectural gem is the perfect blend of seclusion and adventure. Features high-speed internet, a gourmet kitchen, and a cozy stone fireplace.

Top guest favourite
Chalet in Jamaica
4.98 out of 5 average rating, 287 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 favourite
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.
Apartment 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.

Top guest favourite
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
4.98 out of 5 average rating, 426 reviews

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.

Guest favourite
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
4.92 out of 5 average rating, 207 reviews

Romantic Wooded Vermont Cabin

Enjoy this private getaway for two in our charming and rustic home nestled on a peaceful, wooded lot at the edge of a national forest. First floor only, open floor plan and it's all yours! Conveniently located 2 miles from Jamaica Village, 10 miles from Stratton Mountain, 16 miles from Manchester and 30 miles north of Brattleboro.

Popular amenities for Stratton holiday rentals

When is the best time to visit Stratton?

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Avg. price£490£506£375£226£204£209£211£218£203£223£264£459
Avg. temp-5°C-4°C1°C8°C14°C18°C21°C20°C16°C9°C4°C-2°C

Frequently Asked Questions

  • What types of vacation rentals are available in Stratton?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Stratton. From over 50 house rentals, over 50 condo rentals to over 10 cabin rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in Stratton?

    Yes! Work meets play with ease at over 80 vacation rentals in Stratton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Stratton?

    Experience the best of Stratton with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Stratton?

    Four-legged friends are welcome in Stratton. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Do house rentals in Stratton have self check-in?

    Absolutely! We offer over 20 house rentals with self check-in in Stratton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stratton have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Stratton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stratton have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Stratton. Enjoy a tailored experience with all the comforts you desire.

  • Are there Stratton condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 condo rentals with pools in Stratton, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Stratton have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in Stratton. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Stratton?

    Stratton has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Stratton