
Vacation rentals in Wardsboro
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Top-rated vacation rentals in Wardsboro
Guests agree: these stays are highly rated for location, cleanliness, and more.

Walk to Mt. Snow-Spa-Summer Pool
*Exterior construction on siding until end of Feb *Amenity rich studio only a 5 min walk to Mt. Snow's famed Magic Carpet (runs on weekends) *Gas Fireplace *Queen memory foam Murphy bed *Queen pull out with memory foam mattress *Well appointed kitchen *65" curved UHD TV *25Mbps Wifi *USB wall outlets *Blue tooth music streaming to TV *Ample closet space *Patio with rocking chair *Easy 1st floor access *Fitness center access *Hot tub *Outdoor pool seasonal *Loaner amenities such as phone charger

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.

Lawrence Cottage
Deep in the West River Valley region of Windham County, Lawrence Cottage is in a gorgeous and uncluttered setting upon Windham Hill. If you long for solitude, serenity and beauty, we have the perfect escape for you. We are convenient to all local amenities and activities and an easy drive from Boston or New York. We are near Townshend, Jamaica and Lowell Lake State Parks, Magic Mountain, Mount Snow and Stratton Mountain Resorts. This is Vermont--of course we welcome people of all backgrounds.

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!

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.

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.

Sweet Vermont Tiny Home Get Away
Your unique Vermont retreat is just a click away! Come stay in this custom built tiny house in southern Vermont. We are an easy walk to the train station, art museum, restaurants, shops, and many beautiful nature spots in and around Brattleboro VT, plus a 40 minute drive to the Mount Snow ski area, and local hiking, swimming, boating, skiing, and skating opportunities. A nature lover's paradise! Enjoy the great outdoors and small town living, or cozy up in the tiny house and just relax.

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, water, coffee, tea, milk, fresh eggs + homemade soap. It has an indoor compost toilet, outhouse + outdoor shower (May-Oct) Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Silk Purse Cottage on Baker Brook
The "Silk Purse" started life in the 60's as a 10x40 mobile home. Easy vehicle access and fast wifi are great for remote work. 20 minutes to Brattleboro, 30 to Stratton, 25 to Mt. Snow, 40 to Magic Mt. ski areas! The screened porch is a relaxing place to have coffee or cocktails. Extra windows add interior light in this shaded woodland setting, and a beautiful 12x14 addition with a skylight and a full wall of glass give an unobstructed, private view of the stream.

Charming studio in renovated 19th century church.
This spacious studio apartment is located in the former Swedish Congregational Church in historic Swedeville, a secluded hilly neighborhood built by Swedish immigrants in the 1800's. For years it housed Rick and Liza’s stained glass studio, which they have now lovingly and creatively transformed into a residence. The rental is minutes from the interstate and one mile from downtown Brattleboro, but the neighborhood has a rural and somewhat European flavor to it.

Cottage-7 min to Ski Stratton-Woodstove-View-DogOK
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.

Cozy Cabin in Southern VT
Take it easy at this tranquil getaway. Fall asleep to chirping bugs and wake up to birdcalls. This is a quiet, lovely cabin in Newfane VT. Read a book, walk the meditation circle, swing in the hammock, and explore all that Southern VT has to offer. Close to swimming holes, hikes, country stores, flea and farmers' markets, and ski mountains (Mt Snow and Stratton) Pets and children are welcome, but there is only one queen bed.
Popular amenities for Wardsboro vacation rentals
Other great vacation rentals in Wardsboro

Cozy Brookside Getaway

VT Cabin | Ski | Wood Stove | Stratton | Mt Snow

Stratton; 5 min. Pikes Falls, 1 min. Fire pit

Cozy Luxe Ski Cabin • 7 min to Mount Snow

Cozy Cottage Loft and Retreat

Cottage amongst the trees

The Great Escape!

Mount Snow-Cozy 2BR-The Streif
When is the best time to visit Wardsboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,315 | ﺩ.ﺇ1,451 | ﺩ.ﺇ1,138 | ﺩ.ﺇ867 | ﺩ.ﺇ918 | ﺩ.ﺇ845 | ﺩ.ﺇ948 | ﺩ.ﺇ918 | ﺩ.ﺇ959 | ﺩ.ﺇ992 | ﺩ.ﺇ988 | ﺩ.ﺇ1,344 |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Wardsboro?
Four-legged friends are welcome in Wardsboro. Choose from more than 40 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Wardsboro?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 20 homes with air conditioning, over 50 homes with free parking, over 50 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Wardsboro have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Wardsboro. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cabin rentals in Wardsboro?
Experience the best of Wardsboro with our cabin rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cabin rentals in Wardsboro have a kitchen?
Absolutely! We offer over 20 cabin rentals with a kitchen in Wardsboro. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Wardsboro?
Yes! Work meets play with ease at over 40 vacation rentals in Wardsboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do chalet rentals in Wardsboro have wifi?
Absolutely! We offer over 10 chalet rentals with wifi in Wardsboro. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Wardsboro?
Wardsboro has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do cabin rentals in Wardsboro have free parking?
Absolutely! We offer over 20 cabin rentals with free parking in Wardsboro. Enjoy a tailored experience with all the comforts you desire.
Are there Wardsboro vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Wardsboro, available on Airbnb. Make a splash and soak up the sun in style!
Quick stats about vacation rentals in Wardsboro

Total vacation rentals
Explore 100 vacation rentals in Wardsboro

Nightly prices starting at
Wardsboro vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 4,930 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
100 of Wardsboro vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wardsboro rentals

4.8 Average rating
Wardsboro stays are highly rated by guests—averaging 4.8 out of 5!
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- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
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- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Crotched Mountain Ski and Ride
- National Museum of Racing and Hall of Fame
- Mount Sunapee Resort
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- Massachusetts Museum of Contemporary Art
- Rensselaer Polytechnic Institute
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- University of Massachusetts Amherst
- Southern Vermont Arts Center




