
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.

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.

Treehouse Haven in Putney-All Seasons
Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting outhouse ☽ Tea & local coffee ☽ Hot outdoor shower-Closed 11/1/25 ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Visit for romance, with the family, retreat from the business of life, or even a remote work sanctuary.

Hot Tub & Game Room - Ski Mt. Snow/Stratton
Nestled in the heart of Southern Vermont, our cozy and inviting home sits 10 min from Mt Snow and 15 min from Stratton, making it the ideal base for your adventure. Whether you're hitting the slopes, exploring hiking trails, or simply unwinding, you'll find everything you need for a memorable stay. Soak under the stars in our 7-person hot tub or cozy up inside for a night of relaxation. Discover the charm of Vermont and visit local breweries, farm-to-table restaurants, farms, and quaint towns.

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.

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.

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub
This historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 250 acre property.

Mod Cabin in woods Hot Tub near Stratton & MtSnow
Private AFrame cabin on 7 acres w/hot tub! 7.5 Miles to Mt Snow, 12 Miles to Stratton. Gorgeous modern kitchen fully stocked and open to the living/dining room with a cozy wood burning fireplace. 2 bdrms on 1st floor (1 kid friendly), amazing loft overlooking the living room and sprawling front lawn 3rd bdrm upstairs. Spend the days on the mountain and head back home to crank up the fire and reminisce about your day. Make memories for years to come.

Cozy Camp in Vermont
This cozy camp located in beautiful East Dover, is on a secluded road off the beaten path where the babbling brook can be heard. Close to Mount Snow, Lake Whitingham, Lake Raponda, and only 25 minutes to Brattleboro the adventures are endless! Visit the serenity and beauty of Southern Vermont- especially in Fall during “leaf peeping”. This is a camp-style cottage with rustic charm. Snow tires are a MUST- Nov. - Apr.

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.

Hot Tub Farmhouse - Buttercup Studio - Jamaica VT.
This private tiny house features fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, laundry machines and a sitting porch. It comfortably accommodates up to 4 people. The calendar is kept up to date. The hot tub comfortably accommodates 2-3 people.
Popular amenities for Wardsboro vacation rentals
Other great vacation rentals in Wardsboro

Goldfinch Cottage: Timber Frame on 5 Private Acres

MtSnow/Stratton Chalet w/Hot Tub

Fairview Farmhouse. Rambling, cozy 1800s hideaway

Mountain Cabin with Barrel Sauna - Rustic+Modern

Newly renovated Chalet minutes to skiing!

Cozy Ski Cabin with Hot Tub, Fireplace, EV Frndly

Modern Cottage between Stratton and Mount Snow VT

The Great Escape!
When is the best time to visit Wardsboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $503 CAD | $555 CAD | $435 CAD | $331 CAD | $351 CAD | $323 CAD | $362 CAD | $351 CAD | $367 CAD | $362 CAD | $390 CAD | $504 CAD |
| 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 Cabin Rentals in Wardsboro?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do cabin rentals in Wardsboro have air conditioning?
Absolutely! We offer over 10 cabin rentals with air conditioning in Wardsboro. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in chalet rentals in Wardsboro?
Experience the best of Wardsboro with our chalet rentals, starting at about $190 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do chalet rentals in Wardsboro have a kitchen?
Absolutely! We offer over 10 chalet 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 house rentals in Wardsboro have wifi?
Absolutely! We offer over 50 house 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 house rentals in Wardsboro have free parking?
Absolutely! We offer over 50 house 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 90 vacation rentals in Wardsboro

Nightly prices starting at
Wardsboro vacation rentals start at $84 CAD per night before taxes and fees

Verified guest reviews
Over 4,770 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space and 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

Wifi availability
90 of Wardsboro vacation rentals include wifi access

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

4.9 Average rating
Wardsboro stays are highly rated by guests—averaging 4.9 out of 5!
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- House rentals Wardsboro
- Rentals with a hot tub Wardsboro
- Cabin rentals Wardsboro
- Rentals with a fireplace Wardsboro
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Pico Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Crotched Mountain Ski and Ride
- Hooper Golf Course
- Peebles Island State Park
- Dorset Field Club
- Bromley Mountain Ski Resort
- The Shattuck Golf Club
- National Museum of Racing and Hall of Fame
- Northern Cross Vineyard
- Whaleback Mountain
- Willard Mountain




