Vacation rentals in Wardsboro

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Top-rated vacation rentals in Wardsboro

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Guest favorite

Tiny home in Jamaica

4.88 out of 5 average rating, 345 reviews

Forest Cabin ~ 7min to Stratton, Cozy, Private

Authentic Vermont post and beam cabin is 3 miles from Stratton's Sun Bowl, a short 7 minute drive away. Swimming at the brook on the property. Dogs are welcome, $30 fee per dog. Sorry, no cats due to allergies. Vinyl record player & records, VHS & videos. Full kitchen. Satellite Internet/WiFi 20-100 mbps. The bathroom has a composting toilet - it is odorless and easy to use. Heat options: 2 gas wall furnaces, wood-stove & pellet stove. Front porch, picnic table, fire pit & propane BBQ grill.

May 15 – 22

G$17,809 GYD per night

Guest favorite

Cabin in Wardsboro

4.96 out of 5 average rating, 104 reviews

Cabin w/ Hot tub, Sauna near Mt.Snow & Stratton

Rustic cabin situated on a quiet cul-de-sac between Mt. Snow & Stratton Mountains. Featuring 2 beautiful wood burning fireplaces, sauna, outdoor hot tub & fire pit. Modern kitchen on main floor w/4 bedrooms and 2 full bathrooms . Main floor has a huge open concept layout perfect for entertaining. Natural light is beaming in onto the loft and master bedroom just upstairs from the main floor. Basement offers a pull out couch with easy access from driveway. Coffee , Nespresso and Firewood included.

Feb 1 – 8

G$97,682 GYD per night

Guest favorite

Cabin in Jamaica

4.99 out of 5 average rating, 184 reviews

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.

Sep 11 – 18

G$31,541 GYD per night

Guest favorite

Chalet in Dover

4.93 out of 5 average rating, 264 reviews

A charming VT chalet

Charming chalet nestled in the Mt Snow valley. Relax to the sound of a babbling brook in the back yard while you hang around a stone fire pit! Unwind in the quiet serenity of this country home complete with fully equipped kitchen with a newly installed gas fireplace , a comfy open living room with flat screen cable tv & DVD player Roko & High speed Internet . We have a lock box located on the post near the front entrance. combo provided upon arrival . Washer & dryer located on first level.

Sep 19 – 26

G$32,177 GYD per night

Guest favorite

Guesthouse in Jamaica

4.95 out of 5 average rating, 133 reviews

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.

Feb 19 – 26

G$20,303 GYD per night

Superhost

Cottage in Dover

4.84 out of 5 average rating, 262 reviews

Cozy Camp in Vermont

This cozy camp located in beautiful East Dover, is on a secluded road off the beaten path. Close to Mount Snow, Lake Whitingham, Lake Raponda, and only 25 minutes to Brattleboro the adventures are endless! Get out of the city and visit the serenity and beauty of Southern Vermont- especially in Fall during “leaf peeping”. This is a camp-style cottage with rustic charm. Newly replaced flooring and a fresh coat of paint in both bedrooms upstairs. Snow tires are a MUST- Nov.-April

Jul 2 – 9

G$23,677 GYD per night

Guest favorite

Barn in Marlboro

4.95 out of 5 average rating, 263 reviews

The Studio With a View. Bring your dog, too!

Our stylish Studio, a not so tiny Tiny House, is nestled into the Southern Vermont hillside and surrounded by nature. Enjoy the view from the deck, and cozy up in the newly renovated flower barn with a cup of coffee or tea and a great book. Well-mannered dogs are welcome, they will enjoy the fenced-in area right off the deck. Features: efficiency kitchen and dining area, cozy living space, queen-size bed, and a full bathroom. The large covered porch overlooks fields and trees.

Jan 2 – 9

G$29,300 GYD per night

Superhost

Cabin in Wardsboro

4.8 out of 5 average rating, 202 reviews

Log Cabin Near Stratton/Mt Snow

Rustic log cabin for those looking for a getaway and a real Vermont experience. Pets allowed with *PET FEE* - add to your reservation There is Wifi &cell service (AT&T, Verizon). Please be aware this is not a luxury cabin, it is an authentic log cabin that we enjoy as a family during all seasons. No cable television - there is a TV with a Chromecast that you can use to stream from your phone over wifi. Firewood not provided 20 minutes to Stratton and 15 minutes to Mt. Snow

May 15 – 22

G$20,789 GYD per night

Guest favorite

Barn in Chester

4.99 out of 5 average rating, 492 reviews

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.

Aug 31 – Sep 7

G$21,228 GYD per night

Guest favorite

Cottage in Dover

4.95 out of 5 average rating, 216 reviews

Cozy summer cottage in the woods of southern VT

-The Ice Pond Camp, East Dover, VT. Small well equipped country cottage, surrounded by nature & quaint beauty. Enjoy the lovely Southern Vermont seasons as you relax, disconnect, recharge & spend your days living a slower pace - surrounded by authentic rural beauty. Close to Wilmington and West Dover, (home of Mount Snow) and towns such as Putney and Brattleboro. Just minutes away are scenic villages, green farms, brooks,ponds and lakes, walking trails & country roads.

May 30 – Jun 6

G$24,730 GYD per night

Superhost

Chalet in Wardsboro

4.88 out of 5 average rating, 122 reviews

Hot Tub/Generator Open Floor Home Mt Snow/Stratton

The Pams Hill Chalet, nestled in the Snow Mountain Farms community, is the perfect getaway during any season. Come in the warmer months to enjoy the great deck area, hot tub, and bonfire area outside. Additionally, enjoy the great hiking trails close-by. The house boasts a great open floor plan on the main floor that includes a propane fireplace. The house also offers a great hangout area in the basement that includes a pool table for those nice relaxing nights. **Stairs**

May 19 – 26

G$54,446 GYD per night

Guest favorite

Tiny home in Dover

4.99 out of 5 average rating, 149 reviews

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. Most seasons, walk to cabin is 80 ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Sep 24 – Oct 1

G$24,079 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wardsboro vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Wardsboro's top sights

Wardsboro Country Store21 locals recommend

West Wardsboro Store15 locals recommend

BITTERSWEET MEMORIES BAKERY CAFE6 locals recommend

Other great vacation rentals in Wardsboro

Superhost

Cabin in Wardsboro

4.88 out of 5 average rating, 164 reviews

Mod Cabin in woods Hot Tub near Stratton & MtSnow

Oct 29 – Nov 5

G$187,931 GYD per night

Guest favorite

Cabin in Londonderry

4.93 out of 5 average rating, 308 reviews

Stone Fence Cabin

Aug 21 – 28

G$21,776 GYD per night

Guest favorite

Cabin in Wardsboro

4.93 out of 5 average rating, 180 reviews

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

Aug 2 – 9

G$73,344 GYD per night

Guest favorite

Apartment in Newfane

4.85 out of 5 average rating, 124 reviews

Apartment at Five Ferns

Apr 28 – May 5

G$16,986 GYD per night

Guest favorite

Chalet in Jamaica

4.99 out of 5 average rating, 222 reviews

Vermont Chalet

Jun 4 – 11

G$54,293 GYD per night

Superhost

Cabin in Wardsboro

4.82 out of 5 average rating, 67 reviews

Mountain side acres

Dec 13 – 20

G$32,051 GYD per night

Superhost

Home in Wardsboro

4.82 out of 5 average rating, 11 reviews

The Perch

Jun 11 – 18

G$30,769 GYD per night

Guest favorite

Chalet in Wardsboro

5.0 out of 5 average rating, 19 reviews

Brook Haven Retreat - Minutes to Mt Snow/Stratton

Feb 9 – 16

G$55,689 GYD per night

Show all

Quick stats about vacation rentals in Wardsboro

Total rentals
100 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
4K reviews
Nightly prices starting at
G$4,178 GYD before taxes and fees

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 Chalet Rentals in Wardsboro?
Enhance your stay in our Chalet Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, 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 house rentals in Wardsboro?
Experience the best of Wardsboro with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Wardsboro have a kitchen?
Absolutely! We offer over 50 house 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 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 10 vacation homes with pools in Wardsboro, available on Airbnb. Make a splash and soak up the sun in style!

Vacation rentals in Wardsboro

Top-rated vacation rentals in Wardsboro

Vacation rentals for every style

Houses

Cabins

Hotels

Popular amenities for Wardsboro vacation rentals

Stay near Wardsboro's top sights

Other great vacation rentals in Wardsboro

Cabin in Wardsboro

Cabin in Londonderry

Cabin in Wardsboro

Apartment in Newfane

Chalet in Jamaica

Cabin in Wardsboro

Home in Wardsboro

Chalet in Wardsboro

Quick stats about vacation rentals in Wardsboro

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Wardsboro?

What are the most popular amenities for Chalet Rentals in Wardsboro?

Do cabin rentals in Wardsboro have air conditioning?

How much does it cost to stay in house rentals in Wardsboro?

Do house rentals in Wardsboro have a kitchen?

Are there vacation rentals with a dedicated workspace in Wardsboro?

Do house rentals in Wardsboro have wifi?

Are there family-friendly vacation rentals in Wardsboro?

Do cabin rentals in Wardsboro have free parking?

Are there Wardsboro vacation rentals on Airbnb with pools?

Destinations to explore