Holiday rentals in Wardsboro

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Top-rated holiday rentals in Wardsboro

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

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Top guest favourite
A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.
Home in Guilford
4.94 out of 5 average rating, 121 reviews

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Guest favourite
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
4.86 out of 5 average rating, 175 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.

Top guest favourite
A cozy tiny cabin, constructed with wooden beams and a sloped roof, is situated among tall trees. The porch features a railing, inviting seating, and a lantern. Sunlight filters through the foliage, casting a soft glow on the forest floor covered in pine needles.
Treehouse in Brookline
4.98 out of 5 average rating, 257 reviews

Glamping Cabin with Hot Tub on Flower Farm

<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, the handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.

Top guest favourite
A warm living space is highlighted by a stone fireplace, wooden walls, and large windows that frame the surrounding trees. The area features a cozy couch with a throw blanket, a rustic dining table, and multiple black dining chairs, creating an inviting atmosphere.
Home in Wardsboro
4.96 out of 5 average rating, 128 reviews

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.

Top guest favourite
Chalet in Wardsboro
4.98 out of 5 average rating, 102 reviews

Shiny Elk Chalet - near Mt Snow w/ cozy fireplace

The Shiny Elk Chalet is your bright and sunny mountain home located in the Southern VT near the Green Mountain National Forest just 7 miles from Mount Snow Ski Resort, and 13 miles from Stratton Mountain. Rest and relax on a small private cul-de-sac. Huge windows and filled with natural light in the afternoon. Summer: enjoy the firepit and make some s'mores! Grill on our propane grill and enjoy the beautiful stone patio and patio furniture. Explore the local towns, waterfalls, and the VT.

Top guest favourite
Tiny home in Wilmington
4.99 out of 5 average rating, 353 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 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, 295 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.

Guest favourite
The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.
Tiny home in Jamaica
4.94 out of 5 average rating, 1,334 reviews

Apple Blossom Cottage: A Tiny House

The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

Guest favourite
An A-frame cabin is nestled among trees with autumn leaves in vibrant shades. A large deck extends from the cabin, featuring a hot tub and outdoor dining area. A barrel sauna is positioned nearby, completing the inviting outdoor space.
Cabin in Rutland
4.87 out of 5 average rating, 159 reviews

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.

Guest favourite
A warm campfire flickers in the foreground, surrounded by a circle of stones. The A-frame cabin is illuminated in the background, showcasing large windows that reflect the soft light of dusk. Tall trees frame the scene, enhancing the serene forest setting.
Cabin in Wardsboro
4.89 out of 5 average rating, 188 reviews

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.

Guest favourite
A cozy cabin is set among vibrant trees in various autumn hues. The outdoor area features a gravel circle with four colorful Adirondack chairs, providing a welcoming spot for relaxation. Stairs lead up to a wooden deck that overlooks the surrounding natural landscape.
Cabin in Wardsboro
4.95 out of 5 average rating, 105 reviews

Cozy Ski Cabin with Hot Tub, Fireplace, EV Frndly

Relax in front of the fireplace with the whole family or soak in the outdoor hot tub all year round at our cozy cabin after a day of hiking, exploring, or skiing in Southern Vermont. Nestled between Mt. Snow and Stratton Ski Resorts, we're just a short drive from local farms, snow mobile trails, boating, sledding, hiking and horseback riding. With lots of family friendly restaurant options in the area boasting local flavors, you'll never go hungry.

Guest favourite
Chalet in Jamaica
4.98 out of 5 average rating, 280 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.

Popular amenities for Wardsboro holiday rentals

When is the best time to visit Wardsboro?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Wardsboro?

    Wardsboro has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in chalet rentals in Wardsboro?

    Experience the best of Wardsboro with our chalet rentals, starting at about $240 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 Wardsboro?

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

  • 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.

  • Are there Wardsboro house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Wardsboro, available on Airbnb. Make a splash and soak up the sun in style!

  • 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.

  • 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.

  • Do house rentals in Wardsboro have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Wardsboro. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • 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 free parking, over 20 homes with a kitchen, over 10 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Wardsboro

  • Total holiday rentals

    Explore 100 holiday rentals in Wardsboro

  • Nightly prices starting at

    Wardsboro holiday rentals start at € 52 per night before taxes and fees

  • Verified guest reviews

    Over 4,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 of Wardsboro holiday rentals include wifi 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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