
Holiday rentals with outdoor seating in Wardsboro
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Wardsboro
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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!

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.

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.

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 Hygge Loft- mid-mod cabin on 70 forested acres
The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!

Cabin w/Hot tub, Sauna near Mt.Snow & Stratton.
Rustic cabin situated on a quiet cul-de-sac between Mt. Snow & Stratton Mtns. Features 2 beautiful wood burning fireplaces, sauna, outdoor hot tub & fire pit and Generac stand by generator. Modern kitchen on main floor w/4 bedrooms and 2 full bathrooms . Huge open concept layout perfect for entertaining. Natural light beams in onto the loft and master bedroom just upstairs from the main floor. Basement offers a pull out couch w/ easy access from driveway. Coffee /Firewood included.

Schoolhouse Spa Retreat on a Vermont Farm
Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.

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 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.

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.

LUXE Forest Retreat
Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.
Popular amenities for Wardsboro outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Clark Farm-2 Master-Suites, Great kitchen, views!

Adams Farm-"The Little Farmhouse"

The Gate House--Experience Vermont!

Summit View Ski and Golf Retreat w/hot tub & Sauna

Wilmington A-Frame- Cozy and Convenient

Cozy Riverfront Home in beautiful Jamaica

Peaceful cabin close to skiing & Brattleboro

Sawmill Road - between Stratton and Mount Snow
Apartment rentals with outdoor seating

Shakespeare’s Folly Side Farm and AirBnB.

**Happy Hour! Gorgeous & Modern Downtown Retreat**

Quiet St in Town, gardens, terrace

HeART Barn Retreat

River View apartment

Globetrotter Retreat - Minutes to the Mountain

Peaceful Forest Studio

Bright and Modern Chestnut Street Apartment
Condo rentals with outdoor seating

Main St Escape | Explore Downtown Ludlow

Beautiful condo 2.5 miles from Mount Snow

Mount Snow Ski Chalet

Winter Dream! The Handle Lodge at Snowtree Condos

Great 2 bedroom condo at Stratton Mountain

Ski Condo 5 Min from Mt Snow

Cozy Mt Snow Ski In / Out

Okemo Ski-in/Ski-out, Steps to lift Condo
When is the best time to visit Wardsboro?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $576 AUD | $525 AUD | $415 AUD | $382 AUD | $357 AUD | $322 AUD | $379 AUD | $377 AUD | $368 AUD | $376 AUD | $390 AUD | $538 AUD |
| 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 |
Quick stats about holiday rentals with outdoor seating in Wardsboro

Total holiday rentals
Explore 70 holiday rentals in Wardsboro

Nightly prices starting at
Wardsboro holiday rentals start at $83 AUD per night before taxes and fees

Verified guest reviews
Over 3,820 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Wardsboro holiday rentals include Wi-Fi 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!
Destinations to explore
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- Rentals with a hot tub Wardsboro
- House rentals Wardsboro
- Rentals with a washing machine and dryer Wardsboro
- Rentals with pools Wardsboro
- Rentals with a fire pit Wardsboro
- Cabin rentals Wardsboro
- Rentals with a patio Wardsboro
- Pet-friendly rentals Wardsboro
- Family-friendly rentals Wardsboro
- Rentals with a fireplace Wardsboro
- Rentals with outdoor seating Windham County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Killington Resort
- Berkshire East Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Bousquet Mountain Ski Area
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- Emerald Lake State Park
- Mount Sunapee Resort
- Rensselaer Polytechnic Institute
- Crooked Lake
- University of Massachusetts Amherst
- Southern Vermont Arts Center
- Mount Monadnock
- Mount Greylock





