
Holiday rentals with outdoor seating in Wardsboro
Find and book unique rentals with outdoor seating on Airbnb
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 €52 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
70 of Wardsboro holiday 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!
Top-rated rentals with outdoor seating in Wardsboro
Guests agree: these rentals 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.

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.

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!

Modern Cottage between Stratton and Mount Snow VT
Escape to a Charming, newly Remodeled Chalet nestled perfectly between Mount Snow and Stratton,this cozy retreat is your ideal getaway—whether you're seeking outdoor adventure or quiet relaxation. Beautifully updated and full of charm, the chalet offers a peaceful setting with easy access to hiking, skiing, and everything Southern Vermont has to offer. Calendar Tip: If your preferred dates appear unavailable, feel free to reach out! The calendar typically opens just 2–3 months in advance.

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.

Brook Haven Retreat - Minutes to Mt Snow&Stratton
Welcome to Brook Haven Retreat! We are situated directly on Wardsboro Brook, just minutes away from the best skiing and riding, hiking, biking, fishing and relaxation in Southern Vermont.The property features a private fenced yard and deck to take in all the beauty alongside the brook. The home is fully updated with modern conveniences including three sleeping areas, living room, and a fully stocked kitchen. We love and allow well-behaved furry friends in our home!

Vermont Cabin | Hot Tub | Wood Fireplace | Mt Snow
After a full day on the slopes at Mt. Snow or Stratton — or hiking the trails of Green Mountain National Forest right out the back — there's nothing like easing into the private outdoor hot tub while the trees go dark around you. This 4-bedroom cabin is tucked on the edge of the National Forest between both ski resorts, with a wood-burning fireplace, a full kitchen for group meals, and year-round hot tub access. A genuine Vermont mountain escape for up to 10 guests.

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.

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 outdoor seating rentals in Wardsboro
House rentals with outdoor seating

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

Charming Vermont Schoolhouse

Cozy Modern Sugar House with spectacular views.

Adams Farm-"The Little Farmhouse"

Modern 3-bedroom A-frame in Londonderry w/ Pond

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Sawmill Road - between Stratton and Mount Snow

Cozy Train Depot in Putney Vermont
Apartment rentals with outdoor seating

Shakespeare’s Folly Side Farm and AirBnB.

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

Quiet St in Town, gardens, terrace

Contemporary forest eco-retreat, mountain views

Globetrotter Retreat too - Minutes to the Mountain

River View apartment

Minimal organic hideaway inspired by nature

Steps to MoCA: 2bd + SAUNA!
Apartment rentals with outdoor seating

Main St Escape | Explore Downtown Ludlow

Beautiful condo 2.5 miles from Mount Snow

Mount Snow Ski Chalet

Summer Dream! The Handle Lodge at Snowtree Condos

Okemo Clock Tower Base Ski-in/Ski-out Condo

Great Amenities-Season Condo gym-sport center-pool

Great 2 bedroom condo at Stratton Mountain

Cozy Mt Snow Ski In / Out
When is the best time to visit Wardsboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €365 | €332 | €262 | €241 | €226 | €204 | €240 | €239 | €233 | €238 | €247 | €340 |
| 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 |
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Family-friendly rentals Wardsboro
- Pet-friendly rentals Wardsboro
- Rentals with a patio Wardsboro
- Rentals with a washing machine and dryer Wardsboro
- House rentals Wardsboro
- Rentals with a hot tub Wardsboro
- Rentals with a fireplace Wardsboro
- Rentals with a firepit Wardsboro
- Rentals with pools Wardsboro
- Cabin rentals 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
- Berkshire East Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Killington Resort
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Rensselaer Polytechnic Institute
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Mount Sunapee Resort
- Mount Monadnock
- National Museum of Racing and Hall of Fame
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Camp Plymouth State Park
- Mount Greylock
- The Montague Bookmill





