
Holiday rentals with outdoor seating in Bridgewater
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Bridgewater
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Cozy Log Cabin, Relaxing Retreat with 1p Checkout
Cozy Cabin doesn’t charge an additional cleaning fee and offers a late 1pm checkout to our guests! We focus on a comfortable, relaxed, Vermont experience. If you’re looking for a peaceful, yet accessible location, we are situated on 15 acres located between Woodstock Village & Killington. There’s fiber WiFi, Hulu with Starz, MAX, +Live TV w/local channels, ESPN+, Disney+. Also Amazon movies & music, Netflix & Peacock. The Rec Room has a pool table, darts, lounge, gym and a desk for remote work.

Falcon House: VT Chalet w/Sauna, Bike to Village
Welcome to Falcon House! A modern VT chalet w/sauna at the edge of a 60 acre forest ∙ Outdoor Finnish sauna, shower, yoga platform & hiking trails ∙ 5 min to Woodstock village, 20 min to ski Killington ∙ Spotlessly clean, tastefully furnished, well stocked with thoughtful amenities ∙2 bedrooms, 2 full baths. Lofted king master has ensuite +Lower level den w/double futon ∙ Chefs kitchen, fireplace, 2 TVs & WiFi ∙ Brookside deck w/BBQ & dining ∙Follow Falcon House on Social @falcon_house_vt

Newly Renovated, Hot tub, 2min to Killington lift
Stone’s Throw Vermont is a 3 bed/1.5 bath cottage with hot tub, fireplace, and space for 6 guests conveniently located in central Vermont. Placed right on the US-4 corridor; you’re 2 minutes from the Killington Ski Resort’s Skyship Ski Gondola escorting you to the world class amenities of Killington Resort, 5 min from the best craft beer in the region at Long Trail Brewery, 10 min to Echo Lake, and 20 min from the shops and cafes of Woodstock, VT. Truly everything is a Stone’s Throw away.

CozyCub - Pool, Hiking, Mountain Biking
Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer, settle in by the gas fireplace, or head out to explore.

100 Acres Views & Creek near Woodstock/Killington
You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.

THE LOFT, stunning views from a timber framed barn
Welcome to "The Loft". The loft is a newly built apartment on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony.

Cozy Little Spot (Self Check-in)
Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Black haus: a hip, cool house hidden in a forest.
You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails
Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy gas fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!

Comfortable cozy cabin in the hills of Vermont!
Lovely cabin situated in a small clearing in the woods of Vermont. Brand new 2019. All appliances, WiFi, washer and dryer. No TV, but strong WiFi for streaming on your own device. We have approximately 20 private acres of hiking rails, ponds, streams, and woods. 15 miles from Lake Fairlee, 26 miles from Dartmouth College, 44 miles from Woodstock VT. Golf course at nearby Lake Morey. Not suitable for children or pets, sorry.

Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub
Private first-floor apartment in a multi-family home, just 1 mile from Killington’s Skyeship Gondola. Sleeps 12 in 4 bedrooms, with its own entrance, porch, hot tub, kitchen, dining room, and living room—all private to your group. Nestled on a quiet, wooded hillside with plenty of parking and easy access to Route 4. Option to rent both units—see host profile for details.
Popular amenities for outdoor seating rentals in Bridgewater
House rentals with outdoor seating

Private Oasis Under 10 Mins from Woodstock

Cozy Bow House Perched in Trees w/ Hot Tub & View

The Barnbrook House

Modern Farmhouse on 25 Acres - Superb Views

Stunning Okemo Views - 3BD 3BA on 10 Private Acres

Beautiful Woodstock Home-Perfect for entertaining

Blueberry Hill Escape | Pet Friendly | HotTub | Fi

Stylish Ascutney Cabin with Mountain Views
Apartment rentals with outdoor seating

Private Riverside Studio* Upper Valley*Vermont

Dog heavenly! Private, beautiful and relaxing.

Peaceful Ludlow Base 5 minutes to Okemo

Cozy Poultney Village Apartment

Canyons Unit: 1 mile to F&W Summer Camp w/ HOT TUB

Vermont Country Suite

Two-Bedroom apartment in the Green Mountains

Beautiful 1 bedroom apartment with balcony
Apartment rentals with outdoor seating

Main St Escape | Explore Downtown Ludlow

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

Renovated unit, prime location! Shuttle on/Ski off

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!

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

Great 2 bedroom condo at Stratton Mountain

Modern Killington Farmhouse Condo: Close to Resort
Quick stats about holiday rentals with outdoor seating in Bridgewater
Total rentals
80 properties
Nightly prices starting at
£75 before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
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- Rentals with outdoor seating Windsor County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Magic Mountain Ski Resort
- Fort Ticonderoga
- Tenney Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Hooper Golf Course
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Montshire Museum of Science
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Ekwanok Country Club
- Whaleback Mountain
- Northeast Slopes Ski Tow
- Mount Sunapee Resort
- Baker Hill Golf Club
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