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

Elegant & Rustic Cabin - A Peaceful VT Getaway.
Nestled on 10 hillside acres just outside the small town of West Rupert, our cabin offers a relaxing "get-away-from-it-all," yet is convenient to all that southern VT and eastern NY has to offer. Perfect for a romantic weekend with a special someone, a relaxing country vacation with family, or a fun retreat with good friends. 3 BRs (plus sleeping loft) and full bath. Hike, bike, ski, golf, fish, shop, swim, dine, antique, explore, etc...or just relax and do nothing. Make yourself at home!

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!

Waterfront Vermont Lake House w/ Panoramic Sauna
We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from either our private decks. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

Cozy Barn home w/ Mountain Views
Newly renovated cozy Vermont barn with views of Mount Equinox. This unique barn includes a full kitchen, bedroom, bath, smart TV, and wifi. Conveniently located 2.5mi to downtown Manchester and 3.7mi to the Dorset Town Green. Come hike, golf, ski, dine, shop, or take a stroll on the Manchester Rail Trail. 15min drive to Bromley and 25mins to Stratton. Relax with a cup of coffee or glass of wine on the deck while looking out at the mountains, or cozy up with a book by the electric fireplace.

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!

Bright Manchester Studio with Sleeping Loft
Our studio apartment with sleeping loft is great for two adults or a couple with children. Located on a quiet country road great for taking long walks. There is a queen bed in the loft and a pull out queen sofa in the living area. Bright with high ceilings and all new furnishings. We are less than three miles from town, 20 minutes to Bromley and 25 minutes to Stratton. Close to hiking, biking, fishing, great restaurants and shopping. Please note;Owners lives on premise in main house.

Cow Barn Lodge
Our home is located in MT. Tabor, Vermont, just off of Route 7, in a country setting with beautiful Mountain views of the Green Mountain National Forest, Dorset and Danby Mountains. The house is an old barn converted into a beautiful spacious home, on 4 acres. Snowmobiling from our place, plus 4 major ski areas less than 30 miles away. Hiking, fishing, swimming, golfing, and the Equestrian horse show are all nearby. as well as shopping in nearby Manchester and Rutland Vermont.

Big Green Barn - Manchester Village Vermont
Unique Vermont Barn Experience! 1880s restored barn on 2 acres in Manchester Village across from Southern Vermont Arts Center. Converted to a photo studio in 2004 when we moved from NY; spacious, comfortable, solar-powered, approx. 1 mile to Main St. (town roads, no sidewalk), close to shopping, restaurants, golf, hiking, skiing, etc. Beautiful views, Mount Equinox front, the Green Mountains back. No pets. Not suitable for children under 12. (License number MRT-10126712)

The Nest at Birch Quarry
Our home is located mid-way between Dorset and Manchester VT. This mid 70's style home has been remodeled and updated. The rooms are tastefully decorated. New baths, a well appointed kitchen, large dining area, vaulted ceilings, large deck & marble patio w/ fire pit. Private setting surrounded by woods and quarry pond. The access is flat and off a paved road. 3 min to Dorset. 5 min to Manchester. 10 min to VT Horse Show. 15 min to Bromley. 25 min to Stratton.

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.

Style and Comfort- Perfect Year Round Location
Amazing location in Downtown Manchester Center. Walking distance to the outlets, bars and restaurants. Less than 30 minutes away from three Ski Mountains. Fully renovated unit within a charming old farmhouse with your own private entrance and front porch.

The Chal-A-Frame Vermont
Set perfectly between Mt. Snow and Stratton Mountain, The Chal-A will offer an experience of both form and function.
Popular amenities for Dorset outdoor seating rentals
House rentals with outdoor seating

High Oaks Lodge on Cossayuna Lake

1850 Marble Path House

Steps to MoCA private house + SAUNA!

Stunning mid-century house on 2.5 private acres

Serene & Pristine Vermont Home

The Mushroom House of Manchester Vermont

Waterfront Cabin • Dock • Fire Pit • Kayaks & SUPs

Well appointed lakehouse. Peaceful family fun.
Apartment rentals with outdoor seating

Comfort & Style for Winter and Spring Vacations

Shakespeare’s Folly Side Farm and AirBnB.

Green Mountains of Vermont/20 Min to Manchester

Dog heavenly! Private, beautiful and relaxing.

Cozy Poultney Village Apartment

Yellow Door Inn

Vermont Getaway Apartment

Apartment in Historic Village Home
Condo rentals with outdoor seating

Main St Escape | Explore Downtown Ludlow

Beautiful condo 2.5 miles from Mount Snow

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Winter Dream! The Handle Lodge at Snowtree Condos

Cozy Mountain Retreat w Views | Pool, Hot Tub, Ski

Great 2 bedroom condo at Stratton Mountain

Serene Top Floor Condo (resort style amenities)

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed
When is the best time to visit Dorset?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,145 GYD | G$52,145 GYD | G$52,145 GYD | G$41,507 GYD | G$43,385 GYD | G$48,599 GYD | G$49,851 GYD | G$52,979 GYD | G$52,145 GYD | G$52,145 GYD | G$60,071 GYD | G$60,697 GYD |
| 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 vacation rentals with outdoor seating in Dorset

Total vacation rentals
Explore 50 vacation rentals in Dorset

Nightly prices starting at
Dorset vacation rentals start at G$16,686 GYD per night before taxes and fees

Verified guest reviews
Over 2,250 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Dorset vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Dorset rentals

4.9 Average rating
Dorset stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a patio Dorset
- Rentals with a fireplace Dorset
- Family-friendly rentals Dorset
- Rentals with a fire pit Dorset
- Pet-friendly rentals Dorset
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- Cottage rentals Dorset
- Rentals with outdoor seating Bennington County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Saratoga Spa State Park
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- National Museum of Racing and Hall of Fame
- Emerald Lake State Park
- Adirondack Extreme Adventure Course
- Trout Lake
- Rensselaer Polytechnic Institute
- Congress Park




