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

Romantic Barn Guesthouse in Village Center
Keep it simple at our peaceful and centrally-located hideaway. This rustic and cozy two-story barn guesthouse with fireplace is located on four acres of a 1768 historic homestead right in Manchester Center. Enjoy the pond and mountain views from the bedroom and living room windows; the guesthouse faces a peaceful meadow and wildlife pond which abuts 70 acres of preserved land with hiking trails, yet it's also just steps from Main Street and all of the dining and shopping of Manchester Village.

Vermont barn apartment
The Barn Apartment at Sykes Hollow Farm is in the gorgeous Mettowee Valley with 4 friendly horses, entertaining chickens, mountain views and a host who cares about you. The farm is a quiet, private, peaceful place with 30 acres to roam, but still close to Dorset and Manchester. Fields, mountains and a pond are all here. Good for couples and solo travelers who want an amazingly beautiful setting. This listing is more than a rental... it's an entire farm. Powered by solar to help the planet!

Moon Valley Country Retreat no clean fee pets yes
Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

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.

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. I am as close or as far away as you would like me to be with my house right next door.

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 Smithy Cottage at Consider Bardwell Farm
The historic “Smithy" at Consider Bardwell Farm is the original building used for blacksmithing by Consider Bardwell, himself, in the 1800s. Complete with brand-new, architect-designed kitchen and bathroom, wood-burning fireplace, and stone patio for outdoor grilling and dining, the Smithy is beautiful inside and out. Enjoy meeting our goats and all the local goodies and products that we can stock in your cottage.

Cozy Poultney Village Apartment
I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

Suite on Salem
Keep it simple at this peaceful and centrally-located place. Walking distance to Salem Central, Fort Salem Theater, the Historic Salem Courthouse, Jacko's, Salem Art Work, On a Limb Bakery, and more. Come stay in our secure 2-room suite plus bathroom with a separate entrance uniquely filled with local art and antiques. Includes cube-sized refrigerator, coffee maker, and microwave for use.

Serene Bus Getaway Among Rolling Farm Land
Tucked off a quiet dirt road, this stationary bus promises to provide you and yours an unforgettable accommodation for your next Upstate NY retreat. Come stay in the Sleepy Tire, and wake up to beautiful views of Vermont’s Green Mountains, an indoor bathroom with flushing toilet and hot shower, and WiFi so you can stay connected to those that matter.

Barrel Sauna + Hot Tub & Mtn Views
Escape to Stratton Chalet, 5 mins from a pristine swimming pond, featuring a new hot tub and barrel sauna with incredible Stratton mountain views. Recently renovated, Stratton Chalet features a large stone fireplace, outdoor, modern fire-pit area, two outdoor decks, contemporary outdoor furniture, Bose soundbar, and a well-equipped kitchen.

Hilltop Country Views Studio Apartment
Enjoy a relaxing stay in the country. Easy access to Vermont & Saratoga. Eat local produce. Fresh eggs, bread and butter or oatmeal for your first breakfast, coffee and tea provided. Go shop, ski, hike or stay put & enjoy a good book! (After you're confirmed, please let us know if you're vegan, and or glucose or lactose intolerant.)
Popular amenities for outdoor seating rentals in Dorset
House rentals with outdoor seating

Cozy Modern Sugar House with spectacular views.

Winter Fun Enjoy Southern Vt

1850 Marble Path House

Ski and Play in Manchester Center!

Killington Retreat | Deck-Fire Pit-Mountain Views!

Birdie's Nest Guesthouse

Cow Barn Lodge

Cheerful 1 bedroom cottage
Apartment rentals with outdoor seating

Serene Studio Retreat 20 Minutes to Downtown

Private Apt. on Farm, Hot Tub with views!

Comfort & Style for Winter and Spring Vacations

Shakespeare’s Folly Side Farm and AirBnB.

Cozy Suite for 2 "Suite P"

Peaceful Ludlow Base 5 minutes to Okemo

Minimal organic hideaway inspired by nature

The Getaway
Apartment rentals with outdoor seating

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

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

Winter Dream! The Handle Lodge at Snowtree Condos

Great 2 bedroom condo at Stratton Mountain

Serene Top Floor Condo (resort style amenities)

3 Story Condo - 5 Minutes to Mount Snow!

Okemo Ski-in/Ski-out, Steps to lift Condo

Hotel Chic - Home Comfort -Ski Easy.
When is the best time to visit Dorset?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $321 SGD | $321 SGD | $321 SGD | $256 SGD | $267 SGD | $300 SGD | $307 SGD | $327 SGD | $321 SGD | $270 SGD | $311 SGD | $321 SGD |
| 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 Dorset

Total holiday rentals
Explore 50 holiday rentals in Dorset

Nightly prices starting at
Dorset holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 2,060 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Dorset holiday rentals include wifi 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 washing machine and dryer Dorset
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- Rentals with a firepit Dorset
- Family-friendly rentals Dorset
- Rentals with outdoor seating Bennington County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Fort Ticonderoga
- Saratoga Spa State Park
- Mount Snow Ski Resort
- Bromley Mountain Ski Resort
- Lake George Expedition Park
- Hildene, The Lincoln Family Home
- Peebles Island State Park
- Hooper Golf Course
- Dorset Field Club
- Fox Run Golf Club
- National Museum of Racing and Hall of Fame
- Northern Cross Vineyard
- Willard Mountain




