
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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Dorset outdoor seating rentals
House rentals with outdoor seating

Spacious Brattleboro home on river, walk to town
Absolutely incredible place! Tons of room, bathrooms for each bedroom was a big hit. Amazing location. Views were magnificent after 8 inches of snow and some freezing rain. Perfect excuse to not leave the house and enjoy the peaceful serenity over a nice margarita. Fall views must be totally awesome. Don’t need to bring anything except you, your friends and some food. The home has everything you need, all set and ready to go, and I mean everything you’ll need. The house manager Teri was an absolute peach. Her connection to the house and knowledge of the local history was amazing. 5 STARS doesn’t do this place justice. Already planning a return visit.

Grange Hall, South Woodstock Historic Home
We have the loveliest time and can’t wait to return. Thank you for being so helpful and responsive

Ranch retreat
This home was exactly what I was looking for. The home is perfect size for a family of 5 with 3 teenagers. Perfect location for our family from the “country” it was in the perfect location with a cute little store within walking distance if needed. Everything was as described. We will be back in the summer and yearly for the winter carnival. Thank you for all the recommendations as well.

Cheerful, quiet 3 bedroom home
Thank you for making our guest feel like home! We will never forget this amazing experience and beautiful memories at this house!

The River House
We had a lovely time at this place, it’s a bit small but we’ll appointed and you can’t beat the location, right on the river! The views out the back were incredible every day. This didn’t impact us but be aware the upstairs loft area is probably better for children and a tall adult would feel pretty cramped up there. As a rather short crew my family had no problems 😂. Would definitely stay again.

Hse Nr Lk George+Saratoga w/Indoor HotTub+Pool
Beatifully decorated. Not even 2 minutes from West Mountain. After a day of skiing, I enjoyed the fireplace and the kids enjoyed the hot tub. And then we all enjoyed the game room together!

Modern Spacious Home with Mountain Views
Christine's home is warm and inviting and had everything we needed even if we forgot something and then some!!!!! If you should book know that Christine is a phenomenal baker, the breads she left were scrumptious with our tea and coffee! The area has so much around it you have choices from sightseeing to restaurants just pick a direction and you can't go wrong!

Close->MtSnow*HotTub*Pool*AirHockey*PingPong*Darts
The place was amazing. It was what the pictures show plus much more. Me and 10 of my friends slept comfortably and had a great time. Many games, nice kitchen, clean rooms and bathrooms, and if you’re a winter lover, hope it snows because this yard is amazing. We went sledding like kids again it was great. Definitely recommend. Right near mt. Snow and town of Wilmington which has great food options. Overall, quite the memorable stay.
Apartment rentals with outdoor seating

Lovely 2 Bedroom Apartment w/deck & pond view
This rental was perfect for our family’s overnight ski trip to Okemo. We have two teenaged sons who shared a bedroom. The kitchen had everything we needed to cook breakfast and (most importantly) to meet the AM caffeine needs. The rental was approximately 10 minutes away from Okemo, which was the best part for us. Already planning next February’s ski trip!

Village Apt #1 - walk to everything!
We had the best stay at Katelyn’s home and the location of this Airbnb TRULY cannot be beat!! We could not have asked for a better location, better amenities, check in/out experience, and communication with the host. Every touch was so thoughtful - we so appreciate the step stool in the bathroom for our toddler! Highly recommend!!

Quiet St in Town, gardens, terrace
This is a clean and cozy in-town top floor apartment - within walking distance of Main St, the Brattleboro Food Co-op and many local eateries, coffee shops and excellent shopping opportunities. The apartment is nicely decorated, and we loved the closed in sun-porch for gearing up to go outside since this was mid-winter during a cold snap.

Apartment with a view
I had a great experience staying here! I booked it last minute, and it turned out to be a perfect choice. The space was comfortable and had everything we needed for a pleasant stay. The area was quiet, making it easy to relax. The host was also very responsive and accommodating, which made the whole experience smooth and stress-free. I would definitely stay here again!

Globetrotter Retreat too - Minutes to the Mountain
My wife and I had a great stay! Walking distance to the key shorts in Wilmington and a very short drive to Mt Snow!

River View apartment
Susan's place was very nice, clean and perfect for relaxing. Has everything you need for a comfortable stay.

Families, Pets, Coffee, Arcade, Foosball, Fire pit
This was my second stay at this location but 2 different units, and both were very nice. I can't wait for my next trip. looking forward to renting again

Vermont Getaway Apartment
I am a return vacationer at the Vermont Getaway! It’s exactly as described! The apartment is beautifully decorated and comfortable. The surroundings are beautiful! The beds are comfortable and the apartment feels like home! Love how responsive, helpful and polite the hosts are! My family skiis Stratton which is only 11 minutes away! Londenderry has a couple of awesome restaurants and a market for all your needs. The Vermont getaway has to be one of my favorite places, out of several, that we visit for our North East ski tripping in Vermont!! Fully stocked kitchen with everything you would possibly need! We will be back. We highly recommend the Vermont Getaway!
Condo rentals with outdoor seating

Renovated unit, prime location! Shuttle on/Ski off
Caitlyn's place was perfect for our ski weekend at Killington! The unit is exactly as described and we felt right at home as soon as we arrived. We appreciated the ski shuttle access so we didn't have to worry about parking and being able to ski back on the access trail was super convenient. Wouldn't hesitate to stay here again!

Mount Snow Ski Chalet
Great stay and perfection location just off the base of Mount Snow with MOOver access. Mike was very responsive and accommodating for our last minute booking. Had trouble getting in with the code but he answered and helped us get in immediately. 10/10 host

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
James was a great host, the place was very clean and VERY close the the ski trail. Would love to stay again some day!

Winter Dream! The Handle Lodge at Snowtree Condos
We had a great stay at Rafael & Janice’s listing! They were super accommodating with flexible check in and check out, were proactive in checking in during our stay, provided great local recommendations, and were overall super responsive and kind. The condo is lovely, with beautiful furnishings and great attention to detail. We absolutely loved the fireplace; it made for a cozy retreat after a day of skiing. Great views of Mt. Snow from the condo! It is also a prime location with shuttle access to Mt Snow and a short drive to Stratton. We could not recommend this condo enough, and look forward to staying here again soon!

Location + Spa! - Cozy 2BR Condo - Mountain Side
We had a great long ski weekend. Host is very communicative and helpful - with quick answers to any questions we had. Great spot for our family of 5. Easy to get to mountain. Very clean and comfortable rental! This was our second stay and we’d be happy to stay again.

Okemo Clock Tower Base Ski-in/Ski-out Condo
This was our second time staying here. Love the location and accommodations are clean and feel like home. Would definitely come again!

Ski, Ride, Walk On/Off Condo On Pico at Killington
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.

Serene Top Floor Condo (resort style amenities)
Scott is an outstanding host! His place is conveniently located next to the ski slopes, and he was incredibly responsive to any questions we had. Highly recommended!
Quick stats about vacation rentals with outdoor seating in Dorset
Total rentals
40 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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