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Vacation rentals with outdoor seating in Dorset

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Dorset outdoor seating rentals

House rentals with outdoor seating

Guest favorite

Home in Brattleboro

4.95 out of 5 average rating, 118 reviews

Spacious Brattleboro home on river, walk to town

SoniaRating, 5 stars1 month ago
We had a great Christmas holiday in this comfortable and family friendly home. It is very convenient for walking into town and also access to the food Coop, supermarket and restaurants. The house is well stocked (eg. Paper towels, toilet paper,etc) and has a fully equipped kitchen for cooking and baking. Communication was excellent, as usual. The host and housekeeper are friendly, proactive and responsive. We would highly recommend renting this home and expect to be back.
Guest favorite

Home in South Woodstock

4.88 out of 5 average rating, 25 reviews

Grange Hall, South Woodstock Historic Home

EvanRating, 5 stars3 months ago
Great spot in a wonderful area. You really can't beat the location. The spot is very clean and well appointed. We were quite busy and didn't get to enjoy the deck out back, but the grill, solo stove and hammock were all great touches. The beds were all comfortable. One of the bathrooms was out of commission due to a leak, and Emily was in contact with us before we we arrived with a suitable alternative. While the listing doesn't specify that you have access to the entire home, we all assumed that we did. Nobody else stays in the home while guests are there, but the usable space felt small for what was paid. It was still a wonderful spot and a great stay and I would easily recommend it.
Guest favorite

Home in Windham

4.86 out of 5 average rating, 107 reviews

Magic Creek

AgiRating, 5 stars1 week ago
Second time for this lovely home offered by Nicole and Christian . And we will return again. They are great hosts that are very welcoming and supportive in time of need with quick responses. Love Magic Creek!
Guest favorite

Home in Chesterfield

4.96 out of 5 average rating, 52 reviews

The River House

DrewRating, 5 stars5 months ago
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.
Guest favorite

Home in West Brattleboro

4.93 out of 5 average rating, 112 reviews

Modern Spacious Home with Mountain Views

CaitlinRating, 5 stars3 weeks ago
Christine’s home is so comfortable and well-situated! Right down the road from Brattleboro and VT Country Deli, and right next to a park with trails (literally, in the backyard)! The home comes with heated flooring and garage, *fancy* bathroom, comfortable beds, and everything you could need in the kitchen. Christine was so friendly and made our stay extremely pleasant and relaxing. Thanks Christine!
Guest favorite

Home in Wilmington

4.87 out of 5 average rating, 100 reviews

MtSnow * Hot Tub * Pool * Air Hockey * PingPong * Darts * 16ppl

ThaiRating, 5 stars1 month ago
This is one of the best Airbnb experience I have ever had. The hosts are very responsive and responsible. I booked the place during Christmas week, and surprisingly, they were surely available and promptly replied and helped me even at late hours which was very convenient and comforting. The place had cleaning team so it is always clean. The amenities were more than sufficient that my group had such a good and memorable stay-cation. The road outside might be icy a bit right after the snow but there were people shoved it when we came back which was quick for such area. I would recommend it to everyone who wants a trip to Vermont! I am glad to pick Matt and his team’s place for the trip!
Superhost

Home in Chesterfield

4.91 out of 5 average rating, 106 reviews

Governer's Brook Camp - 2 Bedroom

ChristopherRating, 5 stars1 month ago
Very accommodating and friendly. Quick responses and very helpful. Would book again.
Guest favorite

Home in Wilmington

4.96 out of 5 average rating, 109 reviews

Family SKI Retreat inWilmington-Walk 2Town-Hot Tub

MarjorieRating, 5 stars1 month ago
The house accommodated all of us and was well stocked with amenities. They added some festive holiday decor & a welcome basket which was special. It was walkable to downtown Wilmington for shopping , eating and hiking which was a great option for activities. Erika and Casey were extremely responsive when we reached out for assistance. The guide for the house was helpful for what to expect and how to operate most things. We were all able to hang together in the family room and around the table. Overall, we had a memorable trip with family and friends.

Apartment rentals with outdoor seating

Guest favorite

Apartment in Chester

4.93 out of 5 average rating, 139 reviews

Lovely 2 Bedroom Apartment w/deck & pond view

MatthewRating, 5 stars6 days ago
Perfect spot for a ski trip. My friend and I booked last-minute and this place was excellent. Easy to find, quiet and peaceful, tucked behind the store, and a short 15-minute drive from Okemo and some great food spots. The apartment was very comfy, clean and had everything we needed. I would - and probably will stay - here again.
Guest favorite

Apartment in Wilmington

4.98 out of 5 average rating, 472 reviews

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

IsaacRating, 5 stars2 weeks ago
We had a fantastic 3rd stay at Jennifer’s. We love the location (great shops downstairs), the unit, and the host. Our dog also loves it. My only complaint is that Marvin (dog) loves the trails so much he wakes us up at 6:00am because he can’t wait to go on more adventures. We’re excited for our next visit!!!
Guest favorite

Apartment in Brattleboro

4.9 out of 5 average rating, 353 reviews

Quiet St in Town, gardens, terrace

SusanRating, 5 stars4 days ago
Lovely apartment, plenty of natural light, tastefully decorated in quiet, natural/neutral tones and some lovely things on the walls to look at. Kitchen easy to navigate, intuitive, and well equipped for breakfast, coffee, lunch/snacks etc. and simple cooking if you don't want to eat out. Plenty of hot water. If staying in the winter, bring cozy indoor shoes, floor can get a bit chilly . And if you're an old married couple accustomed to a kingsized bed, the queensized bed might present a challenge. Really great mattress, though. Thanks Jaki. If you're foodies and you do want an extraordinary meal, try the Blue Moose (across from the Latchis.) Wow. Reservations required.
Guest favorite

Apartment in Guilford

4.88 out of 5 average rating, 400 reviews

Apartment with a view

HelenaRating, 5 stars1 week ago
Cozy place with great views. The place had all the essentials and was easy to find and check-in. Signal can be spotty (tmobile) but wifi was great. We visited in Jan and had a decent amount of snow - would recommend 4wd if snowing as some of the roads around town can be a little steep/muddy. Would recommend if you’re looking for a simple weekend getaway.
Guest favorite

Apartment in Ludlow

4.92 out of 5 average rating, 270 reviews

Okemo Vermont Getaway

MaximRating, 5 stars1 week ago
The house is great to stay with a family of 4-5 right near Okemo Ski Resort, 8-9 minutes drive to the slopes. The place is very beautiful, private, warm, clean and cozy, offers enough space for a wonderful stay. Everything was as described, and the cleanliness exceeds expectations! Michael was a great host, proactive and provided all the instructions in advance, as well as answered all our questions. Great location, quality and price make it a good alternative to nearby hotels that get overpriced in high season. My family and I enjoyed our stay very much, and we highly recommend this place!
Guest favorite

Apartment in Poultney

4.94 out of 5 average rating, 336 reviews

Cozy Poultney Village Apartment

LauraRating, 5 stars1 month ago
Always a nice stay at Anne’s place! Private, cozy and comfortable bed.
Guest favorite

Apartment in Wilmington

4.91 out of 5 average rating, 129 reviews

Globetrotter Retreat too - Minutes to the Mountain

RichardRating, 5 stars1 day ago
This is our second stay at this location (different apartment in same building) and it was very centrally located and close to Mount Snow. This is a great place to stay in Wilmington.
Guest favorite

Apartment in Brattleboro

4.98 out of 5 average rating, 125 reviews

River View apartment

RichardRating, 5 stars1 week ago
My wife and i stayed here for a quick weekend get away to go to some local breweries and do some shopping downtown. Less than a minute from The Retreat Farm market and tap room which is a must stop for sure. Amazing location, close to downtown shops and restaurants, the apartment was squeaky clean and was even better in person. Will most definitely be back!

Condo rentals with outdoor seating

Guest favorite

Condo in Ludlow

4.98 out of 5 average rating, 116 reviews

Main St Escape | Explore Downtown Ludlow

AlexanderRating, 5 stars2 weeks ago
We had an amazing stay at Tommy’s place near Okemo Mountain! The house was spotless and very well-maintained, making it a comfortable and welcoming retreat. The location couldn’t have been better—everything in town was within walking distance, which was so convenient. The proximity to the mountain shuttle was a huge plus; it was right by the Airbnb, making it super easy to get to the slopes without having to drive. Overall, the experience exceeded our expectations, and we would absolutely stay here again. Highly recommend to anyone looking for a convenient and cozy spot near Okemo!
Guest favorite

Condo in Ludlow

4.95 out of 5 average rating, 112 reviews

Slopeside condo at the base of Okemo-steps to lift

KatherineRating, 5 stars1 month ago
Kristen's place was perfect for our family.--when you have kids, being able to walk right out onto the slopes is ideal, and this apartment was perfect for that. It's easy to stow your ski gear by the entry too. The apartment is really well stocked with all the cooking utensils you might need, and I was so glad to have supplies in the bathroom when I forgot shampoo. She really thought of everything!
Guest favorite

Condo in Killington

4.95 out of 5 average rating, 111 reviews

Ski On/Ski Off - Dog-Friendly Mountainside Retreat

CharlesRating, 5 stars6 days ago
The hosts, James & Nicole, were extremely responsive. Their condo is a few steps away from the slopes, no need to drive and pay for parking. Their condo was extremely clean with plenty of linens. We have recommended their place to all of our friends and family who are interested in visiting/skiing Killington. We had an incredible experience and plan to return next season.
Superhost

Condo in West Dover

4.74 out of 5 average rating, 137 reviews

Beautiful condo 2.5 miles from Mount Snow

AllisonRating, 5 stars3 weeks ago
Deanna’s condo was exactly as described. Great location for skiing at Mt Snow and going out to eat around town. Just great overall space for our family’s weekend away.
Guest favorite

Condo in Dover

4.83 out of 5 average rating, 103 reviews

Mount Snow Ski Chalet

MeredithRating, 5 stars2 weeks ago
Very cute condo very close to the mountain - two bus stops away from the base lodge on the MOOver (local bus line). Two bedrooms and two bathrooms - which is great! The kitchen was a good size. The dining room table is a Murphy table that's in the living room area. There are two stools by a kitchen counter that are also good for eating. The owners are very responsive! When you get directions, make sure you get them to Mount Snow and then follow the directions they give. We ended up at a movie theatre and they had to give us directions to the Mountain. They are right - there's no cell service up there so be sure you get the directions to the mountain before you get into the wifi wilderness!
Guest favorite

Condo in Dover

4.99 out of 5 average rating, 113 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

AndrewRating, 5 stars4 days ago
We had a fantastic stay at the Handle Lodge! I was thoroughly impressed with how modern and clean the condo was, all making for a very comfortable experience. The location was also excellent with its proximity to the mountain and downtown area: having the Moover shuttle stop right outside the condo was super convenient. Rafael and Janice also went above and beyond as hosts: they gave us plenty of recommendations, stocked the condo with everything we could have possibly needed, responded quickly, were very kind, and made check-in/check-out super easy. There is no doubt in my mind that I will be booking with them again!
Superhost

Condo in Ludlow

4.83 out of 5 average rating, 120 reviews

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

TingRating, 5 stars6 days ago
Right at the base and very clean. Will book again next time at Okemo.
Guest favorite

Condo in Dover

4.93 out of 5 average rating, 46 reviews

Ski in Ski out condo great location

DanielRating, 5 stars2 weeks ago
We had a wonderful time staying at Christine’s place! It’s very cute, cozy and comfortable - just what we wanted after unwinding from a day of skiing. Great location at Seasons just steps away from the trail leading to Sundance Lodge (I think the trail is Tin Lizzy). Christine is also an awesome host and really appreciate her responses. We definitely will look to come back again, and encourage others to consider this location!

Quick stats about vacation rentals with outdoor seating in Dorset

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    1.8K 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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