Vacation rentals with outdoor seating in The Berkshires

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for The Berkshires outdoor seating rentals

House rentals with outdoor seating

Top guest favorite
Home in Egremont
4.96 out of 5 average rating, 120 reviews

The Berkshires Mountain Terrace LUX Home Sleeps 7

CourtneyRating, 5 stars2 months ago
This was a beautiful and well kept home and was a delight to stay in. Natalia was also a lovely and communicative host. We had no issues and would happily stay there again.
Guest favorite
Home in Albany
4.81 out of 5 average rating, 52 reviews

Airy 5Br-2Ba,Kids Rm, 6TVs,Pvt Fence-yard&Parking!

BjRating, 5 stars3 months ago
Rashawn's place was great! Near downtown Albany, and plenty of sleeping space. Great for any size groups.
Guest favorite
Home in East Haven
4.89 out of 5 average rating, 101 reviews

Welcome To Piper's Rest

JamesRating, 5 stars3 weeks ago
It was wonderful stay and I’d go back anytime
Guest favorite
Home in New Milford
4.94 out of 5 average rating, 32 reviews

Serene Country home 24 mi Mohawk ski area

ConnieRating, 5 stars1 month ago
A beautiful home- super comfortable and spacious. It is outfitted with everything you could need. Peaceful location (we stayed in spring/winter- can’t speak to what it would be like in season). Lovely views. Easy to get into town by car (3-5 minutes!). Host was excellent - responsive to any questions or inquiries
Guest favorite
Home in New London
4.94 out of 5 average rating, 134 reviews

House in NL near CGA, Sub Base, Mohegan Casino

MeaganRating, 5 stars4 months ago
Our family opted for a trip to New London to reconnect with our family for Thanksgiving. We were able to utilize the beautiful dining room for our dinner . We loved staying at Rosa’s place and were very comfortable . Just a note - there is only one bathroom and it is on the second floor ( as are all the bedrooms) We made this work but can be difficult with a larger family . It would definitely not deter me from booking again! This place was beautiful. The surrounding area and ease of access was comforting ! Would definitely stay here again .
Top guest favorite
Home in Beacon
5 out of 5 average rating, 7 reviews

Artsy and stylish home with big yard.

ErikaRating, 5 stars4 months ago
We loved staying at Bengisu’s home for the holidays. It’s even cozier and more welcoming than can be seen in photos, and the location is great - just a few minutes walk into town to enjoy everything Beacon has to offer. Bengisu was communicative and helpful leading up to the trip, and her home was the perfect place for us to spend a few days relaxing and exploring. We would absolutely stay here again on a future trip.
Top guest favorite
Home in Livingston Manor
4.96 out of 5 average rating, 295 reviews

River view:

FrankRating, 5 stars4 days ago
Beth and Tom’s place was a wonderful place to stay after a long day of fishing. Very comfortable and right on the river. It really was nice for my family to have a place to stay and relax like this .
Top guest favorite
Home in Roxbury
4.97 out of 5 average rating, 125 reviews

Mountain and tree view cabin on 12 private acres

ChristopherRating, 5 stars2 months ago
The home was very attractive and comfortable. There is a great flow between the entry, living areas, kitchen, bedrooms, etc. We loved the decor and plants and special touches. And the access to outdoors was amazing. Such beautiful and fabulous views.

Apartment rentals with outdoor seating

Guest favorite
Apartment in Stafford
4.94 out of 5 average rating, 149 reviews

Modern Industrial Apartment with rooftop access

BarbaraRating, 5 stars4 weeks ago
This Airbnb is so homey. We enjoyed our stay and will rent it again.
Top guest favorite
Apartment in Beacon
4.97 out of 5 average rating, 100 reviews

3 beds, Backyard, Front Porch, Central Air

MicheleRating, 5 stars1 week ago
Beautiful, clean, comfortable home. Easy walk to Main St and great variety of stores and restaurants. Hosts were attentive, available if needed and very pleasant. Highly recommend.
Guest favorite
Apartment in Burlington
4.85 out of 5 average rating, 108 reviews

Charming apartment with breathtaking view!

RebeccaRating, 5 stars7 months ago
Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.
Guest favorite
Apartment in Poughkeepsie
4.97 out of 5 average rating, 126 reviews

2BR|2 Queen Beds|Balcony|Parking|Strong Wifi

RaulRating, 5 stars3 months ago
This is the best Airbnb I have stayed in Poughkeepsie and overall in New York State. The place is very clean , it was recently refurbished , has good equipment for cooking, it is spacious. The parking is easy and convenient. Check in was smooth. Owners are responsive. Very strongly recommend it.
Guest favorite
Apartment in Middlebury
4.92 out of 5 average rating, 118 reviews

Cozy Apartment with Water View of Brook

JulieRating, 5 stars1 day ago
Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.
Guest favorite
Apartment in New Haven
4.9 out of 5 average rating, 112 reviews

Sperry House one bedroom private apartment

AbdoRating, 5 stars1 month ago
I had the pleasure of staying at Rosaria’s apartment for two months, and it was an amazing experience. The place was spotless, well-equipped, and had everything I needed for a comfortable stay. Rosaria herself was incredibly kind and helpful, always making sure everything was perfect. I highly recommend staying here to anyone looking for a great place. Thank you, Rosaria!
Guest favorite
Apartment in Troy
4.92 out of 5 average rating, 179 reviews

Sunny Troy Private Deck Parking Wi-Fi Top Floor

RobertRating, 5 stars3 weeks ago
This is a great place, and I experienced very helpful communication and a restful stay. Would consider this location and Susan’s others in the future!
Top guest favorite
Apartment in Northampton
4.98 out of 5 average rating, 704 reviews

Tree Top Suite, cozy downtown apartment

DebbieRating, 5 stars2 weeks ago
Very clean and the detail and decor made our 1-week stay very comfortable, like being at home! Would definitely stay here again!

Condo rentals with outdoor seating

Guest favorite
Condo in Dover
4.83 out of 5 average rating, 108 reviews

Mount Snow Ski Chalet

BarryRating, 5 stars1 month ago
Great place to stay. There are no Ubers the week we stayed there and we should have rented a car. But the place was great.
Top guest favorite
Condo in Dover
4.99 out of 5 average rating, 120 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars1 month ago
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.
Top guest favorite
Condo in Norwich
4.98 out of 5 average rating, 134 reviews

The Vacay Villa

JamieRating, 5 stars1 week ago
Krista place is very clean and welcoming. It had perfect personal touches. From coffee creamer for our morning coffee, to shower essentials. I find the small personal touches so nice and it is welcoming. Christa offered east check in and extended my check out time with no questions ask. This was a very nice place for a weekend trip and we will def be booking again!
Guest favorite
Condo in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars1 month ago
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!
Guest favorite
Condo in Hancock
4.85 out of 5 average rating, 151 reviews

Cozy Condo @ Jiminy Peak

ElizabethRating, 5 stars2 months ago
We always book with Dawn! Her place is amazing. We feel right at home. She ensures the house has everything you could need in case you forget something. There are extra details to make your stay more comfortable. Her linens are softer than mine at home! There is plenty of space for my family of five to stay comfortably. I highly recommend booking here! We can’t wait until our next stay here.
Top guest favorite
Condo in Dover
4.92 out of 5 average rating, 120 reviews

3 Story Condo - 5 Minutes to Mount Snow!

JanetteRating, 5 stars4 days ago
We had a great time staying at Kens place! Ken was very responsive and accommodating! Thank you!
Top guest favorite
Condo in Lanesville
4.98 out of 5 average rating, 559 reviews

Trendy Condo Hunter Mountain

KathiaRating, 5 stars1 week ago
The place is amazing and def worth staying in (: ! Lubov is an amazing host and I'm grateful to have had this opportunity! Lubov responds quickly, is friendly, and sticks true to her word in providing a helping hand when needed! If you ever come across the opportunity to stay in an airbnb hosted by Lubov, please take it! You're in great hands!
Top guest favorite
Condo in Dover
4.99 out of 5 average rating, 121 reviews

March Ski Escape! Mt. Snow Condo w/ All the Perks

JulienRating, 5 stars1 month ago
We had a great stay. First I want to say that Lori was very flexible with us. I had to ask her to change our reservation because one of our kids got sick and it forced us to change our plans. I think it was non refundable, but she agreed right away and she was very gracious about it. In fact she even sent us a refund because the new dates were cheaper. I also think Lori is a great communicator. It's the second time I am renting this apartment and whenever I asked a question I got a very clear answer within 10 minutes. The apartment is really nice. The beds, the cough, the kitchenware feel good quality. Unlike most other ski AirBnB where I stayed, Lori maintains a really good stock of food (Swiss-Miss, Oatmeal,...) that come in handy with 2 teenagers.... Thank you Lori and Craig! Julien

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