Holiday rentals with outdoor seating in The Berkshires

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in The Berkshires

House rentals with outdoor seating

Top guest favourite
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 favourite
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 favourite
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 favourite
Home in Bushkill
4.92 out of 5 average rating, 201 reviews

Entire House Hot tub Barrel Sauna Private Backyard

PietroRating, 5 stars4 months ago
I have been to many places but this house was top notch I'm glad I got to stay there with my family. everyone was very happy with the property. I would like to stay in the summer as well
Guest favourite
Home in New London
4.94 out of 5 average rating, 134 reviews

House in NL near CGA, Sub Base, Mohegan Casino

MeaganRating, 5 stars5 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 favourite
Home in Canajoharie
4.92 out of 5 average rating, 161 reviews

2 homes on large private mountain views getaway

PeterRating, 5 stars1 week ago
Absolutely beautiful home with incredible views. Very fair price and very peaceful. Thanks for the great stay, Amos!!
Top guest favourite
Home in Livingston Manor
4.96 out of 5 average rating, 295 reviews

River view:

FrankRating, 5 stars1 week 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 favourite
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 favourite
Flat in Stafford
4.94 out of 5 average rating, 149 reviews

Modern Industrial Apartment with rooftop access

BarbaraRating, 5 stars1 month ago
This Airbnb is so homey. We enjoyed our stay and will rent it again.
Top guest favourite
Flat in Beacon
4.97 out of 5 average rating, 100 reviews

3 beds, Backyard, Front Porch, Central Air

MicheleRating, 5 stars2 weeks 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 favourite
Flat 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 favourite
Flat in Shelter Island Heights
4.91 out of 5 average rating, 245 reviews

Squire Chase House

ErinRating, 5 stars7 months ago
Great spot! Very walkable. It's also a great layout if traveling with small children - there is a separate meditation room upstairs that was perfect for setting up our travel cribs. Would stay again!
Guest favourite
Flat in Middlebury
4.92 out of 5 average rating, 119 reviews

Cozy Apartment with Water View of Brook

JulieRating, 5 stars6 days 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 favourite
Flat 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 favourite
Flat in Troy
4.92 out of 5 average rating, 182 reviews

Sunny Troy Private Deck Parking Wi-Fi Top Floor

ZoeRating, 5 stars3 days ago
Second time staying at Susan's. Easy to get around Troy and the Capitol Area. Clean. Quiet for the most part. Was easy to book last minute. Cute outdoor space.
Top guest favourite
Flat in Northampton
4.98 out of 5 average rating, 705 reviews

Tree Top Suite, cozy downtown apartment

ErinRating, 5 stars2 weeks ago
Susan’s place was lovely! We had a very nice stay for my sister’s wedding. The bathroom is so big and beautiful! Thank you :)

Apartment rentals with outdoor seating

Guest favourite
Apartment in Dover
4.83 out of 5 average rating, 108 reviews

Mount Snow Ski Chalet

BarryRating, 5 stars2 months 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 favourite
Apartment 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.
Guest favourite
Apartment in Vernon Township
4.95 out of 5 average rating, 133 reviews

Sunsets at Mountain Creek! Walk to ski slopes!

SandroRating, 5 stars2 months ago
Nothing bad to say about the place! Loved the pools and hotub!
Superhost
Apartment in Ludlow
4.84 out of 5 average rating, 130 reviews

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

StephenRating, 5 stars1 month ago
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.
Guest favourite
Apartment in Vernon Township
4.92 out of 5 average rating, 317 reviews

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa

PearlRating, 5 stars1 month ago
Perfect getaway! Easy to access local hotels at a great value! Highly recommend and will personally be back!
Guest favourite
Apartment in Greenport
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.
Top guest favourite
Apartment in Vernon Township
4.97 out of 5 average rating, 117 reviews

2 Bedroom + Parking Cozy Condo•Mountain Creek•

RobinRating, 5 stars2 weeks ago
Great communication and easy checkin, spotless & stylish! We had a wonderful last minute spring getaway from the city. Compared to other airbnbs around, seemed comparatively good value for money. We cooked meals in the apartment and the kitchen is well appointed for doing so; there is also a keurig and French press.
Guest favourite
Apartment 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.

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