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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 Spring Glen
4.98 out of 5 average rating, 186 reviews

Creekside cottage on 65 acres of land

SavaRating, 5 stars2 weeks ago
The place was super serene and peaceful—perfect for a relaxing getaway. The house was incredibly well maintained, clean, and cozy. Highly recommend to anyone looking for a comfortable and quiet retreat
Guest favourite
Home in Germantown
4.97 out of 5 average rating, 336 reviews

Fantasy Cottage/Mountain Views/Trails/Fire pit

DenzeylRating, 5 stars2 weeks ago
Martina’s cottage was fantastic. Everything was as advertised. Fantastic lighting, large space and, unbelievable views.
Guest favourite
Home in Copake
4.96 out of 5 average rating, 195 reviews

Lakefront +pets +skiing +bbq +firepit +games

RichRating, 5 stars2 weeks ago
We had a great time, the location is great, right on the water and the fishing was even better. A very quiet lake and much bigger when you are out on it in the kayaks. I would surely stay here again!
Guest favourite
Home in Ghent
4.88 out of 5 average rating, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars3 weeks ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
Top guest favourite
Home in Rhinebeck
5 out of 5 average rating, 213 reviews

Eagle Rock House

BeatrizRating, 5 stars1 week ago
Edina and Glen's house was beautiful, spacious, and pristine. It was the perfect setting for a "girls weekend". The grounds were stunning, and made for a great setting. Very close to town, shopping, and wonderful restaurants. We really appreciated that our hosts were very proactive in reaching out and making all instructions clear. They were communicative and flexible. Thank you for having us in your beautiful home! Very memorable weekend.
Top guest favourite
Home in Agawam
4.98 out of 5 average rating, 174 reviews

Sunrise on the Water's Edge - Riverside Bungalow

JasonRating, 5 stars2 weeks ago
Well equipped, clean, functional space. Back porch and patio is fantastic for expanding the space and ease of entertainment. Caught some pretty good catfish and carp right off the back stairs/landing. Convenient to many amenities with easy access from rt159 and rt57.
Top guest favourite
Home in Germantown
4.95 out of 5 average rating, 426 reviews

Rustic Swedish Barn/Featured in Airbnb Magazine

GabriellaRating, 5 stars2 weeks ago
We enjoyed the perfect escape from the city in this magical barn with gorgeous antiques and pristine views. Definitely will be back for future celebrations!
Top guest favourite
Home in Great Barrington
4.99 out of 5 average rating, 122 reviews

Granite Ledge, Modern home in a unique setting

MichaelRating, 5 stars1 week ago
Had a wonderful time at Granite ledge. Absolutely beautiful backyard. Very peaceful and comfortable. The bed was very comfortable and we slept like babies. Highly recommend and would definitely stay here again.

Apartment rentals with outdoor seating

Guest favourite
Flat in Plainfield
4.97 out of 5 average rating, 271 reviews

Sunny, light filled loft in 1873 Colonial

DouglasRating, 5 stars2 weeks ago
Peter and the apartment were great! Peter was super responsive, friendly, and had nice touches like homemade granola with milk and coffee provided. After my original AirBNB fell through at check-in at 6pm, I was relieved (and saved) by Peter’s responsiveness.
Top guest favourite
Flat in Canaan
4.99 out of 5 average rating, 144 reviews

West Main

AlexisRating, 5 stars2 weeks ago
Loved this little apartment. It has everything you need and more.
Superhost
Flat in Philmont
4.9 out of 5 average rating, 118 reviews

Beautiful space in the heart of Philmont

JessicaRating, 5 stars8 months ago
Wonderful stay! Beautiful home and so much to do in the area. We had a great time!
Top guest favourite
Flat in Petersburgh
4.88 out of 5 average rating, 185 reviews

The Beer Diviner Brewery Apartment

JohnRating, 5 stars1 week ago
Cute room above the brewery was a nice get away for my wife, our little dog, and I. John was friendly and so were all of the other employees and guests. The Irish band was great and the patio by the brewery was very cozy the beers were also delicious too. The room itself was spacious and well furnished with a good size bed and additional day bed. Fun weekend get away for all ages.
Top guest favourite
Flat in Plainfield
4.95 out of 5 average rating, 271 reviews

Sunny carriage house apartment

EllieRating, 5 stars2 weeks ago
We had a great time at this lovely spot! Erin was a very kind and responsive host, and the apartment was just as described :)
Top guest favourite
Flat in Coxsackie
5 out of 5 average rating, 115 reviews

Hudson River Beach House

HeidiRating, 5 stars2 days ago
Love Janet, love her property, love the atmosphere……….PERFECT in every way! Any need……Janet was doll! Will be back!
Guest favourite
Flat in Winchester
4.91 out of 5 average rating, 380 reviews

Gateway to the Berkshires

ThayerRating, 5 stars2 weeks ago
The place was beautifully decorated and everything from the plants to the antiques was wonderful to see. This is the perfect place for any stay and they only ask that you respect the possessions. John was very responsive in helping us for a late check in.
Guest favourite
Flat in Copake Falls
4.91 out of 5 average rating, 331 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

TimRating, 5 stars3 weeks ago
My wife, dog, and I had a wonderful and peaceful stay at Michael's place. The land is beautiful, the place itself is actually even nicer than the pictures, and there is plenty to do in the area. We will definitely be coming back!

Apartment rentals with outdoor seating

Top guest favourite
Apartment in Dover
4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars3 months 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 favourite
Apartment in Norwich
4.98 out of 5 average rating, 108 reviews

CASiNO, Spa, Hot Tub, Pool, King bed, sauna

MelindaRating, 5 stars1 week ago
The Villa was exactly as described! Easy communication with owner. A perfect getaway weekend, every amenity we could want or need! Look forward to visiting again in the near future!
Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 183 reviews

Peaceful Oasis steps from Mohegan Sun

RaeneshaRating, 5 starstoday
Christina’s place is exactly as described and what you see in a photo. It is very clean and feels like you’re right at home. The place is clean and will book again. Thank you again.
Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 137 reviews

The Vacay Villa

SusanRating, 5 stars1 month ago
This is a wonderful property that is close to everything we like to do! Krista is a wonderful host and I’m always excited if her place is available.
Top guest favourite
Apartment in Vernon Township
4.95 out of 5 average rating, 147 reviews

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna

TeraRating, 5 stars1 month ago
Kurk's place is updated nicely. Bed is comfy. The tub is amazing! The resort is very nice, the scenery and mountains surrounding it are beautiful, and the condo all made for a relaxing stay!
Top guest favourite
Apartment in Dover
4.92 out of 5 average rating, 123 reviews

3 Story Condo - 5 Minutes to Mount Snow!

AlyssaRating, 5 stars2 weeks ago
It was such an easy check in and check out process. He let us check in an hour early since we arrived earlier. Place is spacious and exactly as described. Highly recommend!
Guest favourite
Apartment in East Jewett
4.97 out of 5 average rating, 125 reviews

MountainViewBrightCondo10MinToColgateLakePool

KennaRating, 5 stars4 days ago
Wonderful stay!! Very clean and cozy space. The host was easy and lovely to communicate with!
Top guest favourite
Apartment in Lanesville
4.98 out of 5 average rating, 570 reviews

Trendy Condo Hunter Mountain

TyreseRating, 5 stars2 weeks ago
Absolutely great place to unwind without missing out on comfort our host was VERY nice and proactive she ensured we had all the information we need and the place was clean and very comfortable definitely recommend.

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