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Holiday rentals with outdoor seating in The Berkshires

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for The Berkshires outdoor seating rentals

Holiday 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 East Haven
4.89 out of 5 average rating, 102 reviews

Welcome To Piper's Rest

ErnestoRating, 5 stars2 weeks ago
Very beautiful house by the water nice neighborhood and very clean lovely home would love to stay here again
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 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 Livingston Manor
4.96 out of 5 average rating, 297 reviews

River view:

FrankRating, 5 stars3 days ago
Beth and Tom’s place is amazing part of the Upper Delaware. If you fish and love the Delaware, you’ll love this place.
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.
Top Guest favourite
Home in Hudson
5 out of 5 average rating, 20 reviews

Stylish Home on Union St

MarciRating, 5 stars1 week ago
This Airbnb exceeded our expectations. This is an absolutely lovely airbnb. It is a beautifully decorated and appointed two story home, so close to everything in Hudson including restaurants, shops, completely walkable, but set on a quiet side street. The inside and the outside are beautifully maintained. The details in the home are above and beyond and the host has thought of everything that mighht be needed to enjoy the space. The home has comfortable beds, beautful linens, pristine towels and is well stocked with items such as soaps and lotions in very bathroom. There are extra cleaning items and so much more. Marcello is a wonderful host - so responsive and so helpful, before booking, during the stay, and after to help with any questions about checking out. Our group of four enjoyed lazy mornings with coffee, walks to shops and restaurants, happy hour and a dinner at home. Next visit we will be sure to use the lovely outdoor space and grill...and stay longer.

Apartment rentals with outdoor seating

Guest favourite
Apartment 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
Apartment in Beacon
4.97 out of 5 average rating, 101 reviews

3 beds, Backyard, Front Porch, Central Air

MichaelRating, 5 stars4 days ago
had a great time here while a group of us did the Breakneck Trail Race! quiet and clean and an very short walk to town for restaurants and coffee.
Guest favourite
Apartment in Burlington
4.85 out of 5 average rating, 108 reviews

Charming apartment with breathtaking view!

RebeccaRating, 5 stars8 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
Apartment in Poughkeepsie
4.97 out of 5 average rating, 126 reviews

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

RaulRating, 5 stars4 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 favourite
Apartment in Middlebury
4.92 out of 5 average rating, 119 reviews

Cozy Apartment with Water View of Brook

JulieRating, 5 stars1 week 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
Apartment in New Haven
4.89 out of 5 average rating, 113 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
Apartment in Troy
4.92 out of 5 average rating, 182 reviews

Sunny Troy Private Deck Parking Wi-Fi Top Floor

ZoeRating, 5 stars1 week 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
Apartment 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 :)

Condo rentals with outdoor seating

Superhost
Condo in Vernon Township
4.79 out of 5 average rating, 124 reviews

Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

EnriqueRating, 5 stars4 days ago
Hey Henry, just wanted to say thank you again for letting us stay at your Airbnb — it was a great place! Super comfortable and in a perfect spot. We really enjoyed it. Appreciate you making everything easy for us.
Guest favourite
Condo 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
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.
Guest favourite
Condo 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
Condo in Vernon Township
4.73 out of 5 average rating, 112 reviews

200 yds Minerals - great for hotel weddings

CindyRating, 5 stars1 week ago
The place was great and just as pictured/described. Joann gave great instructions and was very responsive. We were only there for a short stay for a race, but it looked like a great area I would’ve loved to explore if we had more time. The only thing I didn’t care for was the requirement for to wash and dry all towels before leaving. Since I already paid a hefty cleaning fee that seemed like a bit much. And the washer/dryer is small so this took a couple of loads to get done.
Guest favourite
Condo in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars2 months 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 favourite
Condo 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!
Top Guest favourite
Condo 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.

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