Holiday rentals with outdoor seating in Pioneer Valley

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Pioneer Valley outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Top Guest favourite
Home in Northampton
4.8 out of 5 average rating, 130 reviews

Victorian house near Smith college and downtown

JohnRating, 5 stars2 weeks ago
I could not recommend this enough. The right mix of updated and original. Kitchen was fully redone and lots of space. The back gardens were great and we would walk into town daily. Very close to Smith College. 4 out of 4 stars!
Guest favourite
Home in Feeding Hills
4.89 out of 5 average rating, 977 reviews

Farm Fresh Feeding Hills

KaitlynRating, 5 stars1 week ago
A lovely place to stay. Beautiful view of the animals and mountains. Host was nice and accommodating.
Top Guest favourite
Home in Southwick
4.96 out of 5 average rating, 218 reviews

Linny's Lakeview Cottage – Cozy, Fun & Updated !

SarahRating, 5 stars3 weeks ago
We had an amazing time at Linny’s! Space was cozy, clean, and included all the right things to make our stay comfortable and easy for the long weekend! Thanks so much for sharing your home with us! Warmly, Sarah SC
Top Guest favourite
Home in Northampton
4.97 out of 5 average rating, 133 reviews

Lovely 2BR Home Close to Downtown

AliceRating, 5 stars3 weeks ago
I've stayed at many air bnb's and this is my favorite. The house is inviting, warm, beautiful and comfortable. It provided a wonderful environment to rest and renew. The kitchen is filled with light and looks out onto the yard which is green and host to lovely birds and bird song. The patio was also inviting and comfy for a meal or to sit with a cup of tea/glass of wine and unwind or read a book. The neighborhood is vibrant, safe and within easy walking distance to downtown. The host Louisa has paid attention to every detail to ensure an easy and very comfortable stay. i highly recommend!!!
Superhost
Home in Northampton
4.88 out of 5 average rating, 638 reviews

The Farmhouse - Hot tub eclectic farmhouse 3 br

AngieRating, 5 stars1 month ago
This is our second time staying in The Farmhouse, and our 5th or 6th time booking with Ginny. This property is very relaxing, we brought our three dogs and they loved the backyard. The house was clean and organized. We enjoyed breakfast on the farmers porch. The hot tub was nice. It’s a quick drive to downtown NoHo, Florence and EastHampton. So much to do in this area. We highly recommend.
Top Guest favourite
Home in Agawam
4.98 out of 5 average rating, 175 reviews

Sunrise on the Water's Edge - Riverside Bungalow

AndyRating, 5 stars5 days ago
What a great spot! Beautiful views on the river and a good spot for a family of 5 to use as home base while visiting Six Flags. Top notch host, thanks for everything Zuhair!
Top Guest favourite
Home in North Adams
4.98 out of 5 average rating, 427 reviews

Steps to MoCA private house + SAUNA!

SamanthaRating, 5 stars6 days ago
Had a wonderful time! The home was beautiful ! We love old houses and antiques and it was the perfect spot for us! We were easily able to walk to get breakfast and coffee in the morning. My husband is a very light sleeper and had a very good night sleep it was a very quiet property to be at !
Guest favourite
Home in Ware
4.89 out of 5 average rating, 243 reviews

Little House Inn - Private House - Secluded

SheilaRating, 5 stars1 week ago
We were very comfortable and felt very home like at Brodys place. The muffins were delicious and the house was clean and comfortable. Would be best suited for a family with younger children. Two bedrooms with one bedroom has a queen bed and one bedroom has bunk beds. The yard was manicured very nicely and we felt welcome. Wish we could have spent a little more time and enjoyed the outdoor space more. Bedrooms are on the second story. Recommend to anyone who needs a place to stay in this neck of the woods. There was a bit of a plumbing problem which wasn't the owners fault at all. We hope it all worked out.

Apartment rentals with outdoor seating

Top Guest favourite
Apartment in Easthampton
5 out of 5 average rating, 117 reviews

Briggs Cove: Private & Lovely 1st floor apartment

CatherineRating, 5 stars2 weeks ago
This first floor apartment is wonderful- homey, well equipped, on a quiet friendly street with lots of greenery, peaceful and easy. Parking was a breeze in a well marked space and the location is convenient to all things in and around Easthampton and Northampton, with good walking destinations, restaurants, and more. Rocky has many thoughtful touches and the kitchen was so well outfitted, I was sorry I didn't stay longer to do some cooking there!
Guest favourite
Apartment in Plainfield
4.97 out of 5 average rating, 271 reviews

Sunny, light filled loft in 1873 Colonial

DouglasRating, 5 stars3 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.
Guest favourite
Apartment in Whately
4.93 out of 5 average rating, 209 reviews

Cozy, Private, Central 1 Bdrm, Large Yard

RobinRating, 5 stars2 weeks ago
We had such a great stay! The house was incredibly comfortable—spacious, peaceful, and beautifully maintained. It felt private and tucked away, but was still just minutes from family on Christian Lane and so many fun local spots. The yard and gardens were absolutely lovely. We visited Tree House Brewery for amazing beer and pizza, made a stop at Tom’s Hot Dogs, and couldn’t resist a trip to Yankee Candle. It was the perfect mix of cozy, quiet, and convenient. We’d absolutely love to come back!
Superhost
Apartment in Chester
4.77 out of 5 average rating, 204 reviews

Quiet getaway in the Berkshires

LynneRating, 5 stars2 weeks ago
Our second stay here! Had fresh coffee available for the morning and eggs in the fridge. Thank you Joy!!
Guest favourite
Apartment in Guilford
4.89 out of 5 average rating, 412 reviews

Apartment with a view

JohnRating, 5 stars2 weeks ago
Excellent place, great hosts. Easy. Just what we wanted.
Superhost
Apartment in Goshen
4.93 out of 5 average rating, 396 reviews

Experience Three Sisters Sanctuary

LaurieRating, 5 stars4 weeks ago
Amazing stay at Richards. It is like the photographs and so much more. Richard was friendly and helpful and enjoyed sharing his home, sculptures and gardens with others. The apartment is beautiful and peaceful and a great getaway. He has put so much love and energy into his home and property and we are so lucky to be able to enjoy it also. I look forward to returning. A nice escape into the country side of western mass but still close to so many adorable small towns, farms, Northampton and fun little back roads.!!!
Top Guest favourite
Apartment in Petersburgh
4.88 out of 5 average rating, 185 reviews

The Beer Diviner Brewery Apartment

JohnRating, 5 stars2 weeks 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.
Guest favourite
Apartment in Plainfield
4.95 out of 5 average rating, 271 reviews

Sunny carriage house apartment

EllieRating, 5 stars3 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 :)

Condo rentals with outdoor seating

Guest favourite
Condo in Litchfield County
4.95 out of 5 average rating, 21 reviews

Pacer's Pasture

CerayeRating, 5 stars5 months ago
Pacers Pasture is on a quiet road giving it a cute country experience in a great small town. The space has an amazing unfenced yard which was great for the dogs. Easy access inside with key entry, and we loved the door entry being toward the back of house for added privacy. The house has very comfortable linens, tons of parking, and the hottest water ever - which was perfect after a cold day adventuring. Aaron provides toiletries, some nice kitchen basics likes spices and teas/coffee, fast wifi-TV streaming, and a cozy space perfect for relaxing. Bonus points for being tastefully decorated and not overly cluttered. Would stay again!
Guest favourite
Condo in Dover
4.83 out of 5 average rating, 108 reviews

Mount Snow Ski Chalet

BarryRating, 5 stars3 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.
Guest favourite
Condo in Dover
5 out of 5 average rating, 17 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

ConoRating, 5 stars3 days ago
I had a great experience at Erin's place. Everything about the experience was enjoyable. The home was well-stocked and beautifully decorated. Great little touches like a Bluetooth radio and record player were appreciated. The gym and pool amenities were pristine. We look forward to staying there again.
Guest favourite
Condo in Lenox
4.97 out of 5 average rating, 35 reviews

Spacious 3 bedroom apt in Lenox historic downtown

JamieRating, 5 stars3 weeks ago
Yulia's place was the perfect spot for a Memorial Day weekend getaway. Was even great for an infant! It was comfy and cozy! Loved the patisserie downstairs and the town. Highly recommend!
Top Guest favourite
Condo 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.
Guest favourite
Condo in Dover
4.95 out of 5 average rating, 61 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

BrianRating, 5 stars1 week ago
Christine was a great host. The condo was as described. The place was clean and well organized, very cute and cozy. Christine was very responsive and helpful. I will definitely stay here again.
Top Guest favourite
Condo in Northampton
4.97 out of 5 average rating, 63 reviews

Lovely 1bedrom apartment with screened in porch

LauraRating, 5 stars1 month ago
Beautiful and very clean space! We had the most wonderful long weekend at Goran's apartment. He was so responsive and super friendly... cannot recommend enough. We will be back!
Superhost
Condo in Dover
4.8 out of 5 average rating, 110 reviews

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck

BrendanRating, 5 stars3 months ago
Perfect location to mt snow.. right across the street. It's an older complex but had everything we needed for a few days of skiing.. would rent again

Destinations to explore