Holiday rentals with a patio in Pioneer Valley

Find and book unique Holiday Accommodation with Outdoor Verandahs on Airbnb

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Popular amenities for Pioneer Valley Holiday Houses with Outdoor Verandahs

Apartment rentals with a patio

Top Guest favourite
Apartment in Amherst
5 out of 5 average rating, 28 reviews

The View Guest Suite - Amherst

JeffRating, 5 stars3 days ago
Great place! Everything was very nice. The extra "goodies" (fresh fruit, coffee, ...) were appreciated. If I'm ever in the area, I would definitely stay here again.
Top Guest favourite
Apartment in North Adams
4.99 out of 5 average rating, 111 reviews

Historic Victorian - Entire 3rd floor

LaurenRating, 5 stars3 weeks ago
Our stay couldn’t have been better. The listing matched reality perfectly—stairs and all—and the hosts stayed a step ahead with friendly, detailed messages and a useful house guide. The location is superb: an easy stroll to everything in North Adams and a great jumping-off point for exploring the Berkshires. The home itself was spotless, cozy, and wonderfully quiet. The hosts were extremely understanding of a minor issue (our fault) that occurred. We thoroughly enjoyed our visit and would gladly return.
Guest favourite
Apartment in Great Barrington
4.9 out of 5 average rating, 129 reviews

King Bed|Wi-Fi|2m Ski Resort

JackiRating, 5 stars2 weeks ago
My new go-to place in the berkshires! I love the berkshires for hiking , my favorite spa (mend), and all the cute shops/food outings! This spot was perfect - it's well-decorated, the bathroom is nice, and the location is GREAT! Loved the back patio for morning coffee. Washer/dryer was fast. Host is very responsive and helpful. Looking forward to my next stay & would love to bring my dog next time :)
Top Guest favourite
Apartment in Brattleboro
4.99 out of 5 average rating, 141 reviews

River View apartment

JohnRating, 5 stars4 days ago
If you are in the Brattleboro area, I highly recommend this listing. It was clean, comfortable, and quiet. We were there for just one night, but were very pleased with these accomodations.
Guest favourite
Apartment in North Adams
4.92 out of 5 average rating, 109 reviews

Frankie’s Place - A Mass MoCA Neighborhood 2BR APT

FrancesRating, 5 stars1 week ago
Great spot, very well-appointed, with beautiful views. Frank was a great host and I highly recommend.
Guest favourite
Apartment in New Salem
5 out of 5 average rating, 31 reviews

New England Escape

DonaldRating, 5 stars5 days ago
Place was clean and neat. Had all the appliances, etc. Nice market nearby for coffee and pastries in the morning and other sundries. Rural location and in the woods.
Top Guest favourite
Apartment in Otis
4.96 out of 5 average rating, 97 reviews

Enjoy every season the Berkshires have to offer.

MicheleRating, 5 stars3 days ago
The space is very clean. I stayed 2 nights and brought my dog with me. The only thing that I was surprised about was that there wasn't a door to the bedroom area. I had looked at the pictures and assumed the door I saw was to the bedroom but it was a closet. The bed area is separated by a partial wall but not an actual door. Something to keep in mind if you have additional people sleeping on the pull out couch.
Guest favourite
Apartment in Holyoke
4.84 out of 5 average rating, 136 reviews

Quiet bright & sunny 2 bedroom apartment w/ porch

CassandraRating, 5 stars3 days ago
The apartment was nice and cozy. The bedrooms were nice and the beds were very comfortable. The check in and out instructions were very clear, and the notebook in the kitchen had a lot of useful information. I would come back in the future!

Holiday House Rentals with a Verandah

Top Guest favourite
Home in Ashfield
5 out of 5 average rating, 16 reviews

J&J’s Retreat

SeanRating, 5 stars6 months ago
What a retreat! This was a lovely stay in a beautiful home which was well decorated and every little detail was thoughtful. Our family enjoyed our stay - thank you!
Guest favourite
Home in Lanesborough
4.96 out of 5 average rating, 51 reviews

Historic Stone Church in The Berkshires

ZacharyRating, 5 stars3 weeks ago
Our stay at Hinterland Hall was a wonderful, unique experience. The property has been carefully restored and tastefully staged. The surrounding area includes some great hikes, like Mount Graylock to the north and Monument Mountain to the south.
Top Guest favourite
Home in Pittsfield
4.95 out of 5 average rating, 174 reviews

Cantabile life in the Berkshires

BillRating, 5 stars1 week ago
Jia place was great. Very spacious and plenty of things to do. It was very clean. The entire process was super simple. We enjoyed it quite a bit.
Top Guest favourite
Home in Leyden
5 out of 5 average rating, 15 reviews

Mountaintop Views, close to private schools, golf

JasonRating, 5 stars1 week ago
Beautiful property! Fantastic deck and views, and spacious and modern inside. Great place for a weekend with friends!
Top Guest favourite
Home in Wilbraham
4.94 out of 5 average rating, 93 reviews

Little House Clean and cozy

DeniseRating, 5 stars1 week ago
The minute we walked in the door we were so happy to see a beautiful, well cared for immaculate home. Not to mention the setting where the house is located, it is breathtaking. The kitchen had everything we would need to make any meals. The furniture was comfortable and the bed was amazing, the sheets and mattress - outstanding quality! Karen was the best host. We hope to stay in her home again.
Guest favourite
Home in Amherst
5 out of 5 average rating, 9 reviews

Amherst Treehouse

JoannaRating, 5 stars3 weeks ago
We were three couples coming together for a college reunion in the area. The house fit our needs perfectly with plenty of space to relax and cook. The fireplace was a godsend during a May nor'easter. Victoria left detailed instructions and welcomed us with thoughtful touches like popcorn and local restaurant recommendations. We just can't recommend it enough if you're looking in the area. Our only regret was that we were unable to enjoy the outdoor fire pit given the weather.
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.
Superhost
Home in Agawam
4.82 out of 5 average rating, 28 reviews

Home near Six Flags/ hot tub

MariaRating, 5 stars4 weeks ago
This home is just what the pictures show. It was a great first experience with Airbnb. Checking in and out was simple. The only thing we noticed is that one of the bathroom’s trash was not thrown out. Other than that, no other issues. The home is very nice and clean. Just an FYI for future renters, the house is in a Main Street but we didn’t mind the minimal traffic noise, mostly at night, since we live in a big city and are used to it. We would stay here again.

Holiday condos with a patio

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!
Top Guest favourite
Condo in Wilmington
5 out of 5 average rating, 12 reviews

Ski2Tee

JamesRating, 5 stars8 months ago
The home was perfect and the location was great to use as a base to explore fall colors and the small towns of southern Vermont .
Guest favourite
Condo in Hancock
4.95 out of 5 average rating, 59 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

EladRating, 5 stars2 months ago
A Perfect Stay at Elisa's! Elisa's place was absolutely magical! Located in a charming yet convenient resort, this beautifully designed space instantly felt like home. Sunlight streams through the windows, illuminating tasteful décor that balances style and comfort. What truly stands out is Elisa's hospitality. Her communication was warm and helpful, and her local recommendations led us to hidden gems throughout the area. The spotless cleanliness and private garden oasis for morning coffee or evening drinks made everything perfect. This place represents exceptional value—not just accommodation but an experience connecting you to the local community.
Guest favourite
Condo in Lenox
4.97 out of 5 average rating, 34 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!
Condo in Hancock
4.88 out of 5 average rating, 33 reviews

Unique - Country suite @ Jiminy Peak

BrentRating, 5 stars17 months ago
We had a fabulous time up at Jiminy Peak and being right on the mountain at Shana’s place made it very easy to enjoy the many things to do. Shana is a great host and her unit was perfect for our family of 5. Our younger two tried counting all of the gnomes in every room. We definitely recommend staying at Shana’s place, she is very easy to work with and quick to answer any questions. Thanks again A+
Superhost
Condo in Adams
4.74 out of 5 average rating, 42 reviews

Downtown Adams Vintage Getaway

ChristyRating, 5 stars1 month ago
Ashley has a great place!! It was a fantastic place to visit with my friends and reminisce. Weirdly, this rental turns out to be the place my great grandparents lived and did business as my grandma grew up. I did not have any ghostly contact with my relatives in the apartment (I was kind of hoping and not hoping to see them 😂), but I still had such a meaningful time sitting in the spaces they did so many years ago. Ashley is an excellent host and I will come here again next time I “come home”. 😊
Guest favourite
Condo in Northampton
4.94 out of 5 average rating, 100 reviews

Cozy Studio with patio, 1.2 mi from downtown

MarcoRating, 5 stars3 weeks ago
Our stay was excellent. Felt at home. Much recommended.
Condo in Amherst
5 out of 5 average rating, 7 reviews

Two story condo near Amherst town center and UMass

JiriRating, 5 stars6 months ago
I had the pleasure of staying at the place owned by Gladys, and it was an unforgettable experience. When I arrived late at night, Gladys came to ensure my comfort and make me feel welcome. She greeted me warmly and even provided a snack, which was a thoughtful touch after a long journey. I was staying at Gladys's place because of my research internship at UMass, and her hospitality made my stay truly enjoyable. She genuinely cared about my comfort and went out of her way to make sure I had everything I needed. One of the most memorable gestures was when she brought a Christmas tree to the apartment, adding a festive and cozy touch to the space. The apartment itself was exactly as described. Everything including the kitchen was clean, cozy, well-equipped, and well-maintained. What truly set this accommodation apart was the personal touch that Gladys brought to the experience. Her warmth and hospitality made me feel like more than just a guest; I felt like a valued friend.

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