
Holiday rentals with a patio in Pioneer Valley
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Top-rated rentals with patio in Pioneer Valley
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.
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Popular amenities for rentals with patio in Pioneer Valley
Flat rentals with a patio

Historic Victorian - Entire 3rd floor
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.

King Bed|Wi-Fi|2m Ski Resort
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 :)

River View apartment
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.

"Nostalgia" a spacious2 bedroom first floor unit.
We had a good time staying at Sandy‘s place. It was exactly what we needed for a graduation weekend. Really appreciated the extra touch of coffee and tea as well as creamer, a thoughtful touch! It easy to work with Sandy. She was responsive to all my messages.

Frankie’s Place - A Mass MoCA Neighborhood 2BR APT
Really clean and perfect for what we needed it for! We were there to move out our daughter from Williams College and it worked out perfectly.

New England Escape
Thank you Bernard and wife for creating a clean, cozy environment. My son and I felt safe and comfortable. We appreciated the well stocked kitchen and bathroom. I highly recommend this setting for anyone looking for a peaceful stay.

Quiet bright & sunny 2 bedroom apartment w/ porch
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!

Gorgeous Getaway - Walking Distance from Downtown!
This is a great place! Super easy check-in, the place was spotless and the beds were super comfy. Came here for my reunion at Smith and at first was disappointed that we couldn't find anywhere right in Northampton when I was booking for the reunion, but Easthampton isn't that far, (you do need a car if you want to go to Northampton but we had a friend give us rides back and forth) and it was nice to explore the little block of restaurants and shops on Cottage St., which I hadn't seen before when I only stayed in Northampton. We had a wonderful time and Martin was super kind and responsive-even gave us an extra hour grace time checkout! Totally recommend!
House rentals with a patio

J&J’s Retreat
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!

Lake front retreat - Stylish Berkshire home
A true gem! Great location for a Berkshires excursion. Spent two nights, 4 adults and 2 kids. Everything exactly as described. Cute house with everything you may want and need. Loved the design touches. Peaceful and serene, modern and comfortable. Highly recommended!

Spacious 3 Bedroom Ranch With Office
We had a great stay while in town for a family wedding. The house had everything we needed for our family, which included two toddlers and a dog. The deck was a great feature and they even had extras for pets (like a dog bed) at the home. Would recommend!

Cantabile life in the Berkshires
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.

Mountaintop Views, close to private schools, golf
Beautiful property! Fantastic deck and views, and spacious and modern inside. Great place for a weekend with friends!

Little House Clean and cozy
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.

Amherst Treehouse
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.

Granite Ledge, Modern home in a unique setting
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 a patio

Ski2Tee
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 .

Pacer's Pasture
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!

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

Slopes N Seasons | Trailside Condo at Mount Snow
This place is so welcoming and tasteful. Lots of in-house activities for the evening, when it's raining, or just when you feel like staying in. An easy recommendation.

Spacious 3 bedroom apt in Lenox historic downtown
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!

Downtown Adams Vintage Getaway
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”. 😊

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

Cozy Studio with patio, 1.2 mi from downtown
Our stay was excellent. Felt at home. Much recommended.
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- Six Flags New England
- Monadnock State Park
- TPC River Highlands
- Bushnell Park
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Brownstone Adventure Sports Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Brimfield State Forest
- Norman Rockwell Museum
- Dinosaur State Park
- The Shattuck Golf Club
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hartford Golf Club
- Douglas State Forest
- Bigelow Hollow State Park
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation