Holiday rentals with a patio in Pioneer Valley

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Popular amenities for rentals with patio in Pioneer Valley

Flat rentals with a patio

Top guest favourite
Flat in Amherst
5 out of 5 average rating, 98 reviews

Amherst Get-a-way retreat

AlisonRating, 5 stars1 day ago
This place is so cozy and peaceful! Great location, and the host really made us feel right at home. Can’t recommend this place enough!
Top guest favourite
Flat in North Adams
4.99 out of 5 average rating, 111 reviews

Historic Victorian - Entire 3rd floor

LaurenRating, 5 stars4 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
Flat in Great Barrington
4.92 out of 5 average rating, 105 reviews

Berkshire Retreat|King Bed|Wi-Fi|2m Ski Resort

EleshaRating, 5 stars2 weeks ago
Lovely, comfortable place with a great location—I didn’t realize all the great places to visit near us, even within walking distance, until we arrived. What a delight to find. Loved the art and amenities in the room. Thank you for a good motel experience in GB!
Top guest favourite
Flat in Brattleboro
4.99 out of 5 average rating, 142 reviews

River View apartment

ScottRating, 5 stars4 days ago
Susan's place is exactly as advertised and more. Very comfortable and well-equipped space with nice extras - coffee, tea, snacks, firewood and a grill with grill spatula, etc. Quiet, country setting that is a great value compared to hotels in the area. Would recommend and stay again.
Guest favourite
Flat in North Adams
4.92 out of 5 average rating, 109 reviews

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

FrancesRating, 5 stars2 weeks ago
Great spot, very well-appointed, with beautiful views. Frank was a great host and I highly recommend.
Guest favourite
Flat in New Salem
5 out of 5 average rating, 33 reviews

New England Escape

SamirRating, 5 stars1 day ago
Bernard’s place was exactly as described! The place was spotless, comfortable and full of thoughtful amenities. The surroundings were beautiful. The location was just close enough to nearby towns and excellent hiking. Recommended.
Guest favourite
Flat in Holyoke
4.84 out of 5 average rating, 137 reviews

Quiet bright & sunny 2 bedroom apartment w/ porch

DavidRating, 5 starstoday
Second time staying here, feels like home. Love the feel of the place. Walk to Dunkin for coffee and doughnuts in the morning while waiting for kiddo to get up. Centrally located with easy access to all the places we wanted to go. April is always nice and helpful.
Top guest favourite
Flat in Easthampton
4.97 out of 5 average rating, 76 reviews

Gorgeous Getaway - Walking Distance from Downtown!

LjRating, 5 stars3 days ago
Just spent an excellent week in Easthampton at the Gorgeous Getaway. It's a beautifully restored home and the space was thoughtfully outfitted and decorated so it was comfortable and tasteful, but not cluttered. The bathroom and kitchen were so very clean and had everything we needed. It has a full kitchen with tons of counter space and lots of extras. And we had to do some remote work during with the week and the office and fast wifi were perfect. And the location cannot be beat. We walked to restaurants, a small grocery store, and ice cream. And Martin, the host, was very responsive and sent an excellent recommendation for the absolute best bakery (Small Oven). And even though it was centrally located, the neighborhood was very quiet. Really wonderful experience and I would definitely recommend it.

House rentals with a patio

Guest favourite
Home in Becket
4.94 out of 5 average rating, 150 reviews

Lake front retreat - Stylish Berkshire home

ShaiRating, 5 stars2 weeks ago
We had a wonderful time at this beautiful lake house! The home itself is lovely—spacious, comfortable, and perfect for a family getaway. The lake and boats were a big highlight for us, offering plenty of fun and relaxation. Our host was incredibly responsive and helpful throughout our stay. While there were a few small things that needed fixing, she addressed them right away and was very communicative, which we really appreciated. Overall, it was a great experience and a memorable holiday for our family. We’d definitely love to come back!
Guest favourite
Home in South Windsor
4.9 out of 5 average rating, 150 reviews

Spacious 3 Bedroom Ranch With Office

KatieRating, 5 stars2 days ago
5 stars all around--beautiful and spacious home, super clean and great communication with the owner! We loved the back deck after dinner and looking over a giant mowed back yard space. Highly recommend for others in the area. Thanks for a great stay!
Guest favourite
Home in Ashfield
4.98 out of 5 average rating, 57 reviews

An 18th century farmhouse

NateRating, 5 stars2 weeks ago
What a beautiful, idyllic getaway Susan offers for her guests. A kind welcoming soul who provides a stay that brings you back in history – we had the most lovely time!
Top guest favourite
Home in Pittsfield
4.95 out of 5 average rating, 175 reviews

Cantabile life in the Berkshires

KatieRating, 5 stars1 day ago
A perfect location nearby to the wedding venue we were attending! House had everything we needed to feel right at home. Very clear instructions and a beautiful spot. Wish we could’ve stayed longer!!!
Superhost
Home in Cornwall
4.83 out of 5 average rating, 100 reviews

State Forest Getaway

NicoleRating, 5 stars1 month ago
My girlfriends and I had an amazing stay! The house is stunningly gorgeous—even more beautiful than the photos. Every detail was thoughtfully designed, creating the perfect setting for a relaxing and fun getaway. The space was spotless, well-equipped, and incredibly comfortable. We truly had a great time and felt right at home. Highly recommend for anyone looking for a stylish and memorable escape!
Guest favourite
Home in Amherst
5 out of 5 average rating, 9 reviews

Amherst Treehouse

JoannaRating, 5 stars4 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.
Guest favourite
Home in Guilford
4.92 out of 5 average rating, 50 reviews

Vermont Mirror House

GeorgeRating, 5 stars2 weeks ago
I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.
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 stars2 weeks 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 a patio

Guest favourite
Apartment 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
Apartment 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
Apartment in Dover
5 out of 5 average rating, 18 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

JosephRating, 5 stars1 day ago
Outstanding stay at Erin’s beautiful place. Immaculately clean. Perfectly remodeled with all high end fixtures and decorations. Plenty of accommodations in the condo. Very quiet in the summer. Facilities are top notch with indoor and outdoor pool. Grill and fire pit in the common area that you can reserve as well as gorgeous common area with games activities and a nice gym. Walk or ski to mount snow Sundance area. Can’t say enough and can’t wait to return. Thankyou for hosting.
Guest favourite
Apartment in Lenox
4.97 out of 5 average rating, 35 reviews

Spacious 3 bedroom apt in Lenox historic downtown

JamieRating, 5 stars4 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!
Superhost
Apartment in Shelburne Falls
4.9 out of 5 average rating, 49 reviews

Flowers & Falls Spot House

TerriRating, 5 stars3 weeks ago
Always an easy peaceful stay whenever we stay at David’s place. We will be back again
Superhost
Apartment 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
Apartment 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.
Guest favourite
Apartment 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.

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