Holiday rentals with a patio in Great Barrington

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Popular amenities for rentals with patio in Great Barrington

Flat rentals with a patio

Guest favourite
Flat in Hudson
4.97 out of 5 average rating, 178 reviews

Studio Oasis nr Warren St w porch & yard

BonitaRating, 5 stars1 day ago
The front porch with all the birds was really special. As was the well appointed open studio with high ceilings. Large bathroom with clawfoot tub was wonderful. Relaxing and quiet space. Short walk to the best restaurants and coffee shops.
Guest favourite
Flat in Saugerties
4.92 out of 5 average rating, 338 reviews

Saugerties Village home with great backyard!

JenniferRating, 5 stars1 month ago
John and Emma's place is exactly as described. It is neat and comfortable. You can tell they put a lot of care into making the place feel welcoming. It is on a busy corner so that might be off-putting to some, but it was fairly quiet on the days we were there. You are able to walk to town to many restaurants, shops, and ice cream and there is a big grocery store just down the road.
Guest favourite
Flat in Coxsackie
4.93 out of 5 average rating, 134 reviews

Lovely 1 bedroom suite in historical house

LakeRating, 5 stars2 weeks ago
Our 2nd time staying here and it was as fantastic as the first!
Top guest favourite
Flat in Charlemont
4.99 out of 5 average rating, 158 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars3 months ago
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!
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.
Top guest favourite
Flat in Kingston
4.97 out of 5 average rating, 262 reviews

The Ivy on the Stone

JonRating, 5 stars3 days ago
Katherine's place was perfect for our stay in Kingston. Amazing location and very charming. Highly recommend.
Guest favourite
Flat in Catskill
4.95 out of 5 average rating, 183 reviews

Catskill Village House - Garden Studio

PratibhaRating, 5 stars2 weeks ago
This place is nestled within the “downtown” area of Catskill Village and is centrally located. The apartment was pristinely clean and very easy to get to! The host(s) was the best part of the trip. Everything was proactively communicated (e.g. neighborhood gems), and responses were efficient, timely, and very respectful. I felt wonderful knowing I was in safe hands! Overall, I highly recommend this place and look forward to returning!
Top guest favourite
Flat in Hudson
4.97 out of 5 average rating, 144 reviews

Restored 19th century farm house apartment

WilliamRating, 5 stars4 weeks ago
Beautiful environment and super welcoming hosts. A great experience!

House rentals with a patio

Top guest favourite
Home in Great Barrington
4.98 out of 5 average rating, 56 reviews

Waterfront Modern Lake Mansfield Retreat

SaraRating, 5 stars1 week ago
Stayed at Amal's house with friends for a college reunion. Location was perfect for our needs, quiet, with great view, nature and lake access. Saw deer, geese, chipmunks. Tried to beware of bears, but never saw any. Lovely, luxurious, gorgeous, well-lit, clean and modern house, well fitted-out kitchen (even had ziploc bags), comfortable beds. Hosts were communicative and friendly. Absolutely would stay here again the next time the group of us are in the area.
Guest favourite
Home in Sheffield
4.96 out of 5 average rating, 28 reviews

Bull Hill Bungalow

RotemRating, 5 stars1 week ago
We had a wonderful time at Michelle’s place. The house is spacious and full of charm, nestled in lush greenery that made the stay even more relaxing. Michelle was incredibly friendly and responsive, and we felt right at home.
Top guest favourite
Home in Egremont
5 out of 5 average rating, 31 reviews

The Catamount Ski Haus w. Pool/Hot Tub

JulieRating, 5 stars3 weeks ago
This house was perfect for our needs. We were in town for Berkshires graduation. It was 15 min from the school and 15 min from Great Barrington. Wish the weather would have been better for the pool! They were very available for any of our questions and needs. Definitely recommend!
Guest favourite
Home in Hudson
4.96 out of 5 average rating, 156 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

ChristopherRating, 5 stars3 weeks ago
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!
Guest favourite
Home in Becket
4.96 out of 5 average rating, 26 reviews

New Shaw Pond Skytop Retreat in the Berkshires

NancyRating, 5 stars5 months ago
We stayed here on our way to Stowe to break up our long drive with an 8 and 2 year old. It ended up being a wonderful mini trip that we didn't want to leave. The house exceeded our expectations in terms of quality, cleanliness, and amenities. And the location was excellent - about 10 to 12 min to the nearest grocery store and downtown with restaurants, Edith Wharton's estate about 20 min away, and Great Barrington/Stockbridge were easily accessible for day trips. We plan to come back for skiing, and to take advantage of the lake activities in the summer. The only downside was the busy road, as mentioned in the listing, but the traffic quieted down in the evening and it didn't affect our sleep at night with the bedrooms located in the back of the house (husband is a very light sleeper; we did bring and use sound machines just in case).
Top guest favourite
Home in Great Barrington
5 out of 5 average rating, 18 reviews

Berkshires Retreat!

BruceRating, 5 stars2 weeks ago
Karen was an excellent host, she had an open line of communication with me. she gave me a list of places in the area for our group to do early in which was helpful in our planning! Very responsive which made it very easy for me to reach out to her. The house was beautiful and amazing. We had rainy weather and this was a perfect stay still because of the pool table, the piano, the large TV in the living room. Kitchen is stocked with plenty of items for eating and cooking. The house location is excellent, you feel like you have privacy but you're still close to the center of town. If I am back in the area, Karen's house is the first place I'm checking!
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 Catskill
4.97 out of 5 average rating, 151 reviews

Cheerful Catskill Village Cottage

LianaRating, 5 stars1 week ago
My boyfriend and I took a weekend trip to Catskill four our anniversary. Margaret’s place was PERFECT. The house itself was so charming and provided the perfect location for a cozy weekend getaway. The area was very walkable, and have lots of shops and restaurants. Margaret was extremely helpful and answered all of my questions right away. She also provided a great list of recommended activities, restaurants, and breweries. We definitely plan on visiting again soon to finish off the list. Thanks again for a memorable experience!

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 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!
Guest favourite
Private room in Saugerties
4.88 out of 5 average rating, 184 reviews

Hudson Valley Hiker’s Loft-Private Room Queen Bed

KristinRating, 5 stars2 weeks ago
I had a great stay! Super comfortable bed, room had everything I needed, and the AC unit kept my room very comfortable on the 90 degree day! Henry & Jorge were both very kind and easy to be around. If you're looking for a comfy bed in a comfortable space, this is perfect!
Apartment 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
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”. 😊
Private room in Troy
4.83 out of 5 average rating, 6 reviews

Cozy private bedroom in 2nd floor apartment

MohsinRating, 5 stars2 months ago
Luke is a great person with an amazing personality. If you have any questions, just communicate with him and he will take care of everything else. Have a bless day everyone!!
Apartment in Hancock

Berkshires Resort with Pools - Lg 1BD - Sleeps 4

JessicaRating, 5 stars4 months ago
Great stay for skiing at Jiminey Peak! We would definitely stay here again. Clean, spacious, great location and reasonable price!

Quick stats about holiday rentals with a patio in Great Barrington

  • Total rentals

    160 properties

  • Nightly prices starting at

    $77 SGD before taxes and fees

  • Total number of reviews

    7.7K reviews

  • Family-friendly rentals

    120 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore