Vacation rentals with a patio in Great Barrington

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Popular amenities for Great Barrington patio rentals

Apartment rentals with a patio

Guest favorite
Two turquoise Adirondack chairs are positioned on a grassy area, facing the entrance of a light blue house. Lush foliage surrounds the space, with trees and colorful shrubs enhancing the natural setting. A private porch features white railings, adding architectural interest.
Apartment in Hudson
4.97 out of 5 average rating, 176 reviews

Studio Oasis nr Warren St w porch & yard

CharleneRating, 5 stars1 day ago
Beautiful studio with everything you need for a trip to Hudson! I wish I could have stayed longer. Janet was a wonderful, responsive host.
Guest favorite
A well-lit patio space features a wooden table with a gas fire pit at its center, surrounded by four wicker chairs. Natural stone walls and a flower-adorned fence provide a backdrop, while soft lighting enhances the cozy atmosphere.
Apartment in Saugerties
4.92 out of 5 average rating, 338 reviews

Saugerties Village home with great backyard!

JenniferRating, 5 stars4 weeks 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 favorite
A historic Greek Revival house is seen from the front yard, featuring a white facade complemented by green trees. A red door serves as a focal point, with several windows allowing natural light. The yard is bordered by a wooden fence and includes well-maintained grass.
Apartment 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 favorite
A modern kitchen features a central island with bar stools, stainless steel appliances, and white cabinetry. Natural light floods the space through a skylight and large windows, highlighting the open layout. A dining area with dark chairs sits adjacent to the kitchen.
Apartment 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!
Top guest favorite
A cozy bedroom features a spacious bed with layered bedding. A gallery wall of framed art pieces adds visual interest. Natural light filters through a window with shutters, illuminating the warm wood floors. An electric fireplace and a potted plant provide a touch of comfort.
Apartment in Kingston
4.97 out of 5 average rating, 258 reviews

The Ivy on the Stone

DanRating, 5 stars3 days ago
A perfect little apartment in a perfect 300 year-old stone house. Privacy. Serenity. Calm beauty. Accommodating host. Every uptown Kingston attraction and restaurant within a few minutes walk. Easy parking. A good night's sleep. Can't say that it's clutter-free, but who cares, it's really charming and that bathroom is SO relaxing with both a giant rain shower and old fashioned tub. Perfect.
Guest favorite
A comfortable living area features a gray sofa adjacent to a wooden table and two chairs. Natural light filters through sheer curtains on the windows, highlighting the rustic wood flooring and a statement brick wall with a vintage-style light fixture above.
Apartment in Catskill
4.95 out of 5 average rating, 182 reviews

Catskill Village House - Garden Studio

AnneRating, 5 stars2 weeks ago
Jenna’s place worked well for our family reunion in Catskill village, convenient to Main Street shops. The shower set up (curtain in a tub) was a bit tricky.
Top guest favorite
A white farmhouse is framed by two large trees with bright green leaves, standing in a lush green yard. The sun shines through the branches, creating a warm, natural light across the scene. A gravel path leads to the house, enhancing the peaceful country setting.
Apartment in Hudson
4.97 out of 5 average rating, 144 reviews

Restored 19th century farm house apartment

WilliamRating, 5 stars3 weeks ago
Beautiful environment and super welcoming hosts. A great experience!
Guest favorite
A welcoming living area is highlighted by natural light streaming in through large windows. A comfortable sectional sofa is paired with two patterned chairs and a round woven coffee table, creating an inviting space for relaxation. A television is positioned on an elegant media console.
Apartment in Craryville
4.92 out of 5 average rating, 137 reviews

Captain's Quarters at Mickey's Marina

CarlRating, 5 stars1 week ago
We had a great say. Beautiful area. Tremendous lake which we enjoyed by kayak. Rooms were clean and comfortable. Nice sitting area outside and another on the front porch. We were here early June and so the eatery next store and another up the road were not open for the season quite yet. Great communication.

House rentals with a patio

Top guest favorite
An aerial view captures the tranquil lakeside retreat surrounded by lush greenery. The house is positioned near the water, offering easy access to the scenic lake, which is nestled within a rich landscape of trees and foliage.
Home in Great Barrington
4.98 out of 5 average rating, 54 reviews

Waterfront Modern Lake Mansfield Retreat

EdenRating, 5 stars2 weeks ago
We absolutely loved our stay! The house was spacious, comfortable, and had everything we needed for a wonderful visit. We enjoyed cooking in the well-equipped kitchen, taking the kayaks out on the lake, playing pickleball on the outdoor court, and exploring the beautiful views of the Berkshires. The hosts were incredibly responsive and helpful, and the space itself felt warm and inviting. We even got to see a doe with her two newborn fawns—such a special moment! Highly recommend!
Guest favorite
A two-story wooden house is nestled among lush greenery, featuring a balcony that overlooks the surrounding landscape. Vibrant trees, including a reddish-orange flowering tree, add color to the natural setting, creating a serene atmosphere.
Home in Great Barrington
4.93 out of 5 average rating, 76 reviews

Charming, view, large deck, private/walk downtown

BrianRating, 5 stars3 months ago
We stayed for a ski weekend and found the house perfect fit for a group 3 kids skiing and snowboarding. There’s plenty of room in the kitchen in the living room all all we came away extremely satisfied.
Guest favorite
A bright bedroom features a spacious bed with a white coverlet, complemented by decorative pillows. Exposed wooden beams span the ceiling above. A cozy fireplace built of brick adds warmth, while a piece of wall art showcases a winter landscape. Natural light flows through the nearby windows.
Home in Great Barrington
4.92 out of 5 average rating, 38 reviews

Luxury Lodge - 3 Fireplaces Mins to Ski & Town

VirginiaRating, 5 stars3 months ago
We LOVED Emily’s property - among the top 5% of rentals we’ve stayed in - and we will definitely return! Bedrooms and beds are on the 2nd floor - very comfortable, clean, and beautifully decorated. The fireplace in the master King bedroom is such a lovely feature. Great location for Butternut and Great Barrington shops and restaurants. The driveway is a bit steep and curved - no issues in non-icy conditions or with an SUV, but could be an issue with heavy snow.
Guest favorite
Home in Housatonic
4.93 out of 5 average rating, 42 reviews

Cozy remodeled home with all the modern amenities

LaurenRating, 5 stars1 month ago
We had a lovely time at this airbnb. It was fun to walk around the neighborhood and feel safe. There were kids everywhere and we were able to walk to the playground easily. The home was very nice. The beds were comfortable and the main bedroom even had black out shades and each room had a sound machine. Yay sleep! It was clean and felt like home. Would return no problem.
Top guest favorite
Home in Canaan
5 out of 5 average rating, 65 reviews

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

MichelleRating, 5 stars1 week ago
We had a wonderful stay at James and Lissy’s house! It was perfectly located for getting around the Berkshires. The house was clean, beautiful, and cozy. When we needed to communicate with James and Lissy they were incredibly responsive and helpful. Every year, my friends from high school and I meet up for a reunion in the Berkshires (we have been doing this annually), and the hope is to stay in this very Airbnb next year, if possible/ available! It was an exceptional Airbnb experience!
Top guest favorite
A tranquil scene showcases a modern farmhouse set against a lush green landscape. A swimming pond lies in the foreground, bordered by natural vegetation, while a wooden dock and a kayak are visible along the water's edge.
Home in Hillsdale
5 out of 5 average rating, 51 reviews

Cambridge Hill Farmhouse - Sauna - Swimming Pond

janetRating, 5 stars2 days ago
This was a perfect vacation home for our family trip. Spacious house with beautiful indoor and outdoor spaces, a well equipped kitchen, luxurious and extremely comfortable furnishings and a location that makes visits to surrounding charming towns so easy.
Guest favorite
A bright living space features a modern wood-burning fireplace with a distinctive red design. A spacious gray sectional sofa is positioned near a wooden coffee table adorned with decorative items. Large windows provide natural light and views of the surrounding nature.
Home in Hudson
4.96 out of 5 average rating, 156 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

ChristopherRating, 5 stars2 weeks ago
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!
Guest favorite
A modern two-story home is surrounded by greenery, featuring large windows that provide ample natural light. A spacious deck extends from the upper floor, and red outdoor chairs are arranged on the lush lawn. The exterior showcases a combination of stone and wood finishes.
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).

Condo rentals with a patio

Guest favorite
A well-lit bedroom features a spacious bed covered in neutral bedding. A wooden dresser and a small nightstand with a lamp are positioned beside the bed. Natural light streams through a round window highlighting the warm wood floors.
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 favorite
A spacious living area features an arrangement of dark leather seating and a wooden dining table. Natural light streams through sliding glass doors that open to a balcony. A stone fireplace adds character, while decorative plants and artwork enhance the inviting ambiance.
Condo in Hancock
4.95 out of 5 average rating, 58 reviews

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

EladRating, 5 stars1 month 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 favorite
A dining area features a light-colored table with four wooden chairs, complemented by a decorative fruit bowl. Exposed brick walls add character, while soft lighting from nearby lamps creates a bright and inviting atmosphere. A comfortable living space is also visible in the background.
Condo in Lenox
4.97 out of 5 average rating, 34 reviews

Spacious 3 bedroom apt in Lenox historic downtown

JamieRating, 5 stars2 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 favorite
A cozy bedroom setting features a spacious bed with a patterned coverlet. A television is positioned across from a comfortable seating area with cushions. A writing desk with a lamp is placed near a window adorned with patterned curtains, allowing soft natural light to enter the room.
Private room in Saugerties
4.88 out of 5 average rating, 183 reviews

Hudson Valley Hiker’s Loft-Private Room Queen Bed

KristinRating, 5 stars1 week 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!
A comfortable living room is presented with two sofas adorned with festive cushions. A coffee table is centered on a cozy area rug, while a television sits atop a media console. Large windows framed by dark curtains allow natural light to fill the space.
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
A spacious light blue deck is shown, furnished with a small table and two white chairs. The surrounding area features greenery and a distant view of rolling hills, providing a serene outdoor space for relaxation.
Condo in Shelburne Falls
4.92 out of 5 average rating, 48 reviews

Flowers & Falls Spot House

TerriRating, 5 stars2 weeks ago
Always an easy peaceful stay whenever we stay at David’s place. We will be back again
Superhost
A view of a downtown street, featuring a sidewalk lined with chairs and tables outside a café. Red accents can be seen on the café's exterior. Buildings of varying heights line the street, with greenery visible in the background under a cloudy sky.
Condo in Adams
4.76 out of 5 average rating, 41 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”. 😊
A cozy bedroom features a comfortable double bed with dark blue bedding, complemented by two matching pillows. A lamp on a nightstand provides soft lighting, while a window with sheer curtains allows natural light to fill the space.
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!!

Quick stats about vacation rentals with a patio in Great Barrington

  • Total rentals

    160 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 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

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