Vacation rentals with a patio in West Stockbridge

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Popular amenities for West Stockbridge 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 starstoday
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 cozy studio space features a full-size bed with a neutral comforter, a desk and chair set against a wall, and a small television mounted above a radiator. Natural light enters through a window, with patterned curtains framing the view. The bathroom doorway is visible in the background.
Apartment in Amenia
4.92 out of 5 average rating, 105 reviews

Amenia Main St Cozy Studio

AvocetRating, 5 stars3 weeks ago
Cute, cozy, clean, and super close to the bike trail! Perfect stay for a weekend exploring the towns along the trail.
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
4.92 out of 5 average rating, 133 reviews

Lovely 1 bedroom suite in historical house

MaryRating, 5 stars2 weeks ago
We enjoy old houses, so we found Emily's house a gem. It is a beautifully renovated space that includes modern conveniences but leaves the beautiful old doors and floors to give depth and beauty to the space.
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
4.96 out of 5 average rating, 257 reviews

The Ivy on the Stone

DanRating, 5 stars2 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

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.
Guest favorite
A cozy seating area features an orange sofa adorned with decorative pillows in various patterns. The walls are accented with framed artwork and shelves displaying decorative items. Black curtains frame a window, allowing natural light to brighten the space.
Home in Pittsfield
4.95 out of 5 average rating, 20 reviews

Whispering Woods Guest House

James H, JrRating, 5 stars5 months ago
Taylor's space was exactly as described. Decorated so cute and extremely clean. Excellent amenities including well-appointed kitchen, snacks, coffee, tea, robes and slippers. Water pressure (including hot water) more than adequate. Tons of info available for "out of towners" if necessary. Communication was top notch.... accommodating, friendly and practically instantaneous. Would highly recommend. Thank you Taylor and Robert!!!
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, 50 reviews

Cambridge Hill Farmhouse - Sauna - Swimming Pond

RebekahRating, 5 stars2 weeks ago
My stay at Danielle’s was so lovely, the swimming pond was so special and just created a beautiful atmosphere around the backyard. The place itself had so much character in the kitchen was greatly stocked. The sauna was lovely and could not get over the view that it had it was raining for most of my trip, but it didn’t take away from the beauty of the place. We were very grateful for how accommodating Danielle was for our arrival and departure. A heads up for anyone that is over 6 foot you will have to duck your head for every bathroom haha would not stop us from booking again though! Such a real gem!
Guest favorite
The interior space features a white armchair beside a decorative wooden stool and a black coffee table. A tall ladder leads to the lofted area, while a metal shelving unit displays a framed image of a cow and a plant. Exposed wooden beams complement the natural decor.
Home in Egremont
4.94 out of 5 average rating, 81 reviews

Modern and Stylish Country Lakeside Cottage

NikiRating, 5 stars2 weeks ago
This was my second time staying at Maureen’s beautiful lakeside home and it surely won’t be my last. It’s the coziest, peaceful and inspiring place. Looking forward to future visits!
Guest favorite
A bright living room features a large sofa complemented by a cozy armchair. A coffee table sits in front of the sofa on a patterned rug. Bookshelves line the wall, and natural light floods in from the windows, enhancing the inviting atmosphere.
Home in Great Barrington
4.97 out of 5 average rating, 32 reviews

Charming Cottage - Walk To Town

AmandaRating, 5 stars2 months ago
Perfect location for a few friends that came for a birthday party. Was perfect. I didn’t worry about them at all, and I knew they had a quality stay
Top guest favorite
The exterior of a historic red house is surrounded by lush green grass and trees. A stone path leads to the front entrance, while flowering plants add a touch of color to the landscape. The sky is clear with some clouds, creating a serene outdoor setting.
Home in Old Chatham
4.98 out of 5 average rating, 48 reviews

The Red House

SandyRating, 5 stars2 weeks ago
Leslie's house was wonderful. Comfortable home with lots of space in a peaceful setting. Beautiful views and walking distance to a bird sanctuary with nice trails. We would love to stay here again.
Top guest favorite
A cozy living room features floral-patterned armchairs and a sofa, complemented by a low coffee table. A lamp provides soft lighting, and artwork hangs on the walls, enhancing the warm decor. A textured rug covers the floor, adding comfort to the space.
Home in Catskill
4.97 out of 5 average rating, 150 reviews

Cheerful Catskill Village Cottage

EmilioRating, 5 stars1 week ago
We loved this cozy spot! Great location, very centralized and close to everything. Margaret was a great host and very responsive. Definitely keeping this spot for future visits!
Guest favorite
A winter landscape is depicted, featuring a vast expanse of snow-covered trees. Rolling hills can be seen in the distance, under a cloudy sky. The scene conveys a serene atmosphere, showcasing the beauty of nature in the cooler months.
Home in Canaan
4.93 out of 5 average rating, 30 reviews

Secluded Mountain and Lake View in Canaan, NY

LornaRating, 5 stars2 weeks ago
This is a really special place, full of spectacular artwork, and is a superbly designed space. ..And has a riveting view of Queechy Lake. Though the photos show it well, it is even more beautiful in real life. It is quiet, and close to both Berkshire and Chatham attractions. And Jim is a very responsive and thoughtful host. Definitely recommend for a family getaway.

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
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 stars1 week 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 West Stockbridge

  • Total rentals

    50 properties

  • Nightly prices starting at

    R2,692 ZAR before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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