Vacation rentals with outdoor seating in New Marlborough

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for New Marlborough outdoor seating rentals

House rentals with outdoor seating

Top guest favorite
The farmhouse exterior displays a yellow façade with white trim and bright blue front door. Multiple large windows allow natural light to fill the home. A small seating area with two chairs and surrounding greenery adds to the inviting appearance of the property.
Home in Cornwall
4.99 out of 5 average rating, 106 reviews

The Farmhouse

KristenRating, 5 stars2 weeks ago
We loved our stay at Sarah’s farmhouse! From the beautiful Connecticut landscape to the adorable farmhouse furnishings and decor, everything about it was amazing! Sarah has thought of every little detail to make her guests feel right at home. We would highly recommend staying here while traveling through this lovely area!
Superhost
A spacious living area is visible from above, featuring a tan leather couch, a gray armchair, and a brown coffee table. A woodburning stove is positioned against a dark tiled wall, with a Smart TV mounted nearby. Light pours in from adjacent windows, illuminating the area.
Home in Monterey
4.92 out of 5 average rating, 138 reviews

Berkshires Cottage | Trails & Water Nearby

Alexander St JulianRating, 5 stars5 months ago
Really great spot. Very quiet and peaceful.
Superhost
The exterior of a transformed church features a pointed steeple and a central double door framed by a decorative arch. Stained-glass windows are visible, adding a historic charm against the dark wood siding. The surrounding area is lined with trees, hinting at the serene natural setting.
Home in Great Barrington
5 out of 5 average rating, 3 reviews

Berkshires Black Abbey

SophiaRating, 5 stars3 days ago
Anthony and Hannah’s place was beyond our wildest dreams. Somehow it manages to be even more beautiful (and bigger!) than the photos. It is clean, thoughtfully designed, not to mention bursting with character and history. Hannah and Anthony were flexible and responsive - always happy to answer our questions or suggest a fun excursion. The area is so peaceful yet full of fun attractions museums restaurants antique stores and stunning natural forests lakes and waterfalls. We also loved the outdoor sauna on the property!!! The people we interacted with were extremely friendly. I highly recommend staying here with a group of friends or family. You will be very glad you did. Thanks for the best long weekend. Truly an unforgettable experience!
Guest favorite
A light-filled bedroom features a white bed with plush bedding, complemented by two windows covered with dark blinds. A small nightstand holds a lamp, and a wooden chair adds to the decor. The walls are adorned with framed photographs.
Home in Sheffield
4.95 out of 5 average rating, 100 reviews

Great Berkshire Getaway !

JonRating, 5 stars2 months ago
Cute place with a great location. It’s right down the street from Berkshires. Host is great too. Good communication throughout the stay.
Guest favorite
A living area features natural wood beams overhead and large windows allowing for ample natural light. A comfortable gray sectional sofa is paired with a cozy area rug. A wood-burning stove is positioned against the wall, adding warmth to the space.
Home in New Marlborough
4.88 out of 5 average rating, 8 reviews

Biggest Tiny Birdwatcher's Paradise

JenniferRating, 5 stars3 months ago
We really enjoyed our long weekend at Jake’s rental. I love the aesthetic of the space. It was very comfortable for myself, my husband and our mini Aussie dog. It is a quick drive to Great Barrington. We loved Mooncloud which features interesting cocktails and charcuterie. Down the street from the house is access to the Appalachian Trail. It was an easy drive to Pittsfield for my brother’s birthday. Would love to come again!
Top guest favorite
A two-story house is set amidst greenery, featuring a fenced yard with varied foliage. A spacious deck equipped with a red umbrella is visible. A sunken fire pit is highlighted in the garden area, surrounded by trees and bordered by a quiet road.
Home in Craryville
4.92 out of 5 average rating, 119 reviews

The Gatehouse at Raspberry Ridge

HenryRating, 5 stars1 month ago
Lawrence and Ilze are great hosts! They actually just live next to the house and they own a farm. We took our kid to visit their farms with lots of beautiful chickens and roosters. My son even has a chance to feed the chickens. We will definitely come back!
Top guest favorite
A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.
Home in Germantown
4.95 out of 5 average rating, 427 reviews

Rustic Swedish Barn/Featured in Airbnb Magazine

NaomiRating, 5 stars1 week ago
We had a wonderful stay at the barn! It is beautifully decorated and the views are well worth it. Easy check in and responsive host who provided local recommendations. Highly recommend!
Guest favorite
A charming shingled farmhouse is surrounded by lush greenery and colorful flowering plants. The stone walkway leads to the welcoming front porch. Tall trees provide shade, while a skylight enhances the natural lighting on the upper level.
Home in Egremont
4.94 out of 5 average rating, 281 reviews

Modern Farm House 5 minutes from Great Barrington

JerryRating, 5 stars3 weeks ago
We can't say enough good things about Elle's lovely renovated farmhouse! It's a charming, spotless home, and was the perfect size for the four of us. The furniture was comfortable, the kitchen had wonderful appliances and all the cookware we could possibly need, modern bathrooms with plenty of towels and so on! And what a great location—it’s on a lovely road that’s about a ten minute drive to Great Barrington. We had a few questions for Elle and she responded very quickly. We’ve been to the Berkshires many times and this is without a doubt one of our favorite homes. We ook forward to staying here again!

Apartment rentals with outdoor seating

Top guest favorite
A cozy living room features a light sofa and two armchairs flanking a wooden coffee table. A decorative rug with intricate patterns lies beneath. Natural light filters through multiple bay windows, highlighting the serene and vintage-inspired decor.
Apartment in Great Barrington
5 out of 5 average rating, 122 reviews

Walk Everywhere! | Relax in Easy Elegance!

DaralynneRating, 5 stars2 weeks ago
Fantastisch!! Charming, comfortable, quite and close in. Love this old house with beautiful woodwork, kousa dogwoods in full bloom in the yard. Great stocked kitchen, although we ate out at the many yummy cafes and restaurants. Mooncloud was a favorite! Comfy, spacious living room. Nice large dining table. Trice was a wonderful host, quick to respond and let us enjoy our space! I am so glad I took a chance on airbnb again - this was one of my favorite stays on airbnb and my favorite in Great Barrington! Would definitely book again!
Superhost
A small galley kitchen features wooden cabinets and open shelving, displaying various kitchenware. A white stove and microwave are on the counter, while a laundry area is visible through an open doorway. Natural light enters from a nearby window, illuminating the rustic wood flooring.
Apartment in Chester
4.77 out of 5 average rating, 204 reviews

Quiet getaway in the Berkshires

LynneRating, 5 stars2 weeks ago
Our second stay here! Had fresh coffee available for the morning and eggs in the fridge. Thank you Joy!!
Top guest favorite
A compact kitchen area is shown, featuring white cabinetry and modern appliances. A round table with four black chairs, adorned with floral seat cushions, is set at the center. A small vase of fresh flowers adds a pop of color to the table.
Apartment in Torrington
4.98 out of 5 average rating, 167 reviews

Apartment on Main St.

TomerRating, 5 stars1 month ago
Gracious host, friendly and responded very quickly. The Airbnb itself was pleasant, quite cozy with a pretty backyard/garden area. Would definitely recommend to someone looking to stay in the area
Superhost
An airy interior showcases exposed wooden beams and a blend of modern and rustic decor. A kitchen counter with stools is positioned towards the left, complemented by a dining table with chairs in the center. A cozy bedroom is visible through the doorway on the right.
Apartment in Philmont
4.9 out of 5 average rating, 119 reviews

Beautiful space in the heart of Philmont

ThaliaRating, 5 stars2 weeks ago
Wonderful stay and kind hosts. Definitely recommend. Art Omni, Bartlett House, Greenport Nature Preserve and Hudson are in good proximity.
Top guest favorite
A tranquil sleeping area features a wooden bed topped with a vibrant patterned quilt. Natural light enters through a window, illuminating the space. A wooden cabinet and a side table with a lamp add functionality, complemented by artwork on the walls showcasing nature scenes.
Apartment in East Chatham
4.95 out of 5 average rating, 122 reviews

Bennett Abode

JudyRating, 5 stars1 week ago
Larry and Lana were perfect hosts. Very welcoming and helpful with local advice. There's a lovely walk around their property- just under half a mile so great to stretch early morning legs.
Top guest favorite
A wooden structure with a deck extends into the greenery, framed by tall hop poles. The building features a large front porch, inviting outdoor seating, and an entrance accentuated by surrounding trees and a grassy area leading up to it.
Apartment in Petersburgh
4.88 out of 5 average rating, 186 reviews

The Beer Diviner Brewery Apartment

MargaretRating, 5 stars3 days ago
Great place to stay and the owners are super friendly! Highly recommend and we’d love to come back.
Guest favorite
A spacious room features a plush king-sized bed centered on a decorative area rug. Dark-colored walls provide contrast to the light wooden flooring. A functional desk and chair are positioned by the window, with a small kitchenette area visible. A bathroom door is seen in the background.
Apartment in Great Barrington
4.9 out of 5 average rating, 133 reviews

King Bed|Wi-Fi|2m Ski Resort

EricRating, 5 stars1 week ago
Perfect place to stay while enjoying Great Barrington and the Berkshires.
Guest favorite
A wide expanse of green grass is framed by a line of trees under a blue sky dotted with fluffy white clouds. The landscape conveys a sense of open space and tranquility, characteristic of the surrounding rural setting.
Apartment in Plainfield
4.95 out of 5 average rating, 272 reviews

Sunny carriage house apartment

MargaretRating, 5 stars2 weeks ago
We enjoyed our stay here. It was peaceful and quiet. Heard the birds in the morning and enjoyed looking out onto the flowers growing. Having a clean and private place to retreat to is important to me while traveling and this was exactly as described.

Condo rentals with outdoor seating

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, 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 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
4.94 out of 5 average rating, 36 reviews

Spacious 3 bedroom apt in Lenox historic downtown

JamieRating, 5 stars1 month 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, 185 reviews

Hudson Valley Hiker’s Loft-Private Room Queen Bed

JennaRating, 5 stars3 days ago
Henry & Jorge were excellent hosts! They’re very communicative, friendly, and quick to respond. We had a wedding in the area, so they were flexible and allowed us early check in, which was much appreciated. The Airbnb was exactly as described, everything was clean. The bed was comfortable and they had AC. The mini fridge in the bedroom was a nice additional touch. Guests should be aware that generally speaking: taxis and Ubers in the Saugerties area are more difficult to come by so you have to reserve them and plan ahead of time. Overall, very happy with our weekend trip and would highly recommend!
An inviting indoor pool area is surrounded by large windows that provide a view of the outdoors. Lounge chairs line the poolside, and natural light fills the space, highlighting the tiled flooring and gently rippling water.
Condo 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!
Superhost
Icicles hang from a structure in the foreground, with a view of snow-covered ski slopes illuminated by soft lights in the distance. The landscape is blanketed in fresh snow, creating a serene winter atmosphere.
Condo in Hancock
5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook

Ashley And NathanielRating, 5 stars16 months ago
We had a wonderful time staying at Paul’s place! We had easy access to the mountain for skiing. It was wonderful to have a ski locked to store our stuff outside of the room. In addition to the wonderful accommodation our kids loved the indoor/outdoor pool after a long day on the slopes. Highly recommend Paul and his accommodation!!!
Guest favorite
A private room is featured, equipped with a spacious bed adorned with decorative pillows. Natural light filters through large windows, illuminating the soft, warm tones of the walls. A small shelving unit is positioned above the bed, and a comfortable chair is situated in the corner.
Private room in Great Barrington
4.95 out of 5 average rating, 188 reviews

Quiet refuge in Great Barrington

CarolineRating, 5 stars1 week ago
Elaine’s place was absolutely perfect for what we needed; which was a comfortable, clean, private space that was close to a show we were seeing at the Mahawaie Theater. Only about a 5 minute drive, which Elaine assured us it was. Space was very private, with own bath which is important to us. Very clean, bed nice and comfy. Had refrigerator, microwave, coffee pot, tea pot, as well as coffee and tea !! Plus creamer in fridge. Would def recommend.
Superhost
A spacious living area features a high ceiling and large windows allowing natural light to fill the room. A wooden mantel holds a television. Comfortable seating is provided by two sofas and armchairs, complemented by a coffee table and decorative accents.
Condo in Hancock
4.85 out of 5 average rating, 41 reviews

All-season Berkshires ski resort condo - Sitzmark

SoniaRating, 5 stars1 month ago
A great place in a beautiful location. We had a blast at the adventure park and exploring western MA. Kids are already planning our next trip back.

Quick stats about vacation rentals with outdoor seating in New Marlborough

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ404 before taxes and fees

  • Total number of reviews

    1.8K 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

Destinations to explore