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Vacation rentals with outdoor seating in Windham
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Windham
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Windham outdoor seating rentals
House rentals with outdoor seating
![A spacious deck extends from the house, equipped with an umbrella and several chairs, providing a view of the encompassing greenery and mountains. The home's exterior features warm brown siding and solar panels on the roof, set against a bright blue sky.](https://a0.muscache.com/im/pictures/miso/Hosting-27760580/original/5309dda3-d514-4415-bb98-39d11ee6613d.jpeg)
Home in Brattleboro
4.95 out of 5 average rating, 119 reviewsSpacious Brattleboro home on river, walk to town
We had a great Christmas holiday in this comfortable and family friendly home. It is very convenient for walking into town and also access to the food Coop, supermarket and restaurants. The house is well stocked (eg. Paper towels, toilet paper,etc) and has a fully equipped kitchen for cooking and baking. Communication was excellent, as usual. The host and housekeeper are friendly, proactive and responsive. We would highly recommend renting this home and expect to be back.
![The exterior of a two-story chalet is showcased, featuring dark wood siding and a spacious deck. Large windows are adorned with white diamond patterns, while a wreath decorates the front door. A propane grill is positioned on the deck, alongside comfortable seating.](https://a0.muscache.com/im/pictures/hosting/Hosting-1238359541099973056/original/46789e93-5d52-441a-b233-d78289c56ed9.jpeg)
Home in Killington
4.75 out of 5 average rating, 8 reviewsLaunch Pad
Fantastic stay! Me and my pup loved the wood burner and cozy couch to hangout on after a long day skiing! This is my second time staying at this house, first time upstairs (highly recommend), and now downstairs, both amazing apartments and have everything you could need. Easy parking and great service from the hosts.
![A wooden deck extends towards the water, surrounded by tall trees with bare branches. A dark grill is covered on one side of the deck, and a simple outdoor table with one chair is situated nearby. The water reflects the natural scenery.](https://a0.muscache.com/im/pictures/2f6adf98-42a7-4a0b-81a2-7d0ffaaa50ae.jpg)
Home in Chesterfield
4.96 out of 5 average rating, 52 reviewsThe River House
We had a lovely time at this place, itās a bit small but weāll appointed and you canāt beat the location, right on the river! The views out the back were incredible every day. This didnāt impact us but be aware the upstairs loft area is probably better for children and a tall adult would feel pretty cramped up there. As a rather short crew my family had no problems š. Would definitely stay again.
![A spacious living room features a vaulted ceiling and an arched window that allows natural light to flood the space. Comfortable seating arrangements include two red sofas and a patterned area rug. Shelving units display decorative items, while a media system is positioned above the fireplace.](https://a0.muscache.com/im/pictures/miso/Hosting-21113202/original/fe2f9a66-90f8-4d49-94a6-0e8dddfa3960.jpeg)
Home in West Brattleboro
4.93 out of 5 average rating, 112 reviewsModern Spacious Home with Mountain Views
Christineās home is so comfortable and well-situated! Right down the road from Brattleboro and VT Country Deli, and right next to a park with trails (literally, in the backyard)! The home comes with heated flooring and garage, *fancy* bathroom, comfortable beds, and everything you could need in the kitchen. Christine was so friendly and made our stay extremely pleasant and relaxing. Thanks Christine!
![](https://a0.muscache.com/im/pictures/miso/Hosting-53817764/original/4e1272b9-604c-4065-be9d-dc7c7fcebd38.jpeg)
Home in Wilmington
4.87 out of 5 average rating, 101 reviewsMtSnow * Hot Tub * Pool * Air Hockey * PingPong * Darts * 16ppl
The place was amazing. It was what the pictures show plus much more. Me and 10 of my friends slept comfortably and had a great time. Many games, nice kitchen, clean rooms and bathrooms, and if youāre a winter lover, hope it snows because this yard is amazing. We went sledding like kids again it was great. Definitely recommend. Right near mt. Snow and town of Wilmington which has great food options. Overall, quite the memorable stay.
![A rustic chair and a small table made from a tree stump are positioned by a gentle stream. A glass of rosƩ wine sits on the stump, with a bottle nearby, surrounded by lush greenery and colorful foliage in the background.](https://a0.muscache.com/im/pictures/miso/Hosting-24131715/original/79226399-5229-4ec4-924b-e5947cefdbb4.jpeg)
Home in North Adams
4.97 out of 5 average rating, 157 reviewsBernie's & Betty's
Mikeās place was clean and welcoming and the backyard path to the river was a delight. It was quick drive to Mass MOCA, as well as the Clark Institute and some great eateries. Instructions were super helpful and everything was exactly as we expected.
![](https://a0.muscache.com/im/pictures/99e62c62-d7fb-4226-a810-7b189642e790.jpg)
Home in Plainfield
4.89 out of 5 average rating, 138 reviewsHistoric Home on 17 acres of land. Go escape!
This historic house is gorgeous and homely at the same time. It fit our big party just perfectly and had a lot of rooms for everyone to gather. All the utilities worked perfectly and the place was easy to find. Itās our second time staying here and it never disappoints. Definitely recommend staying here and will be back again!
![A screened-in porch features comfortable seating arrangements including plush chairs and a dining table. Sunlight streams through the large windows, highlighting the spacious outdoor area and the surrounding greenery, creating a serene setting for relaxation.](https://a0.muscache.com/im/pictures/prohost-api/Hosting-721623965590565301/original/e81fe620-ed8a-4202-8433-a1167167af7c.jpeg)
Home in Dublin
5 out of 5 average rating, 15 reviewsPrivate Field House - Spacious 4 Bedroom Home
We recently stayed at Brieās Airbnb in Dublin, NH, with my family of 7, and it was fantastic. The house was very clean, and Brie was extremely responsive to all our questions. The outdoor space was perfect for our kids, who played outside all the time. We enjoyed the fire pit every night, making sāmores and creating great memories. The downstairs area was spacious, and the kids loved playing board games. We also used the barbecue grill several times. There was ample parking and plenty of natural light inside the house. We went fishing in Dublin Pond and visited family nearby. Overall, it was a great stay, and I highly recommend this Airbnb for families with children.
Apartment rentals with outdoor seating
![A welcoming storefront features a wooden sign for Simon Pearce, accompanied by colorful pumpkins and vibrant yellow mums. The gray building showcases a green roof and large windows, with outdoor seating available on the patio. A blue sky with scattered clouds serves as the backdrop.](https://a0.muscache.com/im/pictures/447ad475-b7f0-4864-833f-0db19a23dd46.jpg)
Apartment in Chester
4.93 out of 5 average rating, 140 reviewsLovely 2 Bedroom Apartment w/deck & pond view
Quick trip to Okemo and this was perfect. Only 20 mins to Jackson Gore and an easy drive. The lower apt was what we needed for myself, wife, and teenage son. Kitchen and living space was open and clean and allowed for a relaxing place after hitting the slopes. Bedrooms were clean & comfortable. Close to towns like Chester and Springfield for shopping & restaurants. Hugh and Nancy were always responsive and available. It was great meeting Nancy at the store as well. This was a great value and if it is available for our next trip, we would book it!
![A serene outdoor area features two hammocks suspended between trees, surrounded by lush greenery. The scene is framed by a stone walkway leading to the riverbank, creating a peaceful setting for relaxation by the water.](https://a0.muscache.com/im/pictures/0b110ffa-35dc-45ad-9b20-1f638824d87b.jpg)
Apartment in Wilmington
4.98 out of 5 average rating, 474 reviews**Happy Hour! Gorgeous & Modern Downtown Retreat**
We had a fantastic 3rd stay at Jenniferās. We love the location (great shops downstairs), the unit, and the host. Our dog also loves it. My only complaint is that Marvin (dog) loves the trails so much he wakes us up at 6:00am because he canāt wait to go on more adventures. Weāre excited for our next visit!!!
![An open concept living area is highlighted by a comfortable light-colored sofa with decorative pillows. A dark wood coffee table centers the space, while a well-equipped kitchen features modern appliances and a light-colored island with seating. Natural light filters through the window, enhancing the inviting atmosphere.](https://a0.muscache.com/im/pictures/29dc444e-5201-4d72-a3f3-d859f11843f5.jpg)
Apartment in Brattleboro
4.9 out of 5 average rating, 354 reviewsQuiet St in Town, gardens, terrace
Lovely apartment, plenty of natural light, tastefully decorated in quiet, natural/neutral tones and some lovely things on the walls to look at. Kitchen easy to navigate, intuitive, and well equipped for breakfast, coffee, lunch/snacks etc. and simple cooking if you don't want to eat out. Plenty of hot water. If staying in the winter, bring cozy indoor shoes, floor can get a bit chilly . And if you're an old married couple accustomed to a kingsized bed, the queensized bed might present a challenge. Really great mattress, though. Thanks Jaki. If you're foodies and you do want an extraordinary meal, try the Blue Moose (across from the Latchis.) Wow. Reservations required.
![A serene view from the deck showcases a green meadow leading to a small pond surrounded by grass. Rolling hills can be seen in the distance, framed by trees. A few outdoor chairs are placed near the pond, inviting relaxation in the natural setting.](https://a0.muscache.com/im/pictures/miso/Hosting-7229193/original/60cbb55b-da14-4381-abf5-9d3a603301e6.jpeg)
Apartment in Guilford
4.88 out of 5 average rating, 401 reviewsApartment with a view
I had a great experience staying here! I booked it last minute, and it turned out to be a perfect choice. The space was comfortable and had everything we needed for a pleasant stay. The area was quiet, making it easy to relax. The host was also very responsive and accommodating, which made the whole experience smooth and stress-free. I would definitely stay here again!
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Apartment in Keene
4.97 out of 5 average rating, 177 reviews"Up Topā at Ro & Oak House
Iāve stayed at B&Bs all over the world, and this B&B is by far the cleanest and cutest! Love this space so much. Keene is an awesome little town and everything is within walking distance of the apartment.
![A private balcony features a small white table and two matching chairs. A decorative orange vase sits atop the table. Surrounding vegetation includes lush green leaves and a prominent white birch tree, providing a serene view of the tranquil woods beyond.](https://a0.muscache.com/im/pictures/miso/Hosting-50261492/original/d5b75269-4872-4d05-8b6f-702b5a8cd07c.jpeg)
Apartment in Wilmington
4.91 out of 5 average rating, 130 reviewsGlobetrotter Retreat too - Minutes to the Mountain
This place was cozy and warm, the house was clean and spacious for a one bedroom. The shower had great water pressure and the kitchen was stocked with all the supplies you would need. Nina was accommodating and very sweet. Certainly would recommend for anyone to stay and we canāt wait to come back ourselves!!
![Two white lounge chairs are positioned around a small black fire pit in a grassy area. Lush greenery and trees define the backdrop, while an open space creates a sense of privacy and tranquility.](https://a0.muscache.com/im/pictures/14e39f98-b03f-46c3-9b5b-2bee21188da4.jpg)
Apartment in Brattleboro
4.98 out of 5 average rating, 126 reviewsRiver View apartment
My boyfriend and I had a wonderful stay at Susanās! The place very clean and exactly how it looks in the pictures. Susan is an excellent host. She is extremely responsive and kind. She also had the apartment loaded with extra things like toothbrushes, deodorant, snacks, and a whole book full of restaurants and things to do near by. I thought this was above and beyond what you usually get at an Airbnb so I was pleasantly surprised.
![A private deck is featured, surrounded by greenery and trees. A glass-top table is set with four metal-framed chairs and a yellow umbrella for shade. Potted flowers add color to the space, inviting relaxation in the outdoors.](https://a0.muscache.com/im/pictures/740cdfdd-366b-4d6b-b130-5019273298f6.jpg)
Apartment in Dublin
4.97 out of 5 average rating, 221 reviewsPrivate Dublin apartment nestled in the woods
It was a pleasure to stay at Linda's airbnb in Dublin once again. Her place is immaculate, well cared for and comfortable. Linda is easy to reach and very accommodating to special needs. My friends and I plan to return when we are in the area.
Condo rentals with outdoor seating
![A modern living area is presented with a cozy sofa and decorative throw pillows. A sleek wall-mounted TV rests above a rustic fireplace, with a stylish media console below. Light wood accents and a geometric patterned rug contribute to the inviting decor centered around comfort and relaxation.](https://a0.muscache.com/im/pictures/03ca11fe-e579-4e2f-90bc-c4cb3005adfe.jpg)
Condo in Killington
4.94 out of 5 average rating, 161 reviewsRenovated unit, prime location! Shuttle on/Ski off
All round great experience! Exactly as advertised-wonderful stay in Killington! Thank you for the wonderful and cozy accommodations!
![A snowy landscape showcases the mountain in the background with ski trails visible. The foreground features a winter scene with snow-covered ground and trees. A building is partially visible on the left, adding to the serene atmosphere.](https://a0.muscache.com/im/pictures/14ae6e45-128f-4842-b4fc-a1a68a2ca121.jpg)
Condo in Dover
4.83 out of 5 average rating, 104 reviewsMount Snow Ski Chalet
This is a great place for skiing at Mt Snow. There is a shuttle to the lodge that runs often. There is also a pool and a hot tub to relax in after a day on the slopes.
![A living area is presented with a spacious purple sectional sofa and an accent chair, creating a comfortable seating arrangement. A wooden coffee table occupies the central space, and large windows allow natural light to fill the room, revealing a snow-covered landscape outside.](https://a0.muscache.com/im/pictures/87348860-6def-40bc-b4b2-f902638362a0.jpg)
Condo in Grantham
4.96 out of 5 average rating, 113 reviewsCozy Light-filled Condo in Charming Eastman
Perfect spot for our family holiday get together. Very quiet and relaxing visit. Lyn was a terrific host and went above and beyond to be sure we had no problems with our stay.
![A spacious living area features a large stone fireplace with a flat-screen television mounted above. Comfortable seating is arranged around a wooden coffee table, creating an inviting space. In the background, the kitchen and dining area are visible, offering a seamless connection to the living space.](https://a0.muscache.com/im/pictures/74c75ea0-79ad-4d03-b001-4f84a83f1c34.jpg)
Condo in Killington
4.95 out of 5 average rating, 103 reviewsāļøCozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
James was a great host, the place was very clean and VERY close the the ski trail. Would love to stay again some day!
![A spacious living area features a large sectional sofa adorned with cozy throw pillows, complemented by a textured area rug. Natural light pours in through expansive windows, enhancing the inviting atmosphere. A side table and a plush armchair add to the comfortable seating options.](https://a0.muscache.com/im/pictures/c1bc3e13-a306-4946-bca4-1174b0f3fa16.jpg)
Condo in Dover
4.99 out of 5 average rating, 115 reviewsWinter Dream! The Handle Lodge at Snowtree Condos
I donāt even know where to begin! We absolutely loved everything about our stay! Appreciated all of the thoughtful touches! The bedding and pillows are top notch, kitchen has everything you need, best coffee machine (the host went above and beyond to bring by more of my favorite flavor) Having the real fireplace and recliner was the best! Having the Moover made everything more convenient, and the location was great! We did not want to leave and cant wait to come back! Thank you to the most amazing hosts for sharing this little gem at Mt. Snow with us š«¶š»
![The living area features a spacious navy sofa adorned with colorful pillows and a light wooden coffee table. A round dining table with black chairs is present, alongside a large mirror and soft lighting that enhance the inviting space. Natural light filters through the sliding doors.](https://a0.muscache.com/im/pictures/miso/Hosting-49513499/original/63655159-8386-49fd-8735-b886ee9d23cd.jpeg)
Condo in Killington
4.92 out of 5 average rating, 118 reviewsLocation + Spa! - Cozy 2BR Condo - Mountain Side
Great space and location for a ski weekend. Quick shuttle ride to the mountain and near the local bars and restaurants. Would definitely book here again!
![A spacious sleeping area features a large bed with a textured gray coverlet, complemented by two decorative pillows. Flanking the bed are wooden nightstands with lamps. A wall art piece consisting of circular shapes adds visual interest, while natural light filters in through the nearby window.](https://a0.muscache.com/im/pictures/3862e146-9e75-425a-9573-d22dd58e276c.jpg)
Condo in Ludlow
4.84 out of 5 average rating, 122 reviewsOkemo Clock Tower Base Ski-in/Ski-out Condo
It's the perfect condo for a ski vacation. The home was spacious and comfortable, with plenty of room to spread out, and we loved having the view of the ski slope from the balcony window. The kitchen was impressively well stocked, with thoughtful touches like spices and every baking dish/utensil we could need. The electric fireplace was fantastic as well. However, easily the biggest perk was the location - it was a 1 minute walk from the front door to the ski lift. There's even a closet outside the front door for private ski storage! Yiwen was easy to communicate with and very friendly and helpful throughout. Thanks for a great stay!
![A modern studio space is presented with wood paneling and a vaulted ceiling. Stainless steel kitchen appliances are featured alongside a dining table and a comfortable seating area. Two vintage ski boards are mounted on the wall, and a sliding glass door provides access to a private balcony.](https://a0.muscache.com/im/pictures/miso/Hosting-19926145/original/43d88ef9-7541-4dc8-9777-dd31fe27acc7.jpeg)
Condo in Killington
4.77 out of 5 average rating, 297 reviewsSerene Top Floor Condo (resort style amenities)
Perfect place for a weekend getaway at Killington! Scottās place is steps from the mountain making it very convenient for a weekend of skiing. The apartment is comfortable, clean, and very well appointed! Health club in the building is a nice addition for relaxation at the end of the day (pool, hot tub, saunas). Scott was a fantastic and responsive host. Weād definitely come back!
Quick stats about vacation rentals with outdoor seating in Windham
Total rentals
30 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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