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Vacation rentals with outdoor seating in Winhall
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Winhall
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.
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Popular amenities for Winhall outdoor seating rentals
House rentals with outdoor seating
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Home in Brattleboro
4.95 out of 5 average rating, 120 reviewsSpacious Brattleboro home on river, walk to town
Absolutely incredible place! Tons of room, bathrooms for each bedroom was a big hit. Amazing location. Views were magnificent after 8 inches of snow and some freezing rain. Perfect excuse to not leave the house and enjoy the peaceful serenity over a nice margarita. Fall views must be totally awesome. Don’t need to bring anything except you, your friends and some food. The home has everything you need, all set and ready to go, and I mean everything you’ll need. The house manager Teri was an absolute peach. Her connection to the house and knowledge of the local history was amazing. 5 STARS doesn’t do this place justice. Already planning a return visit.
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Home in Windham
4.86 out of 5 average rating, 110 reviewsMagic Creek
Definitely has a little bit of a creepy vibe when we first arrived, getting there at night and being in the middle of nowhere probably contributed to this. This was an amazing find though, super cozy and spacious. perfect location for the ski resorts nearby and great amenities. the fireplace was a great touch and used it every night!
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Home in Chesterfield
4.96 out of 5 average rating, 52 reviewsThe River House
We had a lovely time at this place, it’s a bit small but we’ll appointed and you can’t beat the location, right on the river! The views out the back were incredible every day. This didn’t 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 😂. Would definitely stay again.
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Home in West Brattleboro
4.93 out of 5 average rating, 112 reviewsModern Spacious Home with Mountain Views
Christine’s 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!
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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 you’re 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.
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Home in Chesterfield
4.91 out of 5 average rating, 108 reviewsGoverner's Brook Camp - 2 Bedroom
my husband and I took our 4 yr old away for a last minute getaway. we are so pleased with our experience. Dave is super nice and responsive. we got exactly what we were looking for. a quiet cozy getaway in the woods and mountains. we love the area and Dave's place is so cozy! we hope to make this a yearly thing!!
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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. It’s our second time staying here and it never disappoints. Definitely recommend staying here and will be back again!
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Home in Wilmington
4.96 out of 5 average rating, 110 reviewsFamily SKI Retreat inWilmington-Walk 2Town-Hot Tub
Erika and Casey were super responsive and helped us make the most of our stay. The place was in great condition and spotlessly clean. We really appreciated the assistance with clearing the driveway and backyard of snow and making sure we had everything we needed for the stay.
Apartment rentals with outdoor seating
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Apartment in Chester
4.93 out of 5 average rating, 141 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!
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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 Jennifer’s. 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 can’t wait to go on more adventures. We’re excited for our next visit!!!
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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.
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Apartment in Guilford
4.88 out of 5 average rating, 402 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 Ludlow
4.92 out of 5 average rating, 270 reviewsOkemo Vermont Getaway
The house is great to stay with a family of 4-5 right near Okemo Ski Resort, 8-9 minutes drive to the slopes. The place is very beautiful, private, warm, clean and cozy, offers enough space for a wonderful stay. Everything was as described, and the cleanliness exceeds expectations! Michael was a great host, proactive and provided all the instructions in advance, as well as answered all our questions. Great location, quality and price make it a good alternative to nearby hotels that get overpriced in high season. My family and I enjoyed our stay very much, and we highly recommend this place!
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Apartment in Poultney
4.94 out of 5 average rating, 338 reviewsCozy Poultney Village Apartment
We had a wonderful month long stay in Anne's cozy cottage! Anne is a fantastic host who is friendly, responsive, with clear, proactive communication! The cottage was clean, warm, and cozy with all of the essentials we needed during our stay. The location is picture perfect - easily walkable to all of Poultney's amenities as well as to several local hiking/biking trails! Poultney offers the perfect central location from which to explore central and southern Vermont. We deeply appreciated Anne's kindness and care and are already looking forward to our return!
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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 can’t wait to come back ourselves!!
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Apartment in Brattleboro
4.98 out of 5 average rating, 128 reviewsRiver View apartment
Susan's place was very nice, clean and perfect for relaxing. Has everything you need for a comfortable stay.
Condo rentals with outdoor seating
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Condo in Ludlow
4.98 out of 5 average rating, 118 reviewsMain St Escape | Explore Downtown Ludlow
The rental was clean and convenient. Good location in town. Tommy was responsive. The furniture and overall esthetic was modern and up to date. Place is well cared for. Would stay here again.
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Condo in Ludlow
4.95 out of 5 average rating, 114 reviewsSlopeside condo at the base of Okemo-steps to lift
Amazing location, the unit is extremely clean and great bedding too. It is a big walk to get to the unit at 1st to unload everything, but well worth it
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Condo in West Dover
4.73 out of 5 average rating, 139 reviewsBeautiful condo 2.5 miles from Mount Snow
Deanna’s condo was exactly as described. Great location for skiing at Mt Snow and going out to eat around town. Just great overall space for our family’s weekend away.
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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.
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Condo in Dover
4.99 out of 5 average rating, 116 reviewsWinter Dream! The Handle Lodge at Snowtree Condos
Stayed over Presidents’ Day weekend with a total of 4 adult guests. Condo is perfect with everything you need. Extremely close to the Mount Snow ski resort and access to Moover Van. Rafael was available to us during our stay and was extremely helpful particularly when the weather got worse with a big storm. Would definitely recommend the condo but also to rent from Rafael and Janice. We ate at Snow Republic Brewery, Maple leaf Tavern, Saw Mill Bar and Table and Valley View Saloon. We highly recommend them all but note that Valley View Saloon has large portions.
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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!
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Condo in Dover
4.93 out of 5 average rating, 46 reviewsSki in Ski out condo great location
We had a wonderful time staying at Christine’s place! It’s very cute, cozy and comfortable - just what we wanted after unwinding from a day of skiing. Great location at Seasons just steps away from the trail leading to Sundance Lodge (I think the trail is Tin Lizzy). Christine is also an awesome host and really appreciate her responses. We definitely will look to come back again, and encourage others to consider this location!
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Condo in Dover
4.92 out of 5 average rating, 110 reviews3 Story Condo - 5 Minutes to Mount Snow!
Ken was very responsive and helpful both before and during the stay. The condo was clean and exactly as described, with helpful and thorough instructions to check in.
Quick stats about vacation rentals with outdoor seating in Winhall
Total rentals
130 properties
Nightly prices starting at
$227 CAD before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
20 properties have a pool
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