
Vacation rentals with outdoor seating in Londonderry
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Top-rated accommodations with outdoor seating in Londonderry
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.
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Popular amenities for Londonderry outdoor seating rentals
House rentals with outdoor seating

Spacious 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.

Launch Pad
Stayed here for a few days at Killington. Peaceful neighborhood would recommend if you’re looking for a place to crash.

Adams Charm
We loved our stay at Jason’s home. The house was beautifully decorated, clean, and very comfortable. Jason was super responsive whenever we needed anything and he was a tremendous help when our car got stuck in the snow. He spent over an hour of his time trying to help us get our car into a safe place until the storm ended. We would love to stay here again, highly recommend!

14mi to Mt. Snow! Arcade, Private Suite, King Bed!
What an amazing experience! We went with our close friends total of 4 adults and 5 kids ranging from 1 year to 10 years old. Entertainment for all, everything was so well thought out. From individual makeup remover for the ladies to kids baby toys to board games! I appreciated I didn’t have to pack any kitchen appliances! We are already talking about booking and staying here again! Thank you so much!

Ranch retreat
This home was exactly what I was looking for. The home is perfect size for a family of 5 with 3 teenagers. Perfect location for our family from the “country” it was in the perfect location with a cute little store within walking distance if needed. Everything was as described. We will be back in the summer and yearly for the winter carnival. Thank you for all the recommendations as well.

Close->MtSnow*HotTub*Pool*AirHockey*PingPong*Darts
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.

Historic Home on 17 acres of land. Go escape!
Staying here is always a joy for the entire family! It has become an annual tradition that we all look forward to in winter. Thank you for being so accommodating with our schedule and a special thanks to Mitchell for going the extra mile to snow blow a waking path for me and the dogs to keep our daily routine of visiting the horses, after the last storm brought over 13” of snow. P.S. the new stove/oven is amazing!! 🤩

The Bumble Bear Inn, Bolton Ldg
This is our second annual visit to the Bumble Bear Inn. We love all the TVs and WiFi but especially the game room! Kitchen is well-stocked and morning coffee in the sunroom is very relaxing. Great place to visit in the winter! Kim and Cameron are very responsive and great!
Apartment rentals with outdoor seating

Lovely 2 Bedroom Apartment w/deck & pond view
This rental was perfect for our family’s overnight ski trip to Okemo. We have two teenaged sons who shared a bedroom. The kitchen had everything we needed to cook breakfast and (most importantly) to meet the AM caffeine needs. The rental was approximately 10 minutes away from Okemo, which was the best part for us. Already planning next February’s ski trip!

Village Apt #1 - walk to everything!
We had the best stay at Katelyn’s home and the location of this Airbnb TRULY cannot be beat!! We could not have asked for a better location, better amenities, check in/out experience, and communication with the host. Every touch was so thoughtful - we so appreciate the step stool in the bathroom for our toddler! Highly recommend!!

Quiet St in Town, gardens, terrace
This is a clean and cozy in-town top floor apartment - within walking distance of Main St, the Brattleboro Food Co-op and many local eateries, coffee shops and excellent shopping opportunities. The apartment is nicely decorated, and we loved the closed in sun-porch for gearing up to go outside since this was mid-winter during a cold snap.

"Up Top” at Ro & Oak House
Awesome spot close to all the food, breweries, & shopping that Keene has to offer. Loved being able to walk everywhere! Hannah was proactive in dealing with the upcoming snow storm and was sure to reach out with directions on where to park & even cleaned up the snow around our cars to make it easier to leave in the morning. Will absolutely be back!

Suite 23 - Spacious Sunny 2-BR with Mountain view
Chad and Barbara are the ultimate hosts! They stock their adorable space with so many thoughtful touches (including snacks and drinks that my kids devoured). Everything is labeled and organized and super clean. We love this unit and will return year after year! Thank you!!

River View apartment
Susan's place was very nice, clean and perfect for relaxing. Has everything you need for a comfortable stay.

River View Apt in Shelburne Falls Historic Village
A group of 3, we had a a great stay here in Shelburne Falls. The futon bed in the living room was very comfortable and worked great as a second bed. The apartment is charming and cozy, warm and pleasant inside during the middle of the winter, and in a great location looking right out over the river and also right in the middle of the shops and restaurants in town. This was a great base of operations for exploring the area, and a comfortable place to come back and hang out in the evenings.

Sunny Troy Private Deck Parking Wi-Fi Top Floor
Susan’s place is charming, cozy, and spotlessly clean! As others have mentioned, the location is fantastic - just minutes from downtown Troy, with plenty of cafes and restaurants within walking distance. Parking was never an issue; we always found a spot right in front of the building. The apartment itself was thoughtfully stocked with everything we needed, making it feel like a home away from home. We cooked several meals and had all the essentials on hand. There was also plenty of storage space throughout the apartment to comfortably store our belongings. Highly recommend this wonderful stay!
Condo rentals with outdoor seating

Renovated unit, prime location! Shuttle on/Ski off
Great location, 5 mins from Snowshed lodge. The pull out bed was perfect for our kids to share (12 & 9). The place was well updated, not perfect but great for the three day ski trip we were on. The only downside was that the dishwasher didn't work so we had to do chores on vacation that we don't even do at home and the walls are thin, but the other families respected the quiet time from 10pm-7am which was nice. Otherwise, this place is a gem. Caitlyn was very responsive and checked in to make sure things were going well throughout our trip. We'll definitely be back.

Mount Snow Ski Chalet
Great stay and perfection location just off the base of Mount Snow with MOOver access. Mike was very responsive and accommodating for our last minute booking. Had trouble getting in with the code but he answered and helped us get in immediately. 10/10 host

⭐️Cozy 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!

Winter 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.

Location + Spa! - Cozy 2BR Condo - Mountain Side
Emmy’s place was perfect for a ski weekend at Killington! Well stocked, good location, and she was super responsive.

Okemo Clock Tower Base Ski-in/Ski-out Condo
We stayed here for 3 nights and had a great experience. Perfect location for our entensions. Will definitely be back!

Serene Top Floor Condo (resort style amenities)
Scott is an outstanding host! His place is conveniently located next to the ski slopes, and he was incredibly responsive to any questions we had. Highly recommended!

Updated large condo across from AT and skiing
This place was absolutely fantastic! Everything was exactly as described, and it exceeded our expectations. It was the perfect spot for a weekend getaway with our family and friends. The space was clean, comfortable, and well-appointed, making it easy for everyone to relax and enjoy themselves. We loved the thoughtful touches and the cozy atmosphere. Highly recommend it for anyone looking for a memorable retreat!
Quick stats about vacation rentals with outdoor seating in Londonderry
Total rentals
90 properties
Nightly prices starting at
$130 CAD before taxes and fees
Total number of reviews
6.8K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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