
Holiday rentals with outdoor seating in Charlemont
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Charlemont
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Charlemont
House rentals with outdoor seating

Historic Williams House
I stayed at Kaitlyn’s magical home with two friends during our Smith College reunion weekend. The house is historic, charming, cozy, and comfortable. The beds are comfortable and we rested well. The sounds of birds chirping and the many thoughtful details throughout the house made us feel welcome and at home. I hope to return!

Cozy Modern Sugar House with spectacular views.
Beautiful home, very clean, peaceful, great location, extremely comfortable bed, restaurant and to-do resources available.

Green River Cottage-A Peaceful Country Retreat
we will definitely be back here in warmer/fall weather. it was so peaceful and the kids loved it, so did my husband and I. the home was beautiful and I loved the fully stocked spices and bathroom of things you may not think to bring with you on vacation.

Secluded Farmhouse Retreat - stunning views
We were four retired couples. Worldly travelers used to very comfortable surroundings. No TV was fine for this occasion. The farmhouse is designed with furniture comfortable for all, appointed in a farmhouse motif, of course, but the design aesthetic is of a quality respectful of its guests. "Good enough", never is. Obviously, the quality of consideration our Host has for the farmhouse presentation is treat your guest with respect and it will be reciprocated. One of the individuals commented, prior to even unpacking: "Perfect Place!" While it rained, we did not have the opportunity to enjoy the firepit, but some enjoyed the Hot Tub, as we all talked late into the night. This is located "close enough", 10 min drive to "civilization", to sites and shopping but it's really a more slightly secluded, private environment whereby a large family or, like us, distinct families can share comfortably, "come and go" separately together or stay together, together. We enjoyed ourselves.

Adams Farm-"The Little Farmhouse"
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.

Vermont Sugar House Retreat
This home is certainly one that feels like home when you walk in the door! The warmth of the wood and decor, and little touches throughout, let us know how loved this home is. We had everything we needed for our 2-plus week stay, and our hosts were incredibly responsive and kind. It was lovely to hear the owls and running water at night, and I can imagine how lovely the fireplace would be to use during the colder months! Thank you for a lovely stay!!!

Buckland House - A World Apart
Well appointed. Thoughtfully decorated. Charming and comfortable decor created a warm and inviting space. Ample space for multiple people to enjoy both inside and out. Stellar accomidations. Highly recommend.

Wilmington A-Frame- Cozy and Convenient
The stay at Jennifer’s place was fantastic! The A Frame was spotless, and the beds were very comfortable. Loved how close to town we were ! Jennifer was an excellent host, very responsive and helpful. I would recommend this place to family & friends if they ever wanted to visit VT!
Apartment rentals with outdoor seating

Shakespeare’s Folly Side Farm and AirBnB.
William is an excellent host and his place is wonderful. I’ve stayed with him. Multiple times. Recommended!

Historic Victorian - Entire 3rd floor
Our stay couldn’t have been better. The listing matched reality perfectly—stairs and all—and the hosts stayed a step ahead with friendly, detailed messages and a useful house guide. The location is superb: an easy stroll to everything in North Adams and a great jumping-off point for exploring the Berkshires. The home itself was spotless, cozy, and wonderfully quiet. The hosts were extremely understanding of a minor issue (our fault) that occurred. We thoroughly enjoyed our visit and would gladly return.

Quiet St in Town, gardens, terrace
I made the right decision when I chose to stay at Jaki's place. The kitchen was fully equipped so that I could prepare my meals at home and the private deck was a bonus. The location was quiet and felt tucked away, while only being a five-minute walk to downtown. The check-in process was super easy and Jaki made it her priority to ensure I had everything I needed for a pleasant stay.

HeART Barn Retreat
We had a great stay at the HeART Barn and will definitely be looking to book again in the future! Such a beautiful, comfortable, and homey space located on a beautiful property. Brianna is incredibly kind as well. Highly recommend!!

Overlooking the city in a quiet 7 unit building.
We enjoyed our stay at Tom's place. It was spacious, well appointed and clean. The birds and squirrels in the nearby trees were entertaining. The location was excellent for exploring North Adams on foot and nearby towns/parks. Tom was helpful and responded quickly to all our questions. I would highly recommend staying here.

Apartment with a view
Excellent place, great hosts. Easy. Just what we wanted.

Experience Three Sisters Sanctuary
Amazing stay at Richards. It is like the photographs and so much more. Richard was friendly and helpful and enjoyed sharing his home, sculptures and gardens with others. The apartment is beautiful and peaceful and a great getaway. He has put so much love and energy into his home and property and we are so lucky to be able to enjoy it also. I look forward to returning. A nice escape into the country side of western mass but still close to so many adorable small towns, farms, Northampton and fun little back roads.!!!

Sunny Peaceful Home
Excellent stay, so peaceful and has everything you need! Will deff be back!
Apartment rentals with outdoor seating

Mount Snow Ski Chalet
Great place to stay. There are no Ubers the week we stayed there and we should have rented a car. But the place was great.

Slopes N Seasons | Trailside Condo at Mount Snow
Outstanding stay at Erin’s beautiful place. Immaculately clean. Perfectly remodeled with all high end fixtures and decorations. Plenty of accommodations in the condo. Very quiet in the summer. Facilities are top notch with indoor and outdoor pool. Grill and fire pit in the common area that you can reserve as well as gorgeous common area with games activities and a nice gym. Walk or ski to mount snow Sundance area. Can’t say enough and can’t wait to return. Thankyou for hosting.

Summer Dream! The Handle Lodge at Snowtree Condos
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.

Great 2 bedroom condo at Stratton Mountain
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!

Ski Condo 5 Min from Mt Snow
Lovely home, looked just as described, very responsive/ accommodating host. Stunning Mountain View’s whichever direction you drive. Will definitely be coming back here!

Lovely 1bedrom apartment with screened in porch
Beautiful and very clean space! We had the most wonderful long weekend at Goran's apartment. He was so responsive and super friendly... cannot recommend enough. We will be back!

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck
Perfect location to mt snow.. right across the street. It's an older complex but had everything we needed for a few days of skiing.. would rent again

3 Story Condo - 5 Minutes to Mount Snow!
It was such an easy check in and check out process. He let us check in an hour early since we arrived earlier. Place is spacious and exactly as described. Highly recommend!
Quick stats about holiday rentals with outdoor seating in Charlemont
Total rentals
10 properties
Nightly prices starting at
$128 SGD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Stratton Mountain
- Six Flags New England
- Monadnock State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Brimfield State Forest
- Norman Rockwell Museum
- The Shattuck Golf Club
- Beartown State Forest
- Bright Nights at Forest Park
- Dorset Field Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Naumkeag
- Hildene, The Lincoln Family Home
- Brignole Vineyards