
Holiday rentals with outdoor seating in Jackson
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Jackson
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Magical Farm Getaway - a must visit!
We had a wonderful & relaxing weekend here with a large group for my sister's lowkey bachelorette party. Even with a day of non-stop pouring rain, we were perfectly content with staying in and enjoying the coziness of the house. We had a blast watching the chickens roam around and hanging out with the overly-friendly barn cats while we sat outside. The goats & pigs were happy to greet us at the fence every time. The hot tub and pool were perfect! Highly recommend staying here if you're looking for a beautifully scenic and peaceful getaway. Thanks, Sarah & BBVF team!

Cozy Modern Sugar House with spectacular views.
We had a delightful few days at this lovely home. It is comfortable, has fantastic views and was well stocked. We mostly just chilled, enjoying coffee on the deck, reading, watching the moon rise over the mountains and good conversation. Vermont is special and so is the sugar house, we would definitely return. I can imagine how beautiful and cozy it would be in winter time, watching the snow fall.

Quaint One-Story Vermont House with Mountain View
This is a great place to stay convenient to Bennington, Manchester and Brattleboro plus Williams and the Clark Museum and it’s a quick drive to a great coffee shop in North Bennington Pangaea which has homemade donuts on Sunday mornings.

Modern 3-bedroom A-frame in Londonderry w/ Pond
We loved our stay here!! It was the perfect getaway for a long weekend. The property is beautiful and private but close to anything that you might need. The kitchen was super well stocked, beds were comfy, and we really appreciated the firewood supply. Nikki & Topher were great hosts - extremely responsive to all questions we had and proactive about check in/check out instructions. Would definitely come back!

The Gate House--Experience Vermont!
Pictures don't do Peter & Monique's listing justice. The home, the grounds & the surroundings are gorgeous in a way that isn't just picturesque but is peaceful & rejuvenating. Our family of 4 were staying here to attend the Williams reunion so we didn't get as much time as we would have liked to take full advantage of all the hikes, walks etc that the property location offered & almost wish we'd had more time. The AirBnb is exceptionally stocked, we've stayed in AirBnbs in the country & abroad & rarely do hosts provide things (like linens, coffee supplies etc) in adequate amounts let alone in excess of what might be needed for the number of guests X days being spent there. Not only were the hosts extremely generous but the quality of everything was excellent. We have family in different parts of MA and we asked the hosts if it was OK for our family to visit us at the property during the day & they graciously allowed that. Peter was extremely responsive & thoughtful in communications.

Cozy Home in Poultney, Vermont.
The space was fantastic for our two little families with easy access to the local Slate Valley Trails. Lots of wonderful and attentive touches to make our stay homey welcoming. Hope to return again soon!

Beautiful Pool Home between Lk George/Saratoga
This was my first ever experience with AirBNB. I couldn't have stayed at a better location for my first experience! Melissa's home was warm welcoming and beautiful. I stayed for four nights with my four children. There was plenty of space for all of us. Although my youngest still chose to sleep with me lol the bed was still big enough for the two of us. The pool was absolutely perfect, my kids loved it! The hot tub was very relaxing and very easy to use. My kids really enjoyed it too. The grill worked wonderfully and the fire pit was great for smores. The covered patio made watching my kids enjoy the pool even more relaxing for me, I'm a ginger so if I can be outside and out of direct sunlight that's a huge bonus for me. The kitchen had everything we needed as well. Melissa was very responsive when I had questions and I cannot thank her enough for the great week. We'll be back next June for another week! Can't wait to return to this fantastic vacation spot!

Waterfront Vermont Lake House w/ Canoe/Kayak/SUPs
A great stay at the Lake House. Gorgeous views, fully stocked kitchen, and canoes/SUPs/kayak for everyone. Andrew was very responsive and a great host. We hope to return soon!
Apartment rentals with outdoor seating

Amazing easy walk to downtown Saratoga Springs
Nothing to add to other guests' reviews, see our rating. Parking recommendation: park on Lake St., a lot of space for free parking. We parked 2 minutes walk from the house.

Saratoga’s Premier Penthouse with Rooftop Patio
The Aston was the absolute perfect place to host my bachelorette party. The apartment was so fun, and exactly as pictured. The location is great, walkable to so many bars and restaurants. Hillary was an amazing host, she was very responsive and flexible. She had drinks and snacks, waiting for my guests and I when we arrived, which was such a thoughtful touch. The Airbnb was equipped with a coffee bar, games, and just about anything else you might need. The music from the club down below is quite loud until about 2 o’clock in the morning, so if you don’t mind that, (which we didn’t) everything was absolutely perfect! Would 10/10 recommend this property for a fun stay in Saratoga Springs!

The Beer Diviner Brewery Apartment
Cute room above the brewery was a nice get away for my wife, our little dog, and I. John was friendly and so were all of the other employees and guests. The Irish band was great and the patio by the brewery was very cozy the beers were also delicious too. The room itself was spacious and well furnished with a good size bed and additional day bed. Fun weekend get away for all ages.

Cozy Poultney Village Apartment
We had an exceptional stay at this Airbnb! It was perfect for two people with plenty of room. It was so cozy. We loved the Vermont specific decor. The ingredients for pancakes and the basic ingredients in the fridge were a thoughtful touch. I could not recommend staying here more!!!

Eclectic Studio for Two - No Sleep ‘Til Brooklyn
Great find. Perfect for a quick visit home. The self-cleaning option was awesome and kept the price low. The space was larger than expected, modern and had a fun, cozy vibe. I’d definitely book again next time I’m back in upstate NY.

Vermont Getaway Apartment
The getaway apartment was just as described. Peaceful, private, and with ample space and amenities for a family of three. We enjoyed our weekend!

Bring your Kayak or paddleboard this Summer!
We were looking for a place to stay near our son in Ballston Lake and this one stood out. Historic and unique home. Beth was a great host, very responsive to any communication. The place met our needs and had a nice view of the Mohawk River in the back yard. Just be aware they are right on a highway so there is a lot of traffic noise, and there are 2-3 apartments in the place as well. But overall that was well described and expected and ear plugs worked just fine. Thanks for sharing your home Beth!

Vermont barn apartment
This is a return visit to Pam's place. It was exactly as I remembered it. A magnificent setting in a beautiful part of VT. The space is sweetly decorated and accessorized in an appropriate horse theme. Everything is in pristine condition. The cleanliness is matchless. Fully equipped as described. A bed that's hard to get out of in the morning!! Pam takes this business seriously and is a consummate professional - at the same time warm and welcoming.
Condo rentals with outdoor seating

Main St Escape | Explore Downtown Ludlow
Clean, great location, easy check in/out, and friendly host - would definitely stay again.

Bright Ski on/off Condo Full Kitchen-Free Shuttle!
Couldn’t have asked for more. Cozy, clean and such a comfortable place to stay and exactly what was described in the listing. I’ll certainly be booking again! Tricia’s communication was perfect, everything very clear and didn’t have to reach out with extra questions.

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.

Ideal location! Steps to Track and Broadway!
Carla was a wonderful host. More importantly her rental was beautiful and very comfortable. Would strongly recommend and we look forward to going back (when there’s less snow)!

Okemo Clock Tower Base Ski-in/Ski-out Condo
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.

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!!

Cozy Condo next to Resort * AC and Pool *
We loved staying at this cozy condo. We were able to find it easily and get inside without any issues. The bed was the best we’ve encountered in an Airbnb! I loved the small creek behind the condo and sitting on the balcony with my tea listening to it was a wonderful way to start the day. We would definitely come back again.

Updated large condo across from AT and skiing
This place was a great place to stay for a weekend at Killington! It was very convenient, a 10 minute drive to the lifts, and accurate to the photos and description. The hosts are friendly and easy to communicate with.
Quick stats about holiday rentals with outdoor seating in Jackson
Total rentals
20 properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- John Boyd Thacher State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Lake George Expedition Park
- Dorset Field Club
- Hancock Shaker Village
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Bousquet Mountain Ski Area
- National Museum of Racing and Hall of Fame
- Pineridge Cross Country Ski Area
- Clarksburg State Park