
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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Popular amenities for Jackson outdoor seating rentals
Holiday 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.

Airy 5Br-2Ba,Kids Rm, 6TVs,Pvt Fence-yard&Parking!
Rashawn's place was great! Near downtown Albany, and plenty of sleeping space. Great for any size groups.

Saratoga Escape
Had a great time at this beautiful home! Felt super peaceful and great for groups. Thanks so much!

2.5mi from the lake! Fire pit, arcade, yard games!
Great spot! Stayed at Eric's place for a weekend with a group of college students (8) looking to hit the reset button and had plenty of space. It was spotless and comfortable, and we had no trouble finding what we needed. The virtual guide is also super helpful!

Ranch retreat
I highly recommend this place if you are in the Lake George area. Felt like home and perfectly as described, even better. One of the best hosts out of all the Airbnb's we have been to. Paul is such a nice guy. We had to change our dates of reservation, he kindly accommodated our request. Very responsive and proactive. And also allowed a later checkout as there was no coming after us. Thanks Paul.

Modern 3BR near downtown/track
Highly recommend and would definitely stay here again. Keen and thoughtful attention to details, from the well-appointed kitchen with pristine coffeemaker, to toiletries, to first-aid items to name a few. Comfy lodging for my party of three’s two nights. Thanks, Karen.

MtSnow * HotTub * Pool * Air Hockey * PingPong * Darts
Place was great! Less than 10 minutes to Mount Snow. We had fun playing ping-pong, air hokey, pool, and darts! Relaxed by the wood burning stove. Lots of rooms and beds.

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

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
We loved our stay at Jaki’s place! Very easy check in, easy to find, no issues at all. Very comfortable place and walkable to downtown. Would definitely stay here again!

Suite 23 - Spacious Sunny 2-BR with Mountain view
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!

River View apartment
Susan’s place was quiet, clean and lovely. Close to town, but still in a wooded area. The apartment is well designed with everything you could need, including delicious coffee.

River View Apt in Shelburne Falls Historic Village
Thanks Crystal It was a great spot for the weekend and very comfortable!

Sunny Troy Private Deck Parking Wi-Fi Top Floor
Second time staying at Susan's. Easy to get around Troy and the Capitol Area. Clean. Quiet for the most part. Was easy to book last minute. Cute outdoor space.

Tuscan Garden Apt at Café Capriccio Albany, NY
Great stay at Marlene's place! Good location, nice apartment. Everything as described. Responsive host. Would recommend!

Downtown Saratoga Springs!
Perfect spot for our overnight stay for our family of 3. Was walking distance to the main shops and was glad to have off street parking. Place was well stocked with and had everything we could have needed. Would look to stay here again for a future visit!
Condo rentals with outdoor seating

Renovated unit, prime location! Shuttle on/Ski off
This was our second time staying at Caitlyn’s condo in Killington, we chose it again for a reason !! The vibe of the condo is super relaxing, the decor is thoughtful and cool. The fire place makes coming back after a day on the slopes so cozy! We love coming to Killington and this condo is so close to the snowshed lot, it’s perfect!

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.

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!

Winter 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.

Location + Spa! - Cozy 2BR Condo - Mountain Side
We had an amazing stay at this place! The location was perfect—just a short walk to all the incredible relaxation amenities like the pool, steam room, and sauna, which made our trip feel like a true escape. Going for a walk while taking in the views of the mountains were absolutely stunning and made every morning feel special. The unit itself was spotless and had everything we needed for a comfortable, short stay. The kitchen was well-stocked, the bed was cozy, and everything felt thoughtfully arranged. It was the perfect home base for exploring Killington and unwinding after a day of adventure. Would absolutely recommend and may come back during the Peak of the Snow Sport Season!

Walk/2min Shuttle to Lifts 2BR @ Mt. Green Resort!
Very clean, cozy and spacious place to stay. Well-equipped kitchen, clean bed sheets and towels. Very easy access to Killington ski resort Ramshead Base. Tina is a great host!! I would recommend this apartment!

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!!
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
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Saratoga Race Course
- Saratoga Spa State Park
- Albany Center Gallery
- West Mountain Ski Resort
- Berkshire East Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- John Boyd Thacher State Park
- Mount Greylock Ski Club
- Pineridge Cross Country Ski Area
- Ekwanok Country Club
- Hooper Golf Course
- Lake George Expedition Park
- Bousquet Mountain Ski Area
- National Museum of Racing and Hall of Fame
- Huck Finn’s Playland, Albany
- Stump Sprouts Ski Touring Center
- Northern Cross Vineyard