Vacation rentals with outdoor seating in Jackson

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!

Beautiful home, very clean, peaceful, great location, extremely comfortable bed, restaurant and to-do resources available.

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.

Perfect spot for a weekend getaway. The house was clean, cozy, and in a great location (only 20 min away from Manchester). We ended up using the downstairs bedroom because the upstairs bedroom gets pretty hot even with the fans turns on. We also did not use the pond because there was a good amount of algae growing in it.

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.

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!

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!

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!

Amazing view, great and comfy Airbnb. The hot tub is such a nice plus with the incredible view over the mountains. It was so well equipped we had most of our meals in the Airbnb because the kitchen was so functional. I highly recommend this Airbnb!

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!

Great place to stay and the owners are super friendly! Highly recommend and we’d love to come back.

For the price, this is the perfect spot for a little weekend getaway. The restaurants and surrounding areas are inexpensive and good quality. I would recommend this spot to anyone looking to get away from the city and into nature!

We have booked this place to stay for a friends wedding. Place was close to location, easy to find, cute and clean. We had a wonderful stay. Would highly recommend.

Great place to stay! You are a very short distance from downtown. The space is very comfortable, I’d definitely stay again!

Remember to bring your own pillow cases and sheets!!!

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

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!

Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.

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.

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.

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)!

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.

⭐️⭐️⭐️⭐️⭐️ Perfect Father–Son Getaway at CozyCub! My son and I stayed one night at the CozyCub condo in Killington, and once again, Dan and Holly delivered a flawless experience. From the moment we arrived, everything was spotless, cozy, and thoughtfully arranged—exactly what we look for in a mountain bike trip base. Comfort & Cleanliness: The condo was pristine, with comfy beds and fresh linens—like a home away from home. Attention to Detail: Every essential was readily available, from kitchen basics to crisp towels. Perfect for a Duo: Ideal layout and amenities for just the two of us—no waste, just well-tailored space. Consistent Excellence: We’ve stayed with Dan and Holly before, and CozyCub continues to meet our high expectations. This stay earned a full five stars. Thanks again to Dan and Holly for providing the perfect retreat—we’ll be back for our next biking adventure together!

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!!