Holiday rentals with outdoor seating in Windham

Behind an unassuming exterior façade, the interior was truly remarkable from an interior design and furnishing perspective. Not only were the furniture, linens and glassware spectacular, The overall result was a beautiful and tranquil retreat. We were super impressed and would love to return.

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.

We have the loveliest time and can’t wait to return. Thank you for being so helpful and responsive

We had a lovely time at this place, it’s a bit small but we’ll appointed and you can’t beat the location, right on the river! The views out the back were incredible every day. This didn’t impact us but be aware the upstairs loft area is probably better for children and a tall adult would feel pretty cramped up there. As a rather short crew my family had no problems 😂. Would definitely stay again.

This house was very comfortable. It was in a quiet neighborhood but only a short drive to several good restaurants. We were able to find everything that we needed and it was very clean. Although we didn’t have time to enjoy the hot tub it looked delightful. Rebecca was quick to respond to any questions I had. We were very happy with the accommodations.

Wonderful place to stay!! Was so lovely cooking dinner and the place is very cozy- lots of games. Great price for the amount of space. They shoveled the driveway for us twice which was so nice. Would definitely stay again.

Christine's home is warm and inviting and had everything we needed even if we forgot something and then some!!!!! If you should book know that Christine is a phenomenal baker, the breads she left were scrumptious with our tea and coffee! The area has so much around it you have choices from sightseeing to restaurants just pick a direction and you can't go wrong!

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.

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!

Always a great stay at Happy Hour! Our favorite spot.

We had a great stay! The space was incredibly clean and cozy. The hosts were very responsive and they provided many small touches within the space to make our stay comfortable.

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.

I had a great experience staying here! I booked it last minute, and it turned out to be a perfect choice. The space was comfortable and had everything we needed for a pleasant stay. The area was quiet, making it easy to relax. The host was also very responsive and accommodating, which made the whole experience smooth and stress-free. I would definitely stay here again!

My wife and I had a great stay! Walking distance to the key shorts in Wilmington and a very short drive to Mt Snow!

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

Clean place, responsive host!

Clean, great location, easy check in/out, and friendly host - would definitely stay again.

James and Nicole were really great hosts. They were super responsive and helpful. Their condo is in a perfect location and it truly is ski on ski off. We enjoyed the hot tub - both inside and out! The condo is well equipped and comfortable. We would definitely stay here again.

We love staying here. Great layout…love the Franklin stove, location is super.

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

James was a great host, the place was very clean and VERY close the the ski trail. Would love to stay again some day!

We had a great stay at Rafael & Janice’s listing! They were super accommodating with flexible check in and check out, were proactive in checking in during our stay, provided great local recommendations, and were overall super responsive and kind. The condo is lovely, with beautiful furnishings and great attention to detail. We absolutely loved the fireplace; it made for a cozy retreat after a day of skiing. Great views of Mt. Snow from the condo! It is also a prime location with shuttle access to Mt Snow and a short drive to Stratton. We could not recommend this condo enough, and look forward to staying here again soon!

This was our second time staying here. Love the location and accommodations are clean and feel like home. Would definitely come again!

We really enjoyed our stay here. Lots of space for a couple and their dog! Having such close access to Stratton was really nice, and when we felt like staying in, the couch and giant TV made for a very comfortable and relaxing day. We would recommend this condo to anyone visiting Stratton, and would absolutely book again!