Vacation rentals with outdoor seating in Londonderry

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 loved our stay at Jason’s home. The house was beautifully decorated, clean, and very comfortable. Jason was super responsive whenever we needed anything and he was a tremendous help when our car got stuck in the snow. He spent over an hour of his time trying to help us get our car into a safe place until the storm ended. We would love to stay here again, highly recommend!

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!

This home was exactly what I was looking for. The home is perfect size for a family of 5 with 3 teenagers. Perfect location for our family from the “country” it was in the perfect location with a cute little store within walking distance if needed. Everything was as described. We will be back in the summer and yearly for the winter carnival. Thank you for all the recommendations as well.

My family of four loved Christine’s place! She is so thoughtful, leaving yummy snacks plus necessities as well. She’s a great baker and provided us with some yummy treats! The beds were super comfy and cozy, bathrooms were clean and well-equipped and we loved being both close to downtown but also could go hiking out the back door. We feel so grateful to have had such a lovely and relaxing place to stay. Thank you, Christine! ❤️

⭐️⭐️⭐️⭐️⭐️ Amazing Stay with Wonderful Hosts! Our stay at Matt and Diane’s place was absolutely fantastic! From the very beginning, they were incredibly kind, welcoming, and helpful, ensuring we had everything we needed for a smooth and enjoyable visit. Their communication was excellent before, during, and even after our stay, making us feel truly taken care of. The property itself was exactly as advertised—spotlessly clean, well-equipped, and stocked with all the amenities we could ask for. It was the perfect place to relax and feel at home. Their attention to detail and hospitality made all the difference. I would highly recommend this property to anyone looking for a comfortable and stress-free stay. Thank you, Matt and Diane, for being such amazing hosts—we can’t wait to come back!

We stayed for a few days and the place worked out great! The kitchen is stocked with everything you’d need to include various paper products. Plenty of towels and linens for our family of 6. The entire home was very clean and well maintained. Great communication with Mike, and he even checked in on us to make sure we got settled without issue. We will definitely be staying here again when we travel back to North Adams!

Staying here is always a joy for the entire family! It has become an annual tradition that we all look forward to in winter. Thank you for being so accommodating with our schedule and a special thanks to Mitchell for going the extra mile to snow blow a waking path for me and the dogs to keep our daily routine of visiting the horses, after the last storm brought over 13” of snow. P.S. the new stove/oven is amazing!! 🤩

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!

I really annoyed my stay at Jaki’s apartment. It was a great location for multiple days of skiing at several resorts, all within an hour’s drive.

Jim was able to accommodate my partner and me at very late notice which was very appreciated. The spot was exactly what we needed and Jim was quick to communicate and get us all set up. The space was clean and private and set up with everything we needed.

We loved this space so much! My sister and I had to come into town for a funeral and spent 4 nights in this space. It was immediately inviting and cozy and a wonderful space to recuperate at the end of a day. Bright and cozy during the day and dark and quiet at night. If it had been a so or longer we would have extended our stay. Thank you so much, Hannah!

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!

Thanks for the host making this place like home. Furnitures are well organized. My partner and I love the sofa in the living room. There is a big sofa and single arm chair sofa. It’s good for staying with partner to kiss cuddle and more. We love the well organized kitchen. Very well-equipped. They even have some stock of food, coffee and tea bags just in case if you are hungry in mid night. We came here for skiing trip. It’s just 15 min to Mt Snow, 1.5h to Okemo. Stratton is also around this area. Great location for mountain staycation.

This property is definitely within the top five Airbnb’s that I’ve ever stayed at! The apartment is absolutely beautiful with no detail missed. The kitchen was impeccable with light snacks provided and coffee/creamer, which is a huge plus for me. The bathroom was spotless with beautiful, plush towels and a lovely washer and dryer set. The living room was very comfortable with a reclining couch. The bed was very comfortable with plush linens. I can’t wait to stay again when I’m working in town.

Great place. I’m from Shelburne Falls so it was nice to be “home”. The place was extremely clean and cozy. Everything was super easy. I would highly recommend this place. It’s a beautiful setting with great views of the mountains, bridge of flowers and quaint little village.

Cute place to stay with great location close to Killington Mtn! (Snowshed/Ramshead bases just a few min away.) Although advertised as "ski off," we used the shuttle since skiing off would require a bit of a walk on a busy road that was too much for our little kids. Beds were very comfortable (even the couch in the living room!). Heat-producing gas fireplace made it very nice and cozy. Well-stocked kitchen. Responsive host.

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.

Perfect spot for our family holiday get together. Very quiet and relaxing visit. Lyn was a terrific host and went above and beyond to be sure we had no problems with our stay.

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!

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!

We had a great multi-day stay and did some spring skiing at Killington. Place was perfect location with an easy shuttle 5 minutes from the Snowshed lifts, and a two minute walk from the main building with the pool and sauna facilities. The condo has everything you need for an easy stay close to the mountain, the abundant parking is adjacent to the building, and the facilities are great for kids. 5/5 will look to stay here again!

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!!

Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.