Chalet holiday rentals in Madison

This is the second time we've stayed at Diann's place and won't be the last! Such a perfect size for our family, super cozy and well decorated, and the location can't get much better. It's a true ski cabin a 2 minute drive to Cranmore, stocked with the basics and a very fun open kitchen.

This home was an amazing place to connect and enjoy with old friends. The basement has tons of entertainment options between pool, football and a sauna to name a few. We found ourselves opting to stay in one night because we were having so much fun. Amazing location with access to tons of downtown options. Katie was incredibly welcoming and accessible would recommend a stay!

Cozy, clean place. Great location for ski in/out. Attitash Abenaki lift is just right next to back yard. Owner communication is excellent. We had wonderful time with kids during our ski trip! Thanks Donald.

I recently had the pleasure of staying at this delightful cabin nestled in the woods of New Hampshire, and it was an experience I won’t soon forget. From the moment I arrived, I was enchanted by the serene surroundings and the cozy ambiance of the cabin. The cabin itself is beautifully maintained and exudes rustic charm. Inside, the space is warm and inviting, with thoughtful touches that make it feel like a home away from home. The living area is perfect for relaxing after a day of exploring, with a super comfortable couch. The kitchen is well-equipped with everything you might need to prepare meals. One of the best features of this cabin is its location. It’s perfectly secluded, offering privacy and a true sense of escape. I spent my mornings sipping coffee on the porch, watching the wildlife.

Comfortable and spacious. The host aimed to provide a comforable stay and attention to detail.

Possibly the nicest Airbnb I’ve ever stayed in. This house was in spotless condition and looks even better than it does in the pictures. There’s a beautiful view from the back deck. It is the perfect place for a ski getaway and has so much character inside. From the hot tub to the pool table to the pinball machine, we were constantly having fun. Also didn’t have a single issue for the entire stay. 10/10.

The view from this house is beautiful. Everything was very clean and well stocked. I didn’t need to come with towels or paper towels; there was enough for 11 people for 4 days!

The cabin matched the description. It is small but space was utilized well. Nice decor, the bed was comfortable and the shower was hot! The location was close to Jackson making it easy to get around. The houses were a little closer together than I expected but it was not a problem. The deck worked out well especially for our 2 small dogs. I thought there was going to be a grill to cook out on, but that could have been my misreading of the description. The view was fabulous. My husband has balance issues and did find it challenging to navigate the 4 granite steps and the uneven granite walkway to the house. Probably not an issue for most people. I would recommend this cabin.

I can’t say enough wonderful things about Colby and his wonderful home. We absolutely loved it - it was clean, comfortable, homey, had everything you could possibly want, and Colby was the most wonderful host. We can’t wait to return!

It was great location and we had a great fun. The house is very spacious and located in nice small town. Thank you, Samuel for helping us to make our stay more comfortable.

We really enjoyed our stay as a family with young children. Owner was responsive and flexible in accommodating our needs and helping us find what we needed. House was cute and well appointed for family travel (had a high chair, pack and play and baby gate for our littlest and games for the older kids). Location was wonderful for accessing skiing, tubing, hiking, skating, restaurants. We would definitely come back here!

Had an amazing weekend with some friends skiing Sunday River, and Kevin's was perfect place to come back and relax. it is a beautiful and spacious cabin. huge table great for 2 different board games at once to keep everyone occupied. vwry comfortable beds, and nothing better than a hot tub after a day of skiing. Kevin was very responsive as well. we hope to return next year.

10/10 place and would DEFINITELY come back to this house. Kim was incredibly responsive and easy to book with. Once we arrived, we were blown away by how great the place was - fully stocked kitchen, crock pots, towels, games, etc… definitely the best AIRBNB I’ve been to in a while! 3 mins away from the mountain too which a great big mud room and boot heaters. Great find!

Alyssa’s house was absolutely fantastic. Very fun weekend away for a friends bachelor party. Everyone had a comfortable bed to sleep on and we had plenty of fun at the house. Would rent again in a heartbeat!

Ian and Katie’s property was exceptional in every way. Everyone in our family had their own private area if they needed to escape for alone time. The views are amazing. Kitchen was well equipped with everything we needed. It’s close to all that the Mount Washington region has to offer. P.A.

We had a wonderful time staying here! The house exceeded our expectations and the winter view was spectacular. Chris and Olivia were great, and actively responsive to our messages. Would definitely recommend staying here!

Nova’s place is so spacious and peaceful. Everything looked great and was cozy and accommodating. Fall on the lake is amazing!

We stayed at Chris’ place on our trip to see foliage in the area. Chris was always very quick to respond to any questions and was very helpful with suggestions of places to eat and buy groceries. We took our 2 small dogs with us and we loved that Chris’s place was super dog friendly. It was a bit remote but we definitely will return if we are up in the area again because it was so dog friendly.

Thank you Russ! What a beautiful experience. We loved staying at this beautiful home, my husband says we will be back every year. If we were not getting our own “Vacation House” we probably would be back every year. Russ gave very clear and straight forward instructions before check in, at check in, and at checkout. He wasnt picky or over bearing. Just straight forward and let us enjoy! Simplicity at its best. We forgot a few things behind and had to return, Russ answered quickly and made it easy for us to be able to return for our things. Thank you so much, Hosts like you make it an easy and enjoyable stay!!

We love our weekend at house. Everything it’s great!!! Thank you John!!!

We stayed for two weeks in November. Absolutely lovely and a wonderful stay. Loved the personal touches and extra effort. Such a fun guest book too!! Clearly a home that has hosted so many memories. We will miss it!