Cabin holiday rentals in Madison

Fantastic stay! If it’s available book it! Stayed with our 4 kids, plenty of towels, maxing kitchen setup friendly & helpful hosts!!! House is also setup for kids with nightlights, baby gates plastic dishes just for them. Hikes out the back door. Just awesome!

Wonderful launching off point to multiple ski resorts in the area. Having a local community center with pool and hot tub was a bonus. The view is incredibly private and the home is very cozy.

We absolutely loved our stay at Alexa’s cabin. We enjoyed the hot tub, fully stocked kitchen, and truly felt like we could disconnect from the world to connect with those around us. Alexa was a great communicator, provided detailed instructions and local recommendations that were spot on. Don’t hesitate to book this Bridgton escape!

A perfect getaway! My husband and I had such a relaxing time at this beautiful cabin. From the moment we arrived, we felt welcomed, the space was immaculate, tastefully decorated, and stocked with everything you could possibly need and more. Every little detail made it feel like home. Ashleigh was an incredible host, providing helpful information and even checking in to ensure we were enjoying our stay, which we truly appreciated. One of our favorite moments was unwinding in the hot tub, soaking in the peaceful surroundings. During our stay, an afternoon thunderstorm rolled in, and sitting on the screened-in front porch with a cup of coffee, watching the rain, was an unexpectedly serene experience. We couldn’t have asked for a better retreat, and we will definitely be back!

We stayed for a friends wedding and it was less than 10 minutes to the venue. The place was clean, easy to access and perfect for a group of us to stay!

This was the perfect family get away that was still close to so many wonderful attractions. The hots were extremely responsive and helpful!

My husband and I had a truly relaxing weekend spending time at the cabin. Lots of space to stretch out and relax by the pellet stove. Friendly and accommodating hosts. Definitely the sort of place worth a repeat visit.

This cabin was lovely. Very peaceful. Quiet. Private. Grocery store within one mile, just down the road. The woodburning fireplace (stove) in the living area was so easy to use and the fire was gorgeous. The first night was magical, using the hot tub while the snow was falling. We went with our adult daughter and son-in-law. Plenty of space for everyone. Even napped on the extra beds. The cabin had some nice extra architectural touches that made it unique and cozy. The 2 story ceiling in the great room made it even more spacious. An easy drive to Littleton for a lovely lunch and also to The Omni Mt. Washington which is spectacular.

Loved every second of our stay here. The surroundings were peaceful and the amenities plentiful (for humans and dogs alike). Matt was extremely communicative and provided great local recommendations. Can’t wait to come back!

Winter Wonderland Retreat!!! Talia's place was AMAZING!!! We arrived during a snow storm and within a couple of hours the roads and the driveway were all cleared and plowed! The Cabin and trees were all cloaked in snow and it was warm and cozy inside!!! Our two doggos enjoyed exploring the woods and searching for signs of the deer family living nearby. There was a family with young deer and they slept under the pine trees in the back woods. :) They also enjoyed their strolls down the driveway and along the quiet neighborhood roads. :) The night sky was UNBELIEVABLE!!! I did not realize there were so many stars in the night sky!! :) The cabin is very close to Pleasant Mountain, which is a beautiful place to ski! :) The Cabin had everything we needed!! We are looking forward to our next retreat already!! Talia was awesome! She was very helpful and responsive. We loved our stay!! Thank you for everything, Talia!! :)

Our stay at Kara’s place was incredible! Everything was clean. It was easily accessible! I will definitely be back! It was a great location and good escape from life!

Off the grid enough to feel completely alone in the woods, but close enough to where you can get dinner or find other things to do with only a short drive. Highly recommend.

Outstanding cottage! It had everything we needed and the hosts were very responsive and acommodating. We look forward to visit again!

This cabin is s gem! it's private but close to restaurants shops and the mountains. check in was simple, everything was there that you would need.

The campground was beautiful, and they really thought of everything. Would highly recommend.

This beautiful A-Frame was a perfect weekend getaway. My girlfriend and I spent the weekend here and it was in a great location with perfect accommodations for two people. The place was clean with great amenities (grill, fireplace, etc.) Will definitely be hoping to return in the future / am eager to recommend this property to anyone.

We loved loves loved Cassie’s place on the lake. We spent most of our time on the deck with the gas firepit, enjoying the view. Kitchen had what we needed, though a few teabags and sugar would have been nice ( there was coffee). Beds were very comfy! Loved the seclusion of the rental, which is our top priority! Shower was great, too.

An absolute gem if you want to reconnect with family/nature, relax and unplugg. It was so peaceful and tranquil. my 5 year old son loved being in the loft stargazing at night. we would be sitting in the deck by the firepit for smores and some snacks every night. Truly, one of our best family trips. Kendra is also very responsive.

I had a wonderful weekend at this cabin! It’s cozy, clean, and well-equipped. The view is beautiful. Perfect for relaxing and disconnecting for a bit. The host was very friendly and helpful. I’d definitely come back!

From the start, Ashley was helpful and kind. The house was immaculate and decorated tres chic, and she left a few treats to welcome us. Honestly, the place looked brand new! And it was so comfortable- the warm wood stove, the gourmet coffee ninja, the soft bedding and cotton sheets, the honeycomb wall shelves and little gold bumblebee towel holder….all the little touches were so special. Will definitely stay there again!

Cailee was wonderful, quick to respond to communications, and helpful. She thought through and provided all the little things that make her guests feel right at home. The cabin was spotless and had everything we needed for an enjoyable stay. Truly a peaceful retreat. We highly recommend a stay at Little Bear Lodge!

The cabin is lovely and if anything the listing sells it short. The kitchen is fully stocked with everything you could want for cooking, great movie selection, puzzles and games, etc. There is a little path that leads down to the small lake behind the house. If we weren’t visiting in January we would’ve spent the evenings sitting outside at the little clearing in front of the pond. Kayak, canoe, snow shoes, and fishing poles were all provided. Airbnb was clean and clearly well taken care of with a very helpful guide for guests. I highly recommend it and would absolutely return, hopefully in the summer next time!

We had the most wonderful few days at the cabin and honestly, the pictures do not do it justice! It was spotlessly clean, the beds were super comfy, we had everything we needed and it had some unique, quirky features. The location was really good, not too far where we wanted to go and you felt like you were right in the middle of nature. If you want to get away from it all this is the perfect place!

had a great time at squirrel patch! The dock was perfect for our fishing boat and pet friendly for our furry friend! The kitchen was wonderfully stocked with all kinds of pots and pans and every spice you can think of. Loved the little porch, hot showers and all kinds of linens and blankets! Went to secret beach with beautiful views of lake. Great place for kids to play in water. Met all our needs and more!