
Chalet vacation rentals in Madison
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Top-rated chalet rentals in Madison
Guests agree: these chalets are highly rated for location, cleanliness, and more.
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Popular amenities for Madison chalet rentals
Family-friendly chalet rentals

Pine Brook Lodge, 9 br, 5 ba, game room, fireplace
We have worked with Katie in the past and were super impressed with how helpful she was. We loved this house! The game room was perfect for our large group. The young children enjoyed hanging out in the cute playroom upstairs. It was so helpful to have a crib and high chair available. The large front lawn was perfect for our field day games. We hope to be back next year if the family can get schedules all set đ

7 mins to Storyland! Dog friendly!
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.

Lake Ossipee Village, Freedom, NH
Our Family of 5 had the best time at Kathleen's.The house itself is modern ,but gives a perfect wood cabin vibe.You are alone in the woods,on your own Frog Pond. Yet ,everything you need or would want to do, is a 5-15 min car ride away. The private beach and National Park are breathtaking.I must say, getting to drink my coffee on the back deck l,while watching the sunrise/set, over the pond was the a little slice of heaven on earth.I would HIGHLY recommend going through Kathleen.She was in touch with us during the stay,had helpful notes to help with the t.v and wi-fi. Best overall experience with an AirBNB to date.Thank You đ

*Chalet in the Sky|StoryLand+North Conway Shopping
Krystenâs chalet was absolutely beautiful! Itâs tucked away high on the mountain so it is very peaceful, quiet & serene. The view is amazing as well. There are a lot of stairs to get from your car to the chalet, so keep that in mind when packing, but it was no issue at all. Krysten was kind, responsive and easy to work with. We would love to come back someday!

Large vacation home with a view
The house was amazing, the view off the back porch was gorgeous so many things to do around the house. Very responsive to questions, place was so clean looked exactly like how it was described. All around such an amazing experience canât wait to go back!!

Charming Jackson Cabin ⢠Great View & location
This was such a great spot to stay for a long weekend in Jackson. Itâs only a few minutes from downtown North Conway, making so checking out the shops and grabbing groceries was a breeze. Itâs also only a few minutes from the White Mountain National Forest, with tons of amazing hiking trails suitable for all levels. Being dog friendly was also a great bonus! The cabin itself is super functional and well thought out thereâs plenty of room for two people to be working on dinner, the living area is cozy with large windows looking out over the mountains. The deck is a great space to hang out and the bedrooms are cozy and private. Weâd stay here again in a heartbeat

Family Chalet Near Story Land | Private Hot Tub!
We love Jeremiah and Lissethâs place! It was a great stay. We really appreciated how clean the house was and how well they communicated with us. It was a comfortable environment and we felt right at home. The fire place and hot tub were big perks for our group. They made sure we had everything we needed and showed they care. We will definitely book a stay with them in the future!

Spacious, air-conditioned condo next to Storyland!
Very peaceful place, spacious and well maintained. Looking forward to a nonrainy stay in our future!
Luxury chalet rentals

Idyllic Mountain and Lake Getaway
Great place. Very clean. Very quiet and private. Modern, fully-equipped kitchen and grill. Good HVAC and temp control. New and clean bathrooms and lots of amenities and conveniences thought out. I highly recommend for a quick getaway.

*NEW* HotTub | LargeDeck | GameRoom | Playhouse
Brianâs home was exactly what we were looking for this weekend. The home was very clean, price and comfortable. Brian was extremely responsive to all of my questions. 10/10 would recommend a stay at his property!

5BR/2BA-Grill| Game Rm| 5 Beaches Nearby| Fire pit
We absolutely love this place. We stayed there years ago for a softball tournament and my son was dying to bring his cousins, especially to play the Ninja Turtles arcade game in the game room. It was perfect. The kitchen is really well stocked, which was SO helpful with a big group - we cooked breakfast and dinner each night for everyone. It's really close to a ton of great things to do in the area. Hosts were wonderful.

Mt. Wash views 3 floors bed/bath on each floor
We had such a wonderful time! Exactly what Katie stated. Katie was very quick to response to any questions we had. Very private, quiet and close to town. The view was spectacular. Snow on the White Mountain Caps in May. Beautiful!!! Will give this Chalet a 110 percent and would definitely book again. Thank you Katie for a wonderful stay! Sharon and Bob plus 2.

The Moose Chalet- Walk to Diana's Baths!
The Moose Cabin is a *very* wonderful place to stay: * very spacious and perfect for multiple families / friends to hang out together * perfect for toddlers / kids - even has tons of kid stuff like crib, toddler bed, toys, highchair * clean and clutter free * comfortable beds and couches * fully stocked kitchen for cooking...all the standard stuff you may need as well as extra things like instantpot * quiet, scenic neighborhood in perfect location for so many NH daytrips while also having easy access to North Conway grocery stores / restaurants * nice outdoor deck for sitting outside We stayed for a week with extended family. Beyond the weather being unseasonably cold / rainy and hampering some of our hiking plans we couldn't have asked for a better trip.

Hot Tub, Lakefront Access, Fire Pit, Free Firewood
Absolutely stunning property! Although it rained during our stay and we did not fully utilize the lake, I would come back here over and over again. Well worth the money! All of the girls on the trip spoke highly of the Airbnb as well! The hosts were very accommodating and flexible. Cannot thank them enough- the memories created on this trip are worth a million!

Modern Mountain Chalet Near Storyland & Jackson
This house is in a perfect location if youâre planning to visit the white mountains. Central to so many amenities, but tucked back into the trees so that you feel secluded when you get back to the house. The home itself has everything you need. It was just me and my husband, so we only used the primary bedroom, but we both slept well in the bed, which is huge after so much hiking lol. We also prefer to cook when we travel and the kitchen had everything we needed. Would love to be able to stay here again.

Chalet with sunset mountain views
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!
Lakefront chalet rentals

On Lake Christopher, Close to Sunday River
Novaâs place is so spacious and peaceful. Everything looked great and was cozy and accommodating. Fall on the lake is amazing!

Charming & Cozy 3 Bedroom Chalet
Great HQ for a long weekend of hiking. Pricing was reasonable. Chris was very helpful and responsive (including checking in to make sure everything was up to our standards). Would stay here again. Location was amazing.

Waterfront Getaway - Fishing, Canoeing, & Skiing
We had a fantastic stay as a group of four adults and two kids. Jason was an excellent hostâhe responded within minutes and was incredibly helpful with anything we needed. The kitchen was very well stocked, with appliances that seemed brand new. There were plenty of toys and games to keep the kids entertained. We loved the brand new Weber gas grill, which we used every day. The fireplace was well supplied with wood, adding a cozy touch. The lake is absolutely beautiful and surrounded by natureâwe even spotted a deer!

Mountain cabin with views, privacy, and more.
We had an amazing stay at Russâs place in Campton, NH! The home is tucked away in a peaceful spot, surrounded by nature â perfect for anyone looking to relax and unwind. The privacy was top-notch, and everything was incredibly clean and well-maintained. You can truly feel the care put into the space. We had a great time and would definitely recommend it to anyone looking for a serene getaway!

The Chalet - Waterfront Home on Quiet Crystal Lake
We love our weekend at house. Everything itâs great!!! Thank you John!!!

The Chalet~ 4 bed Lakefront Family Vacation
Incredible views of the lake, we had a great stay

Gorgeous Four Seasons Loon Chalet at Locke Lake
Quick stats about chalet rentals in Madison
Total rentals
20 properties
Nightly prices starting at
R2,333Â ZAR before taxes and fees
Total number of reviews
950 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Sebago Lake
- Squam Lake
- Scarborough Beach
- Sunday River Resort
- Story Land
- Loon Mountain Resort
- Attitash Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Surfside Beach
- Franconia Notch State Park
- Fox Ridge Golf Club
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Cannon Mountain Ski Resort
- Ferry Beach
- Palace Playland
- Cliff House Beach
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths
- Dartmouth Skiway
- Parsons Beach