Chalet vacation rentals in Madison

Find and book unique chalets on Airbnb

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Popular amenities for Madison chalet rentals

Family-friendly chalet rentals

Superhost
Chalet in Bethel
4.63 out of 5 average rating, 8 reviews

Lake Side Lodge

WalidRating, 5 stars9 months ago
Beautiful quaint area on a lake to get away from the noise. Great for family retreats.
Guest favorite
Chalet in Bartlett
4.77 out of 5 average rating, 118 reviews

7 mins to Storyland! Dog friendly!

SangbumRating, 5 stars3 months ago
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.
Guest favorite
Chalet in Freedom
4.96 out of 5 average rating, 69 reviews

Lake Ossipee Village, Freedom, NH

JamesRating, 5 stars10 months ago
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.
Guest favorite
Chalet in Campton
4.89 out of 5 average rating, 123 reviews

Large vacation home with a view

VictoriaRating, 5 stars2 days ago
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 can’t wait to go back!!
Guest favorite
Chalet in Madison
4.91 out of 5 average rating, 236 reviews

Eidelweiss Chalet/1 min walk to pond/playground

AndrewRating, 5 stars3 months ago
We had a great winter stay at the chalet! It’s a cozy and comfortable home overlooking a stream, in a convenient location to much of the White Mountains region. And a good price in exchange for bringing your own linens and cleaning up after yourself—William is very responsive and provides clear instructions about what supplies you’ll need to bring and what cleaning is expected.
Guest favorite
Chalet in Jackson
4.92 out of 5 average rating, 79 reviews

Charming Jackson Cabin • Great View & location

CatherineRating, 5 stars1 week ago
The host was so kind and responsive! The location is perfect- so close to North Conway but not right in the middle where there's more traffic. Not far from Storyland. Beautiful scenery, quiet neighbors. The house was very clean and cozy. Perfect for my husband and I. Host was very accommodating to bringing my two large dogs.
Guest favorite
Chalet in Glen
4.92 out of 5 average rating, 83 reviews

Family Chalet Near Story Land | Private Hot Tub!

MatthewRating, 5 stars7 months ago
We love Jeremiah and Lisseth’s 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!
Guest favorite
Chalet in Intervale
4.91 out of 5 average rating, 248 reviews

Spacious, air-conditioned condo next to Storyland!

DeEttaRating, 5 stars1 week ago
Very peaceful place, spacious and well maintained. Looking forward to a nonrainy stay in our future!

Luxury chalet rentals

Top guest favorite
Chalet in North Conway
5 out of 5 average rating, 127 reviews

Pine Brook Lodge, 9 br, 5 ba, game room, fireplace

Rob And StephanieRating, 5 stars3 weeks ago
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 😁
Guest favorite
Chalet in Woodstock
4.92 out of 5 average rating, 49 reviews

6 BR | EV Charger | No Pet Fee | Pool Table

KimberlyRating, 5 stars2 weeks ago
Samuel's place was better than what we hoped for. We were there with 4 couples for my son's wedding. I've been in Airbnbs around the world and this is the only one that provided extras like coffee, sugar, spices, olive oil, aluminum foil, paper plates & napkins. It may seem like a small thing but it really makes a difference when traveling. Extras like the towels displayed in decorative styles were another nice finishing touch. All my guests were impressed. The house was pristine in every way. Thank you so much for such a memorable stay!
Guest favorite
Chalet in Conway
4.93 out of 5 average rating, 61 reviews

5BR/2BA-Grill| Game Rm| 5 Beaches Nearby| Fire pit

AndreaRating, 5 stars1 week ago
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.
Guest favorite
Chalet in Jackson
4.96 out of 5 average rating, 115 reviews

Mt. Wash views 3 floors bed/bath on each floor

SharonRating, 5 stars1 week ago
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.
Guest favorite
Chalet in Gilford
4.94 out of 5 average rating, 64 reviews

Winnepesaukee/Gunstock/Bank of NH Pavilion Chalet

StephanieRating, 5 stars4 weeks ago
The stay was fantastic. The hosts were great. So proactive with information and always responsive! The house was beautiful, in such a great location and perfect for what we needed. Next year we will definitely be looking into this house again.
Guest favorite
Chalet in Bartlett
4.93 out of 5 average rating, 137 reviews

The Moose Chalet- Walk to Diana's Baths!

EmilyRating, 5 stars1 week ago
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.
Guest favorite
Chalet in Harrison
4.97 out of 5 average rating, 37 reviews

Hot Tub, Lakefront Access, Fire Pit, Free Firewood

TomRating, 5 stars1 week ago
This house was amazing. Everything was built so well in the house, plenty of room for us to spread out, and lots to do at the house, which was helpful for us with our rainy weekend. We said that we will have to come back and stay again in the winter to go skiing.
Superhost
Chalet in Intervale
5 out of 5 average rating, 8 reviews

Mountain View Chalet

BrianRating, 5 stars9 months ago
Great location! Property came exactly as advertised. Justine was super attentive with communication. The chalet is well laid out and easily accommodated our group. Everything was well thought out from the wi-fi, to the kitchen and beyond. When we arrived someone actually had firewood perfectly stacked in the pit so all we had to do was light a match and presto, mountainside camp fire and smores! Nice touch Justine! Can't emphasize enough how great the location is. North Conway and all of the shops and dining that go with it is 5 minutes away and for the outdoorsy there are an abundance of hiking and mountain biking trails equally as close.

Lakefront chalet rentals

Superhost
Chalet in Woodstock
4.95 out of 5 average rating, 86 reviews

On Lake Christopher, Close to Sunday River

ErikRating, 5 stars7 months ago
Nova’s place is so spacious and peaceful. Everything looked great and was cozy and accommodating. Fall on the lake is amazing!
Guest favorite
Chalet in Campton
4.94 out of 5 average rating, 36 reviews

Charming & Cozy 3 Bedroom Chalet

JimRating, 5 stars7 months ago
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.
Superhost
Chalet in Greenwood
5 out of 5 average rating, 3 reviews

Waterfront Getaway - Fishing, Canoeing, & Skiing

HaimRating, 5 stars1 week ago
We had a fantastic stay as a group of four adults and two kids. Jason was an excellent host—he 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 nature—we even spotted a deer!
Superhost
Chalet in Campton
4.9 out of 5 average rating, 376 reviews

Mountain cabin with views, privacy, and more.

BethanyRating, 5 stars1 month ago
Great place to stay for a relaxing weekend! Beautiful views and the Airbnb had everything we needed. Pots & pans were a little hard to use - not very non-stick - so might recommend bringing your own if you plan to cook a lot. Everything was comfortable though and clean when we arrived!
Guest favorite
Chalet in Harrison
4.88 out of 5 average rating, 42 reviews

The Chalet - Waterfront Home on Quiet Crystal Lake

AlexRating, 5 stars3 months ago
We love our weekend at house. Everything it’s great!!! Thank you John!!!
Guest favorite
Chalet in Naples
4.96 out of 5 average rating, 107 reviews

The Chalet~ 4 bed Lakefront Family Vacation

RebeccaRating, 5 stars4 months ago
Incredible views of the lake, we had a great stay

Quick stats about chalet rentals in Madison

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ477 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

Destinations to explore

  1. Airbnb
  2. United States
  3. New Hampshire
  4. Carroll County
  5. Madison
  6. Chalet rentals