Chalet vacation rentals in Madison

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Top-rated chalet rentals in Madison

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Guest favorite

Chalet in Intervale

4.82 out of 5 average rating, 129 reviews

Cozy 1 Bed Chalet w/ King bed & indoor fireplace

Cozy up at this unique and tranquil getaway cabin. Perfectly set up for 2 people, this charming A-frame is spacious, peaceful and well thought out. If its a romantic getaway you are looking for, look no further!! - with the king four-poster bed, the indoor fireplace & large, private back deck with grill you will have everything you need to enjoy & relax during your stay in the White Mountains. Close enough to everything to be convenient yet far enough away from it all for privacy and peace!

Oct 19 – 26

G$36,070 GYD per night

Guest favorite

Chalet in Bath

4.96 out of 5 average rating, 139 reviews

Mountain Chalet near a Lake

Enjoy this unique A-Frame Chalet in the coveted Mountain Lakes District of NH just 4 miles outside the White Mountains National Forest. Within 30 minutes to Cannon and Loon Ski Resorts and world famous Franconia Notch State Park, this cozy home gives you all the feels of a mountain lifestyle without giving up any comfort. Sun bathe and barbecue out back on the private decks. Dont foget to relax with a unique nature-surrounded experience in the hot tub! A short walk to a beautiful lake view.

Jan 8 – 15

G$57,041 GYD per night

Guest favorite

Chalet in Freedom

4.93 out of 5 average rating, 181 reviews

Cute cottage with lake access at beach club.

My entire house just waiting to be enjoyed! A great get away for relaxing. King Pine ski hill is close by for winter fun. Summertime, I am a member of the Lake Ossipee Village Beach Club on Broad Bay, the most sandy beach with facilities. Enjoy the beach! Nearby, Freedom Town Forest trails await hiking/biking or Goodhue Boat Co. has boat rentals. If shopping is a must, Conway is 20 minutes north as are other ski hills. Antique/resale shops are nearby. Guests love the updated décor.

May 28 – Jun 4

G$38,985 GYD per night

Guest favorite

Chalet in Jackson

4.96 out of 5 average rating, 101 reviews

Amazing views 3 floors with bed/bath on each floor

Spectacular views of Mount Washington, the Jackson Village, and the Presidential Range. One of the best views in all of Mount Washington Valley. Our home is a vintage 1965 Ski Chalet, and this means it’s full of quirks and character and that’s why we love it so much. It's clean and tidy and we are constantly working on maintenance and renovation projects. So if you are more comfortable in a sleek modern place, we gently suggest our place might not be the best fit for your holiday.

Feb 4 – 11

G$97,270 GYD per night

Guest favorite

Chalet in Franconia

4.95 out of 5 average rating, 253 reviews

Bear Ridge Lodge

Newly built, chalet-style log home featured in both Cabin Living and Log Cabin Homes Magazines. Sweeping mountain and sunset views. Modern, Scandinavian decor. Generous front deck and covered porch for sunbathing, stargazing and outdoor dining in the summer and fall. Soaring stone fireplace makes for a warm, fully-appointed ski lodge in the winter months. 5 minutes from Cannon and 20 minutes from both Loon and Bretton Woods. Miles of National Forest trails out the back door.

Nov 6 – 13

G$97,430 GYD per night

Guest favorite

Chalet in Fryeburg

4.94 out of 5 average rating, 193 reviews

Cozy Chalet*A/C*HOT TUB*Pets*<30 min N. Conway

The LV Chalet is located less than 30min to popular North Conway, N.H./15 min to Historic Fryeburg, Maine. The Chalet is ideal for couples, friends & families to relax! In the Summer, enjoy beach access to Lower Kimball Lake, nearby Saco River and year round hiking trails. In the winter, the Chalet is situated between ski mountains: Cranmore Mountain & Pleasant Mountain. There’s also close access to Snowmobile trails. Whatever your vacation interests are; the area boasts it all!

Sep 22 – 29

G$49,394 GYD per night

Guest favorite

Chalet in Conway

4.95 out of 5 average rating, 106 reviews

HAPPY TREES: swanky chalet near Conway Lake & Saco

Happy Trees is a vintage chalet that has been thoughtfully renovated and styled. Our place is bright, airy, and open. It's the perfect home base for whatever you may want to do whether it's skiing, swimming, hiking, or simply relaxing and lounging around. Our place is a short walk to Conway Lake and a short drive from the Saco River. Conveniently located minutes from North Conway village. Follow us on IG (@happytrees_cabin) for additional content & information.

Sep 27 – Oct 4

G$67,491 GYD per night

Guest favorite

Chalet in Madison

4.92 out of 5 average rating, 212 reviews

Eidelweiss Chalet/1 min walk to pond/playground

Please read our Coronavirus cleaning update. Quaint and cozy chalet located about 5 minutes from Conway and the hub of the White Mountains. As you pull into our neighborhood you notice several chalets on a paved road, winding up and over hills. Pull into our large carport to find our two level chalet that you have rented. The sounds of the babbling brook greet you as you exit your car with the inviting seating on both decks.

Feb 23 – Mar 2

G$32,403 GYD per night

Guest favorite

Chalet in Lisbon

4.99 out of 5 average rating, 107 reviews

Cozy cabin in the woods- great location

This quaint chalet is located just minutes away from downtown Littleton and a close driving distance to Franconia Notch. It's a perfect place for families who enjoy the outdoors or just want to get away! Whether you're checking out the fall foliage, enjoying a ski week, or you need a home base while you hike and enjoy the White Mountains, this chalet is the perfect place to call your temporary home.

Jun 1 – 8

G$29,124 GYD per night

Guest favorite

Chalet in Intervale

4.99 out of 5 average rating, 110 reviews

Little Pine Lodge in the White Mountains

Mountain retreat says it all! Our A-frame home is a place where you can disconnect and is designed for the outdoor enthusiast in mind. Comfortable, casual, clean and inviting. Many nights have been spent outside enjoying time with friends and family by the fire pit and after a warm day a hot outdoor shower is heaven to come home to. Operator's Licence #063835

Mar 9 – 16

G$46,786 GYD per night

Guest favorite

Chalet in Intervale

4.92 out of 5 average rating, 217 reviews

Spacious, air-conditioned condo next to Storyland!

Large, mountainside condo just minutes to Storyland and all attractions in the Mt Washington Valley! Features king BR with en suite bathroom and a queen BR on the 1st fl. The 2nd level features a giant bedroom with 4 twins. Brand new ductless AC system. Perfect for families or groups! Use the condo as home base for all of your vacation adventures.

Oct 22 – 29

G$33,542 GYD per night

Guest favorite

Chalet in Sugar Hill

4.93 out of 5 average rating, 173 reviews

Sugar Hill Chalet-Amazing Views

HILLTOP MEADOW~AWESOME VIEWS- ~ GROUND FLOOR GUEST SUITE Private entrance ~European style. Spacious LIVING -DINING ROOM ~ Modest kitchen~2 Bedrooms~KING & QUEEN great privacy~New, Full Bath Washer/dryer. Smoke Free~No Pets; $125/night 4 week minimum NH tax 9% Long term rental

Aug 20 – 27

G$27,859 GYD per night