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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 74 Chalets in Madison with updated reviews, rates, and availability.

Abbott Brook Chalet B - Private Setting - 5 Mi from Storyland
Smart TV, fireplace, DVD player, books

Abbott Brook Chalet B - Private Setting - 5 Mi from Storyland

9.6 out of 10, Exceptional, (128)
"Richard was the ultimate host. Responsive and accommodating. There was a last minute issue with the original unit we reserved and Richard notified us ASAP with a detailed explanation. He then proceeded to move us to the other unit without even asking, which had amazing views of Cranmore mountain. The unit was clean, quiet and in an excellent, centralized location to skiing, shopping and restaurants. We were very pleased with our stay and will be looking into booking again for next year’s trip."
Abbott Brook Chalet B - Private Setting - 5 Mi from Storyland
Good Friday Chalet | Walk to Village + Cranmore Mt
Terrace/patio

Good Friday Chalet | Walk to Village + Cranmore Mt

10.0 out of 10, Exceptional, (39)
"Definitely met our expectations! Thanks for a great stay!! Pat and Kaleen were very responsive owners. The house was clean and cozy with tons of cute details. Plenty of space for our group with 5 adults, 2 kids and 2 dogs. So easy to get over to Cranmore for skiing. Kids loved the pac man game. And plenty of other board games to keep them entertained. "
Good Friday Chalet | Walk to Village + Cranmore Mt
East Branch Chalet
Smart TV, fireplace, video games

East Branch Chalet

9.6 out of 10, Exceptional, (18)
"very close to shopping, restaurants, brewery and ski mountains. very convenient. owners were quick with responses and very personable. "
East Branch Chalet
Fabulous Mountain View Chalet close to Everything in North Conway. Pet Friendly
Property grounds

Fabulous Mountain View Chalet close to Everything in North Conway. Pet Friendly

9.8 out of 10, Exceptional, (128)
"We loved our stay, amazing view and cabin. Owners were terrific. "
Fabulous Mountain View Chalet close to Everything in North Conway. Pet Friendly
Chalets Huttopia White Mountains
Front of property

Chalets Huttopia White Mountains

2.0 star property
9.8 out of 10, Exceptional, (16)
"Very nice cozy spot. Just what we needed."
Chalets Huttopia White Mountains
Mountain-View Waterfront Escape – A Serene Denmark, Maine Retreat!
Property grounds

Mountain-View Waterfront Escape – A Serene Denmark, Maine Retreat!

8.8 out of 10, Excellent, (25)
"We really enjoyed the lake, swimming and use of the kayaks. We love the peaceful lake. "
Mountain-View Waterfront Escape – A Serene Denmark, Maine Retreat!
Lakefront Chalet in the White Mountains 3 bedrooms-Sleeps 5 NH. License # 044583
Property grounds

Lakefront Chalet in the White Mountains 3 bedrooms-Sleeps 5 NH. License # 044583

9.6 out of 10, Exceptional, (179)
"Nice cabin on a pond in Conway, NH. Very enjoyable place. "
Lakefront Chalet in the White Mountains 3 bedrooms-Sleeps 5 NH. License # 044583
River Ellis Chalet: Cozy Chalet w private Jacuzzi & access to Swimming Pool
Indoor pool, outdoor pool

River Ellis Chalet: Cozy Chalet w private Jacuzzi & access to Swimming Pool

9.6 out of 10, Exceptional, (34)
" We had a great time at the Chalet. It was close to everything we wanted to do in the area. Santa’s Village was a quick hour drive through the mountains, was great for the kids. Multiple close restaurants with great takeout. The chalet itself was very clean and had all we needed for the stay. Kitchen was well appointed with plenty of pot/pans as well as plates/cups/silverware for nights in. Access to the pools across the street was great and may have been my kids favorite part of the trip....
The price is AED 826
AED 1,849 total
includes taxes & fees
16 Apr - 17 Apr
River Ellis Chalet: Cozy Chalet w private Jacuzzi & access to Swimming Pool
White Mountains Waterfront Chalet w/ Private Beach
Property grounds

White Mountains Waterfront Chalet w/ Private Beach

9.8 out of 10, Exceptional, (21)
"Beautiful location and even better property. Clean and comfortable "
The price is AED 915
AED 1,957 total
includes taxes & fees
16 Apr - 17 Apr
White Mountains Waterfront Chalet w/ Private Beach
Unique & charming home with stunning view of Mt Washington. Pet friendly.
Smart TV, fireplace, DVD player, table tennis

Unique & charming home with stunning view of Mt Washington. Pet friendly.

9.6 out of 10, Exceptional, (195)
"We always enjoy our stay in Jackson. Very close to the XC-Ski trail network. The house has everything we need, and ping pong and pool table too, for evening activities."
Unique & charming home with stunning view of Mt Washington. Pet friendly.
Renovated Modern Chalet - Swim, Hike, Bike, Fish, Ski, Skate, Shop, Dine, Relax!
Property grounds

Renovated Modern Chalet - Swim, Hike, Bike, Fish, Ski, Skate, Shop, Dine, Relax!

9.8 out of 10, Exceptional, (15)
"Stay was a positive experience "
Renovated Modern Chalet - Swim, Hike, Bike, Fish, Ski, Skate, Shop, Dine, Relax!
Large Glen chalet near Storyland in the White Mountains, club pool available
Pool

Large Glen chalet near Storyland in the White Mountains, club pool available

10.0 out of 10, Exceptional, (62)
"This is our second stay, and it was just as wonderful as last time. No black bear sightings this time, but still just as wonderful. The kids loved having "sleepovers in the big kid room.""
Large Glen chalet near Storyland in the White Mountains, club pool available
One-of-A-Kind Log Home in the Heart of the White Mountains NH
Exterior

One-of-A-Kind Log Home in the Heart of the White Mountains NH

9.8 out of 10, Exceptional, (20)
"What a beautiful property and close to"
One-of-A-Kind Log Home in the Heart of the White Mountains NH
Luxury, Spacious, 4 BR Chalet, 1 Minute walk to beach, lakefront, pools, skiing
Terrace/patio

Luxury, Spacious, 4 BR Chalet, 1 Minute walk to beach, lakefront, pools, skiing

9.4 out of 10, Exceptional, (17)
"The home is wonderful and airy. Plenty of space for people to relax and enjoy. The huge screened porch is a standout, as is the short walk to the beach. Highly recommended!"
Luxury, Spacious, 4 BR Chalet, 1 Minute walk to beach, lakefront, pools, skiing
NEW 4 bedroom mountaintop chalet just above North Conway, Best Ski Town USA
Smart TV, fireplace

NEW 4 bedroom mountaintop chalet just above North Conway, Best Ski Town USA

10.0 out of 10, Exceptional, (3)
"Very spacious, poolIn summer would be great "
NEW 4 bedroom mountaintop chalet just above North Conway, Best Ski Town USA
NEW! Charming Alpine Retreat Near Attitash Ski Mountain
Fridge, microwave, oven, dishwasher

NEW! Charming Alpine Retreat Near Attitash Ski Mountain

8.0 out of 10, Very Good, (2)
"Great location. Spacious living area and we were lucky to also see a bobcat walking across the driveway one morning. Would definitely return."
NEW! Charming Alpine Retreat Near Attitash Ski Mountain
Modern Private Chalet-Close to Skiing, Shopping & Restaurants
Interior

Modern Private Chalet-Close to Skiing, Shopping & Restaurants

2.0 star property
10.0 out of 10, Exceptional, (3)
"We had an absolutely wonderful stay! Our kids had so much fun with all the games and activities available—it kept them entertained for hours. The location was convenient—just a short drive to both Attitash and Wildcat for skiing, and also close to town and shopping, making it easy to explore the area.The wood stove and fireplace made the spaces warm and inviting, and the kitchen was well-stocked with everything we could have possibly needed, making meal prep so easy.The beds and seating areas...
The price is AED 677
AED 1,846 total
includes taxes & fees
16 Apr - 17 Apr
Modern Private Chalet-Close to Skiing, Shopping & Restaurants
PERFECT LOCATION !! ONE MILE FROM NORTH CONWAY WITH A SECLUDED FEEL !!
Outdoor dining

PERFECT LOCATION !! ONE MILE FROM NORTH CONWAY WITH A SECLUDED FEEL !!

9.8 out of 10, Exceptional, (197)
"Great stay at Brandon’s lovely and very comfortable cabin. A perfect getaway close to everything u need but on a wonderfully peaceful and wooded street. "
PERFECT LOCATION !! ONE MILE FROM NORTH CONWAY WITH A SECLUDED FEEL !!
Hemlock · UNIQUE✥LUXURY CHALET✥CRANMORE✥2MIN TO TOWN
Exterior

Hemlock · UNIQUE✥LUXURY CHALET✥CRANMORE✥2MIN TO TOWN

10.0 out of 10, Exceptional, (43)
". "
The price is AED 714
AED 1,775 total
includes taxes & fees
20 Apr - 21 Apr
Hemlock · UNIQUE✥LUXURY CHALET✥CRANMORE✥2MIN TO TOWN
Abbott Brook Chalet A - Private Setting - 5 Mi From Storyland
Smart TV, fireplace, DVD player, books

Abbott Brook Chalet A - Private Setting - 5 Mi From Storyland

9.8 out of 10, Exceptional, (146)
"Everything as-advertised, and great communications with the host. The location is a short drive from Cranmore, Black, Wildcat, Storyland, etc., and is in a quiet area with no nighttime shenanigans, which was appreciated after a long day skiing. Check in and check out were easy, and the overall experience was excellent. If you've got a larger group/family, rent both units!"
Abbott Brook Chalet A - Private Setting - 5 Mi From Storyland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Madison

Nordic Village Resort
Gazebo

Nordic Village Resort

3.0 star property
8.4 out of 10, Very Good, (1689)
"Amazing getaway to the white mountains been coming to Nordic Village for over four years and always new memories to be made !"
The price is AED 441
AED 478 total
includes taxes & fees
16 Apr - 17 Apr
Nordic Village Resort
Attitash Mountain Village
Indoor pool, 2 outdoor pools

Attitash Mountain Village

3.0 star property
8.4 out of 10, Very Good, (486)
"A bunch of us went on a ski trip, all the rooms were very ckean and had everything you need. Location is directly across the mountain.. would definitely stay again. "
The price is AED 474
AED 514 total
includes taxes & fees
20 Apr - 21 Apr
Attitash Mountain Village
White Mountain Cottages
Standard Double Room, 1 King Bed | Free WiFi

White Mountain Cottages

3.0 star property
8.0 out of 10, Very Good, (37)
"Cute little spot. We slept 4 comfortably (2 bedrooms). Bathroom is small, but it was expected. Thermostat-controlled gas wood stove is a nice touch. Living room is nice to have. Great value!"
The price is AED 264
AED 287 total
includes taxes & fees
28 Apr - 29 Apr
White Mountain Cottages
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.