Madison Holiday Rentals

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Check prices for these dates

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Holiday Rentals in Madison

Dining
White Mountains Waterfront Chalet w/ Private Beach

Chalet in Eidelweiss Village

9.8 out of 10, Exceptional, (25)
"We stayed here the weekend of June 20th for a girls trip & had an amazing time! The home was clean and comfortable. We enjoyed the private beach & beautiful view from the deck! Highly recommend. "
United States
Erin B.
The price is HK$1,745
HK$3,895 total
includes taxes & fees
8 Dec - 9 Dec
White Mountains Waterfront Chalet w/ Private Beach
Dining
Ava Jade yurt nestled in the woods of Brownfield, Maine

Camping in Brownfield

10.0 out of 10, Exceptional, (17)
"The ava jade yurt was a great spot to unwind. It had everything we needed, was clean, and very comfy in the winter weather. Communication was good and the check-in and check-out processes were easy. "
United States
Sean M.
The price is HK$856
HK$1,273 total
includes taxes & fees
8 Dec - 9 Dec
Ava Jade yurt nestled in the woods of Brownfield, Maine
Property grounds
Rufus III Yurt on the river

Camping in Brownfield

10.0 out of 10, Exceptional, (11)
"We enjoyed our stay very much!"
United States
Sandy D.
The price is HK$1,090
HK$1,459 total
includes taxes & fees
8 Dec - 9 Dec
Rufus III Yurt on the river
Terrace/patio
Allie Mae Yurt nestled in the woods

Camping in Brownfield

10.0 out of 10, Exceptional, (21)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
The price is HK$934
HK$1,358 total
includes taxes & fees
8 Dec - 9 Dec
Allie Mae Yurt nestled in the woods
Outdoor spa tub
Attitash Mountain Village

Aparthotel in Bartlett

3.0 star property
8.6 out of 10, Excellent, (543)
"Very nice room and location"
United States
john
The price is HK$904
HK$981 total
includes taxes & fees
13 Dec - 14 Dec
Attitash Mountain Village
Fridge, microwave, oven, stovetop
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile

Cottage in Brownfield

10.0 out of 10, Exceptional, (3)
"Everything was great for check in, and the amenities and snacks there were a great touch! Came in handy for the couple that forgot to pack their toothbrushes! "
United States
Brian A.
The price is HK$996
HK$2,215 total
includes taxes & fees
14 Dec - 15 Dec
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
Gazebo
Nordic Village Resort

Aparthotel in Jackson

3.0 star property
8.6 out of 10, Excellent, (1795)
"It is nice place to stay. "
United States
Wen
The price is HK$856
HK$929 total
includes taxes & fees
8 Dec - 9 Dec
Nordic Village Resort
2 bedrooms, desk, WiFi, bed sheets
Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake

Aparthotel in Lovell

10.0 out of 10, Exceptional, (5)
"Very nice stay. Perfect for a couple of adults. "
United States
Joann M.
The price is HK$1,059
HK$2,045 total
includes taxes & fees
24 Dec - 25 Dec
Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake
Exterior
Relaxing A-Frame with Hot Tub and Lake Access

Chalet in Denmark

10.0 out of 10, Exceptional, (2)
"Great house, we had a wonderful time!"
United States
Alex F.
The price is HK$1,070
HK$3,500 total
includes taxes & fees
8 Dec - 9 Dec
Relaxing A-Frame with Hot Tub and Lake Access
Free WiFi
White Mountain Cottages

Cabin in North Conway

3.0 star property
7.6 out of 10, Good, (106)
"Beautiful views and great price! Simple but met all our needs. "
United States
Alex
The price is HK$561
HK$608 total
includes taxes & fees
10 Dec - 11 Dec
White Mountain Cottages
Coffee and/or coffee maker
TuckAway Suites at East Branch

Aparthotel in Intervale

2.5 star property
10.0 out of 10, Exceptional, (11)
"Stayed in Alpine Suite. Super clean and lovely sitting area with armchairs and fireplace. Just perfect 😊 "
Australia
Diane
The price is HK$619
HK$1,221 total
includes taxes & fees
9 Dec - 10 Dec
TuckAway Suites at East Branch
Terrace/patio
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (4)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
The price is HK$1,316
HK$1,630 total
includes taxes & fees
8 Dec - 9 Dec
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Property grounds
*NEW Chalet in the Sky|2BR|Attitash|North Conway

Chalet in Bartlett

10.0 out of 10, Exceptional, (9)
"Nice views!"
United States
Kyle K.
The price is HK$1,059
HK$2,994 total
includes taxes & fees
8 Dec - 9 Dec
*NEW Chalet in the Sky|2BR|Attitash|North Conway
Interior
Modern Private Chalet-Close to Skiing, Shopping & Restaurants

Chalet in Bartlett

2.0 star property
10.0 out of 10, Exceptional, (5)
"Wonderful property made the stay so comfortable. "
United States
Jason G.
The price is HK$1,443
HK$3,914 total
includes taxes & fees
8 Dec - 9 Dec
Modern Private Chalet-Close to Skiing, Shopping & Restaurants
Exterior
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access

Cabin in Newfield

2.0 star property
10.0 out of 10, Exceptional, (3)
"I stayed here for the 4th of July weekend and had a wonderful time! You can really tell the host put a lot of thought and detail to every little thing on the inside and outside. There was a lot of nice features throughout like the hidden sauna, hot tub, fire pit, swinging chairs, etc. "
United States
Stephanie S.
The price is HK$1,710
HK$3,162 total
includes taxes & fees
11 Dec - 12 Dec
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
Property grounds
Caretakers Apartment-Split level w/ Wet Room Bath

Apartment in Wolfeboro

10.0 out of 10, Exceptional, (5)
"I would stay there again. The caretakers place was just adorable. My stay was very relaxing and the place offered so many activities for children and adults. "
United States
Judith
Caretakers Apartment-Split level w/ Wet Room Bath
Property grounds
*NEW Chalet in the Sky|2BR|Cranmore|North Conway

Chalet in Bartlett

9.6 out of 10, Exceptional, (36)
"We thoroughly enjoyed our weekend getaway! The check-in was easy and the unit is immaculate. The mountain views out every window are magnificent! The hosts Krysten and Michael stayed in constant contact from the welcome to reminders upon checking out. I would definitely rent again! "
United States
Lori F.
The price is HK$1,067
HK$3,002 total
includes taxes & fees
8 Dec - 9 Dec
*NEW Chalet in the Sky|2BR|Cranmore|North Conway
Property grounds
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (17)
"All excellent "
United States
Marc
The price is HK$1,282
HK$3,461 total
includes taxes & fees
16 Dec - 17 Dec
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Exterior
Clean+Modern Cozy A-frame

Holiday Home in Fryeburg

10.0 out of 10, Exceptional, (13)
"Easy check in, great hosts. Highly recommend!"
United States
Thomas S.
The price is HK$1,199
HK$2,852 total
includes taxes & fees
8 Dec - 9 Dec
Clean+Modern Cozy A-frame
Exterior
★Centrally-located chalet w/ deck + Saco nearby★

Chalet in Bartlett

10.0 out of 10, Exceptional, (6)
"Property is very clean, organized and private. Very cute home. Very close to Storyland which was great! "
United States
Shannon S.
The price is HK$1,137
HK$2,392 total
includes taxes & fees
8 Dec - 9 Dec
★Centrally-located chalet w/ deck + Saco nearby★
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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Top Madison Hotel Reviews

Home2 Suites by Hilton North Conway

Home2 Suites by Hilton North Conway

10/10 Excellent
"There was a good variety of breakfast items to choose from. The staff was efficient and pleasant Property was well kept and clean. "
Brian 2-night trip
Posted 1 day ago
Home2 Suites by Hilton North Conway

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

  • View our selection of featured holiday rentals in Madison
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Look no further and take a look at our great range of rental properties in Madison!

Frequently asked questions

Are there holiday rentals in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay. Madison is known for its shopping and ski areas. Make sure you have time to check out the lake views and restaurants during your trip.

What are some of the best holiday rentals that Madison has to offer?

Birchmont Townhouses: This holiday home rental outside Madison is located near skiing, and offers a BBQ, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

How many holiday rentals are there in Madison?

Expedia has 50 holiday rentals for your stay in Madison.

What’s there to see and do in Madison?

Explore the area and family-friendly sights such as Conway Station, or get out into nature at a spot like Silver Lake. King Pine Ski Area and Ossipee Pine Barrens Preserve are other places to visit while you're in town.

What’s a holiday rental in Madison like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Madison. Holiday rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family gatherings.