Madison Holiday Rentals

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Check prices for these dates

Tonight
21 Nov - 22 Nov
Tomorrow
22 Nov - 23 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

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$1,744
HK$3,894 total
includes taxes & fees
24 Nov - 25 Nov
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
23 Nov - 24 Nov
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
24 Nov - 25 Nov
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$1,357 total
includes taxes & fees
23 Nov - 24 Nov
Allie Mae Yurt nestled in the woods
2 bedrooms, free WiFi
White Mountain Cottages

Cabin in North Conway

3.0 star property
7.6 out of 10, Good, (105)
"Beautiful views and great price! Simple but met all our needs. "
United States
Alex
The price is HK$560
HK$608 total
includes taxes & fees
23 Nov - 24 Nov
White Mountain Cottages
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$2,206 total
includes taxes & fees
30 Nov - 1 Dec
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
Coffee and/or coffee maker
TuckAway Suites at East Branch

Aparthotel in Intervale

2.5 star property
10.0 out of 10, Exceptional, (11)
"We enjoyed our stay in the Summit Loft! Very well equipped and comfortable. Considering they are a pet friendly property it was not unusual to find a few stray dog hairs on couches etc, although it was clean..not an issue for us but possibly something to consider for anyone with allergens. I would stay again and recommend! "
United States
Erika
The price is HK$674
HK$1,280 total
includes taxes & fees
24 Nov - 25 Nov
TuckAway Suites at East Branch
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$1,104
HK$3,562 total
includes taxes & fees
30 Nov - 1 Dec
Relaxing A-Frame with Hot Tub and Lake Access
Interior
998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river

Cabin in jackson

9.6 out of 10, Exceptional, (62)
"Quiet, private cabin with cozy decor. Hot tub was great! Close to hiking at Pinkham Notch. "
United States
susan
The price is HK$887
HK$1,596 total
includes taxes & fees
1 Dec - 2 Dec
998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river
Dining
*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$2,976 total
includes taxes & fees
23 Nov - 24 Nov
*NEW Chalet in the Sky|2BR|Attitash|North Conway
Fridge, microwave, oven, stovetop
85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace

Cabin in Jackson

9.4 out of 10, Exceptional, (22)
"Really loved this VRBO. Very comfortable and had everything we needed."
United States
Hannah C.
The price is HK$809
HK$1,554 total
includes taxes & fees
7 Dec - 8 Dec
85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace
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$1,709
HK$3,144 total
includes taxes & fees
1 Dec - 2 Dec
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
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$1,062
HK$1,322 total
includes taxes & fees
24 Nov - 25 Nov
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
TV, fireplace, books
Two-story charming retreat w/deck, private gas grill, and private washer/dryer

Holiday Home in North Conway

9.2 out of 10, Wonderful, (88)
"Great stay for us and our two kids! Literal perfect location for us going to storyland, shopping and checking out Diana’s bath plus echo lake! Easy in and out. Already planning on renting again! "
United States
Kylie P.
The price is HK$545
HK$1,923 total
includes taxes & fees
2 Dec - 3 Dec
Two-story charming retreat w/deck, private gas grill, and private washer/dryer
Fridge, microwave, oven, stovetop
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Cabin in Conway

10.0 out of 10, Exceptional, (90)
"Loved our stay. She made us feel right at home with our dog!"
United States
Lori R.
The price is HK$973
HK$1,875 total
includes taxes & fees
24 Nov - 25 Nov
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Fridge, microwave, oven, stovetop
Indoor Pool, Hot Tub, Storyland

Apartment in Bartlett

The price is HK$716
HK$3,066 total
includes taxes & fees
10 Dec - 11 Dec
Indoor Pool, Hot Tub, Storyland
Outdoor spa tub
Attitash Mountain Village

Aparthotel in Bartlett

3.0 star property
8.6 out of 10, Excellent, (542)
"Very nice room and location"
United States
john
The price is HK$904
HK$980 total
includes taxes & fees
17 Dec - 18 Dec
Attitash Mountain Village
Exterior
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Holiday Home in Freedom

8.8 out of 10, Excellent, (31)
"It was great and the weather was perfect. Love that it’s dog friendly! And Helen was very helpful. "
United States
ELIZABETH B T.
The price is HK$848
HK$2,398 total
includes taxes & fees
24 Nov - 25 Nov
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Property grounds
Family & dog friendly ski chalet with fire pit

Chalet in Bartlett

9.0 out of 10, Wonderful, (2)
The price is HK$933
HK$2,925 total
includes taxes & fees
30 Nov - 1 Dec
Family & dog friendly ski chalet with fire pit
Gazebo
Nordic Village Resort

Aparthotel in Jackson

3.0 star property
8.6 out of 10, Excellent, (1793)
"It is nice place to stay. "
United States
Wen
The price is HK$856
HK$929 total
includes taxes & fees
23 Nov - 24 Nov
Nordic Village Resort
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

North Conway Grand Hotel

North Conway Grand Hotel

10/10 Excellent
"Excellent location."
Denise 2-night trip
Posted 1 day ago
North Conway Grand Hotel

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
  • Use the map to find apartments and other holiday homes in the Madison neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Madison while they last

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 of 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.