Madison Vacation Rentals

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Check prices for these dates

Tonight
Dec 15 - Dec 16
Tomorrow
Dec 16 - Dec 17
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Madison vacation rentals

Dining
White Mountains Waterfront Chalet w/ Private Beach

Chalet in Eidelweiss Village

White Mountains Waterfront Chalet w/ Private Beach
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 ￥34,917
￥77,950 total
includes taxes & fees
Dec 16 - Dec 17
White Mountains Waterfront Chalet w/ Private Beach
Interior
Ava Jade yurt nestled in the woods of Brownfield, Maine

Camping in Brownfield

Ava Jade yurt nestled in the woods of Brownfield, Maine
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 ￥17,139
￥25,475 total
includes taxes & fees
Dec 16 - Dec 17
Ava Jade yurt nestled in the woods of Brownfield, Maine
Exterior
Danforth Bay Camping and RV Resort

Camping in Freedom

Danforth Bay Camping and RV Resort
2.0 star property
8.4 out of 10, Very Good, (15)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
United States
Roxanna
Danforth Bay Camping and RV Resort
Outdoor dining
Allie Mae Yurt nestled in the woods

Camping in Brownfield

Allie Mae Yurt nestled in the woods
10.0 out of 10, Exceptional, (21)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
The price is ￥18,697
￥27,173 total
includes taxes & fees
Dec 16 - Dec 17
Allie Mae Yurt nestled in the woods
TV, fireplace
998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river

Cabin in jackson

998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river
9.6 out of 10, Exceptional, (63)
"Quiet, private cabin with cozy decor. Hot tub was great! Close to hiking at Pinkham Notch. "
United States
susan
The price is ￥14,023
￥27,895 total
includes taxes & fees
Dec 17 - Dec 18
998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river
Riverside Villa | Individually decorated, individually furnished, laptop workspace
TuckAway Suites at East Branch

Aparthotel in Intervale

TuckAway Suites at East Branch
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 ￥12,397
￥24,440 total
includes taxes & fees
Dec 16 - Dec 17
TuckAway Suites at East Branch
Exterior
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile

Cottage in Brownfield

Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
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 ￥19,944
￥44,327 total
includes taxes & fees
Dec 22 - Dec 23
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
Standard Double Room, 1 King Bed | Free WiFi
White Mountain Cottages

Cabin in North Conway

White Mountain Cottages
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 ￥11,219
￥12,173 total
includes taxes & fees
Dec 16 - Dec 17
White Mountain Cottages
Gazebo
Nordic Village Resort

Aparthotel in Jackson

Nordic Village Resort
3.0 star property
8.6 out of 10, Excellent, (1797)
"It is nice place to stay. "
United States
Wen
The price is ￥17,139
￥18,596 total
includes taxes & fees
Dec 16 - Dec 17
Nordic Village Resort
Indoor pool, 2 outdoor pools
Attitash Mountain Village

Aparthotel in Bartlett

Attitash Mountain Village
3.0 star property
8.6 out of 10, Excellent, (546)
"The staff was very polite and very helpful. The rooms were amazing and cozy. We certain will be back "
United States
Chelsey
The price is ￥19,492
￥21,149 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Attitash Mountain Village
TV, fireplace, books
Two-story charming retreat w/deck, private gas grill, and private washer/dryer

Vacation Home in North Conway

Two-story charming retreat w/deck, private gas grill, and private washer/dryer
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 ￥10,907
￥43,590 total
includes taxes & fees
Dec 16 - Dec 17
Two-story charming retreat w/deck, private gas grill, and private washer/dryer
Smart TV, fireplace
85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace

Cabin in Jackson

85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace
9.4 out of 10, Exceptional, (22)
"Perfect get away! Hosts were very reliable and easy to get ahold of! Cabin was in great condition, so was yard space and the town nearby was INCREDIBLE! Will definitely be back! "
United States
Samantha G.
The price is ￥17,451
￥32,459 total
includes taxes & fees
Dec 17 - Dec 18
85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace
Property grounds
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Vacation Home in Freedom

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
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 ￥13,244
￥41,251 total
includes taxes & fees
Dec 16 - Dec 17
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Outdoor dining
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Cottage in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
10.0 out of 10, Exceptional, (17)
"All excellent "
United States
Marc
The price is ￥25,662
￥69,600 total
includes taxes & fees
Dec 16 - Dec 17
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Living area
Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake

Aparthotel in Lovell

Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake
10.0 out of 10, Exceptional, (5)
"Very nice stay. Perfect for a couple of adults. "
United States
Joann M.
The price is ￥17,139
￥36,004 total
includes taxes & fees
Dec 17 - Dec 18
Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake
Property grounds
*NEW Chalet in the Sky|2BR|North Conway| Attitash

Chalet in Bartlett

*NEW Chalet in the Sky|2BR|North Conway| Attitash
10.0 out of 10, Exceptional, (9)
"Nice views!"
United States
Kyle K.
The price is ￥21,190
￥57,045 total
includes taxes & fees
Dec 16 - Dec 17
*NEW Chalet in the Sky|2BR|North Conway| Attitash
Interior
Close to Cranmore & Attitash!! Private & Spacious Family Home sleeps 8!

Vacation Home in Conway

Close to Cranmore & Attitash!! Private & Spacious Family Home sleeps 8!
9.8 out of 10, Exceptional, (9)
"We enjoyed visiting this area and staying at this home made it even more enjoyable. It was clean and comfortable and the owner was very responsive."
United States
Denise E.
The price is ￥16,080
￥53,794 total
includes taxes & fees
Dec 16 - Dec 17
Close to Cranmore & Attitash!! Private & Spacious Family Home sleeps 8!
Smart TV
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access

Cabin in Newfield

Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
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 ￥34,216
￥63,619 total
includes taxes & fees
Dec 17 - Dec 18
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
TV
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Cabin in Conway

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
10.0 out of 10, Exceptional, (91)
"Great place in a nice location. We stayed one night on our way up to Maine. Marianne’s place was perfect. She welcomed us and our pup making for a nice experience. Thanks!"
United States
Erich L.
The price is ￥19,476
￥37,531 total
includes taxes & fees
Dec 18 - Dec 19
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Property grounds
Cozy Stays for the Holiday in Cabin Style Condo near all amenities @ attractions

Condo in Intervale

Cozy Stays for the Holiday in Cabin Style Condo near all amenities @ attractions
10.0 out of 10, Exceptional, (5)
"We had an amazing time at Boo Bear Cabin. Joey was an amazing attentive host. One of the best I have dealt with in my experience with VRBO. House theme was adorable and fitting for NH. Balcony views were amazing and pool access is just foot steps away. Perfect spot for a relaxing family vacation. We can’t wait to book again! "
United States
Jocelyn B.
The price is ￥20,894
￥49,381 total
includes taxes & fees
Dec 16 - Dec 17
Cozy Stays for the Holiday in Cabin Style Condo near all amenities @ attractions
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

Attitash Mountain Village

Attitash Mountain Village

10/10 Excellent
"The staff was very polite and very helpful. The rooms were amazing and cozy. We certain will be back "
Chelsey 1-night trip
Posted 1 day ago
Attitash Mountain Village

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 vacation rentals in Madison?

Yes, you can find vacation rentals close to popular points of interest in Madison, or you can go with a more remote option if you're looking for relaxation. 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's the top vacation rental that Madison has to offer?

Mountain View Home with Hot Tub – Sleeps 10: Located near Madison, this vacation home rental offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Madison?

Expedia has 53 vacation 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 vacation rental in Madison like?

Vacation rentals are privately owned properties you can book for several days or longer in Madison. Vacation rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.