Madison Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Madison vacation rentals

Dining

White Mountains Waterfront Chalet w/ Private Beach

White Mountains Waterfront Chalet w/ Private Beach
Eidelweiss Village
9.8 out of 10, Exceptional, (25 reviews)
"Beautiful home facing the lake. Perfect for a family getaway! "
United States
Navin W.
The price is ￥26,707
￥68,841 total
includes taxes & fees
May 4 - May 5
White Mountains Waterfront Chalet w/ Private Beach
Exterior

Danforth Bay Camping and RV Resort

Danforth Bay Camping and RV Resort
2.0 star property
Freedom
8.4 out of 10, Very Good, (15 reviews)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
United States
Roxanna
The price is ￥22,027
￥23,899 total
includes taxes & fees
May 4 - May 5
Danforth Bay Camping and RV Resort
Standard Double Room, 1 King Bed | Free WiFi

White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.6 out of 10, Good, (140 reviews)
"We had a great stay!"
United States
Brittany
The price is ￥10,991
￥11,925 total
includes taxes & fees
May 5 - May 6
White Mountain Cottages
Seasonal outdoor pool

Birchmont Townhouses

Birchmont Townhouses
3.5 star property
North Conway
8.8 out of 10, Excellent, (9 reviews)
"It was a pleasure to stay here"
United States
mary
The price is ￥35,185
￥38,175 total
includes taxes & fees
May 4 - May 5
Birchmont Townhouses
Gazebo

Nordic Village Resort

Nordic Village Resort
3.0 star property
Jackson
8.6 out of 10, Excellent, (1,833 reviews)
"Great place to stay!"
United States
Tyzel
The price is ￥17,271
￥18,739 total
includes taxes & fees
May 6 - May 7
Nordic Village Resort
Outdoor dining

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (18 reviews)
"We had the best time here, would 100% go back. Very quiet and relaxing and the hosts were great."
United States
The F.
The price is ￥47,103
￥96,593 total
includes taxes & fees
May 4 - May 5
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Apartment (0 Bedroom) | Interior

Stay on Historic Estate! 30 Mi to Kennebunkport

Stay on Historic Estate! 30 Mi to Kennebunkport
3.0 star property
Limerick
The price is ￥21,196
￥43,517 total
includes taxes & fees
May 4 - May 5
Stay on Historic Estate! 30 Mi to Kennebunkport
TV, books, stereo

Artsy Woodland Group Hideaway Cabin!

Artsy Woodland Group Hideaway Cabin!
Parsonsfield
8.4 out of 10, Very Good, (6 reviews)
"It's not the most modern place but it is a good value, has what you need and is in a beautiful setting "
United States
Dan F.
The price is ￥60,056
￥82,234 total
includes taxes & fees
May 4 - May 5
Artsy Woodland Group Hideaway Cabin!
Interior

Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature. Access via foot or other in wintertime.

Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature. Access via foot or other in wintertime.
Chatham
9.4 out of 10, Exceptional, (28 reviews)
"This is a very remote location and finding it could have been difficult, but the host gave excellent direction"
United States
Jennifer C.
The price is ￥14,131
￥21,295 total
includes taxes & fees
May 5 - May 6
Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature. Access via foot or other in wintertime.
Terrace/patio

Riverside|Sauna|Hot tub|Pizza Oven|Dog-Friendly

Riverside|Sauna|Hot tub|Pizza Oven|Dog-Friendly
Intervale
9.8 out of 10, Exceptional, (23 reviews)
"What an amazing stay! The house is right on the river as pictured and even in the bitter cold is such a treat to wake up to listening to that river flow outside. It's on a private road and so serene! The house is so well organized and labeled to assist with operating anything and everything including the pizza oven, sauna, hot tub and more. Just overall a great stay! We hope to come back in the summer to take advantage of more of the outdoor amenities including the fire pit! "
United States
Kimberly S.
The price is ￥40,047
￥85,087 total
includes taxes & fees
May 4 - May 5
Riverside|Sauna|Hot tub|Pizza Oven|Dog-Friendly
Interior

Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!

Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
Jackson
9.8 out of 10, Exceptional, (117 reviews)
"We had a great stay and was a nice place to enjoy the area."
United States
Jason B.
The price is ￥32,658
￥93,014 total
includes taxes & fees
May 4 - May 5
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
Beach nearby

Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Wolfeboro
10.0 out of 10, Exceptional, (2 reviews)
"In addition to everything this property offers we found there was a nearby 12mile bike trail that goes through the woods passing lakes on the the route, and bikes were available at the property."
United States
Justin
The price is ￥31,638
￥39,098 total
includes taxes & fees
May 4 - May 5
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Beach

Humphreys Ledge Adventure with Hot Tub, Arcade & Games Galore! 5 minutes to town

Humphreys Ledge Adventure with Hot Tub, Arcade & Games Galore! 5 minutes to town
Bartlett
9.8 out of 10, Exceptional, (51 reviews)
"It was great place to stay with my family."
United States
henry m.
The price is ￥70,513
￥134,598 total
includes taxes & fees
May 4 - May 5
Humphreys Ledge Adventure with Hot Tub, Arcade & Games Galore! 5 minutes to town
Terrace/patio

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (11 reviews)
"Excellent stay"
United States
Kara
The price is ￥23,269
￥28,826 total
includes taxes & fees
May 4 - May 5
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Outdoor dining

Spacious Home near Diana's Baths!

Spacious Home near Diana's Baths!
Conway
10.0 out of 10, Exceptional, (23 reviews)
"Great location…close to skiing, dining and shopping…would recommend "
United States
Cynthia B.
Spacious Home near Diana's Baths!
Indoor pool, 2 outdoor pools

Attitash Mountain Village

Attitash Mountain Village
3.0 star property
Bartlett
8.6 out of 10, Excellent, (562 reviews)
"Great location great room!"
United States
Vivek
The price is ￥20,254
￥21,975 total
includes taxes & fees
May 18 - May 19
Attitash Mountain Village
House (6 Bedrooms) | Interior

1 Mi to Main St Fryeburg: Historic Family Home

1 Mi to Main St Fryeburg: Historic Family Home
3.0 star property
Fryeburg
The price is ￥76,778
￥182,609 total
includes taxes & fees
May 4 - May 5
1 Mi to Main St Fryeburg: Historic Family Home
Smart TV, fireplace, video games, foosball

Mtn View | Outdoor hot tub + fireplace | 10+ Guest

Mtn View | Outdoor hot tub + fireplace | 10+ Guest
Conway
9.6 out of 10, Exceptional, (29 reviews)
"The home was beautiful, with a great view of the mountains. The location is ideal. Less than 10 minutes the heart of North Conway, which has tons of shopping and food choices. The host was very easy to work with and responded quickly when I reached out. We will definitely be back. "
United States
Michelle G.
The price is ￥26,692
￥86,031 total
includes taxes & fees
May 4 - May 5
Mtn View | Outdoor hot tub + fireplace | 10+ Guest
Smart TV, fireplace

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
8.0 out of 10, Very Good, (17 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is ￥31,795
￥54,770 total
includes taxes & fees
May 4 - May 5
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Property grounds

Riverside cottage w/Deck, Bespoke Decor & Near Attractions & Skiing

Riverside cottage w/Deck, Bespoke Decor & Near Attractions & Skiing
Bartlett
The price is ￥35,186
￥79,744 total
includes taxes & fees
May 4 - May 5
Riverside cottage w/Deck, Bespoke Decor & Near Attractions & Skiing
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

Comfort Inn & Suites North Conway

Comfort Inn & Suites North Conway

10/10 Excellent
"Room was nice and clean and quiet. Bed was great"
Mark 2-night trip
Posted 2 hours ago
Comfort Inn & Suites 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:

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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 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?

Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard. Dogs stay FREE: This vacation home rental near Madison is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease 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. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Madison?

Expedia has 52 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.