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 ￥27,270
￥68,900 total
includes taxes & fees
May 3 - May 4
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 ￥22,386
￥24,288 total
includes taxes & fees
May 3 - May 4
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)
"Absolutely perfect cottage better than I ever expected. We will definitely be going back."
United States
Jason
The price is ￥11,170
￥12,120 total
includes taxes & fees
May 11 - May 12
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 ￥35,760
￥38,799 total
includes taxes & fees
May 5 - May 6
Birchmont Townhouses
House (3 Bedrooms) | Interior

Lakefront Home w/ Seasonal Dock in Limerick!

Lakefront Home w/ Seasonal Dock in Limerick!
3.0 star property
Limerick
Lakefront Home w/ Seasonal Dock in Limerick!
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 ￥47,871
￥98,860 total
includes taxes & fees
May 5 - May 6
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
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 ￥14,361
￥21,642 total
includes taxes & fees
May 11 - May 12
Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature. Access via foot or other in wintertime.
Gazebo

Nordic Village Resort

Nordic Village Resort
3.0 star property
Jackson
8.6 out of 10, Excellent, (1,832 reviews)
"Great place to stay!"
United States
Tyzel
The price is ￥17,553
￥19,045 total
includes taxes & fees
May 5 - May 6
Nordic Village Resort
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 ￥20,681
￥22,438 total
includes taxes & fees
May 3 - May 4
Attitash Mountain Village
Classic Apartment, Non Smoking | Private kitchen | Full-size fridge, microwave, oven, stovetop

9 Lake Street

9 Lake Street
3.0 star property
Wolfeboro
10.0 out of 10, Exceptional, (1 review)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
The price is ￥24,284
￥41,134 total
includes taxes & fees
May 27 - May 28
9 Lake Street
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 ￥61,036
￥83,053 total
includes taxes & fees
May 6 - May 7
Artsy Woodland Group Hideaway Cabin!
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.
The price is ￥30,470
￥76,863 total
includes taxes & fees
May 4 - May 5
Spacious Home near Diana's Baths!
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 ￥40,700
￥86,994 total
includes taxes & fees
May 8 - May 9
Riverside|Sauna|Hot tub|Pizza Oven|Dog-Friendly
Exterior

Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile

Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
Brownfield
10.0 out of 10, Exceptional, (3 reviews)
"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.
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
Apartment (3 Bedrooms) | Interior

Bartlett Condo w/ Mountain Views Near Ski Resorts!

Bartlett Condo w/ Mountain Views Near Ski Resorts!
3.0 star property
Intervale
10.0 out of 10, Exceptional, (1 review)
"Great stay - comfortable with an amazing view of the mountains. Close to Jackson XC."
United States
Alan
Bartlett Condo w/ Mountain Views Near Ski Resorts!
TV

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (95 reviews)
"The notes are helpful. Easy check in and out. The house is clean and cozy."
United States
Tessie
The price is ￥20,040
￥38,618 total
includes taxes & fees
May 4 - May 5
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
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 ￥23,648
￥29,468 total
includes taxes & fees
May 6 - May 7
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Property grounds

Lakefront Cottage with Private Dock and Kayaks. Dog-Friendly

Lakefront Cottage with Private Dock and Kayaks. Dog-Friendly
Newfield
8.6 out of 10, Excellent, (7 reviews)
"A very enjoyable stay!"
United States
Dougl G.
The price is ￥22,978
￥76,897 total
includes taxes & fees
May 6 - May 7
Lakefront Cottage with Private Dock and Kayaks. Dog-Friendly
Outdoor spa tub

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Conway
9.8 out of 10, Exceptional, (179 reviews)
"We had a great time during our stay! Paul was a great host and the home was cozy and well maintained. We especially loved relaxing in the hot tub while taking in the stars. The location was perfect for a weekend of skiing and had plenty of restaurants nearby to grab a bite to eat. We would absolutely stay here again and highly recommend it! "
United States
Jared S.
The price is ￥36,072
￥74,624 total
includes taxes & fees
May 1 - May 2
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
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

Nordic Village Resort

Nordic Village Resort

10/10 Excellent
"I have no complaints. I didn’t want to leave once I stayed there ."
Dale 3-night trip
Posted 16 hours ago
Nordic Village Resort

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?

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location: This vacation home rental near Madison is located on the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.