Madison Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Madison holiday 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)
"House was cozy, well appointed, spotlessly clean and just as advertised on the site. We had a wonderful visit and would love to visit again."
United States
Tracy K.
The price is HK$1,257
HK$3,320 total
includes taxes & fees
8 Mar - 9 Mar
White Mountains Waterfront Chalet w/ Private Beach
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 HK$1,593
HK$1,728 total
includes taxes & fees
12 Mar - 13 Mar
Birchmont Townhouses
Free WiFi

White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.6 out of 10, Good, (133 reviews)
"We had a great stay!"
United States
Brittany
The price is HK$492
HK$534 total
includes taxes & fees
8 Mar - 9 Mar
White Mountain Cottages
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 HK$3,817
HK$9,077 total
includes taxes & fees
15 Mar - 16 Mar
1 Mi to Main St Fryeburg: Historic Family Home
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)
"Booked a summer getaway for my husband, my dog, and me. We had a great time - the house was comfortable and clean, and the location was excellent! "
United States
Laura B.
The price is HK$1,873
HK$4,217 total
includes taxes & fees
6 Mar - 7 Mar
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Individually decorated, individually furnished, laptop workspace

TuckAway Suites at East Branch

TuckAway Suites at East Branch
2.5 star property
Intervale
10.0 out of 10, Exceptional, (11 reviews)
"Tuckaway Suites very clean and small amenities that made a very pleasant stay. Quiet and peaceful location. "
United States
Helen
The price is HK$694
HK$1,303 total
includes taxes & fees
10 Mar - 11 Mar
TuckAway Suites at East Branch
Indoor pool, outdoor pool

Nordic Village Resort

Nordic Village Resort
3.0 star property
Jackson
8.6 out of 10, Excellent, (1,814 reviews)
"Great staff cozy room great location "
United States
Jaime
The price is HK$859
HK$932 total
includes taxes & fees
5 Apr - 6 Apr
Nordic Village Resort
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)
"Great property. Loved our stay and the owners were great! Definitely will book again "
United States
Marcus
The price is HK$1,147
HK$1,422 total
includes taxes & fees
8 Mar - 9 Mar
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Terrace/patio

Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great!"
United States
Leah F.
The price is HK$2,019
HK$2,479 total
includes taxes & fees
9 Mar - 10 Mar
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Interior

Luxury log cabin in Bartlett, perfect for family or friends in the White Mtns

Luxury log cabin in Bartlett, perfect for family or friends in the White Mtns
Bartlett
10.0 out of 10, Exceptional, (7 reviews)
"This home was absolutely stunning and super clean stocked with all the basic necessities! Highly recommend this property and communication with the property owners was great! "
United States
Jess G.
The price is HK$2,185
HK$4,598 total
includes taxes & fees
11 Mar - 12 Mar
Luxury log cabin in Bartlett, perfect for family or friends in the White Mtns
Interior

Clean+Modern Cozy A-frame

Clean+Modern Cozy A-frame
Fryeburg
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful super cute cottge. Would definitely stay here everytime I vist the area!!!"
United States
Denise C.
Clean+Modern Cozy A-frame
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 HK$702
HK$1,059 total
includes taxes & fees
9 Mar - 10 Mar
Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature. Access via foot or other in wintertime.
Smart TV

Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access

Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
Newfield
10.0 out of 10, Exceptional, (3 reviews)
"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$1,868
HK$3,058 total
includes taxes & fees
18 Mar - 19 Mar
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
Interior

Ski Condo w/ Pool, Close to Story Land & Attitash!

Ski Condo w/ Pool, Close to Story Land & Attitash!
3.0 star property
Glen
10.0 out of 10, Exceptional, (1 review)
"Beautiful and close to everything. Easy to get in and out. Perfect for families."
United States
Curtis
Ski Condo w/ Pool, Close to Story Land & Attitash!
Smart TV, fireplace, video games, table football

Mountain View Home with Hot Tub – Sleeps 10

Mountain View Home with Hot Tub – Sleeps 10
Conway
9.6 out of 10, Exceptional, (28 reviews)
"Clean house and well stocked, pet friendly, close to town and attractions, owner communicated very well. Great stay!"
United States
Linda S.
The price is HK$2,287
HK$5,496 total
includes taxes & fees
8 Mar - 9 Mar
Mountain View Home with Hot Tub – Sleeps 10
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 HK$1,580
HK$2,706 total
includes taxes & fees
6 Mar - 7 Mar
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Outdoor dining

Spacious Home near Top Ski Resorts!

Spacious Home near Top Ski Resorts!
Conway
10.0 out of 10, Exceptional, (23 reviews)
"Meet with family camping near by and enjoyed sightseeing. "
United States
Gaetan T.
The price is HK$1,490
HK$3,743 total
includes taxes & fees
8 Mar - 9 Mar
Spacious Home near Top Ski Resorts!
Smart TV, fireplace, books

Storybook Cottage 1 at Rivendell Waterfront

Storybook Cottage 1 at Rivendell Waterfront
Bartlett
The price is HK$1,118
HK$3,177 total
includes taxes & fees
8 Mar - 9 Mar
Storybook Cottage 1 at Rivendell Waterfront
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, (177 reviews)
"Great place, location."
United States
Jonathan N.
The price is HK$2,810
HK$4,937 total
includes taxes & fees
6 Mar - 7 Mar
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
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, (21 reviews)
"This property is incredible. Right on the beautiful river with a large property and so many unique amenities. It's such a gorgeous, relaxing location close to lots of attractions like Diana's Baths and Storyland. While we couldn't use some of the amenities due to the ongoing drought, the property managers were very communicative about this so we never had to wonder what was available or what we were supposed to do. "
United States
Carolyn C.
The price is HK$2,343
HK$4,680 total
includes taxes & fees
9 Mar - 10 Mar
Riverside|Sauna|Hot tub|Pizza Oven|Dog-Friendly
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

Green Granite Inn, an Ascend Collection Hotel

Green Granite Inn, an Ascend Collection Hotel

10/10 Excellent
"This is a great space with a great value. It is no big frills, but it checks off a lot of amenity boxes - pool, fitness center, breakfast that has a nice variety of hot and cold items (and is different day to day), beautiful fireplace sitting area, nice sitting area if staying in the back part of the hotel, private balcony room was a plus! Staff were super friendly! Very accessible (walkable) to outlets and some nearby eateries. I would recommend for a solo trip, friends trip, family trip. They have a variety of room sizes/accomodations."
Nicole 1-night trip
Posted 2 days ago
Green Granite Inn, an Ascend Collection 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?

5 min. To Cranmore, 15 min. North to Attitash, 15 min. South to Outlet shopping.: This holiday home rental outside of Madison is located in the mountains, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a library and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Madison?

Expedia has 52 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.