Search Madison Cottage Rentals from CA $251

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Madison cottages

Terrace/patio

Cottage in Wolfeboro

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
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 CA $211
CA $260 total
includes taxes & fees
Mar 3 - Mar 4
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Exterior

Cottage in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in 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 CA $327
CA $741 total
includes taxes & fees
Mar 3 - Mar 4
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Property grounds

Cottage in Wolfeboro

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
10.0 out of 10, Exceptional, (4 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is CA $204
CA $251 total
includes taxes & fees
Mar 3 - Mar 4
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Exterior

Cottage in Brownfield

Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
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.
The price is CA $191
CA $406 total
includes taxes & fees
Mar 9 - Mar 10
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
Exterior

Cottage in Bartlett

Storybook Cottage 1 at Rivendell Waterfront
The price is CA $272
CA $650 total
includes taxes & fees
Mar 3 - Mar 4
Storybook Cottage 1 at Rivendell Waterfront
Exterior

Cottage in Jackson

Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
9.8 out of 10, Exceptional, (115 reviews)
"Adorable and charming cabin. Even better than the pictures. Very comfortable upstairs bed. As it was just the two of us we only used the one bedroom but the others looked comfortable as well. Super clean and very responsive hosts. Close to everything. We enjoyed our stay. Thank you for sharing your home with us. "
United States
Deb W.
The price is CA $285
CA $807 total
includes taxes & fees
Mar 25 - Mar 26
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
Exterior

Cottage in Wolfeboro

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
10.0 out of 10, Exceptional, (5 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is CA $211
CA $260 total
includes taxes & fees
Mar 3 - Mar 4
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Marina

Cottage in Wolfeboro

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
10.0 out of 10, Exceptional, (4 reviews)
"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 CA $222
CA $273 total
includes taxes & fees
Mar 3 - Mar 4
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Exterior

Cottage in Wolfeboro

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
10.0 out of 10, Exceptional, (17 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is CA $222
CA $272 total
includes taxes & fees
Mar 17 - Mar 18
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
House (6 Bedrooms) | Interior

Cottage in Fryeburg

1 Mi to Main St Fryeburg: Historic Family Home
3.0 star property
The price is CA $801
CA $1,732 total
includes taxes & fees
Mar 3 - Mar 4
1 Mi to Main St Fryeburg: Historic Family Home
Golf

Cottage in Wolfeboro

Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
9.8 out of 10, Exceptional, (6 reviews)
"These cottages are very well maintained and very clean. The little compound was beautifully decorated and easy to navigate. This is a great place for families and groups traveling together."
United States
David M.
The price is CA $222
CA $273 total
includes taxes & fees
Mar 24 - Mar 25
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Terrace/patio

Cottage in Wolfeboro

Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great!"
United States
Leah F.
The price is CA $399
CA $494 total
includes taxes & fees
Mar 3 - Mar 4
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Property grounds

Cottage in Bartlett

Storybook Cottage 2 at Rivendell Waterfront
The price is CA $272
CA $650 total
includes taxes & fees
Mar 3 - Mar 4
Storybook Cottage 2 at Rivendell Waterfront
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

Home2 Suites by Hilton North Conway

Home2 Suites by Hilton North Conway

10/10 Excellent
"Clean room and very spacious. Great staff"
Ricky 1-night trip
Posted 2 days ago
Home2 Suites by Hilton North Conway

Find out more about Madison

Madison Cottages information

Number of reviews
183
Accommodation
192 Cottages
Lowest Price
CA $251
Highest Price
CA $1,732

Frequently asked questions

Why book your cottage in Madison with Expedia?
Expedia has some superb cottages in Madison, so get set for an unforgettable vacation on nature's doorstep. If you're on a budget, select how much you're willing to spend and the star rating of your property. Or, make use of our filters to search for cottages with a pool or a hot tub. We'll help you find the perfect place whatever your style of travel or plans.
How can I find cheap cottages in Madison?
A wonderful way to track down cheap cottages in Madison is with Expedia's user-friendly filter tool. Tailor your search results by budget, star rating and amenities to discover awesome rates in just a few keystrokes.
What is there to do in Madison near my cottage?
The ideal travel accessory is a well-planned itinerary. King Pine Ski Area is a good place to begin your exploration of Madison.

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