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Our top choices for Madison cottages
Cottage in Brownfield
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile10.0 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! "
Brian A.
$291 nightly
The price is $317
Jan 6 - Jan 7, 2026
Total with taxes and fees
Cottage in Wolfeboro
Grandmas Cottage on the River and the Rail Trail in Wolfeboro10.0 out of 10, Exceptional, (17)
"All excellent "
Marc
$415 nightly
The price is $451
Dec 24 - Dec 25
Total with taxes and fees
Cottage in Wolfeboro
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard10.0 out of 10, Exceptional, (5)
"Booked a last minute trip with the family and it was perfect. Right near downtown and a cozy place to rest with the kids."
Sean P.
$173 nightly
The price is $188
Jan 6 - Jan 7, 2026
Total with taxes and fees
Cottage in Wolfeboro
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath10.0 out of 10, Exceptional, (4)
"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."
Jessica G.
$212 nightly
The price is $230
Dec 30 - Dec 31
Total with taxes and fees
Cottage in Wolfeboro
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath10.0 out of 10, Exceptional, (4)
"Great location & comfortable! "
Jeanine L.
$173 nightly
The price is $188
Dec 30 - Dec 31
Total with taxes and fees
Cottage in Wolfeboro
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard10.0 out of 10, Exceptional, (17)
"Very nice spot nice get away would stay there again"
Alan T.
$185 nightly
The price is $200
Dec 24 - Dec 25
Total with taxes and fees
Cottage in Wolfeboro
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath10.0 out of 10, Exceptional, (4)
"Everything was great!"
Leah F.
$281 nightly
The price is $305
Dec 28 - Dec 29
Total with taxes and fees
Cottage in Jackson
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!9.8 out of 10, Exceptional, (112)
"We had a great stay at this charming Jackson home for New Year’s Eve! The house was very clean and everything we could need was provided. We enjoyed the amazing hot tub and cozy wood stove. The owner was so nice and helpful and made check in/out very easy! We loved staying here! "
Maura P.
$543 nightly
The price is $589
Jan 14 - Jan 15, 2026
Total with taxes and fees
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
Fairfield Inn & Suites By Marriott North Conway
10/10 Excellent
Find out more about Madison
Madison Cottages information
Number of reviews | 153 |
|---|---|
Accommodation | 192 Cottages |
Lowest Price | $188 |
Highest Price | $589 |
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