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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured Cottages in Madison

Property grounds
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
10.0 out of 10, Exceptional, (16)
"Great for a quick trip with young swimmers! The dock was a great depth for jumping off over and over :-) "
United States
Elizabeth F.
The price is AU$852
includes taxes & fees
26 Oct - 27 Oct
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Terrace/patio
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
10.0 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."
United States
Jessica G.
The price is AU$425
includes taxes & fees
24 Oct - 25 Oct
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
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
9.6 out of 10, Exceptional, (10)
"Great property. Loved our stay and the owners were great! Definitely will book again "
United States
Marcus
The price is AU$390
includes taxes & fees
2 Nov - 3 Nov
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Exterior
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
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! "
United States
Maura P.
The price is AU$905
includes taxes & fees
4 Nov - 5 Nov
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
Exterior
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
10.0 out of 10, Exceptional, (4)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is AU$390
includes taxes & fees
4 Nov - 5 Nov
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Terrace/patio
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
10.0 out of 10, Exceptional, (4)
"Great location & comfortable! "
United States
Jeanine L.
The price is AU$350
includes taxes & fees
28 Oct - 29 Oct
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Terrace/patio
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
10.0 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."
United States
Sean P.
The price is AU$416
includes taxes & fees
26 Oct - 27 Oct
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private 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
10.0 out of 10, Exceptional, (4)
"Everything was great!"
United States
Leah F.
The price is AU$594
includes taxes & fees
25 Oct - 26 Oct
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Exterior
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
10.0 out of 10, Exceptional, (16)
"I love and have had a couple decades of Lake Winnepesaukee summers. With my boys now grown and raising their own families in other parts of the country, I drove up for a couple days, by myself, for a Lake Winni fix. The on site cottage was perfect in terms of location, privacy, cleanliness and the unspoken presence of security that was important to me a line traveler. I highly recommend this Inn for a special week on the lake, couples, small families. Accommodations are beautifully updated and...
United States
Lisa B.
The price is AU$425
includes taxes & fees
26 Oct - 27 Oct
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Exterior
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
10.0 out of 10, Exceptional, (2)
"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 AU$509
includes taxes & fees
28 Oct - 29 Oct
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Exterior
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
9.4 out of 10, Exceptional, (3)
"The two connected Cottages were Perfect for myself husband & teenage daughter. Loved the private outdoor space & firepit! Onsite manager was super accessible and really helpful! Will definitely be back!!"
United States
Dorenda W.
The price is AU$509
includes taxes & fees
26 Oct - 27 Oct
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
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

North Conway Mountain Inn

North Conway Mountain Inn

10/10 Excellent
"This Inn in very quaint. Perfec!"
Michael 1-night trip
Posted 4 days ago
North Conway Mountain Inn

Find out more about Madison

Madison Cottages information

Number of reviews
158
Accommodation
193 Cottages
Lowest Price
AU$350
Highest Price
AU$905

Frequently asked questions

What is there to do in Madison near my cottage?
There are plenty of superb things to fill your days in Madison. Make tracks to big attractions like King Pine Ski Area, M&D Playhouse and Tuckerman Brewery. The Barnstormers Theatre, Madison Boulder Natural Area and Remick Country Doctor Museum and Farm are other must-do's.

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