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Check prices for these dates

Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec

Featured Cottages in Madison and around

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Property grounds
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 :-) "
The price is €507
includes taxes & fees
15 Oct - 16 Oct
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Terrace/patio
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
10.0 out of 10, Exceptional, (4)
"Great location & comfortable! "
The price is €203
includes taxes & fees
14 Oct - 15 Oct
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Terrace/patio
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 "
The price is €233
includes taxes & fees
14 Oct - 15 Oct
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
Exterior
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
9.8 out of 10, Exceptional, (111)
"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! "
The price is €502
includes taxes & fees
4 Nov - 5 Nov
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Exterior
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."
The price is €233
includes taxes & fees
16 Oct - 17 Oct
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Terrace/patio
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."
The price is €246
includes taxes & fees
19 Oct - 20 Oct
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Terrace/patio
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."
The price is €233
includes taxes & fees
14 Oct - 15 Oct
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Terrace/patio
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
10.0 out of 10, Exceptional, (3)
"Everything was great!"
The price is €328
includes taxes & fees
14 Oct - 15 Oct
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Exterior
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
10.0 out of 10, Exceptional, (15)
"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...
The price is €246
includes taxes & fees
14 Oct - 15 Oct
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Exterior
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!!"
The price is €319
includes taxes & fees
27 Oct - 28 Oct
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Exterior
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."
The price is €328
includes taxes & fees
14 Oct - 15 Oct
Cottage 1-2 - 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

Grand Summit Hotel at Attitash

Grand Summit Hotel at Attitash

10/10 Excellent
"The Mountain View was very nice along with the fall colors"
Deepak 2-night trip
Posted 2 days ago
Grand Summit Hotel at Attitash

Find out more about Madison

Madison Cottages information

Number of reviews
151
Accommodation
193 Cottages
Lowest Price
€203
Highest Price
€507

Frequently asked questions

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How can I find cheap cottages in Madison?
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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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