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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in Madison

Our top choices for Madison cottages

Lakefront Cottage with Private Dock and Kayaks. Dog-Friendly
Property grounds

Lakefront Cottage with Private Dock and Kayaks. Dog-Friendly

8.4 out of 10, Very good, (6)
"A perfect place for lake life :) fishing, kayaking and camp fires."
Lakefront Cottage with Private Dock and Kayaks. Dog-Friendly
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, (13)
"Great for a quick trip with young swimmers! The dock was a great depth for jumping off over and over :-) "
The price is AU$906
includes taxes & fees
2 Sept - 3 Sept
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Terrace/patio

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

10.0 out of 10, Exceptional, (3)
"Lovely, quaint and clean rental. The property staff was super friendly and very helpful. Our cottage was cozy and fully stocked with everything we needed. We enjoyed the outdoor space too. "
The price is AU$423
includes taxes & fees
23 Sept - 24 Sept
Cottage 3 - Year Round - Pet Friendly - 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, (9)
"Great property. Loved our stay and the owners were great! Definitely will book again "
The price is AU$429
includes taxes & fees
2 Sept - 3 Sept
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee
Outdoor dining

Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee

2.0 star property
6.8 out of 10, (3)
"The only issue we had with the house was that the upstairs shower would not work. We also did have to shovel the landing and steps when we first arrived. The heated garage was nice to put our ice fishing gear in to dry out overnight. Plenty of room to move around. Overall, I would rent it again in the future."
The price is AU$740
includes taxes & fees
4 Sept - 5 Sept
Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee
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, (2)
"Very clean cottage. Check in was easy. Great location. "
The price is AU$425
includes taxes & fees
23 Sept - 24 Sept
Cottage 7 - Year Round - Pet Friendly - Stand Alone 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 AU$474
includes taxes & fees
23 Sept - 24 Sept
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 AU$459
includes taxes & fees
2 Sept - 3 Sept
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Terrace/patio

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

10.0 out of 10, Exceptional, (13)
"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 AU$488
includes taxes & fees
8 Sept - 9 Sept
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
Terrace/patio

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 AU$592
includes taxes & fees
2 Sept - 3 Sept
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
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 AU$590
includes taxes & fees
1 Sept - 2 Sept
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Beach nearby

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."
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
Interior

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 AU$992
includes taxes & fees
4 Sept - 5 Sept
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain
Property grounds

Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain

9.8 out of 10, Exceptional, (97)
"Great place one the lake"
The price is AU$1,341
includes taxes & fees
8 Sept - 9 Sept
Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain
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

Residence Inn by Marriott, North Conway

Residence Inn by Marriott, North Conway

10/10 Excellent
"The hotel is in a great location, close to the outlets, downtown, and restaurants. The staff were extremely friendly and helpful, our room and the hotel were clean, and I loved the hot tub and fire pit. It's super cute that they have s'mores supplies at the front desk, for the kids to make on the fire pit in the evenings. I've stayed here a few times now and will definitely be staying again."
Lucy 2-night trip
Posted 21 hours ago
Residence Inn by Marriott, North Conway

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.