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Check prices for these dates

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Aug 22 - Aug 24
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Aug 29 - Aug 31
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Cottages in Madison

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."
The price is ￥35,178
￥83,266 total
includes taxes & fees
Aug 31 - Sep 1
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 ￥39,741
￥85,280 total
includes taxes & fees
Aug 20 - Aug 21
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
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 ￥34,575
￥41,827 total
includes taxes & fees
Sep 8 - Sep 9
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
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 ￥35,568
￥43,063 total
includes taxes & fees
Sep 8 - Sep 9
Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private 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 ￥30,027
￥73,623 total
includes taxes & fees
Sep 4 - Sep 5
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 ￥35,568
￥43,063 total
includes taxes & fees
Sep 8 - Sep 9
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
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 ￥34,575
￥41,827 total
includes taxes & fees
Sep 10 - Sep 11
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 ￥37,158
￥44,469 total
includes taxes & fees
Sep 8 - Sep 9
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
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 ￥47,690
￥58,292 total
includes taxes & fees
Sep 8 - Sep 9
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
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 ￥46,299
￥56,623 total
includes taxes & fees
Sep 8 - Sep 9
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
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 ￥37,158
￥44,469 total
includes taxes & fees
Sep 8 - Sep 9
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
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."
The price is ￥46,299
￥56,623 total
includes taxes & fees
Sep 10 - Sep 11
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 ￥30,922
￥87,690 total
includes taxes & fees
Sep 3 - Sep 4
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, (96)
"Great place one the lake"
The price is ￥88,314
￥136,865 total
includes taxes & fees
Sep 8 - Sep 9
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

Colonial Motel

Colonial Motel

10/10 Excellent
"Everyone there was very friendly. Room was perfect, very clean and recently updated. Would definitely return."
John 5-night trip
Posted 16 hours ago
Colonial Motel

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.