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In two weeks
Nov 21 - Nov 23
In two months
Jan 2 - Jan 4
In three months
Jan 30 - Feb 1
In four months
Feb 27 - Mar 1

Cottages in Madison

Terrace/patio
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Wolfeboro
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.
$248 nightly
The price is $270
Nov 8 - Nov 9
Total with taxes and fees
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Property grounds
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

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.
$479 nightly
The price is $520
Nov 12 - Nov 13
Total with taxes and fees
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
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

Wolfeboro
9.6 out of 10, Exceptional, (11)
"Excellent stay"
United States
Kara
$171 nightly
The price is $185
Nov 9 - Nov 10
Total with taxes and fees
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!

Jackson
9.8 out of 10, Exceptional, (112)
"Super clean and great house"
United States
Arquimides C.
$543 nightly
The price is $589
Nov 18 - Nov 19
Total with taxes and fees
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
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

Wolfeboro
10.0 out of 10, Exceptional, (4)
"Great location & comfortable! "
United States
Jeanine L.
$171 nightly
The price is $185
Nov 9 - Nov 10
Total with taxes and fees
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Exterior
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

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

Wolfeboro
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
$193 nightly
The price is $209
Nov 9 - Nov 10
Total with taxes and fees
Cottage 3 - Year Round - Pet Friendly - 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

Wolfeboro
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.
$186 nightly
The price is $201
Nov 9 - Nov 10
Total with taxes and fees
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

Wolfeboro
10.0 out of 10, Exceptional, (4)
"Beautiful and clean"
United States
Dianne K.
$274 nightly
The price is $297
Nov 9 - Nov 10
Total with taxes and fees
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
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

Wolfeboro
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.
$266 nightly
The price is $289
Nov 9 - Nov 10
Total with taxes and fees
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
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

Wolfeboro
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
$287 nightly
The price is $311
Nov 9 - Nov 10
Total with taxes and fees
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
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

Wolfeboro
10.0 out of 10, Exceptional, (16)
"Very nice spot nice get away would stay there again"
United States
Alan T.
$250 nightly
The price is $271
Nov 9 - Nov 10
Total with taxes and fees
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
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

Hilton Garden Inn North Conway

Hilton Garden Inn North Conway

10/10 Excellent
"Clean room. Friendly staff. Clean facility and grounds"
Kristin 1-night trip
Posted 4 days ago
Hilton Garden Inn North Conway

Find out more about Madison

Madison Cottages information

Number of reviews
158
Accommodation
193 Cottages
Lowest Price
$185
Highest Price
$589

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.

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