A lake surrounded by dense forest and mountains in the background.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Madison cottages

A cabin with a porch, a small attached shed, and a well-maintained lawn.

1. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
3.0 star property
Tuftonboro
10.0 out of 10, Exceptional, (2 reviews)
"We’ll kept "
United States
Denise
The price is HK$1,663
HK$3,626 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Tuftonboro Escape: Steps to Private Beaches!
A Story Land sign with a brick pathway leading to colorful buildings with distinct architectural styles.

2. Riverside Cottage • Private Beach • Mountain Views

Riverside Cottage • Private Beach • Mountain Views
Bartlett
The price is HK$1,177
HK$2,868 total
includes taxes & fees
12 Oct - 13 Oct
Riverside Cottage • Private Beach • Mountain Views
A storefront with a blue awning and American flags, named "Paper Store Blacks Gift Shop."

3. Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (21 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is HK$1,295
HK$1,575 total
includes taxes & fees
5 Oct - 6 Oct
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
A garden with a white pergola, red chairs, and pink flowers.

4. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.4 out of 10, Exceptional, (13 reviews)
"Great place "
United States
Anonymous traveller
The price is HK$1,193
HK$1,465 total
includes taxes & fees
7 Oct - 8 Oct
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A rustic cabin with a wooden exterior, a red deck, and a stone wall garden.

5. Charming Jackson Cottage w/ hot tub & woodstove!

Charming Jackson Cottage w/ hot tub & woodstove!
Jackson
9.8 out of 10, Exceptional, (121 reviews)
"We had a great stay and was a nice place to enjoy the area."
United States
Jason B.
The price is HK$1,632
HK$4,945 total
includes taxes & fees
28 Sept - 29 Sept
Charming Jackson Cottage w/ hot tub & woodstove!
A house with a porch, surrounded by a garden with pink and yellow flowers.

6. Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
9.0 out of 10, Wonderful, (7 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is HK$1,173
HK$1,443 total
includes taxes & fees
28 Sept - 29 Sept
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
A waterfront area with a large white building, a dock with boats, and a clock tower in the background.

7. Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath

Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"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 HK$1,356
HK$1,642 total
includes taxes & fees
29 Sept - 30 Sept
Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
A two-story house with a white picket fence, a gravel driveway, and autumn foliage in the background.

8. Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (6 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is HK$1,213
HK$1,487 total
includes taxes & fees
6 Oct - 7 Oct
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
A lakeside view with boats, a deck, and an American flag.

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

Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain
Moultonborough
9.8 out of 10, Exceptional, (103 reviews)
"Great location, very quiet and relaxing"
United States
Thiago S.
The price is HK$4,589
HK$6,775 total
includes taxes & fees
12 Oct - 13 Oct
Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain
A two-story house with a white picket fence, a gravel driveway, and autumn foliage in the background.

10. Cottage 1-2 - Pet Friendly $50 Fee-2 Bed / 1 Bath

Cottage 1-2 - Pet Friendly $50 Fee-2 Bed / 1 Bath
Wolfeboro
9.6 out of 10, Exceptional, (4 reviews)
"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 HK$1,581
HK$1,885 total
includes taxes & fees
29 Sept - 30 Sept
Cottage 1-2 - Pet Friendly $50 Fee-2 Bed / 1 Bath
A garden with a white pergola, red chairs, and pink flowers.

11. Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great!"
United States
Leah F.
The price is HK$1,785
HK$2,106 total
includes taxes & fees
29 Sept - 30 Sept
Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
A cabin with a deck, surrounded by trees.

12. Riverside Cottage • Fireplace • Mountain Views

Riverside Cottage • Fireplace • Mountain Views
Bartlett
The price is HK$3,428
HK$5,481 total
includes taxes & fees
15 Oct - 16 Oct
Riverside Cottage • Fireplace • Mountain Views
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

Swiss Chalets Village Inn

Swiss Chalets Village Inn

8/10 Good
"Overall great stay. Property well kept. Room a bit dated. Good location. Pretty views."
Jane 2-night trip
Posted 3 hours ago
Swiss Chalets Village Inn

Find out more about Madison

Madison Cottages information

Number of reviews
282
Accommodation
185 Cottages
Lowest Price
HK$1,443
Highest Price
HK$6,775

Frequently asked questions

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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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