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

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Madison cottages

House (2 Bedrooms) | Interior

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 ￥32,565
￥71,014 total
includes taxes & fees
Oct 5 - Oct 6
Cozy Tuftonboro Escape: Steps to Private Beaches!
Outdoor dining

2. Tree-Lined Cottage • Wood Fireplace • Ellis River • Private Firepit • Riverside

Tree-Lined Cottage • Wood Fireplace • Ellis River • Private Firepit • Riverside
Bartlett
The price is ￥23,042
￥57,002 total
includes taxes & fees
Sep 17 - Sep 18
Tree-Lined Cottage • Wood Fireplace • Ellis River • Private Firepit • Riverside
Exterior

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, (20 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is ￥25,361
￥31,350 total
includes taxes & fees
Sep 14 - Sep 15
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
Exterior

4. 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, (20 reviews)
"We had the best time here, would 100% go back. Very quiet and relaxing and the hosts were great."
United States
The F.
The price is ￥38,018
￥72,583 total
includes taxes & fees
Sep 13 - Sep 14
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Terrace/patio

5. 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
9.6 out of 10, Exceptional, (12 reviews)
"Great place "
United States
Anonymous traveler
The price is ￥26,559
￥32,985 total
includes taxes & fees
Oct 6 - Oct 7
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Exterior

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

Charming Jackson Cottage w/ hot tub & woodstove!
Jackson
9.8 out of 10, Exceptional, (120 reviews)
"We had a great stay and was a nice place to enjoy the area."
United States
Jason B.
The price is ￥36,264
￥107,848 total
includes taxes & fees
Sep 17 - Sep 18
Charming Jackson Cottage w/ hot tub & woodstove!
Exterior

7. Riverside Cottage • Private Beach • Mountain Views

Riverside Cottage • Private Beach • Mountain Views
Bartlett
The price is ￥26,114
￥62,335 total
includes taxes & fees
Sep 17 - Sep 18
Riverside Cottage • Private Beach • Mountain Views
Exterior

8. Riverside Cottage • Fireplace • Mountain Views

Riverside Cottage • Fireplace • Mountain Views
Bartlett
The price is ￥23,159
￥58,798 total
includes taxes & fees
Sep 27 - Sep 28
Riverside Cottage • Fireplace • Mountain Views
Exterior

9. 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 ￥24,687
￥30,639 total
includes taxes & fees
Sep 29 - Sep 30
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Property grounds

10. 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 ￥22,965
￥28,584 total
includes taxes & fees
Sep 29 - Sep 30
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
Marina

11. 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 ￥26,895
￥33,202 total
includes taxes & fees
Sep 28 - Sep 29
Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
Terrace/patio

12. 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 ￥36,943
￥45,917 total
includes taxes & fees
Sep 13 - Sep 14
Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
Exterior

13. 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 ￥34,946
￥43,418 total
includes taxes & fees
Sep 13 - Sep 14
Cottage 1-2 - Pet Friendly $50 Fee-2 Bed / 1 Bath
Exterior

14. Cottage 5-6 - Year Round Pet Friendly $50 Fee- 2 Bedroom / 1 Bath End Unit

Cottage 5-6 - Year Round Pet Friendly $50 Fee- 2 Bedroom / 1 Bath End Unit
Wolfeboro
9.4 out of 10, Exceptional, (3 reviews)
"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.
The price is ￥35,945
￥44,667 total
includes taxes & fees
Sep 13 - Sep 14
Cottage 5-6 - Year Round Pet Friendly $50 Fee- 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

Residence Inn by Marriott, North Conway

Residence Inn by Marriott, North Conway

10/10 Excellent
"The hotel was recently renovated. They did a nice job with the renovations. The room was large, clean, and well decorated. The bed was comfortable. The breakfast area and lobby are clean and comfortable. The food was good. We had complimentary s’mores in their outdoor living space, which was equally clean and comfortable. The hotel is situated in a nice area and close to downtown. The staff are very welcoming. I will recommend this hotel to others and I will rebook in the future."
Jennifer 5-night trip
Posted 2 hours ago
Residence Inn by Marriott, North Conway

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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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