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Cottages in Madison

1 Block to Main Street: Wolfeboro Home w/ Fire Pit
House (2 Bedrooms) | Interior

1 Block to Main Street: Wolfeboro Home w/ Fire Pit

3.0 star property
1 Block to Main Street: Wolfeboro Home w/ Fire Pit
Cozy Tuftonboro Home w/ Deck - Walk to Beaches!
Microwave, oven, stovetop, dishwasher

Cozy Tuftonboro Home w/ Deck - Walk to Beaches!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We’ll kept "
Cozy Tuftonboro Home w/ Deck - Walk to Beaches!
Near White Mountain National Forest: Cozy Cottage!
House (3 Bedrooms) | Interior

Near White Mountain National Forest: Cozy Cottage!

3.0 star property
10.0 out of 10, Exceptional, (2)
Near White Mountain National Forest: Cozy Cottage!
Modern Home ~ 2 Mi to Cranmore Mountain Resort!
House (3 Bedrooms) | Interior

Modern Home ~ 2 Mi to Cranmore Mountain Resort!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Absolutely adorable-We will definitely stay again! "
Modern Home ~ 2 Mi to Cranmore Mountain Resort!
Mountain-view Conway Cabin ~ 9 Mi to Slopes!
House (3 Bedrooms) | Interior

Mountain-view Conway Cabin ~ 9 Mi to Slopes!

3.0 star property
8.0 out of 10, Very Good, (2)
"Place worked perfectly for our trip to Conway in the beginning of May. Had plenty of beds to accommodate me and my friends. Area is nice and quiet. 2 min drive into Old Conway and about a 5-10 min drive into North Conway."
Mountain-view Conway Cabin ~ 9 Mi to Slopes!
Outdoor Fireplace & Pool Table: Tamworth Home!
Interior

Outdoor Fireplace & Pool Table: Tamworth Home!

3.0 star property
Outdoor Fireplace & Pool Table: Tamworth Home!
Parsonsfield Vacation Rental Near Skiing & Lakes!
Interior

Parsonsfield Vacation Rental Near Skiing & Lakes!

3.0 star property
Parsonsfield Vacation Rental Near Skiing & Lakes!
Cozy North Conway Retreat w/ Deck & Fire Pit!
Interior

Cozy North Conway Retreat w/ Deck & Fire Pit!

3.0 star property
Cozy North Conway Retreat w/ Deck & Fire Pit!
Cozy North Conway Home: Walk to Slopes & Dtwn
Interior

Cozy North Conway Home: Walk to Slopes & Dtwn

3.0 star property
10.0 out of 10, Exceptional, (3)
"Excellent location cool rustic decor bedrooms were fairly cool at night even without a/c in home "
Cozy North Conway Home: Walk to Slopes & Dtwn
Lake Winnipesaukee Getaway w/ Private Beach Access
Interior

Lake Winnipesaukee Getaway w/ Private Beach Access

3.0 star property
Lake Winnipesaukee Getaway w/ Private Beach Access
Beautiful Carriage House in Downtown Jackson!
House (6 Bedrooms) | Private kitchen | Microwave, oven, stovetop, coffee/tea maker

Beautiful Carriage House in Downtown Jackson!

3.0 star property
Beautiful Carriage House in Downtown Jackson!
North Conway Home ~ 2 Mi to Cranmore Mountain!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

North Conway Home ~ 2 Mi to Cranmore Mountain!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great cousins weekend house was amazing very cozy and clean we were able to check in a little earlier which was nice. I would highly recommend staying here and we certainly will go back "
North Conway Home ~ 2 Mi to Cranmore Mountain!
Spacious Home on Bear Camp River in Tamworth!
House (5 Bedrooms) | Front of property

Spacious Home on Bear Camp River in Tamworth!

3.0 star property
Spacious Home on Bear Camp River in Tamworth!
Charming Lovell Farmhouse - 17 Acres w/ Mtn Views!
Interior

Charming Lovell Farmhouse - 17 Acres w/ Mtn Views!

3.0 star property
Charming Lovell Farmhouse - 17 Acres w/ Mtn Views!
North Conway Home < Walk to Slopes at Cranmore!
Interior

North Conway Home < Walk to Slopes at Cranmore!

3.0 star property
8.0 out of 10, Very Good, (1)
North Conway Home < Walk to Slopes at Cranmore!
Rustic Intervale Hideaway w/ Deck & Wooded Views!
Interior

Rustic Intervale Hideaway w/ Deck & Wooded Views!

3.0 star property
9.0 out of 10, Wonderful, (2)
"Lovely property. Very dark at night. Missed the house a couple times because gps had us stopped at a nearby house. Could use a light by number at roadside. Everything we needed was supplied and clean. Bathroom is in a weird place with 3 doors to kitchen, living room and basement. "
Rustic Intervale Hideaway w/ Deck & Wooded Views!
Swiss-style Chalet w/ Fireplace - Near Story Land!
House (3 Bedrooms) | Interior

Swiss-style Chalet w/ Fireplace - Near Story Land!

3.0 star property
10.0 out of 10, Exceptional, (2)
Swiss-style Chalet w/ Fireplace - Near Story Land!
Bright Lake Winnipesaukee Home - Walk to Town
House (4 Bedrooms) | Interior

Bright Lake Winnipesaukee Home - Walk to Town

3.0 star property
Bright Lake Winnipesaukee Home - Walk to Town
Rustic Madison 'treehouse' Cabin With Game Room!
Interior

Rustic Madison 'treehouse' Cabin With Game Room!

3.0 star property
Rustic Madison 'treehouse' Cabin With Game Room!
Ski Chalet on Saco < 2 Mi To Attitash Resort!
Interior

Ski Chalet on Saco < 2 Mi To Attitash Resort!

3.0 star property
10.0 out of 10, Exceptional, (1)
Ski Chalet on Saco < 2 Mi To Attitash Resort!
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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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.