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Featured Cottages in Madison

Swiss-style Chalet w/ Fireplace - Near Story Land!
TV, fireplace
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!
Pet-friendly Waterfront Cottage: On-site Bunkhouse
View from property
Pet-friendly Waterfront Cottage: On-site Bunkhouse
3.0 star property
Pet-friendly Waterfront Cottage: On-site Bunkhouse
Modern Home ~ 2 Mi to Cranmore Mountain Resort!
Private kitchen
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!
Serene House < 2 Mi to Cranmore & N Conway Shops!
Private kitchen
Serene House < 2 Mi to Cranmore & N Conway Shops!
3.0 star property
10.0 out of 10, Exceptional, (2)
"Hermosa casa para pasar las vacaciones con mi familia.todo limpio y todo lo que nesecites lo tiene. Mi familia quedó encantada"
Serene House < 2 Mi to Cranmore & N Conway Shops!
Rustic Madison 'treehouse' Cabin With Game Room!
TV, books
Rustic Madison 'treehouse' Cabin With Game Room!
3.0 star property
Rustic Madison 'treehouse' Cabin With Game Room!
Cozy North Conway Home: Walk to Slopes & Dtwn
Terrace/patio
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
Alpine Village Getaway Limit 8 3 Bedroom Cottage by RedAwning
Private kitchen
Alpine Village Getaway Limit 8 3 Bedroom Cottage by RedAwning
3.0 star property
Alpine Village Getaway Limit 8 3 Bedroom Cottage by RedAwning
Conway Area Chalet w/ Mountain Views & Fire Pit!
Living area
Conway Area Chalet w/ Mountain Views & Fire Pit!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location close to Conway, but tucked in the woods for a peaceful mountain view. Comfy and had everything we needed as we enjoyed the gorgeous fall colors."
Conway Area Chalet w/ Mountain Views & Fire Pit!
Cozy Ossipee Vacation Rental: Walk to Beach!
Microwave, oven, stovetop, highchair
Cozy Ossipee Vacation Rental: Walk to Beach!
3.0 star property
10.0 out of 10, Exceptional, (1)
Cozy Ossipee Vacation Rental: Walk to Beach!
Rustic Intervale Hideaway w/ Deck & Wooded Views!
Private kitchen
Rustic Intervale Hideaway w/ Deck & Wooded Views!
3.0 star property
9.0 out of 10, Wonderful, (2)
"Owners/caretakers extremely easy to contact and instructions were clear."
Rustic Intervale Hideaway w/ Deck & Wooded Views!
Lake Winnipesaukee Getaway w/ Private Beach Access
Microwave, oven, stovetop, dishwasher
Lake Winnipesaukee Getaway w/ Private Beach Access
3.0 star property
Lake Winnipesaukee Getaway w/ Private Beach Access
Updated Log Cabin Near Story Land & Diana's Baths!
4 bedrooms, laptop workspace, iron/ironing board, free cribs/infant beds
Updated Log Cabin Near Story Land & Diana's Baths!
3.0 star property
Updated Log Cabin Near Story Land & Diana's Baths!
Family-friendly Center Ossipee Cabin w/ Fire Pit!
Private kitchen
Family-friendly Center Ossipee Cabin w/ Fire Pit!
3.0 star property
Family-friendly Center Ossipee Cabin w/ Fire Pit!
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!
North Conway Home < Walk to Slopes at Cranmore!
Private kitchen
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!
Parsonsfield Vacation Rental Near Skiing & Lakes!
Interior
Parsonsfield Vacation Rental Near Skiing & Lakes!
3.0 star property
Parsonsfield Vacation Rental Near Skiing & Lakes!
North Conway Home ~ 2 Mi to Cranmore Mountain!
Private kitchen
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!
Mountain-view Conway Cabin ~ 9 Mi to Slopes!
Private kitchen
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!
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!
Secluded Conway Home w/ Theater Room & Hot Tub!
Terrace/patio
Secluded Conway Home w/ Theater Room & Hot Tub!
3.0 star property
10.0 out of 10, Exceptional, (1)
"This cozy cottage was incredible. Very quaint and quiet with all the amenities needed. Cabin was super clean and had everything needed. This place is a perfect place to stay for any amount of time. Highly recommend this cabin for anyone looking for a place to stay."
Secluded Conway Home w/ Theater Room & Hot Tub!
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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Other property types in Madison

Nordic Village Resort
Indoor pool, outdoor pool
Nordic Village Resort
3.0 star property
8.4 out of 10, Very Good, (1646)
"Front desk ladies are incredibly awsome, and the manager was great..love it. it was my first time and i would definitely drive the 3hours 30minutes again. "
The price is P7,636
P8,285 total
includes taxes & fees
Nov 18 - Nov 19
Nordic Village Resort
Attitash Mountain Village
Private kitchen
Attitash Mountain Village
3.0 star property
8.4 out of 10, Very Good, (454)
"Fix the door Handles to open properly we stood in the hallway for 15 min waiting to check into our room "
The price is P6,820
P7,400 total
includes taxes & fees
Dec 1 - Dec 2
Attitash Mountain Village
Pet-friendly Waterfront Cottage: On-site Bunkhouse
View from property
Pet-friendly Waterfront Cottage: On-site Bunkhouse
3.0 star property
Pet-friendly Waterfront Cottage: On-site Bunkhouse
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.

Frequently asked questions

Why book your cottage in Madison with Expedia?
Expedia has some excellent cottages in Madison, so get set for an unforgettable vacay on nature’s doorstep. If you have a fixed budget, choose how much you’d like to spend and your preferred property star rating. Or take advantage of our filters to search for cottages with free WiFi or a pool. We’ll help you find the perfect fit whatever your style of travel or plans.
How can I find cheap cottages in Madison?
With Expedia’s helpful filter tool, scoring cheap cottages in Madison couldn’t be simpler. To find accommodations that’ll make your hip pocket happy, refine your search results by budget, star rating and amenities.
What is there to do in Madison near my cottage?
After you’ve unpacked your things and settled in, get out and explore the wonderful things Madison has on offer. King Pine Ski Area is a top attraction to add to your must-see list.