Search Cottages in Madison

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Sep 12 - Sep 14
In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2

Featured Cottages in Madison

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!
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
Steps to Saco River: Outdoor Rec Hub in White Mtns
Interior

Steps to Saco River: Outdoor Rec Hub in White Mtns

3.0 star property
Steps to Saco River: Outdoor Rec Hub in White Mtns
Spacious Bartlett Home w/ Fireplace + Kitchen
Terrace/patio

Spacious Bartlett Home w/ Fireplace + Kitchen

3.0 star property
Spacious Bartlett Home w/ Fireplace + Kitchen
Lake Access & Outdoor Rec: New Hampshire Escape
Interior

Lake Access & Outdoor Rec: New Hampshire Escape

3.0 star property
Lake Access & Outdoor Rec: New Hampshire Escape
Beautiful Carriage House in Downtown Jackson!
Interior

Beautiful Carriage House in Downtown Jackson!

3.0 star property
Beautiful Carriage House in Downtown Jackson!
Outdoor Exploration: Quaint North Conway Cottage!
Front of property

Outdoor Exploration: Quaint North Conway Cottage!

3.0 star property
10.0 out of 10, Exceptional, (2)
Outdoor Exploration: Quaint North Conway Cottage!
North Conway Home ~ 2 Mi to Cranmore Mountain!
Front of property

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!
Private Community Beach: Family Conway Retreat!
Interior

Private Community Beach: Family Conway Retreat!

3.0 star property
Private Community Beach: Family Conway Retreat!
Swiss-style Chalet w/ Fireplace - Near Story Land!
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!
Cozy Tuftonboro Home w/ Deck - Walk to Beaches!
Interior

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!
Mountain-view Conway Cabin ~ 9 Mi to Slopes!
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!
Black Bear Lodge: A Rural White Mtns Retreat
Interior

Black Bear Lodge: A Rural White Mtns Retreat

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful property, great for family vacation."
Black Bear Lodge: A Rural White Mtns Retreat
Bright Lake Winnipesaukee Home - Walk to Town
Interior

Bright Lake Winnipesaukee Home - Walk to Town

3.0 star property
Bright Lake Winnipesaukee Home - Walk to Town
Updated Log Cabin Near Story Land & Diana's Baths!
Terrace/patio

Updated Log Cabin Near Story Land & Diana's Baths!

3.0 star property
Updated Log Cabin Near Story Land & Diana's Baths!
Family-friendly Glen Home w/ White Mountain Views!
Interior

Family-friendly Glen Home w/ White Mountain Views!

3.0 star property
Family-friendly Glen Home w/ White Mountain Views!
Charming Retreat ~ 1 Mi to Ossipee Lake Marina!
Interior

Charming Retreat ~ 1 Mi to Ossipee Lake Marina!

3.0 star property
10.0 out of 10, Exceptional, (1)
Charming Retreat ~ 1 Mi to Ossipee Lake Marina!
Lakeview Forest Cabin w/ Deck < 1/2 Mile to Beach!
Interior

Lakeview Forest Cabin w/ Deck < 1/2 Mile to Beach!

3.0 star property
Lakeview Forest Cabin w/ Deck < 1/2 Mile to Beach!
Outdoor Fireplace & Pool Table: Tamworth Home!
Interior

Outdoor Fireplace & Pool Table: Tamworth Home!

3.0 star property
Outdoor Fireplace & Pool Table: Tamworth Home!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison Hotel Reviews

Find out more about Madison

Find out more about Madison

Madison Cottages information

Number of reviews
Accommodation
96 Cottages
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.