Madison Vacation Rentals

Compare 10 vacation rentals.
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Make Madison your next getaway

Like its neighbors Conway and Ossipee, Madison is home to an array of fantastic New Hampshire vacation rentals. Visitors come here to ski, enjoy lake activities, or simply bask in the beauty of nature. Attitash Mountain Resort is just up the road, offering great opportunities for skiers and winter sports enthusiasts. Find a Madison cabin rental and enjoy all this beautiful corner of New Hampshire has to offer.

Top Madison property types

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House rentals

View 10 House rentals

Popular amenities for Madison vacation rentals

Popular
Dog-friendly Hot tub Internet
Little Bear Cottage
2 Bedroom | 1 Bath | Sleeps 7

Little Bear Cottage - Madison, NH

$264 avg / night
(excludes fees and taxes)
4.54 (52)
Eidelweiss Retreat
4 Bedroom | 3 Bath | Sleeps 10

Eidelweiss Retreat - Madison, NH

$278 avg / night
(excludes fees and taxes)
4.67 (33)
Starry Hill
3 Bedroom | 2.5 Bath | Sleeps 10

Starry Hill - Madison, NH

$346 avg / night
(excludes fees and taxes)
4.73 (30)
The Lodge
4 Bedroom | 3 Bath | Sleeps 11

The Lodge - Madison, NH

$357 avg / night
(excludes fees and taxes)
4.54 (41)
7 Mi to Ski Slopes! Cozy Madison Cabin w/ Fire Pit
2 Bedroom | 1 Bath | Sleeps 8

7 Mi to Ski Slopes! Cozy Madison Cabin w/ Fire Pit - Madison, NH

$150 avg / night
(excludes fees and taxes)
5.0 (1)

View 5 more homes

Browse more vacation rental amenities in Madison

Electric vehicle charger | Lake view | Ocean view | Water view | Waterfront | A/C | Elevator | Fireplace | Washer/dryer | Balcony

Recent Madison guest reviews

Cheryl and Kyle are wonderful hosts. The house is beautiful and very clean. They provided great information about the area with hikes and restaurants nearby! They were so easy to get ahold of when needed. I would 1000% recommend this location and house. Cheryl and Kyle - thank you so much for being so nice and welcoming.
Samantha . | Apr 2026
My family has stayed at this Airbnb for the last three April vacations, and it truly feels like our home away from home. The owners, Cheryl and Kyle, are amazing—so kind and easy to work with. At this point, we feel more like friends than guests. There’s so much to do, both at the house and nearby. We love having air hockey and foosball tournaments, relaxing in the hot tub, and visiting Kahuna Laguna, the indoor water park. Dinner out at the Muddy Moose is always a must, too! On our last trip, we accidentally took home the TV remote, and Cheryl and Kyle were so understanding and reassuring—it’s that kind of genuine hospitality that keeps us coming back year after year. Highly recommend this home if you’re visiting the White Mountains. You will not be disappointed.
Osvaldo . | Apr 2026
Cheryl is an amazing host. She offered recommendations a few weeks before our stay. She also sent us a guidebook with things to do, places to eat and general information about the house. We loved the hot tub and the fireplace. The house was spotless and in a private neighborhood. We are already talking about taking a trip this summer.
Nicole . | Mar 2026
Madison vacation rental FAQ

Yes, 5 of our Madison homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 130 of our Madison vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Madison vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Madison team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Madison, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Nearby destinations

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