Madison Vacation Rentals

Compare 5 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

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Popular amenities for Madison vacation rentals

Popular
Dog-friendly Internet Electric vehicle charger
Eidelweiss Retreat
4 Bedroom | 3 Bath | Sleeps 10

Eidelweiss Retreat - Madison, NH

$276 avg / night
(excludes fees and taxes)
4.67 (33)
Cozy in the Woods
1 Bedroom | 1 Bath | Sleeps 6 (4 Adults Max)

Cozy in the Woods - Madison, NH

$167 avg / night
(excludes fees and taxes)
4.3 (37)
The Lodge
4 Bedroom | 3 Bath | Sleeps 11

The Lodge - Madison, NH

$356 avg / night
(excludes fees and taxes)
4.51 (43)
Little Bear Cottage
2 Bedroom | 1 Bath | Sleeps 7

Little Bear Cottage - Madison, NH

$237 avg / night
(excludes fees and taxes)
4.54 (52)
Starry Hill
3 Bedroom | 2.5 Bath | Sleeps 10 (8 Adults Max)

Starry Hill - Madison, NH

$341 avg / night
(excludes fees and taxes)
4.68 (31)

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Recent Madison guest reviews

We spent the MLK weekend at this absolutely amazing house in Madison, NH. We were a group of four couples plus kids, and the house was perfect for us. We went skiing at Attitash, and the kids had a blast sledding right in the backyard. The house is truly wonderful — beautiful, spacious, and incredibly comfortable. The main floor has an open-concept layout with very high ceilings in the living room, which makes the space feel even more impressive and welcoming. The entire house has been fully renovated, and the décor is stylish, modern, and done with excellent taste. The house was spotlessly clean upon arrival, with fresh, clean towels and linens provided for everyone, which made our stay even more comfortable and stress-free. The house is also extremely well equipped with everything we needed to enjoy an unforgettable weekend. Our group travels frequently during the winter to explore different ski areas, and this home in Madison is by far the best, most comfortable, most beautiful, and most spacious place we’ve rented over the past several years. Another big plus is the location: the house is very close to North Conway, which is a super cute town to stroll around, with great restaurants, shops, and plenty of options for dining and entertainment. We will definitely be back as soon as possible!
Renata L. | Jan 2026
We loved our stay at the Lodge! We stayed over New Year’s with a group of 10, and the house was very clean and felt updated and modern while still being cozy. The views were beautiful! Everyone loved the kitchen and bathrooms and the Christmas tree and lights made the house feel especially cozy. We really appreciated the crib and toddler bed, as well as the strong Wi-Fi and sleds outside. Sledding down the hill and seeing the horses at the neighboring property was so fun. We didn’t explore much of the surrounding area, other than a quick 15-minute drive to King Pine for skiing. Overall, it was a great stay and we would definitely book again!
CAROLINE M. | Jan 2026
We lived the views and a beautiful kitchen. It was nice for our family to be together until ice storm
Norma P. | Jan 2026
Madison vacation rental FAQ

Yes. 68 of our Madison vacation rentals have internet access, so you can stay connected throughout your trip.

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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