Madison Vacation Rentals

Compare 18 vacation rentals. Enter your trip dates to get started.
USA > New Hampshire > Madison

Make Madison your next getaway—choose from 18 great vacation rentals

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.

Explore Madison house rentals, chalets, duplexes, and more


House rentals

View 16 House rentals


View 1 Chalets


View 1 Duplexes

Madison vacation rentals for every getaway

Dog-friendly Hot tub Internet
Whale Rock Lodge
4 Bedroom | 2 Bath | Sleeps 10

Whale Rock Lodge - Madison, NH

$208 avg / night
Little Pea's Paradise
3 Bedroom | 2 Bath | Sleeps 10

Little Pea's Paradise - Madison, NH

$355 avg / night
Charming Red House in the Woods
3 Bedroom | 2 Bath | Sleeps 6

Charming Red House in the Woods - Madison, NH

$225 avg / night
Little Bear Cottage
2 Bedroom | 1 Bath | Sleeps 7

Little Bear Cottage - Madison, NH

$311 avg / night
Starry Hill
3 Bedroom | 2.5 Bath | Sleeps 10 (8 Adults Max)

Starry Hill - Madison, NH

$421 avg / night

View 13 more homes

Recent Madison vacation rental reviews

This was truly a home away from home. Had everything we could've wanted, lots of games, many relaxing nights, beautiful views, quiet area, everyone loved the beds, and a wonderful kitchen, lots of room and great lighting. Also they kept in touch to make sure that everything was going well, Will definitely be considering coming back.
Michael M. | Jan 2023
The stream out back, the woods coming through every window. You're near enough to North Conway, but a world away.
Ryan C. | Jan 2023
Alpine retreat, was as described. Lovely home with a great vibe and amenities. Perfect for our family winter getaway!
Carol P. | Jan 2023
Madison vacation rental FAQ

Yes, 20 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. 47 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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Madison, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning