Madison Vacation Rentals

Compare 14 vacation rentals.
USA > New Hampshire > Madison

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.

Explore Madison house rentals, chalets, and more


House rentals

View 13 House rentals


View 1 Chalets

Madison vacation rentals for every getaway

Dog-friendly Hot tub Internet
Little Pea's Paradise
3 Bedroom | 2 Bath | Sleeps 10

Little Pea's Paradise - Madison, NH

$375 avg / night
Island Drive Getaway
2 Bedroom | 1 Bath | Sleeps 6

Island Drive Getaway - Madison, NH

$179 avg / night
The Alpine Retreat
3 Bedroom | 2 Bath | Sleeps 9

The Alpine Retreat - Madison, NH

$314 avg / night
The Lodge
4 Bedroom | 2 Bath | Sleeps 11

The Lodge - Madison, NH

$353 avg / night
Charming Red House in the Woods
3 Bedroom | 2 Bath | Sleeps 6

Charming Red House in the Woods - Madison, NH

$209 avg / night

View 9 more homes

Recent Madison vacation rental reviews

The pond.. steps away from the house and private.
Joseph d. | Sep 2023
The house is clean, set up nicely and has a relaxation vibe! Would absolutely stay again!!!
Cindy D. | Sep 2023
The view and house were great. Plenty of space.
Edward M. | Sep 2023
Madison vacation rental FAQ

Yes, 41 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. 125 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