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

$228 avg / night
Little Pea's Paradise
3 Bedroom | 2 Bath | Sleeps 10

Little Pea's Paradise - Madison, NH

$413 avg / night
Charming Red House in the Woods
3 Bedroom | 2 Bath | Sleeps 6

Charming Red House in the Woods - Madison, NH

$239 avg / night
Little Bear Cottage
2 Bedroom | 1 Bath | Sleeps 7

Little Bear Cottage - Madison, NH

$366 avg / night
Starry Hill
3 Bedroom | 2.5 Bath | Sleeps 10 (8 Adults Max)

Starry Hill - Madison, NH

$440 avg / night

View 13 more homes

Recent Madison vacation rental reviews

Large, comfortable home, perfect for children. Comfortable beds. Beautiful views. Easy check in and check out. Responsive owners.
Lisa R. | Oct 2022
This house was very roomy. It easily slept 3 couples with room for more. Each couple had their own bathroom. Lots of kitchen space, huge table. Big tvs, nice deck. The house was very clean and had lots of cooking utensils etc. We really enjoyed staying here. Private and cozy.
Janet D. | Sep 2022
Family spent the weekend at this beautiful house which had everything we needed and more. Beautiful area, would absolutely stay here again.
Jennifer S. | Sep 2022
Madison Frequently Asked Questions

Yes, 22 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. 51 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