Madison Vacation Rentals

Compare 7 vacation rentals.
1 Guest
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

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House rentals

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Chalets

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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

$359 avg / night
(excludes fees and taxes)
4.52 (44)
Cozy in the Woods
1 Bedroom | 1 Bath | Sleeps 6 (4 Adults Max)

Cozy in the Woods - Madison, NH

$252 avg / night
(excludes fees and taxes)
4.28 (36)
Mountain Lake Getaway
4 Bedroom | 3 Bath | Sleeps 12 (10 Adults Max)

Mountain Lake Getaway - Madison, NH

$363 avg / night
(excludes fees and taxes)
4.62 (47)
Island Drive Getaway
2 Bedroom | 1 Bath | Sleeps 6

Island Drive Getaway - Madison, NH

$145 avg / night
(excludes fees and taxes)
4.62 (50)
Starry Hill
3 Bedroom | 2.5 Bath | Sleeps 10 (8 Adults Max)

Starry Hill - Madison, NH

$397 avg / night
(excludes fees and taxes)
4.63 (27)

View 2 more homes

Recent Madison guest reviews

This cottage is LOVELY!! It is exactly as pictured from the inside to the gorgeous outside. The couch is super cozy, the fireplace is wonderful, the bedrooms are comfy, the kitchen is fully functional, the screened in porch is amazing, the patio is fabulous, and the private beach is just fantastic. The kayaks & canoe for use were awesome & everything worked great, the pond itself & the view was just amazing. This was the perfect cottage for a much needed getaway, I will absolutely be back for future vacations!
Sara P. | May 2025
The home has a beautiful location, with all the amenities needed for a true getaway. The full kitchen and multiple comfy bed options were great, clean, and modern. We stayed a few days following a snow storm and this required our own shoveling to make an off road parking spot as well as navigating snow and ice covered stairs that we shoveled as well- otherwise, 5 stars!
Elise L. | Feb 2025
Beautiful house in a beautiful location. Would love to go back
Lucas R. | Feb 2025
Madison vacation rental FAQ

Yes, 23 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. 78 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
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