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

View 5 House rentals

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

$263 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

$165 avg / night
(excludes fees and taxes)
4.3 (37)
The Lodge
4 Bedroom | 3 Bath | Sleeps 11

The Lodge - Madison, NH

$334 avg / night
(excludes fees and taxes)
4.5 (40)
Little Bear Cottage
2 Bedroom | 1 Bath | Sleeps 7

Little Bear Cottage - Madison, NH

$233 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

$326 avg / night
(excludes fees and taxes)
4.68 (31)

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Browse more vacation rental amenities in Madison

Lake view | Riverfront | Sound view | Soundfront | Water view | Waterfront | A/C | Fireplace | Washer/dryer | Balcony

Recent Madison guest reviews

We had a really nice stay, clean and well furnished. Great for families with kids.
David L. | Nov 2025
This was our third time staying at Little Bear Cottage, and we have loved each visit. Can't beat the waterfront access - canoeing on beautiful Big Pea Porridge Pond and watching loons on the water is always such a treat. Cottage is clean, well-appointed, and very comfortable. Highly recommended
Homer A. | Oct 2025
The home was perfect! It was very clean, had plenty of games for the kids, books, spices to cook with, and plenty of sleeping space. The beds were comfortable too! The location was perfect! We will definitely be staying here again!
Kim T. | Oct 2025
Madison vacation rental FAQ

Yes. 69 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

Nearby destinations

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