37 Madison Holiday Rentals

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Compare Madison holiday rentals from 3 rental sites including HomeAway, TripAdvisor, PerfectPlaces and more, from $93 a night.

Information about Madison

About Madison

Madison is located in Carroll County, New Hampshire. The town gets its fair share of visitors for housing one of the largest rocks in the world. It’s also part of the state’s lakes region, an area known for its many lakes and quaint towns. Despite the seasonal tourist boom, Madison is a fairly small town, an idyllic haven for some restful time away.

Things to do in Madison

See the town’s National Natural Landmark at the Madison Boulder Natural Area. There, visitors will find the largest known erratic (pieces of rock that are different from the rocks found in the area) of New England, and one of the largest in the world. The granite rock, weighing more than 5,000 tons, sits on a 170-acre site that was designated a National Natural Landmark in 1970. Within the natural area, visitors can also take a hike or ride a bike along the paths. King Pine Ski Area is a popular destination in the winter. The resort spans 45 skiable acres, with 17 trails and 6 lifts. It offers 22 kilometers of skate-and track-groomed cross country trails. King Pine visitors can also choose to go ice skating, snow tubing or sleigh riding. Ski and snowboard races are a favorite tradition in the winter. During the summer, pond skimming and cardboard box derby are among the top picks.

Day trips from Madison

The Lakes Region brims with attractions and offerings that come and go with the seasons. Travel about 10 miles northwest to Mount Chocorua, one of the most hiked mountains in the region. Visitors who trek to the summit are rewarded with vistas of the Presidential range and Mount Washington to the north, and the Sandwich Range to the west. About 50 miles southwest, Tilton’s Arch, also called the Memorial Arch, stands tall in Northfield. The landmark was built in replica of a Roman Arch as a memorial to the ancestors of one of the town’s wealthiest citizens. Satisfy your sweet tooth at Kellerhaus, the oldest candy shop in the state. The traditional candy shoppe at Weirs Beach has a glorious selection of fudge, nuts and maple products. During the summer, the shop opens an ice cream sundae buffet that draws crowds. Kellerhaus is located about 33 miles southwest of Madison. Visitors will find the oldest unaltered brick textile mill in the United States at Laconia, New Hampshire. Located about 38 miles away, Belknap Mill represents the height of the Industrial Revolution, and is today the designated “Official Meetinghouse of New Hampshire.” The site is listed on the National Register of Historic Places, and features many events and programs throughout the year. While touring Laconia’s historic district, walk along the Riverwalk, a stretch along the Winnipesaukee River that passes the Busiel Mill, town library, the Masonic Temple and the Laconia Passenger Station.

Madison accommodations

Choose from a selection of accommodations within miles from Madison’s center. Check into an inn tucked away in the mountains of New Hampshire, or one minutes from a bustling historic district. Book a hotel by the water for recreation on top of incredible views. Find an elegant cottage for a romantic getaway, or a cozy bed and breakfast for some rest and relaxation. From lodgings that place comfort at the forefront, to those that prioritize access to recreational activities, Madison-area accommodations offer more than just a place to rest your head.

Transportation in Madison

Driving is the best option for getting around Madison and beyond. Walking is a good option for staying within the town’s limits. Tri County Transit serves Madison, operating a fleet of flex-route buses that travel on a scheduled route. See the Tri County Transit website for more information.

Vacation Rentals in Madison

Find the best Madison vacation rentals with Tripping.com. Choose from 37 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices from $93 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 31 of homes in Madison offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 0 rentals with pool or jacuzzi, or relax with the family in one of the 35 homes with cable TV.

For all those dog lovers and cat lovers, Madison offers 13 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 3 rental sites in Madison where the top providers in that area are HomeAway, TripAdvisor, and PerfectPlaces. There are 31 HomeAway rentals, 4 TripAdvisor short term rentals and 2 PerfectPlaces vacation rentals.