Discover a selection of 1,000 vacation rentals in Madison that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including air conditioning and kitchens. Prices start at $115 per night, and houses and cabins are popular options for a stay in Madison. Either way, you'll find a rental for everyone's needs.
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Destination guide

Madison is a gateway to outdoor adventure

Discover New Hampshire’s most exciting outdoor adventures and an array of natural attractions with a stay in Madison. Whether you’re spending summer days swimming beneath a mountain waterfall, or taking breathtaking trips on the Conway Scenic Railroad amid blazing fall colors, you’ll be beguiled by the landscape. Come winter, you can go skiing and snowboarding down picture-perfect powdery slopes. Madison vacation rentals include everything from rustic cabins and village chalets to grand waterfront homes and secluded hideaways in the White Mountains, so it’s never been easier to experience this exciting part of the world.

Things to do

Marvel at the Madison Boulder

Natural attractions are plentiful here, but taking center stage is the Madison Boulder. Scientists haven’t reached agreement about where this giant rock came from, only that a glacial drift swept it to its current location during the last ice age. Either way, this magnificent beast - thought to weigh the same as almost 40 blue whales - must be seen to be believed. Of course, not all New Hampshire’s attractions are of the natural variety. Barnstormers Theatre, an intimate space offering performances from June through August, and the bars and restaurants along the White Mountain Highway, help to turn action packed days into laidback nights.

Activities

Going for a dip in natural grandeur

If you’ve chosen a Madison vacation rental overlooking Silver Lake, then swimming in the crystal-clear water before topping up your tan at Nichols Beach is a must. Several lakeside companies offer kayak and canoe hire during the summer, should you fancy trying something different. In the nearby White Mountains National Forest, activities take on a different flavor. Hikes, for example, range from easy jaunts to the waterfall and swimming hole at Diana’s Baths, to the more strenuous trek to the top of Mount Washington. Feeling the wind in your hair as you speed down the Cranmore Mountain Coaster is another must for your bucket list.

Weather

Year-round appeal in Madison

If you’re a fan of skiing and snowboarding, you’ll find an abundance of snow on offer in winter and early spring. Beware, though, weather in December through February can be treacherous and shouldn’t really be taken on by novices, especially if you plan on avoiding resort skiing. Summer, meanwhile, is an idyllic time to visit Madison, particularly from June through to August when the temperatures on sunny days can soar. For many travelers, the thought of traveling anywhere in New Hampshire at any time other than fall is akin to blasphemy. This season is, after all, when Madison and its surrounding towns are at their copper-hued prettiest.

Natural features

Explore Madison’s diverse backyard

Madison vacation rentals offer a great base from which to explore a wide variety of landscapes. Day hikes can be the best way to enjoy the area’s diversity as you take on routes such as Cathedral Ledge, Tuckerman's Ravine, and Hedgehog Mountain. If strenuous hiking isn’t really your thing but you’d still like to soak up the beauty of the area, there are many stunning waterfalls within an hour’s drive of Madison. Those that are easy to reach include Rocky Gorge, Sabbaday Falls, and Flume Cascade. In the winter, the landscape is transformed, and skiing trails at the likes of Wildcat Mountain and Shawnee Peak beg to be discovered.

How to get there

Traveling to and around Madison

Fly into Fryeburg, ME (FRY-Eastern Slopes Regional), the closest airport, located 10 mi (16 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Laconia, NH (LCI-Laconia Municipal), which is 27.6 mi (44.4 km) away.

How many vacation rentals are available around Madison?

Our 2020 property listings offer a large selection of 994 vacation rentals around Madison. From 469 house rentals to 80 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Madison?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Madison:

  • Eidelweiss Village: 80 vacation rentals
  • North Conway Village: 354 vacation rentals
  • Bretton Woods: 252 vacation rentals
  • West Bridgton: 56 vacation rentals
  • Center Conway: 101 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Madison?

Vrbo offers a large selection of vacation rentals near lovely places in Madison. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • King Pine: 1,253 vacation rentals
  • Madison Boulder: 1,239 vacation rentals
  • Winnipesaukee Pier: 1,082 vacation rentals
  • Bank of New Hampshire Pavilion at Meadowbrook: 1,084 vacation rentals
  • Saco River: 1,240 vacation rentals

But there are many other points of interest around Madison listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Madison?

Yes, of course. Vrbo has 469 Houses in Madison. Our other popular types of vacation rentals in Madison include:

  • Cabins: 80 rentals available
  • Chalets: 70 rentals available
  • Condos/Apartments: 237 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages and more.

Can I find a vacation rental with pool in Madison?

Yes, you can select your preferred vacation rental with pool among our 312 vacation rentals with pool available in Madison. Please use our search bar to access the selection of vacation rentals available.

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