Discover a selection of 27 vacation rentals in Madison, NH 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 WiFi. Prices start at $150 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.
Top rated rentals — Madison
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.


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.


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

Transportation to and around Madison

The nearest airport is in Portland Intl. Jetport Airport (PWM), located 45.3 mi (72.9 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Fryeburg, ME (FRY-Eastern Slopes Regional), which is 11.7 mi (18.8 km) away.

What are the top vacation rentals in or near Madison?

The heart wants what the heart wants, and right now it's craving a vacation. It's time to pack your bags and head for one of these top vacation rentals in or near Madison:

  • Make the most of handy extras like internet services and a living room at "Beautiful Mountain View Home". Situated around 16 miles from Madison, this leading option has 3 bedrooms and good guest reviews.
  • Another enticing choice is "Walk To Village/dining/shopping", which is around 11 miles from Madison. Featuring 4 bedrooms, free WiFi and high-speed internet services, it has everything you need to keep you comfortable and content.

For even more great options, use the search bar at the top of the page to find the perfect Madison vacation rental for you.

What are the best tiny house vacation rentals in or near Madison?

For a unique kind of vacation experience, book one of Vrbo's tiny house rentals in Madison. A word of caution though — after you've experienced the tiny house lifestyle, the temptation to downsize and move into one of these pint-sized digs will be tough to resist!

  • Unwind and enjoy a simpler way of life at "B3 New Awesome "tiny Home" With A". Located in Twin Mountain, a water park and a microwave oven are just two of the amenities offered here.
  • "B2 New Awesome "tiny Home" With A" offers convenient extras like a fireplace and spa and beauty services. Located in Twin Mountain, you'll be able to live big in this small yet comfy home.

Can I find log cabins to rent in or near Madison?

Yes, you sure can! From rustic hideaways to high-end escapes, we've got an extensive range of log cabins to rent in or around Madison. If the great outdoors is calling, here's where you can go:

  • "Luxury New Log Cabin On Lake Winnisquam Perfect Family Retreat": Enjoy a week resting and relaxing at this fabulous vacation home nestled in nature. Once you've reenergized, enjoy fishing or horse riding, which are among the leading activities in this area.
  • "Luxury Log Cabin Lake Winnisquam Pvt Beach": Spend your much needed break taking advantage of all the creature comforts at this log cabin. When it's time to get active, snowboarding and sledding are waiting for you.

What are the top-rated vacation rentals for weekend getaways in or near Madison?

At Vrbo, we think weekends were made for fun. Take time out at one of these weekend getaways in and around Madison and experience all the fantastic things to do close by:

  • Located 16 miles to the north of central Madison, "Luxury, Privacy, Spacious Home" is a hit with nature lovers and adventure seekers. Find your way to nearby attractions, such as Wentworth Golf Club and Jericho Mountain State Park. Then, try some activities like hiking and biking or ice skating.
  • "Lake Winnipesaukee Waterfront Family Friendly" is another great setting for a weekend getaway. Around 25 miles south of Madison, use it as a base to enjoy some ice skating or basketball. Sunrise Lake and Polar Caves Park also have to be on your must-do list if you stay here.

Can I find studio apartments for rent in and around Madison?

Typically small, affordable and conveniently located, it's easy to fall for the appeal of a studio apartment. Escape to one of these options and experience Madison up close:

  • Throw your suitcase down at "River Front Condo With Views Of Ski Trails At Loon Mt". Amenities including a living room and a nearby laundromat help make guests feel at home here.
  • Another top option is "The Lodge At Lincoln Station". Take advantage of coffee and tea making facilities, golf and other handy amenities during your getaway.

With the money you save on your studio apartment, you'll be able to explore even more of Madison. Cultural attractions like Capitol Center for the Arts and Winnipesaukee Playhouse will help you get a feel for the character of this destination.

Can I find short term rentals in or near Madison?

Now and then, you've just got to take a break from the real world, even if it's only for one or two days. Experience a delightful combination of relaxing and exploring at one of these short-term rentals in or around Madison:

  • If you're eager to be close to the action, "Romantic Cottage For Two In The Heart Of The White Mountains" will be just the ticket. It's within reach of the center of Madison and a convenient base to check out attractions like Capitol Center for the Arts and New Hampshire State House.
  • "Close To Downtown Meredith And Lake Winnipesaukee On 13 Secluded Acres" is another excellent option. Consider adding Christa McAuliffe Planetarium and St. Paul's School to your to-do list when it's time to sightsee.

What are the best romantic weekend getaways in or near Madison?

Whether spent in a cottage, a cabin or a condo, a romantic weekend getaway is one of the best ways to spice up your love life. Whisk your sweetie off for a couple of leisurely days at one of these enticing escapes in or near Madison:

  • Located around 16 miles from Madison, "Beautiful Mountain View Home" is the perfect place for doting lovebirds. A fireplace and a balcony are just some of the many amenities you'll find here.
  • Alternatively, spend your mini break drinking wine and canoodling at "Walk To Village/dining/shopping", around 11 miles from Madison. Beauty services and a fireplace will help set the mood for romance.

What are the best large group vacation rentals in or near Madison?

Big groups mean enormous fun. They also mean finding a place that'll effortlessly fit your whole squad. Check out our large group vacation rentals in or around Madison and get your favorite people together under one roof:

  • A wide array of amenities including a water park and a firepit make "Walk To Village/dining/shopping" a favorite. This expansive property has 4 bedrooms and sleeps up to 12 people. From central Madison, it's around 11 miles away to the north.
  • Invite as many as 12 of your dearest friends to "Poipu Kahala 412 Remodel Ground Floor With Ac" and fill the place with love and laughter. This popular option has 4 bedrooms and is around 16 miles to the north of Madison. It's crammed with features to keep large groups comfortable and content, such as a kitchen and a water park.

What are the best houses for rent with a pool in or near Madison?

Nothing screams fun and frivolity like a pool. Dust off your unicorn floatie and check out these rental houses in or near Madison that feature this added bonus:

  • Round up your gang and enjoy a memorable stay at "Sweeping Views, Eco Friendly Modern House With Luxury Finishes". There's plenty to love about this retreat apart from its pool, such as a TV and a kitchen island.
  • Otherwise, recharge your batteries at "Apartment And Rooms In An Apartment House With A Unique View". In addition to its inviting pool, make use of a stereo and a garden.

Wondering what the weather's like in Madison? It has a humid continental climate, with average summertime temperatures ranging from 50 ºF to 75 ºF. If you're chasing a little more inspiration on places to stay in this popular destination, use the search bar at the top of the page and adjust the filters to scroll through our entire selection of Madison vacation rentals.

What are the best large family vacation rentals in or near Madison?

Whether your perfect escape is up in the hills or by the ocean, you'll have a lot more fun if you share it with people you love. Settle into one of these large family vacation rentals in or near Madison and bring the entire crew along:

  • Located around 16 miles to the northwest of Madison, "Beautiful Mountain View Home" has 3 bedrooms and fits up to 8 guests. It comes with a range of amenities, including towels and a separate dining area.
  • "Walk To Village/dining/shopping" also has the space you need to connect with loved ones. This property is around 11 miles to the north of Madison, and accommodates 12 guests in its 4 bedrooms. A smart TV and childrens activities will help keep everyone happy and comfortable.

If you're eager to visit some family-friendly attractions in the area, you won't have far to go. Funspot Family Fun Center, Christa McAuliffe Planetarium and Cowabunga's offer fun for all the gang.