Aerial view of a sunset on a New Hampshire lake in the White Mountains -Madison, NH

Madison Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Madison vacation rentals

Dining

White Mountains Waterfront Chalet w/ Private Beach

White Mountains Waterfront Chalet w/ Private Beach
Eidelweiss Village
9.8 out of 10, Exceptional, (26 reviews)
"Beautiful home facing the lake. Perfect for a family getaway! "
United States
Navin W.
$714 nightly
The price is $775
Jun 22 - Jun 23
Total with taxes and fees
White Mountains Waterfront Chalet w/ Private Beach
Interior

Ava Jade yurt nestled in the woods of Brownfield, Maine

Ava Jade yurt nestled in the woods of Brownfield, Maine
Brownfield
10.0 out of 10, Exceptional, (19 reviews)
"Very communicative host and it was a lovely stay! We will definitely return. "
United States
Wing Ki Winki C.
$150 nightly
The price is $164
Jun 22 - Jun 23
Total with taxes and fees
Ava Jade yurt nestled in the woods of Brownfield, Maine
Interior

Rufus III Yurt on the river

Rufus III Yurt on the river
Brownfield
10.0 out of 10, Exceptional, (13 reviews)
"Had a great time,will be back for sure. "
United States
John C.
$172 nightly
The price is $187
Jun 23 - Jun 24
Total with taxes and fees
Rufus III Yurt on the river
Outdoor dining

Allie Mae Yurt nestled in the woods

Allie Mae Yurt nestled in the woods
Brownfield
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
$160 nightly
The price is $174
Jun 22 - Jun 23
Total with taxes and fees
Allie Mae Yurt nestled in the woods
Outdoor dining

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay at Grandma’s with our two little boys and dog. It was clean, cozy and a perfect location for our weekend ice fishing trip! We enjoyed walking the rail trail, watching ducks by the dock, passing snowmobiles, and playing puzzles/games. Highly recommend for a family getaway. We would definitely stay again."
United States
Nicole C.
$553 nightly
The price is $600
Jun 22 - Jun 23
Total with taxes and fees
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Exterior

Loose Moose Lodge – Family chalet, fireplace, ski!

Loose Moose Lodge – Family chalet, fireplace, ski!
Bartlett
9.8 out of 10, Exceptional, (9 reviews)
"The place is bigger than it seems in the photos, great location near Storyland"
United States
Bobby D.
$400 nightly
The price is $434
Jun 22 - Jun 23
Total with taxes and fees
Loose Moose Lodge – Family chalet, fireplace, ski!
Property grounds

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
9.0 out of 10, Wonderful, (7 reviews)
"Great location & comfortable! "
United States
Jeanine L.
$179 nightly
The price is $194
Jun 22 - Jun 23
Total with taxes and fees
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Terrace/patio

Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great!"
United States
Leah F.
$308 nightly
The price is $334
Jun 22 - Jun 23
Total with taxes and fees
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Exterior

Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro

Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (16 reviews)
"Everything was great! The house was immaculate and perfect for our group. We hope to stay again."
United States
Miriam B.
$1,413 nightly
The price is $1,533
Jun 30 - Jul 1
Total with taxes and fees
Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro
Standard Double Room, 1 King Bed | Free WiFi

White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.6 out of 10, Good, (148 reviews)
"Small and old"
United States
James
$146 nightly
The price is $159
Jul 2 - Jul 3
Total with taxes and fees
White Mountain Cottages
Riverside Villa | Individually decorated, individually furnished, laptop workspace

TuckAway Suites at East Branch

TuckAway Suites at East Branch
2.5 star property
Intervale
10.0 out of 10, Exceptional, (13 reviews)
"Tuckaway Suites very clean and small amenities that made a very pleasant stay. Quiet and peaceful location. "
United States
Helen
$149 nightly
The price is $161
Jun 23 - Jun 24
Total with taxes and fees
TuckAway Suites at East Branch
TV

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (98 reviews)
"Great place to stay. Very clean. Incredibly thorough. Very welcoming to pets. "
United States
Nathan
$244 nightly
The price is $265
Jun 23 - Jun 24
Total with taxes and fees
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
TV, fireplace

998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river

998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river
jackson
9.6 out of 10, Exceptional, (68 reviews)
"Great communication from check in to check out. Adorable place and great location. We cannot wait to go back!"
United States
Tricia B.
$214 nightly
The price is $232
Jun 25 - Jun 26
Total with taxes and fees
998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river
Smart TV, fireplace

Great Conway Location! Shop Eat Hike Swim

Great Conway Location! Shop Eat Hike Swim
Settlers Green
7.8 out of 10, Good, (26 reviews)
"Room was clean enough, but the location in the midst of a outlet mall left a lot to be desired for a stop on a leaf peeping vacation."
United States
Kelly C.
$252 nightly
The price is $254
Jun 23 - Jun 24
Total with taxes and fees
Great Conway Location! Shop Eat Hike Swim
Gazebo

Nordic Village Resort

Nordic Village Resort
3.0 star property
Jackson
8.6 out of 10, Excellent, (1,845 reviews)
"The most wonderful place to stay! "
United States
Amanda
$160 nightly
The price is $174
Jun 22 - Jun 23
Total with taxes and fees
Nordic Village Resort
Living area

Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake

Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake
Lovell
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful scenery all around the area. House was quiet and conveniently located"
United States
Laura
$256 nightly
The price is $279
Jun 22 - Jun 23
Total with taxes and fees
Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake
Terrace/patio

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
East Wakefield
$187 nightly
The price is $188
Jun 22 - Jun 23
Total with taxes and fees
Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
Property grounds

Luxury Tent in New Hampshire-Tail-Tuckaway

Luxury Tent in New Hampshire-Tail-Tuckaway
Wakefield
10.0 out of 10, Exceptional, (2 reviews)
"Such an amazing experience, my partner and I stayed here while attending the Maine Renaissance faire in Acton (only 20 minutes away) and we couldn't have asked for a better experience! Definitely the most glamorous camping experience we've ever had haha, we can't wait to book again"
United States
Rebecca
$172 nightly
The price is $187
Jun 22 - Jun 23
Total with taxes and fees
Luxury Tent in New Hampshire-Tail-Tuckaway
Smart TV, fireplace

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
7.8 out of 10, Good, (18 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
$349 nightly
The price is $379
Jun 22 - Jun 23
Total with taxes and fees
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Beach nearby

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (19 reviews)
"This is a great place to stay with a dog"
United States
David M.
$210 nightly
The price is $228
Jun 22 - Jun 23
Total with taxes and fees
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Madison Hotel Reviews

The Green Granite North Conway, an Ascend Collection Hotel

The Green Granite North Conway, an Ascend Collection Hotel

10/10 Excellent
"Excellent stay! We stay every time we are in North Conway! Great place! Highly recommend!! And very affordable!"
Jeremy 2-night trip
Posted 4 hours ago
The Green Granite North Conway, an Ascend Collection Hotel

Find out more about Madison

Everything you need to know about Madison vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madison vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madison vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Madison in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Madison?

Yes, you can find vacation rentals close to popular points of interest in Madison, or you can go with a more remote option if you're looking for relaxation. Madison is known for its shopping and ski areas. Make sure you have time to check out the lake views and restaurants during your trip.

What's the top vacation rental that Madison has to offer?

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room: This vacation home near Madison is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Madison?

Expedia has 51 vacation rentals for your stay in Madison.

What’s there to see and do in Madison?

Explore the area and family-friendly sights such as Conway Station, or get out into nature at a spot like Silver Lake. King Pine Ski Area and Ossipee Pine Barrens Preserve are other places to visit while you're in town.

What’s a vacation rental in Madison like?

Vacation rentals are privately owned properties you can book for several days or longer in Madison. Vacation rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.