A lake surrounded by dense forest and mountains in the background.

Madison Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Madison vacation rentals

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, (151 reviews)
"Small and old"
United States
James
$120 nightly
The price is $130
Jul 16 - Jul 17
Total with taxes and fees
White Mountain Cottages
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, (20 reviews)
"Beautiful , clean , secluded Yurt . We truly enjoyed our stay "
United States
Judy S.
$150 nightly
The price is $164
Jul 16 - Jul 17
Total with taxes and fees
Ava Jade yurt nestled in the woods of Brownfield, Maine
Interior

Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature

Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature
Chatham
9.4 out of 10, Exceptional, (28 reviews)
"This is a very remote location and finding it could have been difficult, but the host gave excellent direction"
United States
Jennifer C.
$125 nightly
The price is $136
Jul 20 - Jul 21
Total with taxes and fees
Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature
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.
$245 nightly
The price is $248
Jul 16 - Jul 17
Total with taxes and fees
Great Conway Location! Shop Eat Hike Swim
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
Jul 16 - Jul 17
Total with taxes and fees
Allie Mae Yurt nestled in the woods
1 bedroom

Vintage Short Bus Vacation Rental Nestled in the Forest near North Conway, New Hampshire

Vintage Short Bus Vacation Rental Nestled in the Forest near North Conway, New Hampshire
Chatham
$75 nightly
The price is $81
Jul 16 - Jul 17
Total with taxes and fees
Vintage Short Bus Vacation Rental Nestled in the Forest near North Conway, New Hampshire
TV

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (100 reviews)
"Great place to stay. Very clean. Incredibly thorough. Very welcoming to pets. "
United States
Nathan
$260 nightly
The price is $282
Jul 22 - Jul 23
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, (69 reviews)
"Great communication from check in to check out. Adorable place and great location. We cannot wait to go back!"
United States
Tricia B.
$225 nightly
The price is $244
Jul 20 - Jul 21
Total with taxes and fees
998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river
Garden Villa | Living area | TV

TuckAway Suites at East Branch

TuckAway Suites at East Branch
2.5 star property
Intervale
10.0 out of 10, Exceptional, (15 reviews)
"Tuckaway Suites very clean and small amenities that made a very pleasant stay. Quiet and peaceful location. "
United States
Helen
$181 nightly
The price is $196
Jul 16 - Jul 17
Total with taxes and fees
TuckAway Suites at East Branch
Iron/ironing board, travel crib, WiFi (free), bed sheets

Peaceful Barn Loft near Sebago Lake and Conway, NH

Peaceful Barn Loft near Sebago Lake and Conway, NH
Hiram
$191 nightly
The price is $208
Jul 21 - Jul 22
Total with taxes and fees
Peaceful Barn Loft near Sebago Lake and Conway, NH
Exterior detail

The in town cabin

The in town cabin
Conway
9.6 out of 10, Exceptional, (31 reviews)
"Great place to stay. "
United States
Zach F.
$186 nightly
The price is $201
Jul 19 - Jul 20
Total with taxes and fees
The in town cabin
Smart TV, fireplace

85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace

85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace
Jackson
9.6 out of 10, Exceptional, (31 reviews)
"Cozy and peaceful - we had a wonderful stay and would recommend!"
United States
Anonymous traveler
$271 nightly
The price is $294
Jul 23 - Jul 24
Total with taxes and fees
85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace
Dining

Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
Center Tuftonboro
10.0 out of 10, Exceptional, (13 reviews)
"It was very cozy a 10/10 I would definitely pick this house again it was a good house to stay at I don’t regret booking!"
United States
Bartolome V.
$437 nightly
The price is $474
Jul 23 - Jul 24
Total with taxes and fees
Cozy Tuftonboro Escape: Steps to Private Beaches!
Interior

Cozy Private Chalet-Close to Skiing with Hot Tub-Pet Friendly

Cozy Private Chalet-Close to Skiing with Hot Tub-Pet Friendly
Bartlett
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful property made the stay so comfortable. "
United States
Jason G.
$549 nightly
The price is $596
Jul 16 - Jul 17
Total with taxes and fees
Cozy Private Chalet-Close to Skiing with Hot Tub-Pet Friendly
TV, fireplace, books

Two-story charming retreat w/deck, private gas grill, and private washer/dryer

Two-story charming retreat w/deck, private gas grill, and private washer/dryer
North Conway
9.2 out of 10, Wonderful, (93 reviews)
"very clean, beautiful location and cabin. couldn’t have enjoyed our stay any better"
United States
David R.
$442 nightly
The price is $480
Jul 16 - Jul 17
Total with taxes and fees
Two-story charming retreat w/deck, private gas grill, and private washer/dryer
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
Jul 16 - Jul 17
Total with taxes and fees
Luxury Tent in New Hampshire-Tail-Tuckaway
Interior

Rufus III Yurt on the river

Rufus III Yurt on the river
Brownfield
10.0 out of 10, Exceptional, (14 reviews)
"What a wonderful, private scenic spot! It was a great way to unplug, relax and enjoy the nature around you. With that said, you are 15 mins away from Fryeburg where you can grab a great cup of coffee at Fair Grounds to fuel you up while you drive through the White Mountains."
United States
Theresa
$172 nightly
The price is $187
Jul 20 - Jul 21
Total with taxes and fees
Rufus III Yurt on the river
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
7.4 out of 10, Good, (19 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
$349 nightly
The price is $379
Jul 16 - Jul 17
Total with taxes and fees
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
TV, books, stereo

Artsy Woodland Group Hideaway Cabin!

Artsy Woodland Group Hideaway Cabin!
Parsonsfield
8.4 out of 10, Very Good, (7 reviews)
"It's not the most modern place but it is a good value, has what you need and is in a beautiful setting "
United States
Dan F.
$480 nightly
The price is $523
Jul 16 - Jul 17
Total with taxes and fees
Artsy Woodland Group Hideaway Cabin!
Outdoor dining

Cozy Yurt in the Peaceful Woods in Chatham, NH

Cozy Yurt in the Peaceful Woods in Chatham, NH
Chatham
$118 nightly
The price is $128
Jul 20 - Jul 21
Total with taxes and fees
Cozy Yurt in the Peaceful Woods in Chatham, NH
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

Golden Gables Inn Dazzler Select by Wyndham

Golden Gables Inn Dazzler Select by Wyndham

10/10 Excellent
"The balcony view was green and serene, the AC worked well, didn't use the pool but it looked inviting. The staff were wonderful and kind."
Scott 1-night trip
Posted 2 hours ago
Golden Gables Inn Dazzler Select by Wyndham

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 $130 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?

Private & Super Spacious, close to downtown N. Conway and ski.: This vacation home near Madison is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Madison?

Expedia has 50 vacation rentals for your stay in Madison.

What’s there to see and do in Madison?

Silver Lake and Pea Porridge Pond are a couple of lovely local spots to get outside and enjoy nature. 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.