Madison Vacation Rentals

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Vacation Rentals in Madison

Dining
White Mountains Waterfront Chalet w/ Private Beach

Chalet in Eidelweiss Village

9.8 out of 10, Exceptional, (25)
"We stayed here the weekend of June 20th for a girls trip & had an amazing time! The home was clean and comfortable. We enjoyed the private beach & beautiful view from the deck! Highly recommend. "
United States
Erin B.
$461 nightly
The price is $500
Nov 24 - Nov 25
Total with taxes and fees
White Mountains Waterfront Chalet w/ Private Beach
Dining
Ava Jade yurt nestled in the woods of Brownfield, Maine

Camping in Brownfield

10.0 out of 10, Exceptional, (17)
"The ava jade yurt was a great spot to unwind. It had everything we needed, was clean, and very comfy in the winter weather. Communication was good and the check-in and check-out processes were easy. "
United States
Sean M.
$150 nightly
The price is $164
Nov 23 - Nov 24
Total with taxes and fees
Ava Jade yurt nestled in the woods of Brownfield, Maine
Property grounds
Rufus III Yurt on the river

Camping in Brownfield

10.0 out of 10, Exceptional, (11)
"We enjoyed our stay very much!"
United States
Sandy D.
$172 nightly
The price is $187
Nov 24 - Nov 25
Total with taxes and fees
Rufus III Yurt on the river
Terrace/patio
Allie Mae Yurt nestled in the woods

Camping in Brownfield

10.0 out of 10, Exceptional, (21)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
$160 nightly
The price is $174
Nov 23 - Nov 24
Total with taxes and fees
Allie Mae Yurt nestled in the woods
Standard Double Room, 1 King Bed | 2 bedrooms, free WiFi
White Mountain Cottages

Cabin in North Conway

3.0 star property
7.6 out of 10, Good, (105)
"Beautiful views and great price! Simple but met all our needs. "
United States
Alex
$80 nightly
The price is $87
Nov 23 - Nov 24
Total with taxes and fees
White Mountain Cottages
Fridge, microwave, oven, stovetop
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile

Cottage in Brownfield

10.0 out of 10, Exceptional, (3)
"Everything was great for check in, and the amenities and snacks there were a great touch! Came in handy for the couple that forgot to pack their toothbrushes! "
United States
Brian A.
$260 nightly
The price is $283
Nov 30 - Dec 1
Total with taxes and fees
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
Summit Loft | Coffee and/or coffee maker
TuckAway Suites at East Branch

Aparthotel in Intervale

2.5 star property
10.0 out of 10, Exceptional, (11)
"We enjoyed our stay in the Summit Loft! Very well equipped and comfortable. Considering they are a pet friendly property it was not unusual to find a few stray dog hairs on couches etc, although it was clean..not an issue for us but possibly something to consider for anyone with allergens. I would stay again and recommend! "
United States
Erika
$146 nightly
The price is $158
Nov 23 - Nov 24
Total with taxes and fees
TuckAway Suites at East Branch
Exterior
Relaxing A-Frame with Hot Tub and Lake Access

Chalet in Denmark

10.0 out of 10, Exceptional, (2)
"Great house, we had a wonderful time!"
United States
Alex F.
$415 nightly
The price is $452
Nov 30 - Dec 1
Total with taxes and fees
Relaxing A-Frame with Hot Tub and Lake Access
Interior
998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river

Cabin in jackson

9.6 out of 10, Exceptional, (62)
"Quiet, private cabin with cozy decor. Hot tub was great! Close to hiking at Pinkham Notch. "
United States
susan
$177 nightly
The price is $192
Dec 1 - Dec 2
Total with taxes and fees
998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river
Dining
*NEW Chalet in the Sky|2BR|Attitash|North Conway

Chalet in Bartlett

10.0 out of 10, Exceptional, (9)
"Nice views!"
United States
Kyle K.
$351 nightly
The price is $382
Nov 23 - Nov 24
Total with taxes and fees
*NEW Chalet in the Sky|2BR|Attitash|North Conway
Fridge, microwave, oven, stovetop
85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace

Cabin in Jackson

9.4 out of 10, Exceptional, (22)
"Really loved this VRBO. Very comfortable and had everything we needed."
United States
Hannah C.
$184 nightly
The price is $200
Dec 7 - Dec 8
Total with taxes and fees
85 Dundee · Cozy Log Cabin/Private Hot Tub/Brook/Fireplace
Exterior
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access

Cabin in Newfield

2.0 star property
10.0 out of 10, Exceptional, (3)
"I stayed here for the 4th of July weekend and had a wonderful time! You can really tell the host put a lot of thought and detail to every little thing on the inside and outside. There was a lot of nice features throughout like the hidden sauna, hot tub, fire pit, swinging chairs, etc. "
United States
Stephanie S.
$371 nightly
The price is $404
Dec 1 - Dec 2
Total with taxes and fees
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
Terrace/patio
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (4)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
$157 nightly
The price is $170
Nov 23 - Nov 24
Total with taxes and fees
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
TV, fireplace, books
Two-story charming retreat w/deck, private gas grill, and private washer/dryer

Vacation Home in North Conway

9.2 out of 10, Wonderful, (88)
"Great stay for us and our two kids! Literal perfect location for us going to storyland, shopping and checking out Diana’s bath plus echo lake! Easy in and out. Already planning on renting again! "
United States
Kylie P.
$228 nightly
The price is $247
Dec 2 - Dec 3
Total with taxes and fees
Two-story charming retreat w/deck, private gas grill, and private washer/dryer
Fridge, microwave, oven, stovetop
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Cabin in Conway

10.0 out of 10, Exceptional, (90)
"Loved our stay. She made us feel right at home with our dog!"
United States
Lori R.
$222 nightly
The price is $241
Nov 24 - Nov 25
Total with taxes and fees
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Fridge, microwave, oven, stovetop
Indoor Pool, Hot Tub, Storyland

Apartment in Bartlett

$363 nightly
The price is $394
Dec 10 - Dec 11
Total with taxes and fees
Indoor Pool, Hot Tub, Storyland
Outdoor spa tub
Attitash Mountain Village

Aparthotel in Bartlett

3.0 star property
8.6 out of 10, Excellent, (542)
"Very nice room and location"
United States
john
$129 nightly
The price is $140
Nov 23 - Nov 24
Total with taxes and fees
Attitash Mountain Village
Exterior
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Vacation Home in Freedom

8.8 out of 10, Excellent, (31)
"It was great and the weather was perfect. Love that it’s dog friendly! And Helen was very helpful. "
United States
ELIZABETH B T.
$284 nightly
The price is $308
Nov 24 - Nov 25
Total with taxes and fees
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Property grounds
Family & dog friendly ski chalet with fire pit

Chalet in Bartlett

9.0 out of 10, Wonderful, (2)
$352 nightly
The price is $381
Dec 1 - Dec 2
Total with taxes and fees
Family & dog friendly ski chalet with fire pit
Gazebo
Nordic Village Resort

Aparthotel in Jackson

3.0 star property
8.6 out of 10, Excellent, (1793)
"It is nice place to stay. "
United States
Wen
$110 nightly
The price is $119
Nov 23 - Nov 24
Total with taxes and fees
Nordic Village Resort
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

Eastern Inn & Suites

Eastern Inn & Suites

10/10 Excellent
"Excellent service, the staff was very friendly, and the room was very nice. Excellent service, the staff was very friendly, and the room was very nice.(clean) It's an excellent hotel considering the quality versus the price"
Carlos 2-night trip
Posted 2 days ago
Eastern Inn & Suites

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 $87 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?

Birchmont Townhouses: This vacation home near Madison is located near skiing and offers a barbecue grill, air-conditioning, and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

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?

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.