Madison Vacation Rentals

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  • Upfront pricing

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Madison vacation rentals

Terrace/patio

Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.

Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.
South Charleston
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful cabin with woodburning fireplace"
United States
Tessa W.
$270 nightly
The price is $301
May 17 - May 18
Total with taxes and fees
Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.
Terrace/patio

Luxurious cabin, 6 mi HM trails, 12 mi Charleston

Luxurious cabin, 6 mi HM trails, 12 mi Charleston
Alum Creek
10.0 out of 10, Exceptional, (44 reviews)
"Great location and had everything we needed. "
United States
Noah B.
$202 nightly
The price is $214
May 14 - May 15
Total with taxes and fees
Luxurious cabin, 6 mi HM trails, 12 mi Charleston
Smart TV, books

Ivy Branch Cottage - Danville

Ivy Branch Cottage - Danville
Danville
9.8 out of 10, Exceptional, (14 reviews)
"Nice, small very livable home. Close to everything shopping , dining etc"
Singapore
Shirley F.
$315 nightly
The price is $334
May 14 - May 15
Total with taxes and fees
Ivy Branch Cottage - Danville
Property grounds

Firehouse Bandits Houses

Firehouse Bandits Houses
Accoville
10.0 out of 10, Exceptional, (22 reviews)
"Very clean, spacious rooms, plenty of seating. Highly recommend this property! The owners were fantastic, Steve came by and talked with me for a while. Great place! "
United States
Chris P.
$305 nightly
The price is $340
May 24 - May 25
Total with taxes and fees
Firehouse Bandits Houses
Smart TV, books

Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
Logan
9.6 out of 10, Exceptional, (10 reviews)
"Perfect place if you're going to trails. Everyone we dealt with from the owners to the restaurant workers to even the locals who frequented the restaurant were great and treated you like friends. Will probably be first choice for future visits. To the owners and employees, thank you."
United States
John W.
$380 nightly
The price is $424
May 14 - May 15
Total with taxes and fees
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
Interior

ADULT ONLY Naughty Pines log cabin located in South Charleston, WV

ADULT ONLY Naughty Pines log cabin located in South Charleston, WV
South Charleston
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful cabin and the snow made it better "
United States
Dawn J.
$451 nightly
The price is $502
May 17 - May 18
Total with taxes and fees
ADULT ONLY Naughty Pines log cabin located in South Charleston, WV
Outdoor dining

Riverview Retreat II, Charming 2 BR apartment with WiFi in Chapmanville, WV

Riverview Retreat II, Charming 2 BR apartment with WiFi in Chapmanville, WV
Chapmanville
8.0 out of 10, Very Good, (1 review)
"Overall, this was a good stay. The location was very quiet and the property was clean, with the exception of something sticky left on the dining room table. We did have a small issue with the directions not working properly in the app, but the host responded in a timely manner and provided the address via message, which was helpful.One thing to note for future guests: be sure to accurately list all guests who will be staying. The host does monitor the cameras to verify the number of guests and...
United States
Willis H.
$187 nightly
The price is $210
Jun 1 - Jun 2
Total with taxes and fees
Riverview Retreat II, Charming 2 BR apartment with WiFi in Chapmanville, WV
Exterior detail

The Palace on Charles is the perfect vacation getaway.

The Palace on Charles is the perfect vacation getaway.
Logan
$810 nightly
The price is $910
May 17 - May 18
Total with taxes and fees
The Palace on Charles is the perfect vacation getaway.
Interior

Deluxe 4-Bedroom Log Cabin

Deluxe 4-Bedroom Log Cabin
chapmanville
Deluxe 4-Bedroom Log Cabin
Property grounds

Hillbilly Rockin' Rt 3 Cabins - Ivy Branch Trailhead

Hillbilly Rockin' Rt 3 Cabins - Ivy Branch Trailhead
Julian
$1,513 nightly
The price is $1,603
May 31 - Jun 1
Total with taxes and fees
Hillbilly Rockin' Rt 3 Cabins - Ivy Branch Trailhead
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

Luxurious cabin, 6 mi HM trails, 12 mi Charleston

Luxurious cabin, 6 mi HM trails, 12 mi Charleston

10/10 Excellent
"Beautiful property that’s very dog friendly! Love the doggie door to a fenced portion of the yard. Very nice fire pit with comfy chairs. The bed was very comfortable. Everything you need to cook/bake in the kitchen. Very private with beautiful views but close to town. Tyler responds very quickly and is very available. I also accidentally left my wedding band behind and Tyler went straight there and found it for me and shipped it safely back to me! Above and beyond kind. We definitely plan to return in the future!"
Steven M. 3-night trip
Posted 1 day ago
Luxurious cabin, 6 mi HM trails, 12 mi Charleston

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 $214 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, we have vacation rentals close to popular attractions in Madison, or you can choose a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Madison?

3 bedroom home quiet neighborhood close to trails: This vacation home rental near Madison is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Madison?

While you're exploring the area, Drawdy Falls Roadside Park and Ridge View Twin Lakes are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Bearwallow Hatfield & McCoy Trailhead and Chief Logan State Park.

What are vacation rentals like in Madison?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Madison. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for small groups.