Madison Vacation Rentals

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Oct 23 - Oct 24
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Oct 24 - Oct 25
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Oct 24 - Oct 26
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Oct 31 - Nov 2

Vacation Rentals in Madison

Exterior
Luxurious cabin, 6 mi HM trails, 12 mi Charleston
Luxurious cabin, 6 mi HM trails, 12 mi Charleston
10.0 out of 10, Exceptional, (34)
"Great location nice clean cabin great host "
United States
Bernie G.
$209 nightly
The price is $222
Nov 10 - Nov 11
Total with taxes and fees
Luxurious cabin, 6 mi HM trails, 12 mi Charleston
Smart TV, video games, stereo
The Palace on Charles is the perfect vacation getaway.
The Palace on Charles is the perfect vacation getaway.
$820 nightly
The price is $921
Oct 26 - Oct 27
Total with taxes and fees
The Palace on Charles is the perfect vacation getaway.
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.
10.0 out of 10, Exceptional, (12)
"The cabin was very well made with so many amenities. "
United States
Rachael
$295 nightly
The price is $328
Oct 29 - Oct 30
Total with taxes and fees
Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.
Smart TV, fireplace, DVD player, books
ADULT ONLY Naughty Pines log cabin located in South Charleston, WV
ADULT ONLY Naughty Pines log cabin located in South Charleston, WV
10.0 out of 10, Exceptional, (13)
"Excellent property and so much fun"
United States
Heather P.
$447 nightly
The price is $498
Oct 27 - Oct 28
Total with taxes and fees
ADULT ONLY Naughty Pines log cabin located in South Charleston, WV
Exterior
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
9.8 out of 10, Exceptional, (9)
"Beautiful view and quiet clean the owner is nice I don't know what else to say can't get no better than that"
United States
Archie J.
$172 nightly
The price is $191
Oct 26 - Oct 27
Total with taxes and fees
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
Property grounds
Firehouse Bandits Houses
Firehouse Bandits Houses
10.0 out of 10, Exceptional, (19)
"Perfect location to get on the trails and very nice house! "
United States
Anna H.
$269 nightly
The price is $299
Nov 5 - Nov 6
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
9.6 out of 10, Exceptional, (10)
"Check in and out went very smoothly. Restaurant downstairs serves delicious food. Apartment was as advertised. We will plan to stay there again. "
United States
Carla R.
$282 nightly
The price is $314
Nov 1 - Nov 2
Total with taxes and fees
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
Exterior
Hillbilly Rockin' Rt 3 Cabins - Ivy Branch Trailhead
Hillbilly Rockin' Rt 3 Cabins - Ivy Branch Trailhead
$1,515 nightly
The price is $1,605
Oct 27 - Oct 28
Total with taxes and fees
Hillbilly Rockin' Rt 3 Cabins - Ivy Branch Trailhead
Interior
Horse Creek Cabins - Creekside Cabin near Ivy Branch
Horse Creek Cabins - Creekside Cabin near Ivy Branch
2.0 star property
$124 nightly
The price is $131
Oct 27 - Oct 28
Total with taxes and fees
Horse Creek Cabins - Creekside Cabin near Ivy Branch
Bar (on property)
The Magnolia House
The Magnolia House
10.0 out of 10, Exceptional, (1)
"There were 8 adults and 2 children (5,10). There was plenty of room for everyone. The deck was awesome, though pretty chilly at night. The half bath accessed from the deck was convenient. There was a pleasant mix of modern and antique. The kitchen was fabulous (the large sinks definitely a plus!). For trail riders, it was a bit luxurious, but not so we were uncomfortable. The parking space had lefty of room for our 4 trucks/trailers and one other vehicle, as well as our 7 side by sides. We...
United States
Teresa G.
$345 nightly
The price is $366
Nov 10 - Nov 11
Total with taxes and fees
The Magnolia House
Property grounds
Deluxe 4 Bedroom 4-1/2 Bath Log Cabin With Theater Room
Deluxe 4 Bedroom 4-1/2 Bath Log Cabin With Theater Room
$1,010 nightly
The price is $1,123
Nov 9 - Nov 10
Total with taxes and fees
Deluxe 4 Bedroom 4-1/2 Bath Log Cabin With Theater Room
Interior
RV Site 13 Camper - Hatfield McCoy Trails
RV Site 13 Camper - Hatfield McCoy Trails
6.0 out of 10, (1)
"The location is ideal, close to Rock House and Devil Anse. It took almost 22 hours to get a response from the host and we were getting ready to book something else. The staff was not very friendly at all during the check in process. They didnt tell us where our camper was located, and we had to walk around and figure it out like Dora. They didnt tell us where to take our trash and Oscar was off duty. They didnt give us location/direction to anything. The seal to the toilet is broken so we had...
United States
Mandy C.
$201 nightly
The price is $224
Oct 26 - Oct 27
Total with taxes and fees
RV Site 13 Camper - Hatfield McCoy Trails
Interior
RV Site 14 Camper - Hatfield McCoy Trails
RV Site 14 Camper - Hatfield McCoy Trails
$201 nightly
The price is $224
Oct 26 - Oct 27
Total with taxes and fees
RV Site 14 Camper - Hatfield McCoy Trails
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
"Great all around. Tyler is on top of it!"
Tim K. 3-night trip
Posted 3 days 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 $131 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.

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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?

Private house sleeps 8 in Logan. Located near HMTS access points, dining, shops: 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 dishwasher, a fridge, and a stovetop, 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.