Madison Vacation Rentals

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Vacation Rentals in Madison

Our top choices for Madison vacation rentals

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

10.0 out of 10, Exceptional, (13)
"Excellent property and so much fun"
The price is CA $345
CA $692 total
includes taxes & fees
Sep 7 - Sep 8
ADULT ONLY Naughty Pines log cabin located in South Charleston, WV

Luxurious cabin, 6 mi HM trails, 12 mi Charleston

10.0 out of 10, Exceptional, (30)
"This was a very nice cabin! We enjoyed our time there. Cozy and comfortable! "
The price is CA $160
CA $301 total
includes taxes & fees
Sep 10 - Sep 11
Luxurious cabin, 6 mi HM trails, 12 mi Charleston

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

9.8 out of 10, Exceptional, (10)
"The cabin was very well made with so many amenities. "
The price is CA $207
CA $450 total
includes taxes & fees
Sep 5 - Sep 6
Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.

Cabin Hatfield McCoy Ivy Branch

10.0 out of 10, Exceptional, (11)
"Exactly what our family needed for our trip to our annual family reunion in Logan"
Cabin Hatfield McCoy Ivy Branch

Cozy 4-bedroom house in Man w WiFi, arcade game, and extra parking. Near trails.

2.0 star property
9.4 out of 10, Exceptional, (8)
"Absolutely amazing place to stay close to everything buddy was very helpful and easy to get in contact with definitely 10 out of 10 "
Cozy 4-bedroom house in Man w WiFi, arcade game, and extra parking. Near trails.

Private house sleeps 8 in Logan. Located near HMTS access points, dining, shops

Private house sleeps 8 in Logan. Located near HMTS access points, dining, shops

Deer Duplex Buck Side near Hatfield McCoy Ivy Branch Trails - 4 Bedrooms

10.0 out of 10, Exceptional, (1)
"Clean. Plenty of beds. Good size living room and patio. Lots of extras in the fridge. Good linens and towels. Would stay here again."
Deer Duplex Buck Side near Hatfield McCoy Ivy Branch Trails - 4 Bedrooms

Firehouse Bandits Houses

10.0 out of 10, Exceptional, (17)
"Perfect location to get on the trails and very nice house! "
The price is CA $221
CA $416 total
includes taxes & fees
Sep 8 - Sep 9
Firehouse Bandits Houses

Stephen’sHouse Bandits Houses LLC

10.0 out of 10, Exceptional, (19)
"We all loved the house. The fenced yard was great for the dog and for the kids to play while we were there. The hosts were very easy to talk to and were very friendly. Would definitely recommend to anyone looking to stay in the area. "
Stephen’sHouse Bandits Houses LLC

Cute Little Whole House For Rent<br>Franklin’s Lodge

9.0 out of 10, Wonderful, (30)
"Had fun"
Cute Little Whole House For Rent<br>Franklin’s Lodge

Home in South Charleston, WV

10.0 out of 10, Exceptional, (4)
"You will love it here!! Property, property owners, communication, just the entire energy of this home is 5 STARS!!! Thanks for having us, we WILL be back in the future! Do yourself a favor if you're considering staying here.. press that book now button!!!"
Home in South Charleston, WV

The Farm - Gated Farm on 75 acres, Close to HMT!, Short Ride to HMT, on 75 Acres, Gated

8.8 out of 10, Excellent, (5)
"Stayed to ride Hatfield McCoy trails. Great private location. Owner is very responsive. Kitchen is well equipped. Cabin has cell reception and wifi!"
The Farm - Gated Farm on 75 acres, Close to HMT!, Short Ride to HMT, on 75 Acres, Gated

Great place to hit the trails! Quiet place 3 BR, Close to HM trailsLogan County!

9.2 out of 10, Wonderful, (15)
"Great place to stay, owners are very responsive and will help anyway they can."
Great place to hit the trails! Quiet place 3 BR, Close to HM trailsLogan County!

The Palace on Charles is the perfect vacation getaway.

The price is CA $991
CA $1,270 total
includes taxes & fees
Sep 7 - Sep 8
The Palace on Charles is the perfect vacation getaway.

The Magnolia House

The price is CA $417
CA $505 total
includes taxes & fees
Sep 10 - Sep 11
The Magnolia House

Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector

9.8 out of 10, Exceptional, (8)
"Beautiful view and quiet clean the owner is nice I don't know what else to say can't get no better than that"
The price is CA $152
CA $264 total
includes taxes & fees
Sep 5 - Sep 6
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector

Country Bumpkin located in the heart of the Northern Hatfield McCoy Trails

10.0 out of 10, Exceptional, (1)
"Awesome location to the trails and local restaurants, Will definitely come back again! Host was prompt responding to my messages and very helpful with directions!"
Country Bumpkin located in the heart of the Northern Hatfield McCoy Trails

Fully Furnished 2 Bed single level - Ivy Branch Cottage

9.8 out of 10, Exceptional, (13)
"Nice, small very livable home. Close to everything shopping , dining etc"
Fully Furnished 2 Bed single level - Ivy Branch Cottage

3 bedroom home quiet neighborhood close to trails

10.0 out of 10, Exceptional, (21)
"Loved it here. It was clean the beds were comfortable and they had all the amenities. Quite location as well. We all got a good nights sleep and got up and rode all day. "
3 bedroom home quiet neighborhood close to trails

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

The price is CA $186
CA $263 total
includes taxes & fees
Sep 15 - Sep 16
Riverview Retreat II, Charming 2 BR apartment with WiFi in Chapmanville, WV
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

Find out more about Madison

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison vacation rentals we have selected for you start as low as CA $152 per night. Entering your travel dates in the search wizard 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. 

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?

Cozy 4-bedroom house in Man w WiFi, arcade game, and extra parking. Near trails.: This vacation home rental near Madison has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 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.