A flag on a pole, a large building with a golden dome, and trees in the foreground.

Madison Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Madison vacation rentals

A covered porch with benches, American flags, and a brick building.

1. Chapmanville WV|2 Full Bed

Chapmanville WV|2 Full Bed
Chapmanville WV
10.0 out of 10, Exceptional, (257 reviews)
"Location is convenient for exploring nearby sites with easy access from the highway."
United States
Anonymous traveler
The price is ￥10,621
￥13,639 total
includes taxes & fees
Sep 8 - Sep 9
Chapmanville WV|2 Full Bed
A well-lit wooden house with a garden in front.

2. Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector

Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
Chapmanville
9.6 out of 10, Exceptional, (16 reviews)
"The location was great proximity to the outlaw trails and in town amenities. Host was very nice and able to help us with maps and anything we needed."
United States
Wendy W.
The price is ￥18,751
￥31,646 total
includes taxes & fees
Sep 11 - Sep 12
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
A wooden deck with a view of the surrounding landscape.

3. 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, (50 reviews)
"Great location and had everything we needed. "
United States
Noah B.
The price is ￥18,845
￥35,712 total
includes taxes & fees
Sep 14 - Sep 15
Luxurious cabin, 6 mi HM trails, 12 mi Charleston
A covered porch with benches, American flags, and a brick building.

4. Chapmanville WV|King Bed

Chapmanville WV|King Bed
Chapmanville WV
10.0 out of 10, Exceptional, (280 reviews)
"Great staff and comfy rooms."
United States
Anonymous traveler
The price is ￥9,655
￥12,408 total
includes taxes & fees
Sep 8 - Sep 9
Chapmanville WV|King Bed
A log cabin with a wooden deck, outdoor seating, and a metal roof.

5. 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, (40 reviews)
"We had a great time, definitely will be staying again"
United States
Tara M.
The price is ￥20,314
￥47,138 total
includes taxes & fees
Sep 21 - Sep 22
Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.
A living room with a ceiling fan, two sofas, a coffee table, and a TV mounted on the wall.

6. 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)
"Great place to stay. Restaurant right down stairs is amazing. Owners are very helpful and nice "
United States
Matthew S.
The price is ￥39,065
￥68,708 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
A compact kitchen with a dining table, chairs, a refrigerator, and a microwave.

7. Fantastic 2-bedroom house in Accoville close to Hatfield McCoy and outlaw trails

Fantastic 2-bedroom house in Accoville close to Hatfield McCoy and outlaw trails
Accoville
The price is ￥19,626
￥42,702 total
includes taxes & fees
Sep 9 - Sep 10
Fantastic 2-bedroom house in Accoville close to Hatfield McCoy and outlaw trails
A log cabin interior with a stone fireplace, wooden beams, a red rug, and a leather sofa.

8. 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, (25 reviews)
"Beautiful cabin and the snow made it better "
United States
Dawn J.
The price is ￥39,065
￥78,618 total
includes taxes & fees
Sep 20 - Sep 21
ADULT ONLY Naughty Pines log cabin located in South Charleston, 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

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.

10/10 Excellent
"Excellent condition, quiet, and clean. Would highly recommend."
Laura W. 3-night trip
Posted 20 hours ago
Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.

Find out more about Madison

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Look no further and take a look at our great range of rental properties in Madison!

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?

Cottage 304, 2 Bed w/ Fire Pit, near trails!: This vacation home rental near Madison has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a microwave, kitchenware, and a coffee maker.

What can I see and do in Madison?

While you're exploring the area, Ridge View Twin Lakes and Drawdy Falls Roadside Park 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.