Search Holiday Rentals in Madison

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Top Holiday Rentals in Madison

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!

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

10.0 out of 10, Exceptional, (12)
"Great communication with the host, very clean, enjoyed a couple nice fires and the hot tub. Was a great relaxing getaway. "
The price is £383
includes taxes & fees
18 Aug - 19 Aug
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, (29)
"This was a very nice cabin! We enjoyed our time there. Cozy and comfortable! "
The price is £171
includes taxes & fees
24 Aug - 25 Aug
Luxurious cabin, 6 mi HM trails, 12 mi Charleston

Firehouse Bandits Houses

10.0 out of 10, Exceptional, (17)
"Perfect location to get on the trails and very nice house! "
The price is £237
includes taxes & fees
31 Aug - 1 Sept
Firehouse Bandits Houses

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

9.0 out of 10, Wonderful, (30)
"Great communication and supplied our needs"
Cute Little Whole House For Rent<br>Franklin’s Lodge

3 bedroom home quiet neighborhood close to trails

9.8 out of 10, Exceptional, (20)
"Great little house close to Bearwallow trail head. Also have access to town by ATV. Walmart not too far away for essentials. "
3 bedroom home quiet neighborhood close to trails

Cottage 304, 2 Bed w/ Fire Pit, near trails!

10.0 out of 10, Exceptional, (48)
"My husband and I enjoyed our stay at cottage 304. Everything we needed to feel at home was available. We enjoyed being able to drive our four wheeler through the town of Logan. We felt safe and everyone was very helpful and friendly. "
Cottage 304, 2 Bed w/ Fire Pit, near trails!

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.

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

9.8 out of 10, Exceptional, (9)
"The cabin was very well made with so many amenities. "
The price is £250
includes taxes & fees
27 Aug - 28 Aug
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

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!!!"
The price is £155
includes taxes & fees
22 Aug - 23 Aug
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

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

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 £134
includes taxes & fees
17 Aug - 18 Aug
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector

Cozy house, 2 bed, 1 bath, full kitchen, close to Bearwallow

10.0 out of 10, Exceptional, (28)
"Our hosts were great, everything you would need is at the house. The trails were great and accessible close to the house."
The price is £222
includes taxes & fees
17 Aug - 18 Aug
Cozy house, 2 bed, 1 bath, full kitchen, close to Bearwallow

The Palace on Charles is the perfect vacation getaway.

The price is £696
includes taxes & fees
17 Aug - 18 Aug
The Palace on Charles is the perfect vacation getaway.

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

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

Adventure Awaits in a 2 Bedroom apartment in Logan WV. Hatfield McCoy or Hunting

2.0 star property
10.0 out of 10, Exceptional, (5)
"This apartment was a perfect stay for 4 adults on an extended weekend trail ride. The host was extremely helpful and easy to communicate with. She was there when we stayed and helped us get parked in the side lot she has. She showed us access to the trails around Bearwallow and led us to different spots. The apartment was very clean and everything we needed was stocked. Host provided lists of places to get food and menus. Wonderful experience and would definitely stay here again if we come back...
Adventure Awaits in a 2 Bedroom apartment in Logan WV. Hatfield McCoy or Hunting

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
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Madison Hotel Reviews

Frequently asked questions

Are there holiday rentals in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Madison has to offer?

Firehouse Bandits Houses: This holiday home rental outside of Madison is located in the mountains, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

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 wider area, you’ll find Bearwallow Hatfield & McCoy Trailhead and Chief Logan State Park.

What are holiday rentals like in Madison?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Madison. Holiday rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for small groups.