Madison Holiday Rentals

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Holiday Rentals in Madison

Property grounds
Blue Sunsets Cozy Retreat
8.8 out of 10, Excellent, (17)
"Overall great communication and stay. I definitely missed the driveway the first time but after that got the hang of it."
Blue Sunsets Cozy Retreat
Exterior
Luxurious cabin, 6 mi HM trails, 12 mi Charleston
10.0 out of 10, Exceptional, (6)
"This is our second stay at Moonshine Trail cabin and we love it. The cabin is clean, very private and has all the amenities you need. The host is responsive and accommodating. We look forward to staying again!"
Luxurious cabin, 6 mi HM trails, 12 mi Charleston
Exterior
Cozy house, 2 bed, 1 bath, full kitchen, close to Bearwallow
10.0 out of 10, Exceptional, (21)
"The owners were super! Plenty of parking and COVERED parking for your UTV. They had our trail passes ready for us and anything else we needed.(ice,bottled water)Our dog Copper was very comfortable here and loved the dog visits from William and Jennifers dogs as well as the neighbors dogs. It was clean and comfortable. Perfect location for trail riding Bearwallow and Rockhouse. Washer & Dryer made my weekend..I like going home with my clothes already washed!"
Cozy house, 2 bed, 1 bath, full kitchen, close to Bearwallow
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Property grounds
Gated home nestled in wooded setting- 10 min from Charleston!
10.0 out of 10, Exceptional, (9)
"As we drove through the neighborhood upon our arrival we were a bit hesitant. The Vrbo proved to be as represented. The kitchen was well stocked. Very clean. One suggestion might be a sign indicating the rental is the second house on the property. We would stay here again."
Gated home nestled in wooded setting- 10 min from Charleston!
Property grounds
Stephen’sHouse Bandits Houses LLC
10.0 out of 10, Exceptional, (9)
"Unfortunately we didn’t get to stay as planned due to being exposed and testing positive for Covid. Our host was understanding and very helpful, even offering different dates for a future stay. However, due to end of year work obligations we were unable to make plans. Genuinely nice, honest host that went out of her way to accommodate. I would definitely recommend them to anyone."
Stephen’sHouse Bandits Houses LLC
Golf
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
10.0 out of 10, Exceptional, (2)
"We came to ride the trails. I liked that we did not have to trailer the machines to the trail head on 2 of the 3 trail systems that we went to. Myrna and family are very friendly. Always asked if we needed anything. They allowed us to arrive early and hang out in the plentiful parking area. This allowed us and our pet to stretch our legs while she was cleaning the place for us. Town’s people are friendly and very appreciative of our business."
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
Fridge, microwave, oven, stovetop
3 bedroom home quiet neighborhood close to trails
10.0 out of 10, Exceptional, (10)
"Very well-kept home. Fully stocked with all your essential needs. Comfortable and spacious home"
3 bedroom home quiet neighborhood close to trails
2 bedrooms, free WiFi
Country Livng ATV Trails Lg porch w/Fire pit Outdoor Griilling
10.0 out of 10, Exceptional, (15)
"ill stay again"
The price is NZ$263
includes taxes & fees
27 May - 28 May
Country Livng ATV Trails Lg porch w/Fire pit Outdoor Griilling
Fridge, microwave, stovetop, dishwasher
Stay in a nice cozy home in the heart of the Hatfield Mccoy Trails!
9.0 out of 10, Wonderful, (2)
"We had a blast. Will hopefully stay at this place again."
Stay in a nice cozy home in the heart of the Hatfield Mccoy Trails!
Property grounds
Riverview Retreat Apartment, minutes to Hatfield and McCoy Trails, State Park
Riverview Retreat Apartment, minutes to Hatfield and McCoy Trails, State Park
Fridge, microwave, oven, stovetop
Cute Little Whole House For Rent<br>Franklin’s Lodge
8.8 out of 10, Excellent, (18)
"House is exactly as pictured. Very clean. Caretaker Pete was the best part of this house, he lives across the street and is very very friendly and extremely helpful. The area is rough however he reassured us we were good and all our property would be safe and it was. We went to WV to ride the Hatfield and Mccoys trail system, it was amazing!!! Suggestion for home owner, its time for curtains and a couch."
Cute Little Whole House For Rent<br>Franklin’s Lodge
3 bedrooms, iron/ironing board, travel cot, free WiFi
House on Main St., close to restaurants and entertainment. Miles from Trails!
4.0 out of 10, (1)
"The house is very cold. There are 2 units as described but those units only heat 5 ft. in front of it. The living room, kitchen and “second and third bedroom” are unusable. The bedrooms are not bedrooms but just a bed put in a random spot. None of the rooms have doors probably because there is no heat. Parking is a joke. There is a shop next door that details cars and blocks all of the parking. Definitely not worth it. Get a hotel and stay warm! "
The price is NZ$618
includes taxes & fees
27 May - 28 May
House on Main St., close to restaurants and entertainment. Miles from Trails!
Interior
Cozy Apartment in Logan WV Close to Hatfield McCoy Trails, Shopping, Restaurants
10.0 out of 10, Exceptional, (3)
"We had a wonderful stay. The hosts were very kind and thoughtful. We were in town for a few days due to our Grandmother's passing. When we arrived the apartment is just as pictured. The apartment has 4 spacious bedrooms and the beds were comfortable. The kitchen is fully stocked and the hosts left us a basket of snacks. The restaurant downstairs was a major perk of our trip. We enjoyed the southern home cooking for breakfast and dinner. We will definitely stay here again when visiting our family...
The price is NZ$476
includes taxes & fees
2 Jun - 3 Jun
Cozy Apartment in Logan WV Close to Hatfield McCoy Trails, Shopping, Restaurants
Family House, Private Bathroom (Blue Sunsets) | Garden
Blue Sunsets Cozy Retreat
9.4 out of 10, Exceptional, (3)
"Super nice place to stay, definitely nice having an extra living room for the kids to hangout in. And the full kitchen was awesome to have. Host was super nice definitely recommend staying here. "
Blue Sunsets Cozy Retreat
Pool
Hatfield Mccoy trails, quiet place 3 BR with ATV access - Logan County!
9.6 out of 10, Exceptional, (5)
"House was veey clean!"
Hatfield Mccoy trails, quiet place 3 BR with ATV access - Logan County!
Interior
Firehouse Bandits Houses
10.0 out of 10, Exceptional, (6)
"Loved the safe location and clean house. Owners were very accommodating and kind people. Would recommend this house and will probably stay here again in the future. Close to town of Man and a grocery store and restaurants. We rode the trails all week and we're blessed by the beauty of the mountains!!!"
Firehouse Bandits Houses
Private kitchen
The Barn built in 1874
10.0 out of 10, Exceptional, (3)
"Thanks, a lvoely spot"
The price is NZ$685
includes taxes & fees
27 May - 28 May
The Barn built in 1874
Exterior
The Farm - Hatfield McCoy Riders Welcome!, Short Ride to HMT, on 75 Acres, Gated
9.0 out of 10, Wonderful, (4)
"Utv riding"
The Farm - Hatfield McCoy Riders Welcome!, Short Ride to HMT, on 75 Acres, Gated
Fridge, microwave, oven, stovetop
Cozy 3BR home close to trails.
10.0 out of 10, Exceptional, (2)
"We had a nice 4 night stay. House was very clean and had everything we needed. Very close for bearwallow trail and about 8 miles to rockhouse trails. Great communication with host."
Cozy 3BR home close to trails.
Microwave, coffee/tea maker, cookware/dishes/utensils
Cottage 304, 2 Bed w/ Fire Pit, near trails!
10.0 out of 10, Exceptional, (35)
"Property was great and location was too!"
Cottage 304, 2 Bed w/ Fire Pit, near trails!
Don't see what you're looking for?
See all available properties in Madison
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.

Other types of properties in Madison you may be interested in

Exterior
Hampton Inn Charleston-Southridge
2.5 star property
9.2 out of 10, Wonderful, (815)
"I didnt like having people on the outside of the hotel outside our windows smoking. "
The price is NZ$241
includes taxes & fees
29 May - 30 May
Hampton Inn Charleston-Southridge
Exterior
Holiday Inn Express Suites Charleston, an IHG Hotel
2.5 star property
7.4 out of 10, Good, (291)
"Easy and convenient "
The price is NZ$231
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express Suites Charleston, an IHG Hotel
Lobby
Best Western Logan Inn
2.5 star property
8.4 out of 10, Very good, (340)
"Nice staff, clean room and quite."
The price is NZ$185
includes taxes & fees
1 Jun - 2 Jun
Best Western Logan Inn
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.

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?

Gated home nestled in wooded setting- 10 min from Charleston!: This holiday home rental outside of Madison is located in a rural location, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Madison?

While exploring the area, visit family-friendly sights like Upper Big Branch Miners Memorial, or get outside and enjoy nature at Chief Logan State Park. In the wider area, you’ll find Bearwallow Hatfield & McCoy Trailhead and Riverview Country Club.

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.

Recent reviews of Madison properties
Expedia verified reviews