Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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Top guest favourite
The exterior of the house is highlighted by a charming gabled roof and white clapboard siding. A stone chimney rises from the roof, and the entrance features a set of steps leading to a welcoming front door framed by large windows on either side, surrounded by lush green grass and trees.
Home in South Hills
4.89 out of 5 average rating, 327 reviews

Historic Farmhouse by Nature Preserve

We welcome you to The Little House, sensitively restored and superbly furnished. Enjoy entire house and its 2.7 acres, adjacent to 52 acres of walking trails, while still in the heart of town. Ideal for nature-seekers and business travelers alike. Calm, quiet environs in which to read a book— or write one. One loft bedroom with one full bed + one (30" x 70") daybed. One pull-out loveseat in sitting room; 2 stored iBeds. Note all bedding details under Space. Re: pets: one dog allowed. No cats.

Guest favourite
An outdoor fire pit area is depicted, surrounded by four blue adirondack chairs. A stone circle encloses the fire pit, set on a grassy lawn. The cottage is visible in the background, with a deck and an umbrella providing shaded seating.
Home in West Logan
4.96 out of 5 average rating, 73 reviews

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

Cottage 304 is a cozy, new construction, 2 bedroom house where you’ll feel right at home during your stay. No need to trailer your ATVs! We’re located just 1 mile from the Bearwallow trail of the Hatfield McCoy trails. Enjoy evenings grilling your favorite meal on our park-style grill or relaxing by the fire pit. We're minutes from dining, shopping, and entertainment. We offer plenty of private, secure parking, quality mattresses, and new furnishings that will make your stay truly the best!

Top guest favourite
A spacious deck surrounded by lush greenery features a beige bell tent. Two comfortable Adirondack chairs are situated nearby, with a small fire pit placed between them. The natural setting provides a serene and private atmosphere for relaxation.
Place to stay in Scarbro
5 out of 5 average rating, 119 reviews

Forest Glamping, Blackberry Blossom-2 of 3

Be surrounded by nature in ultimate comfort. Our 16 acre property is the perfect romantic getaway or place to unwind after a day in The New River Gorge National Park. Your fully furnished 16ft bell tent was tastefully designed with you in mind. You’ll enjoy a large deck with Solo stove, and your site is located over 75ft from any other campers. Since your tent has power, AC, a long list of amenities, like towels and bedding, all you have to do is show up! Snag the hammock, kick back and relax.

Superhost
Home in Charleston
4.91 out of 5 average rating, 133 reviews

Lake Chaweva Chalet~Hot Tub~Private Dock~Kayaks

Secluded Getaway~Hot Tub & Private Dock Take it easy at this unique and tranquil chalet. Inside Lake Chaweva’s gated community, enjoy this gem that has both rustic charm and comfortable amenities. Take a stroll around the lake or enjoy the serenity of the deck and beautiful tree cover. Located just off I-64, the Chalet is in close proximity to restaurants and local shops. Within 15 minutes of CAMC, Charleston Civic Center, West Virginia State College and University, & Shawnee Sports Complex.

Top guest favourite
A living room is shown with modern furniture including a blue sofa and gray loveseat. Yellow and gray accents feature on decorative pillows and chairs. Large windows allow natural light, while plants add a fresh touch. A colorful area rug enhances the space.
Home in Dunbar
4.97 out of 5 average rating, 198 reviews

2 Bed, 1 Bath - King Bed - Garage available - W/D

Hi, my name is Kevin. My wife and I have been running this Airbnb for the past two years. Please send me your questions if you have them. Thanks, Kevin Info you need to know + 2 bed, 1 bath + extensions available + Discounts available for stays of 4 months or more + King bed, Queen bed + Dishwasher + Washer and Dryer + Garage space + Carport Location + 2 minutes to the Grocery store + 5 minutes to the Interstate + 2 minutes to the Bank + 10 minutes to the Casino + 3 hours to Columbus, OH

Top guest favourite
The cottage's entrance features a wooden ramp leading to a blue door, framed by a gabled awning. Shuttered windows with decorative flower boxes enhance the welcoming atmosphere, while the light-colored siding and brown trim contribute to the cottage's charming exterior.
Cottage in Charleston
4.95 out of 5 average rating, 386 reviews

Peace Like A River

Freshly remodeled 2 bedroom cottage in North Charleston, West Virginia. Unwind with games, puzzles and books or take a hot bath in the claw-foot tub. You won't miss the TV when you can watch the sunset on the wrap around porch overlooking the Kanawha River. High-Speed Internet access is available to stay connected. You will be 10 minutes to The Charleston Coliseum and Appalachian Power Park. The Shawnee Sports Complex and WVSU are 7 minutes away. Come experience Peace Like a River!

Guest favourite
The exterior of a mountain cabin is shown, featuring a wooden deck with steps leading up to a front entrance. The structure is surrounded by lush greenery, with trees partially covering the hillside in the background.
Cabin in Danville
4.92 out of 5 average rating, 60 reviews

WV Mountain Cabin/Hatfield and McCoy trails

Beautiful,Private, Secluded and Secure Mountain Cabin only a few miles off 119 and the town of Danville WV. Come enjoy a quite peaceful setting where the deer run free and the calls of nature are all around you. Those avid hikers we have several acres for you to explore. H&M Ivy Branch about 15 miles away. About 6 miles outlaw trials off Mud River/ Hobet Outlaw trails. We do have trailer parking at the top of the driveway. Kayaking stream access or rentals within close driving distance.

Top guest favourite
An open-plan living area is highlighted, showcasing a spacious kitchen featuring stainless steel appliances and a large island with seating. A dining table for six is visible, along with a cozy seating arrangement that includes an armchair and a sofa, all set against a backdrop of warm wood flooring.
Home in South Charleston
4.99 out of 5 average rating, 139 reviews

The Riverbend Retreat | Riverfront Home

Relax by the riverside with this stunning, amenity-packed location! This fully remodeled 2 bedroom home will be perfect for a couple's getaway or a family trip. Enjoy beautiful views of the Great Kanawha River, downtown shopping in the Charleston area, or take the scenic drive to the New River Gorge for even more adventures! Our pet-friendly property has all the comforts of home, with the bespoke style of a luxury stay. Come and experience the Wild and Wonderful beauty of West Virginia!

Guest favourite
Flat in Madison
5 out of 5 average rating, 11 reviews

McCoy's Getaway

Bring the whole family to this great place with lots of room for fun. This apartment is located in Madison, WV. We are centrally located to the Hatfield McCoy trail system, water access for kayaking and within walking distance to a local Mexican restaurant. This spacious apartment is newly renovated with modern amenities and has a country feel. After your long day enjoy some relaxing time on the deck in front of a warm fire pit and roast marshmallows. Come stay with the real McCoys!

Guest favourite
The cabin's exterior features a wooden walkway leading to a covered porch, surrounded by lush greenery. Tall trees provide a natural backdrop, while under a partially cloudy sky, the rustic charm of the log cabin is accentuated.
Cabin in Charleston
4.99 out of 5 average rating, 106 reviews

Naughty Pines *ADULT ONLY* NEW

This unique adult themed two bedroom/two-bathroom log cabin is centrally located in Charleston, WV. We offer custom designed spaces for consenting couples to explore or indulge in new desires. Our cabin has a private hot tub and fire pit area for couples to enjoy. We offer a custom made BDSM bed, St. Andrew's Cross, leather swing, medical exam table, sex chair and queen size bed for sleeping. Our cabin is designed to help couples reconnect, relax and explore new things.

Guest favourite
A serene creek meanders through a landscape covered in fallen leaves, surrounded by bare trees. The ground is blanketed in brown foliage, creating a natural setting that highlights the tranquility of the rural area. The water is partially obscured by the leaf litter.
Farm stay in Spurlockville
4.95 out of 5 average rating, 105 reviews

Horse Creek - Cardinal Cabin Near Ivy Branch HMT

This cabin built in 2022 includes all modern amenities with a beautiful wooden design. Located about 4 miles from the Hatfield McCoy Trails Ivy Branch location and lots of room to park then ride your side by side directly to the trails. Also close to the former Hobet Mine. A very peaceful and beautiful rural area with lots of wildlife around such as deer and turkeys. Relax by the fire pit or walk down to the creek. Only a 25 minute drive from the Southridge Shopping Center.

Guest favourite
A cozy bedroom features a spacious bed adorned with a navy coverlet, accented by pillows in red, green, and black. A decorative chandelier hangs above, while a gallery wall of framed art and vintage items adds character. Natural light filters through yellow curtains beside the window.
Camper van/Motorhome in Julian
5 out of 5 average rating, 6 reviews

Coal Miner's Mansion

Mountain Mama Lodging is in Julian, WV at the Hatfield McCoy - Ivy Branch Trail system and the new “Big Coal River Trail” that's coming soon. There are several days of riding here! We're in a quiet family-friendly neighborhood mobile home park and only 4.7 miles from the new Ivy Branch trailhead and 10 miles from the NEW Big Coal River Trail. Mountain Mama Lodging has MULTIPLE places right next door to each other! She welcomes large parties with lots of guests.

Popular amenities for Madison holiday rentals

  1. Airbnb
  2. United States
  3. West Virginia
  4. Boone County
  5. Madison