
Holiday houses in Chesapeake
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Top-rated holiday rentals in Chesapeake
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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.

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.

River View Cottage
Keep it simple at this peaceful & centrally-located river cottage in Dunbar, WV. Enjoy the river view from this 2 bed/1 bath home updated and fully stocked for your stay. Convenient to the interstate, restaurants, shopping, hospitals & 1.5 miles from the Shawnee Sports Complex. We are 10-15 minutes from downtown Charleston, Mardi Gras Casino & Resort, Clay Center, Charleston Coliseum & Convention Center. We offer keyless entry and a home security system. Off-street parking. No pets allowed.

Riverfront w/ Deck - Dock - Pets - Fire-pit & View
Cozy 3-bedroom riverfront cottage in Boomer, WV offers a large deck w/ stunning river views and a private dock for anglers, boats/jet skis, and easy access for kayaks, canoes, tubes, paddleboards. Relax around the firepit or enjoy the spacious fenced-in yard, perfect for kids and pets. Located roughly 30 min. from NRG National Park & Charleston. 40 min. from Summersville Lake & Rail Explorers in Clay. Book your stay today for a peaceful riverside retreat in beautiful WV. NO CLEANING FEE

Cozy Cabin minutes from NRG National Park
Emerson and Wayne is a quaint, luxurious, newly constructed cabin. Located just 10-15 minutes from everything Fayetteville and the NRG National Park have to offer. The ideal location if you're looking to get away from the hustle and bustle of it all yet still want to explore the beauty and adventures of our town/state. Very private, with the entire cabin and property to yourself. Enjoy relaxing on the decks or soaking in the hot tub while listening to the peaceful sounds of nature.

Retreat in the mountains with new hot tub & deck.
Located in Charleston,WV near CAMC Memorial Hospital. 10 minutes away from Yeagar Airport.This fully furnished basement has recently been remodeled which provides a quiet and clean space to relax or work. King size bed and queen size pull out sofa. Air mattresses available. Two full baths. Brand new hot tub. Jacuzzi tub. You can relax and unwind on the deck while over looking the pond and waterfall. At night you can take a leisurely walk around the pond under the lights.Free Wi-Fi.

The 505 on Margaret
Welcome to our custom-built brand-new house in the heart of Charleston West Virginia. This house was completed June 2024 and has been furnished, stocked, and designed with the most modern and updated materials. We have specifically designed this house for nightly, weekly or month-long stays. Located 2 blocks from the Charleston Coliseum and a short walk to the lively capitol street. Check out our other house next door to this one, The 314 on Joseph. Children and pets are welcome.

Enjoy our Cozy Garage Apartment
You will love staying in this one bedroom garage apartment, located in the neighborhood of Kanawha City, in the south east section of Charleston , West Virginia. Situated on the Kanawha River, we are minutes from grocery stores and restaurants. We are less than 10 miles from downtown Charleston which has a lot to offer in cultural experiences and locally owned restaurants and businesses. Enjoy the neighborhood feel and enjoy the view of the mountains and the beautiful river.

The BearBnB - Pet friendly, 5 mins to downtown
Take it easy at this almost heaven hideaway. This adorable, Bear themed loft gives you the country setting you’re looking for and the convenience you need. Located just 5 minutes from downtown Charleston and Yeager Airport. Enjoy the peace and quiet of nature or hop downtown for an array of shopping and eatery selections. Tour the West Virginia State Capitol topped with its gorgeous gold dome or dive into WV’s many adventures. Business or pleasure, you’ll love the Bear BNB

Rosie's Cabin
Rosie's Cabin is located just 10 minutes from downtown Charleston. Our cabin is an authentic log cabin that is spacious and offers plenty of room to spend time with family and friends. The cabin sits in a peaceful neighborhood located just outside City limits. Rosie's offers a hot tub, fire pit, wood burning fireplace, charcoal grill and plenty of shared parking space with nearby cabin. ** Winter months may require a four wheel drive vehicle due to driveway. **

Mystic Pond Cabin-Dark History!
Tiny house/big personality! Stay on our 350 acre farm where Bigfoot sightings & dark history have occurred. Intriqued by the paranormal? We provide ghosthunting gear for your visit. Cozy private cabin is nestled under old trees in a mountain valley on a reclaimed coal mine site. 30 minutes to New River Gorge National Park. 20 minutes to WV Bigfoot museum. 10 minutes to Summersville Lake. 5 minutes to a Winery and Distillery. Walk our farm trails, relax & stargaze.

An All-Access Bookstore Vacation
Ever thought of having your own bookstore? Here's your chance to live that dream! Plot Twist Books is a charming independent bookshop just minutes from West Virginia's capital city. With our attached studio apartment, you can explore the bookshop 24/7 while learning a bit about the bookselling business. This rental is designed for people who want to go “behind the shelves” at a true independent bookstore.
Popular amenities for Chesapeake holiday rentals
Other great holiday rentals in Chesapeake

Prayer Mountain A-Frame Tiny Cabin

Country Domes, Take Me Home!

Kanawha City cottage

Cozy cabin, 6 mi HM trails, 12 mi from Charleston

Charleston Overlook

Elk River Trail Retreat

Secluded mountain getaway with hot tub & view

Box Elder Cabin
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