Vacation rentals in Chesapeake

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.

Historic Farmhouse by Nature Preserve

We welcome you to The Little House, sensitively restored and thoughtfully 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 spot to read a book— or write one. (Please note price increase due to Airbnb fee inclusion). One loft bedroom with one full bed + one daybed. One pull-out loveseat downstairs; 2 stored iBeds. Re: pets: one dog allowed. No cats.

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

Whether you’re here to ride, relax, or recharge, this modern-rustic cabin offers the perfect mix of privacy and convenience. ✔ 4 miles to H&M Single Track ✔ 11 miles to H&M Ivy ✔ Fire pit for evenings under the stars ✔ Pet-friendly fenced yard + doggy door ✔ Updated kitchen & bathroom ✔ Self check-in for easy arrival Bring your crew and your pups to enjoy wide-open space with modern comforts. After a long day on the trails, unwind on the porch swing, grill dinner, and relax by the fire pit.

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.

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!

Charming Charleston cottage

Welcome to this charming, newly renovated cottage in the heart of Charleston! This peaceful retreat is just minutes from CAMC and WVU hospitals, downtown shops, restaurants, and the State Capitol. Perfect for traveling nurses, professionals, or couples looking to explore the area. This cozy home offers an inviting living space, a fully equipped kitchen, and two comfortable bedrooms. Enjoy the beautiful tree-lined streets and unwind on the back patio after a day of work or adventures.

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.

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.

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

Camp David, Charleston’s Ultimate Experience!

One of a kind experience .. Located on the Kanawha River with stunning views of the State Capitol. Camp David offers the sights, sounds and relaxation that being on the water brings. Our rental comes with the complimentary use of bikes, kayaks, SUP’s when available and an add on option of a pontoon sightseeing or to take the boat to brunch, lunch or dinner and enjoy the sunrise, sunsets or the beautiful views of the mountains.

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.