
Holiday rentals in Chesapeake
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Chesapeake
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Snazzy Storage Unit! 😍 Just off I64
Have you ever wondered what it would be like to stay overnight in a mini-storage? Probably not, lol! But if you've ever watched HGTV, you'll see that people across the country are creating short-term rentals out of all kinds of crazy things, from shipping containers and barns, to old warehouses. Well, in Cross Lanes WV, we took our cues from those folks on TV and created a short-term rental out of a storage unit! Conveniently located, just off I64, and only 1 mile to the Mardi Gras Casino.

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!

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.

Wooded setting 10 mins to Charleston
Our guest house is gated and surrounded by woods and wildlife! Here our guests can benefit from a handicap accessible home, fire pit, plenty of wooded trails to explore, paved driveway, and plenty of room for ATV trailer parking as well. This home offers a large kitchen and views of wildlife from every window. All this while only 15 minutes away from downtown Charleston, Shawnee Sports Complex and Hatfield and McCoy trails. We now have a small fenced area for pets to enjoy.

The BearBnB - Pet friendly, 10 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 10 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

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.

River Retreat,LLC/4.5 m to Charleston/River access
Unwind in the serenity of this beautiful home, situated in the heart of the Appalachian Mountains, where you can gaze at the breathtaking Kanawha River and mountainous backdrop from the comfort of a covered patio. Includes access to the river for fishing or kayaking (gear not included). Minutes away from historic Charleston, offering a balance of access to city attractions with a scenic place to rest after adventuring. Close to Interstates 64, 77, and 79. No cleaning fee.

RealTree Camo Cabin 2 - Amish Built Classic WV
This classic WV cabin has everything you need for a comfortable escape. There is a queen bed and a pull out Twin XL. There is another Twin XL matress in the closet if needed. The kitchen is ready for chefs! A nice laundry room and bathroom also. Outside the cabin door you can sit on a bench and enjoy a fire, roast marshmallows and enjoy the scenery. Firewood is provided. Inside the cabin guests can enjoy 2 flat screen tvs plus a DVD collection. This cabin has heat & air.

Lucky Penny Camper with Mountain View By New River
Cozy getaway tucked into the coal mining "holler" of Cunard/Brooklyn, the Lucky Penny is just up the road from the Cunard New River Access as well as walking distance to several National Park trails. Get away from the city, experience a real WV neighborhood, have a campfire, enjoy the lovely mountain view and starry sky, and recharge. The heat pump keeps it cozy even in zero degree temps! (Bring some cozy socks though. =)

Trier Loft at Renaissance Tower
Trier Loft is a luxury downtown condominium located on picturesque Capital Street in Charleston, WEST VIRGINIA. It is in a 100+ year old building that was originally the KB&T Building. There are spectacular views of Charleston and its surrounding hills from its 5th floor vantage point. It is within easy walking distance to Charleston's most popular restaurants, bars, theaters, specialty shops, and concert venues.
Popular amenities for Chesapeake holiday rentals
Other great holiday rentals in Chesapeake

Conveniently located modern 1 BR

2 Bed - Near I-64, Dog Track, Hospitals, WV State

Nature's Charm in Charleston

Kanawha City cottage

Mountain State Stay! 2BR1BA - New! Great Location!

Charleston's Music House

Cozy 1BR Apartment in Nitro, WV

Downtown Cozy & Newly Renovated
Destinations to explore
- Western North Carolina Holiday rentals
- Washington Holiday rentals
- Gatlinburg Holiday rentals
- Charlotte Holiday rentals
- Pigeon Forge Holiday rentals
- Cape Fear River Holiday rentals
- Northeast Ohio Holiday rentals
- Pittsburgh Holiday rentals
- Indianapolis Holiday rentals
- Rappahannock River Holiday rentals
- Asheville Holiday rentals
- James River Holiday rentals
