Vacation rentals in Chesapeake

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chesapeake

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Guest favorite
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, 316 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.

Top guest favorite
An open layout features a spacious bed adorned with decorative pillows, complemented by a modern sofa and coffee table. A well-equipped kitchen, complete with stainless steel appliances and a countertop, is visible in the background, illuminated by warm overhead lighting.
Place to stay in Cross Lanes
4.99 out of 5 average rating, 202 reviews

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.

Top guest favorite
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
4.94 out of 5 average rating, 357 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!

Top guest favorite
A serene pond is surrounded by lush landscaping and illuminated with twinkling lights. The soothing water features a gentle fountain in the center. An old car rests on the shore, adding a unique vintage touch to the peaceful outdoor atmosphere.
Guest suite in Charleston
4.91 out of 5 average rating, 140 reviews

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.

Top guest favorite
A modern front door is opened wide, inviting guests into the home. A welcome mat featuring the phrase 'WELCOME HOME' is visible on the doorstep. Light-colored flooring can be seen inside, along with a glimpse of decor and furnishings.
Home in Charleston
5 out of 5 average rating, 140 reviews

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.

Top guest favorite
A gated entrance features a sturdy wooden arbor leading to a decorative metal gate with wildlife designs. Stone pillars flank the gate, while vibrant fall decorations, including straw bales and festive figures, are placed nearby amidst lush greenery.
Home in South Charleston
4.99 out of 5 average rating, 109 reviews

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.

Guest favorite
The exterior of a guesthouse is framed by vibrant autumn foliage. A two-car garage is present, with a staircase leading to the entrance. A black bear-themed decoration sits in front, adding a charming touch to the natural surroundings illuminated by warm sunset light.
Guesthouse in Charleston
4.93 out of 5 average rating, 316 reviews

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

Top guest favorite
The kitchen features white cabinetry and appliances, including a refrigerator, stove, and oven. A small round table with two metal chairs is positioned near a window, dressed in light curtains. A decorative bowl of fruit adds a pop of color on the table.
Apartment in Kanawha City
4.96 out of 5 average rating, 150 reviews

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.

Superhost
A serene river view is captured, featuring the tranquil water flowing beside a grassy area. Lush green trees line the bank, complemented by a mountainous backdrop, creating a peaceful natural setting.
Home in Belle
4.91 out of 5 average rating, 162 reviews

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.

Superhost
An all-terrain vehicle is parked on a gravel area beside a classic wooden cabin. The cabin features a set of steps leading to the entrance. Sunlight filters through bare trees in the background, highlighting the natural outdoor setting.
Cabin in Clendenin
4.88 out of 5 average rating, 105 reviews

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.

Guest favorite
The front of a vintage camper is shown beneath a covered patio, illuminated by string lights. An outdoor dining table with chairs and a propane grill are present. The gravel pathway leads to the entrance, with green grass and trees in the background.
Camper/RV in Fayetteville
4.96 out of 5 average rating, 340 reviews

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. =)

Top guest favorite
A modern living area features a gray sectional sofa adorned with yellow decorative pillows. A white coffee table is positioned in front, and a built-in shelving unit displays colorful decor items. A dining area is visible in the background, showcasing a round table and chairs.
Condo in Charleston
5 out of 5 average rating, 198 reviews

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 vacation rentals