Vacation rentals in Chesapeake

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.

4.89 out of 5 average rating, 336 reviews

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.

4.95 out of 5 average rating, 408 reviews

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

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!

5.0 out of 5 average rating, 10 reviews

Townhouse 1480 w/ gameroom

Relax with the whole family at this peaceful place to stay. Quiet neighborhood. 4 BR (5 beds) 2.5 baths. The forth bed is also a game room w/ air hockey, skew ball, foozeball and Ms. pac-man. Fully stocked kitchen with everything you need to cook a meal. Smart TV’s in every room. Three stories including walk out basement. Coffee bar. Starter pack of toiletries and dish and laundry soap. Dishwasher. Close to every part of Charleston. 3 bedrooms on upper floor, 4th bedroom in basement area.

4.99 out of 5 average rating, 163 reviews

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

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 suite in Charleston

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.

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.

4.89 out of 5 average rating, 176 reviews

A welcoming cottage exterior is framed by a green lawn and mature trees. The house features a peaked roof and a combination of brick and textured siding. A covered front porch, adorned with a wreath, invites guests to enter. Surrounding homes and a fence are visible in the background.

5.0 out of 5 average rating, 13 reviews

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.

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.

5.0 out of 5 average rating, 216 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.

4.96 out of 5 average rating, 178 reviews

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 Charleston

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.

4.94 out of 5 average rating, 229 reviews

The open-concept kitchen features modern appliances and a central dining island with seating for four. Light floods in through large windows, highlighting the sleek cabinetry and tasteful décor. A cozy lounge area is partially visible, adding to the comfortable atmosphere.

Condo in Charleston

Cozy Family Apt In Downtown Charleston, WV

Conveniently located near a TESLA CHARGING STATION! This newly remodeled condo style apartment is conveniently located in the heart of downtown. The location is in walking distance to some of the best restaurants, shopping, and more. Just steps away from the Clay Center and CAMC General Hospital for nurses. Staying here you definitely get to experience what it’s like to live downtown and see what all beautiful Downtown Charleston has to offer!

The exterior of a grand early 20th-century home is displayed, featuring a stone facade, a large central entrance with a decorative portico, and symmetrical windows. Well-manicured lawns are visible, bordered by lush greenery, while a clear sky provides a bright backdrop to the historic architecture.

5.0 out of 5 average rating, 24 reviews

The Ruffner

Welcome to The Ruffner! Located in Charleston, WV, this beautifully restored early 20th-century home blends historic charm with modern comfort. Original details like hardwood floors and vintage-inspired decor meet contemporary amenities. Enjoy spacious bedrooms, a fully equipped kitchen, and cozy living spaces. Minutes from Capitol Market, dining, and Kanawha River trails, The Ruffner is perfect for a stylish and relaxing stay. Book today!

4.95 out of 5 average rating, 121 reviews

An outdoor sitting area is visible on the houseboat, featuring comfortable wicker chairs and a dark table. Soft lights illuminate the space, with the reflection of the State Capitol's dome seen in the water. The scene captures a serene evening ambiance.

Houseboat in Charleston

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.