Vacation rentals in Chesapeake

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Top-rated vacation rentals in Chesapeake

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Top guest favorite
A fully furnished bell tent sits on a spacious wooden deck surrounded by lush greenery. An inviting hammock is suspended nearby, and the forested area features a natural landscape with scattered leaves and tree trunks, creating a serene outdoor atmosphere.
Place to stay in Scarbro
4.99 out of 5 average rating, 137 reviews

Forest Glamping near NRG-Blackberry Blossom-1 of 3

Your fully furnished luxury 16ft bell tent sits on a large elevated deck featuring a Solo Stove, Adirondack chairs, and hammock. To ensure ultimate seclusion, your site is located over 75ft from any other campers on our peaceful 16-acre property. It’s the perfect romantic getaway or place to unwind after a day of play in the New River Gorge National Park, which is only 20 minutes away. Your bell tent is fully powered, has AC, a heater, towels, and fresh bedding- all you have to do is show up!

Guest favorite
A comfortable bedroom features a wooden sleigh bed with crisp white linens and decorative black and white checkered pillows. Two bedside lamps provide soft light, while a wall clock and minimalist decor enhance the inviting atmosphere. A window offers a view of the natural surroundings outside.
Cottage in Charleston
4.88 out of 5 average rating, 272 reviews

Hunt Cottage-3 Miles from Downtown Charleston

Charming, remodeled private cottage completely surrounded by West Virginia nature! No neighbors in sight and less than 2 miles from I-64. Enjoy the peace and quiet of a cottage in the mountains only 3 miles from all bars, restaurants, and entertainment! Convenient to: CAMC General (2.5 miles) CAMC Memorial (5.3 miles) Thomas Memorial (7.7 miles) Airport (6.6 miles) Charleston Coliseum and Convention-Center (2.1 miles) University of Charleston (6.1 miles) Mardi Gras Casino (14 miles/20 minutes)

Guest favorite
A rustic cabin is surrounded by colorful autumn foliage. The structure features a quaint front porch with wooden railings and a single entry door. Nearby, a picnic table is positioned on a bed of fallen leaves, enhancing the natural outdoor setting.
Cabin in Poca
4.93 out of 5 average rating, 110 reviews

Poca Valley Cabin #1

Make memories at our unique family-friendly cabin. Our cabin is equipped w/ the amenities you need to ensure a comfortable relaxing stay, w/climate-controlled environment, you'll stay comfortable no matter the weather. Separate public bathhouse. Centrally located yet private & peaceful. Access to community horseshoe pits, cornhole, hot tub, shooting range, party deck. River access. 4-wheel/all wheel drive a MUST! Fourwheelers, side×sides welcome. Come experience rustic comfort at it's finest!

Guest favorite
The living room features a comfortable reclining couch and a bright red armchair, complemented by large windows dressed with yellow curtains. A colorful area rug covers the hardwood floor, while a small TV is set on a side table, providing a cozy space with natural light.
Home in Dunbar
4.99 out of 5 average rating, 159 reviews

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.

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 Charleston
4.89 out of 5 average rating, 333 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.

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
4.95 out of 5 average rating, 401 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!

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
4.9 out of 5 average rating, 173 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, 204 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 comfortable living area features a mix of seating options, including bright blue chairs and a cozy hanging chair. A television is mounted on a shelf adorned with bear-themed decorations. Natural light pours in through large windows, enhancing the warm ambiance of the space.
Loft in Charleston
4.93 out of 5 average rating, 379 reviews

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

Top guest favorite
Cabin in Charleston
4.95 out of 5 average rating, 180 reviews

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. **

Top guest favorite
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
4.95 out of 5 average rating, 112 reviews

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.

Top guest favorite
A studio apartment features a queen-size bed with a vivid orange comforter, complemented by two orange chairs and a writing desk. Natural light enters through two windows adorned with red curtains, and a decorative area rug enhances the space's warmth.
Apartment in South Charleston
4.99 out of 5 average rating, 230 reviews

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 vacation rentals