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Holiday rentals in Charleston

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Top-rated holiday rentals in Charleston

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

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Top guest favourite
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, 323 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.

Guest favourite
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, 135 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.

Top guest favourite
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, 373 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 favourite
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
4.99 out of 5 average rating, 113 reviews

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!

Top guest favourite
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
4.92 out of 5 average rating, 150 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 favourite
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, 167 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 favourite
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.
Flat in Kanawha City
4.96 out of 5 average rating, 161 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.

Top guest favourite
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.
Guest house in Charleston
4.93 out of 5 average rating, 341 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

Guest favourite
A welcoming porch is featured, adorned with wooden railings and a dark overhang. Steps lead up to the entrance, surrounded by natural greenery. A small table and chairs are located on the porch, offering a space to enjoy the outdoors.
Cabin in Charleston
4.95 out of 5 average rating, 153 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. **

Guest favourite
A cozy living area features a leather sectional sofa adorned with a blue throw blanket. A small side table holds a lamp, casting a warm glow over the space. An abstract painting is displayed on the wall, complementing the room's modern decor.
Flat in Charleston
4.96 out of 5 average rating, 111 reviews

A Royal Hideaway-Serene Feel Apt In 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!

Top guest favourite
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.
Apartment in Charleston
5 out of 5 average rating, 213 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.

Top guest favourite
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.
Flat in South Charleston
4.99 out of 5 average rating, 159 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 Charleston holiday rentals

When is the best time to visit Charleston?

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Avg. price$123 SGD$122 SGD$127 SGD$115 SGD$134 SGD$136 SGD$138 SGD$136 SGD$139 SGD$134 SGD$134 SGD$134 SGD
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Frequently Asked Questions

  • What are the best places to stay in Charleston?

    Travelers frequently choose vacation rentals or accommodations near the East End or downtown, known for vibrant food scenes, local art, and walkable access to riverfront spaces. Kanawha City and South Hills neighborhoods are also often suggested for a quieter stay.

  • What are the best things to do in Charleston with kids?

    Families can explore the Clay Center for the Arts and Sciences, enjoy interactive experiences at the Avampato Discovery Museum, or spend time at local parks. Seasonal events and farmers markets also provide family-friendly activities.

  • What are some of the best things to do in Charleston?

    Explore the Capitol Market for local flavors, walk the scenic West Virginia State Capitol grounds, and visit galleries or catch live performances at the Clay Center. Riverside parks and the city’s historic districts invite further discovery.

  • How is the weather in Charleston?

    Charleston has cold winters, with January around 26–44°F (-3–7°C), and warm, humid summers near 65–86°F (19–30°C) in July. Spring and fall are milder, while rainfall is spread throughout the year.

  • When is the best time to visit Charleston?

    Late spring and early autumn are often recommended for milder temperatures and comfortable weather, making outdoor activities pleasant. Summer brings lush landscapes and several local festivals.

  • What are the best places to visit in Charleston?

    Explore the West Virginia State Capitol for its architecture and history or stroll through the Haddad Riverfront Park. The Clay Center and local museums highlight regional culture and art.

  • What are some hiking trails in Charleston?

    Nearby Kanawha State Forest has a network of hiking trails through wooded hills. Charleston’s local parks, such as Cato Park, also provide easy walking paths and reconnect visitors with nature.

  • What are some family activities we can do in Charleston?

    Families often explore interactive exhibits at the Avampato Discovery Museum, kayak or paddle on the Kanawha River, or enjoy community spaces at Magic Island Park. Local theaters and seasonal festivals also welcome all ages.

  • What are some of the best day trip ideas from Charleston?

    Nature enthusiasts head to nearby state parks for hiking or waterfall views, while history lovers explore heritage museums or small mountain towns around the region. Scenic drives into the Appalachian hills are frequently suggested.

  • Are there any pet friendly accommodations available in Charleston?

    Travelers can find pet-friendly vacation rentals and accommodations in neighborhoods like East End, Kanawha City, and South Hills. Many parks in the area make exploring with pets more enjoyable.

  • What are some local tips for visiting Charleston?

    Locals often recommend sampling seasonal produce at Capitol Market and joining community events at Haddad Riverfront Park. Bringing layers is helpful due to changing weather, especially in spring and autumn.

  • What is Charleston known for?

    Charleston is known for its riverfront setting, Capitol building with a gold dome, and lively arts community. The city’s roots in coal and labor history bring unique stories to tours and local museums.

  • What are the best hidden gems to explore in Charleston?

    Travelers frequently discover hidden gems like the Sunrise Carriage Trail, which climbs woodlands near the river, or mural-lined alleys and galleries in the East End. Smaller local cafes and artisan markets are also worth exploring.

  • What are the best foods to try in Charleston?

    Charleston has Appalachian-influenced comfort foods, such as country ham, ramp dishes, and pepperoni rolls. Local markets and diners also serve seasonal pies, regional barbecue, and home-style meals.

  • What should I bring for a trip to Charleston?

    Pack comfortable shoes for walking, a lightweight rain jacket, and layers to adjust to changing temperatures, especially in spring and fall. During summer, consider sunscreen and insect repellent for outdoor activities.

  • What is the nightlife in Charleston like?

    Charleston has local bars, craft breweries, and music venues, especially in the downtown area and East End. Live performances and open mic nights are frequently found at neighborhood spots.

  • What are the most popular events or festivals in Charleston?

    Festivals like FestivALL, which fills the city with art, music, and performances in summer, and the Wine & Jazz Festival are frequently suggested. Kanawha Valley events and community celebrations are also popular, especially in warmer months.

  • Are there family friendly vacation rentals in Charleston?

    Many vacation rentals in Charleston welcome families, with options in neighborhoods like East End, Kanawha City, and South Hills. Look for homes with kitchens or extra space for added comfort during your stay.

Quick stats about holiday rentals in Charleston

  • Total holiday rentals

    Explore 190 holiday rentals in Charleston

  • Nightly prices starting at

    Charleston holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 11,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    190 of Charleston holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Charleston rentals

  • 4.8 Average rating

    Charleston stays are highly rated by guests – averaging 4.8 out of 5!