
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.

The James: “Tiny” Home b/w Downtown & Folly
The James is a unique NEW 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Downtown Cheerful, 3 BDRM + 3 Full Bath +GOLF CART
Truly the absolute BEST place to be if you love great food. ★ Walk Score 96 ★ 5 min walk to King Street ★ Safe & Lively neighborhood ★ Washer + Dryer in unit ★ Free secured parking for 2 vehicles ★ 6 person GOLF CART on property available for rent Elliotborough is not only a local favorite but it is a mecca for foodies. You will be surrounded by top restaurants; Vern's, Leons, Chubby Fish, Southbound, Kultura, Chez Nous, Melfi's, The Ordinary, Babas, Prohibition.....so MANY walk-able places!

Historic Kitchen House - South of Broad (Charming)
The Rutledge Kitchen House is located at the southernmost tip of the peninsula in the historic "South of Broad" neighborhood and is surrounded by many antebellum mansions. Walk to the Battery, Rainbow Row, King Street, the Calhoun Mansion, the Heyward Washington House, shops, museums, and restaurants. Stroll to White Point Garden to see the sunset over the harbor. We are one of the few short term rentals in the historic district licensed by the City of Charleston License# OP2026-06992

Historic Vintage Charm | Private Modern Luxe
Turn back time in this refined historic Charleston residence (OP2025-06356). Soaring 12-ft ceilings, polished wood floors, and grand sash windows set the tone for an elegant retreat. A master bedroom and curtained sunroom each offer king beds for flexible sleeping. Located in a quiet, walkable historic downtown neighborhood. Perfect for couples or a sophisticated girls’ weekend. Private entrance, thoughtfully designed 1,000 sq. ft. interior. Exclusive off-street parking with EV charger.

The Garden Folly Guest House
Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

Endless Summer Downtown CHS
This historic property was built in 1838 with original porches to this grand Charleston home. Full renovation in January 2023 to create the beachy, coastal, surf chic spot it is today. Updates include new kitchen, two new bathrooms & fresh paint. Relax surrounded by a fun vibe and great local art. Downtown dining and bars are a short stroll away but we are still tucked in the quiet neighborhood close to MUSC Hospital. Walkable to Upper King Street nightlife and dining.

Large Guesthouse with Private Dock & Marsh Views
This newly built carriage house is separate from the main house. The cottage is about 1,200 sqft so it very open and spacious and great views of marsh and our tidal creek. We have a separate work area with desk and a massive dinning table if you need more room to work or to gather with friends. Full kitchen, washer and dryer, massive shower, the list goes on. You may not want to leave! Feel free to go sit and have coffee or cocktails on the dock. PERMIT# OP2025-06925

Downtown Charleston abode w/ bikes, 4 Beds
Welcome to our chic 2 bedroom + 2 bath second floor unit just steps away from Charleston's historic Hampton Park. Enjoy sunset bike rides, 5 minute walks to downtown's hottest restaurants, and views of the Citadel from your front porch. This stylish home comes equip with a fully stocked kitchen, beach towels, games, baby equipment, workspace, washer/dryer, WiFi, off-street parking, bikes, and much more! Live like a local in Charleston's most coveted neighborhood.

The Parlor | 1BD w/ Huge Porch, King Bed + Parking
Unwind and enjoy generous space in this historic retreat. A large private piazza overlooking the backyard offers the feeling of having your very own Charleston dream home. Built circa 1850 and converted to apartments over a century ago, this farmhouse features expansive rooms with original moldings, mantels, and hardwood floors. A thoughtful restoration blends modern conveniences, like an updated kitchen and bath, with the timeless charm that defines Charleston.

Hot Tub Hideaway • Parking • 1 Block to King St!
✨ Welcome to The Palms of Charleston – Suite C! 🌴 ☀️ Large Courtyard with Hot Tub 📍 1 Block to King St – Walk to Charleston’s Best Dining, Shopping & Nightlife 🌿 Balcony with Seating 🚙 Off-Site Parking for 1 Vehicle 🛏️ Comfortable Mattresses 📺 Smart TV – Streaming Included 🛜 High-Speed WiFi + Desk 🫧 Washer/Dryer 🍳 Fully Stocked Kitchen ☕️ Local Coffee + Supplies 🚿 Hair Tools Provided 🎶 Record Player + Game Console

Stylish Loft Historic Downtown Charleston Condo
This renovated condo is the place you want to stay on your next trip to Charleston. Weekend getaway, bridge run, Spoleto, Spring/Fall house tours or even a staycation! One bedroom loft style condo with spacious living, dining, kitchen and half bath located downstairs. Relax in this quiet corner unit! Step outside and the city is at your feet! Check out our sister property! https://www.airbnb.com/rooms/20436304

18th Century Charleston | Church St Kitchen House
Enjoy a rare stay in this charming 2-bedroom cottage located in Charleston’s Historic District. Built over 300 years ago, this unique home blends timeless character with modern comfort! Relax in your private courtyard, enjoy the convenience of free parking, and experience the charm of staying in one of Charleston’s oldest homes, all just steps from the city’s history, dining, and culture. Permit Number: BL6342
Popular amenities for Charleston holiday rentals
What Airbnb hosts recommend seeing in Charleston
Find unforgettable activities and unique points of interest near you. Our hosts share their favourite things to do and must-visit places to see in Charleston.
Charleston City Market
Vibrant historic market featuring local crafts, sweetgrass baskets, and Southern charm
Summarised by AI
Explore one of the nation’s oldest public markets, a four-block historic complex dating to the 1790s with Greek Revival-style Market Hall and open-air sheds. Walk through bustling aisles of hundreds of local vendors selling sweetgrass baskets woven by Gullah artisans, handmade jewelry, artwork, textiles, home goods, t‑shirts, and quirky trinkets. Sample Lowcountry snacks, treats, and other food items as you browse. Just outside the market, you’ll find restaurants, shops, and easy access to carriage, walking, and ghost tour information.






Sullivan's Island Beach
Quiet, natural beach offering serene shorelines, historic landmarks, and charming local eateries
Summarised by AI
At Sullivan’s Island Beach you get a wide, natural, mostly quiet shoreline with big sand dunes, soft sand, and typically smaller waves thanks to an offshore sandbar—great for small children, peaceful walks, and plenty of space to spread out. Explore the maritime forest behind the beach, where wild vegetation protects the dunes and shelters island flora and fauna, and look for the square-shaped lighthouse and wooden boardwalk access points. Expect a low-key, non-commercialized atmosphere with no restrooms or restaurants directly on the sand. After your beach time, head into the small town for burgers at Poe’s Tavern, tacos and drinks at Mex 1, barbecue at Home Team BBQ, seafood at Sullivan’s Fish Camp, a nicer meal at The Obstinate Daughter/Obstinate Barber, a casual pub stop at Dunleavy’s, frose at The Co-op, or ice cream at Bearded Williams.






James Island County Park
Expansive park featuring biking trails, a climbing wall, a water park, and seasonal holiday lights
Summarised by AI
Spend the day biking or walking miles of paved trails, letting kids loose on the big playground and seasonal spray fountain, or cooling off at Splash Zone Waterpark. Fish or crab from the docks with marsh views, play the 18-hole disc golf course, climb the outdoor rock wall, or rent bikes, pedal boats, kayaks, or paddleboards to explore the lake and tidal creeks. Pack a meal for shaded picnic spots, sand volleyball, and horseshoe pits. In winter, come for the Holiday Festival of Lights with s’mores, Santa Village, and local artisan vendors.






Waterfront Park
Scenic riverside park featuring the iconic Pineapple Fountain, swings, and harbor views
Summarised by AI
At Waterfront Park you can walk shaded paths under oak trees, stretch out on the big lawns, or grab a bench or family-sized swing facing Charleston Harbor. Cool off in the splash fountains or wade at the iconic Pineapple Fountain, one of the city’s most photographed spots and a favorite play area for kids. Stroll the pier, watch for dolphins at sunset, and use the fountains, statues, and harbor views as an easy backdrop for photos and picnics.






Hampton Park
Summarised by AI
At Hampton Park you can walk shaded paths under huge oak trees draped in Spanish moss, circle the pond, and explore gardens with some of the most extensive floral displays in Charleston. Use the loop and inner paths for running, biking, blading, or the workout circuit, and let kids enjoy the playground or feeding ducks by the water. Rent a bike, follow the “Layers of the Landscape” audio walking tour, or spread a blanket for a picnic. Afterward, nearby spots like Huriyali, Lewis BBQ, and Edmunds Oast make it easy to grab food or coffee.






Rainbow Row
Iconic row of pastel-colored historic homes along East Bay Street, perfect for photos
Summarised by AI
At Rainbow Row you can walk along more than a dozen pastel-painted, 18th-century Georgian row houses, once used by merchants who ran their businesses downstairs and lived above. Study the colorful facades, wrought-iron details, and cobblestone street that once bordered the old seawall, and capture close-ups or panoramic photos of Charleston’s most photographed street. Then continue your stroll toward The Battery and Waterfront Park for harbor views, palm trees, and more historic architecture along the water.






Other great holiday rentals in Charleston

Historic Charleston Home with Putting Green

Entire House One Block from King Street

The Little Pink House

Designer 4BR-Private Sauna-Luxury near Charleston

Boutique Downtown 3BR | 2 Parking Spots

6B at Saint Philip Square, One Block to King St.

"The Cookhouse", Historic Garden District Apt.

Stylish Coastal Home + Custom Pool
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $193 SGD | $208 SGD | $246 SGD | $266 SGD | $266 SGD | $261 SGD | $247 SGD | $229 SGD | $215 SGD | $236 SGD | $239 SGD | $221 SGD |
| Avg. temp | 10°C | 12°C | 15°C | 19°C | 23°C | 26°C | 28°C | 27°C | 25°C | 20°C | 15°C | 11°C |
Frequently Asked Questions
What are the best places to stay in Charleston?
Travelers often choose accommodations in the Historic District for its walkable streets and classic architecture, or around Cannonborough-Elliotborough and Harleston Village for a mix of cafes and green spaces. Those seeking waterfront views may look near the East Side or around the harbor.
What are the best things to do in Charleston with kids?
Families frequently explore the South Carolina Aquarium, wander historic waterfront parks, or visit interactive museums designed for young learners. Outdoor adventures include boat tours to spot local wildlife and time at nearby beaches.
What are some of the best things to do in Charleston?
Explore the lively Charleston City Market, tour historic sites like Fort Sumter National Monument, and stroll under centuries-old oaks at public parks. Art galleries and boat excursions around the harbor are also frequently suggested.
How is the weather in Charleston?
Charleston has mild winters, with temperatures around 39–60°F (4–16°C), and hot, humid summers near 74–91°F (23–33°C). Spring and fall are generally warm and comfortable, with moderate rainfall throughout the year.
What are the best places to visit in Charleston?
Visitors frequently explore the Battery, Rainbow Row, and Waterfront Park for their historic significance. Plantation sites around the area present layered histories, including the lives of enslaved people, and nearby beaches are also popular.
What are some hiking trails in Charleston?
Wander shaded trails at James Island County Park, explore maritime forests in the Francis Marion National Forest area, or stroll boardwalks at the Caw Caw Interpretive Center. Many parks feature accessible paths and wildlife observation points.
What are some family activities we can do in Charleston?
Families often visit the South Carolina Aquarium, enjoy picnics and fountains at Waterfront Park, or participate in hands-on exhibits at children’s museums. Outdoor boat tours and carriage rides are also popular for exploring the area's history and wildlife.
What are some of the best day trip ideas from Charleston?
Many explore nearby islands for beaches and wildlife watching, or visit state parks with salt marsh trails and historic ruins. Plantation sites around the region offer tours that interpret both landscape and layered local histories.
Are there any pet friendly accommodations available in Charleston?
Charleston has pet-friendly stays in several neighborhoods, including Cannonborough-Elliotborough, Wagener Terrace, and the Historic District. Green spaces and nearby parks make it convenient for pet owners to enjoy time outdoors.
What are some local tips for visiting Charleston?
Pack layers for changing weather and comfortable shoes for exploring cobblestone streets. Reservations for popular restaurants and tours are frequently suggested, especially during weekends and festivals.
What is Charleston known for?
Charleston is known for its preserved historic architecture, centuries-old live oaks, and vibrant culinary traditions rooted in Gullah, African, and European influences. The city’s past includes significant sites related to colonial era history and the legacy of slavery.
What are the best hidden gems to explore in Charleston?
Travelers enjoy the quiet paths of historic cemeteries, local art galleries along Broad Street, and lesser-known alleyways lined with gardens. Neighborhood bakeries and tucked-away courtyards provide a peaceful atmosphere beyond the main sights.
What are the best foods to try in Charleston?
Sample Lowcountry classics like shrimp and grits, she-crab soup, and locally prepared oysters. Travelers also enjoy barbecue, benne seed wafers, and dishes influenced by Gullah traditions.
What should I bring for a trip to Charleston?
Bring lightweight clothing for humid weather, a sunhat, and sunscreen, especially during summer. A light jacket and an umbrella are practical for rain or cooler evenings, and comfortable walking shoes are helpful for exploring historic streets.
What is the nightlife in Charleston like?
Charleston’s nightlife mixes live jazz, rooftop lounges, and relaxed taverns, particularly around King Street and the French Quarter. Many venues feature local music, craft cocktails, and late-night bites in a welcoming atmosphere.
What are the most popular events or festivals in Charleston?
Charleston hosts the Spoleto Festival USA in late spring with performing arts, the Charleston Wine + Food event, and annual celebrations of Gullah culture. Seasonal home and garden tours are also frequently suggested.
Are there family friendly vacation rentals in Charleston?
Family-friendly vacation rentals can be found in neighborhoods like West Ashley, Mount Pleasant, and the Historic District. Many accommodations include kitchens and flexible spaces, providing comfort for groups of all ages.
When is the best time to visit Charleston?
Late spring and early fall are often recommended for pleasant temperatures and lower humidity. These seasons also host popular festivals, and gardens throughout the city tend to be in bloom.
Quick stats about holiday rentals in Charleston

Total holiday rentals
Explore 5,060 holiday rentals in Charleston

Nightly prices starting at
Charleston holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 360,010 verified reviews to help you choose

Family-friendly holiday rentals
3,280 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,770 rentals that welcome pets

Holiday rentals with a pool
760 properties feature pools

Rentals with dedicated workspaces
2,830 properties have a dedicated workspace

Wifi availability
5,010 of Charleston holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Charleston rentals

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

Nearby attractions
Charleston’s top spots include Waterfront Park, Angel Oak Tree and Middleton Place
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- Charleston City Market
- Sullivan's Island Beach
- Hunting Island State Park Beach
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- Bulls Island
- Shem Creek Park
- Waterfront Park
- Middleton Place
- Angel Oak Tree
- Hampton Park
- Isle of Palms Beach
- The Charleston Museum
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- Rainbow Row
- White Point Garden
- Morris Island Lighthouse
- Magnolia Plantation & Gardens
- North Charleston Coliseum & Performing Arts Center
- Riverfront Park
- Gibbes Museum of Art
- Boone Hall Plantation
- The Citadel
- Cypress Gardens
- Fort Sumter National Monument
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