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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
A spacious sleeping area features a king bed with a simple wooden frame and high-quality linens. Two white dogs sit on the floor, with a neon sign hanging above the bed, stating 'the Folly Beach swell and a Charleston lake.' The room is adorned with tropical-themed decor.
Guest house in James Island
4.99 out of 5 average rating, 223 reviews

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

Top guest favourite
A living area features a comfortable couch facing a wall of bookshelves, with light wood flooring enhancing the space. The exterior showcases a six-person golf cart parked next to the charming two-story house with light blue siding, surrounded by lush greenery.
Home in Cannonborough Elliotborough
4.99 out of 5 average rating, 135 reviews

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!

Top guest favourite
Flat in Cannonborough Elliotborough
4.94 out of 5 average rating, 129 reviews

Luxurious & Historic Apartment, Perfect for Honeym

No detail was overlooked in the renovation of this historic home in Charleston's Cannonborough neighborhood, featuring beautifully restored hardwood floors, a custom-kitchen with high-end finishes, refurbished claw foot tub, original beam work & more. This second-floor rental features a king bed with all the comforts of a boutique hotel (high-end linens, quality bath products & towels, hair dryer, iron, wi-fi, premium TV channels, etc.) with the added convenience of a full, chef-ready kitchen.

Guest favourite
A charming outdoor patio area features a table with an umbrella and four chairs, surrounded by a well-maintained garden. Lush greenery and flowering plants enhance the space, while traditional architectural elements, including shutters and windows, add character to the brick exterior of the building.
Home in South of Broad
4.94 out of 5 average rating, 168 reviews

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

Top guest favourite
The exterior of the guest house features a mix of textured siding and an intricately designed balcony supported by stylish columns. Surrounded by greenery, it includes a circular window and a swing on the porch, inviting relaxation in a tranquil setting.
Guest suite in West Ashley
4.99 out of 5 average rating, 432 reviews

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!

Top guest favourite
Home in Park Circle
4.95 out of 5 average rating, 202 reviews

The Southern Charmer - Mins to Dtown & CHS Beaches

The most PEACEFUL Coastal Retreat in all of North Charleston! Welcome to our luxurious 4-bed, 2.5-bath GETAWAY nestled in the heart of Park Circle! You've discovered the #1 destination for Relaxation in the Lowcountry. Just under 15 minutes from Downtown! Key Amenities: • Game Room w/ Pool Table • Private Deck w/ Fire Pit • Lux Memory Foam King Mattress • Bose Sound System • Detached Garage for Parking • 5 Mins to Airport • Under 25 Mins to Folly Beach • Under 20 Mins to Isle of Palms

Top guest favourite
The entrance features a solid wooden door with six panels, bordered by two wall sconces providing warm, ambient lighting. A potted plant adds a touch of greenery, complementing the clean lines of the contemporary home exterior.
Home in Mount Pleasant
5 out of 5 average rating, 263 reviews

Upscale EARL CRT 3-bdrm Old Village/Shem Creek

STR PERMIT #ST250176 BUSINESS LICENSE #20135982 3-bdrm Earl's Court neoclassical upscale home, nestled in the heart of the historic Old Village, offering the charm of low country living. Just a block from Shem Creek bars & restaurants, Old Village shops & eateries, Alhambra Hall, Pitt St Bridge, and a weekly all food Farmer's market, featuring low countries finest! The Arthur Ravenel Bridge, downtown Charleston, Sullivan's Island & IOP beaches are all bike riding distance.

Top guest favourite
A spacious bedroom features a black metal bed frame adorned with white bedding. Two stylish chairs are positioned beside large windows offering views of the surrounding landscape. A wooden dresser and a woven area rug add elements of comfort and warmth to the room.
Guest house in West Ashley
4.98 out of 5 average rating, 231 reviews

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

Top guest favourite
Home in Cannonborough Elliotborough
4.97 out of 5 average rating, 234 reviews

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

Top guest favourite
A comfortable living area is adorned with soft furnishings and wooden accents. A plush sofa and armchair are positioned around a coffee table, with a large flat-screen TV mounted on the wall. Natural light brightens the space through a window, complemented by decorative wall art and indoor plants.
Loft in French Quarter
4.96 out of 5 average rating, 407 reviews

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

Top guest favourite
Flat in Cannonborough Elliotborough
5 out of 5 average rating, 128 reviews

Wilden House | Luxury, Regal, Spacious w/ Parking

A stay fit for royalty. Built circa 1887, The Wilden House was meticulously restored in 2020, blending historic charm with modern comfort. Enjoy soaring 11’ ceilings, original chandeliers, crown molding, and stained glass. This 1,300+ sq. ft. first-floor unit features a large front porch, on-site parking, and a prime location steps from cafés, restaurants, and the vibrant shops of Charleston’s Upper King Street.

Top guest favourite
The exterior of a charming carriage house is framed by lush hedges and gravel pathways. Arched black windows and a handsome brick facade enhance the building's historical character, while neighboring architecture showcases the elegance of the area.
Home in Harleston Village
4.98 out of 5 average rating, 108 reviews

Casa Zoë | Historic Garden Carriage House CHS

OP2026-07206 A hidden gem in the heart of Charleston, Gibbon House is a beautifully restored brick carriage house with a story to tell. Once the office space for the Charleston Symphony Orchestra, it now offers elegant, design-forward hospitality just steps from King Street. Featured in Condé Nast Traveler, Gibbon House combines history, charm, and comfort with Casa Zoë’s signature warmth and character.

Popular amenities for Charleston holiday rentals

When is the best time to visit Charleston?

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Avg. price$191 SGD$207 SGD$244 SGD$264 SGD$264 SGD$259 SGD$245 SGD$227 SGD$213 SGD$235 SGD$237 SGD$219 SGD
Avg. temp10°C12°C15°C19°C23°C26°C28°C27°C25°C20°C15°C11°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

Destinations to explore