
Holiday rentals in Charleston
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Top-rated holiday rentals in Charleston
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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

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.

Bridgerton inspired fantasy 2 min from park circle
Live out your Bridgerton fantasy in this stunning historic space. The apartment features antique furnishings/art, a private entrance and patio with lounge and a hot tub (The hot tub is available Apr through Nov). Off street parking. A sumptuous bathroom with an oversized soaking tub and a kitchenette. There is also a 55 inch frame tv in the bedroom including WiFi. Available for photo shoots upon request rates may differ please contact host prior. Bridal pics by Olivia Allain Permit#2026-0414

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.

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.

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

Marsh view retreat near Folly Beach and Downtown
**Please review additional notes below about potential construction noise** Welcome to Lighthouse Lookout, a private-entry guest suite, offering a truly unique Charleston experience. Conveniently located on James Island, between Folly Beach and Downtown Charleston. The private balcony provides stunning views of the salt marsh and historic Morris Island Lighthouse. It’s the perfect place to relax and enjoy the changing tides, abundant wildlife, and scenic sunrises.

Stunning Couples Cottage with Creek Dock!
You will fall in love with this stunning, newly-built guest cottage nestled under the canopy of a majestic 400-year-old live oak tree! Providing ultimate comfort, convenience and serenity, this is the perfect place to launch your Charleston adventure – 10 minutes to Shem Creek, & 15 minutes to Sullivan's Island or Downtown Charleston. PLUS, come enjoy our brand new dock on the creek! A picture-perfect spot to relax and enjoy the stunning Lowcountry scenery!

The Heart of Charm: Discover Downtown Charleston
Enjoy our home in historic Charleston. Located in a revitalized neighborhood offering an eclectic mix of Victorian homes, churches, apartments, businesses, bakeries, coffee shops, and quaint restaurants. Grab a bite to eat at Fuel, Xiao Bao Biscuit, and Bad Bunnies, all within walking distance: Upper King St., MUSC campus are minutes away. Citadel is a short drive. Walker-friendly neighborhood. . Gated with 1 off-street parking space. OP2025-06616

The Iris, Signature Suite, Third Floor
Settle into Charleston in one of our Signature Suites at The Iris, a brand new Apartment Style Hotel nestled in an unbeatable location. This architectural gem is in one of Charleston’s most vibrant and desired tourist areas, only one block from King Street. Right outside your door is a curated mix of dining, shopping, and southern charm; a few of our favorites nearby are Chubby Fish, By The Way, and Chez Nous. Book today to ensure your dates!

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
Popular amenities for Charleston holiday rentals
Other great holiday rentals in Charleston

Architecture* La Cabaña * Beach 8 min * 2 Bedrooms

Boutique Downtown 3BR | 2 Parking Spots

Veranda View

Society Street Retreat

The Egret House — 2BR Luxury Retreat

Walk to restaurants! New, beautiful & clean home

Beach escape near Charleston SC

Coastal Caviar - Beluga Suite - with Rooftop Deck
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $190 SGD | $205 SGD | $242 SGD | $262 SGD | $262 SGD | $257 SGD | $243 SGD | $225 SGD | $211 SGD | $233 SGD | $236 SGD | $218 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 4,930 holiday rentals in Charleston

Nightly prices starting at
Charleston holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 362,550 verified reviews to help you choose

Family-friendly holiday rentals
3,270 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,780 rentals that welcome pets

Holiday rentals with a pool
710 properties feature pools

Rentals with dedicated workspaces
2,920 properties have a dedicated workspace

Wifi availability
4,890 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 King Street
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- Charleston City Market
- Isle of Palms Beach
- Sullivan's Island Beach
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- Bulls Island
- James Island County Park
- Shem Creek Park
- Waterfront Park
- Angel Oak Tree
- Middleton Place
- Hampton Park
- College of Charleston
- Rainbow Row
- The Charleston Museum
- White Point Garden
- Magnolia Plantation & Gardens
- Morris Island Lighthouse
- Riverfront Park
- North Charleston Coliseum & Performing Arts Center
- The Citadel
- Gibbes Museum of Art
- Boone Hall Plantation
- Cypress Gardens
- Edisto Beach State Park
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