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 cozy guest suite is illuminated by natural light from large windows. A spacious bed is positioned alongside a comfortable sofa and wooden table. Eclectic decor adorns the soft yellow walls, while polished wood floors add warmth to the inviting atmosphere.
Flat in Charleston
4.97 out of 5 average rating, 1,092 reviews

Lisa's Suite Serenity ~ no cleaning fee~

Pack your bags already! This charming ATTACHED studio is located in an eclectic neighborhood amid lots of oak trees and foliage. A safe place to land between downtown Charleston and Folly Beach on James Island. Enjoy this private, tranquil space to re-center and relax in between exploring our beautiful city and beaches. I live adjacent and care for this safe, fragrance free cleaned retreat and look forward to welcoming you .. providing your private home away from home for wonderful memories.

Top guest favourite
A wide view of a serene marshland shows a long wooden dock stretching across lush green grasses. Several white birds are gathered along the dock, overlooking the calm waters of the harbor, where boats are gently anchored in the distance.
Guest suite in Mount Pleasant
4.95 out of 5 average rating, 732 reviews

Charleston Harbor view, garage apt

Spacious apartment with high ceilings. The back porch has a fantastic view of Charleston harbor. The house is located in a quiet neighborhood, very close to downtown and also to beaches. Private dock, kayaks, bicycles (not fancy) and the possibility, weather and tides permitting, of a motorboat ride around the harbor. It is incredibly peaceful here; like being in the country, but it's in the middle of the city. Mt Pleasant Short Term Rental License #STR250333, MP Business License # 20132659

Top guest favourite
A cozy tiny house features a rustic wooden exterior and a metal roof, surrounded by lush greenery. The front porch is adorned with two rocking chairs, inviting guests to enjoy the natural ambiance of the woodland setting.
Tiny home in Charleston
4.93 out of 5 average rating, 395 reviews

The Backpacker

Our "Backpacker" is a cute and cozy 96 sq.ft. of tiny house nirvana. Situated on a small tidal slough, it provides a beautiful natural setting for reflection and appreciation of that which is good in life. For those looking for luxury, the Backpacker is not for you (you may encounter bugs and it's really hot in summer). However, the Backpacker has a pretty cool vibe, and is extremely convenient to historic Charleston and Funky Folly Beach. The Backpacker is for backpackers and nature lovers.

Top guest favourite
A bright pool area is surrounded by lush greenery and vibrant landscaping. The pool features a unique shape and inviting turquoise water. Comfortable seating is arranged nearby, with colorful chairs contrasting against the light-colored walls of the house and deck.
Guest house in Charleston
4.99 out of 5 average rating, 309 reviews

Salt of the Island Retreat w/ Pool on the Lake

Welcome to Salt of the Island Retreat! Tucked away on James Island and very conveniently located between Historic Downtown Charleston (10 minutes away) and Folly Beach (15 minutes away), this hidden gem is nestled on a 5 acre lake, immersed in a vibrant ecosystem! After visiting all of the eclectic charm that Charleston has to offer, head back to Salt of the Island Retreat and reconnect with nature. Enjoy the sunshine and a cold beverage poolside while you heal your soul with the simple things.

Guest favourite
A modern studio space features an open layout with a comfortable queen bed and a dining area. The kitchen is equipped with essential appliances and a granite countertop. A fan is suspended from the ceiling, and a sectional sofa is placed near a window, enhancing the airy ambiance.
Guest suite in North Charleston
4.92 out of 5 average rating, 177 reviews

Centrally Located, Hidden Gem Studio

Centrally located. 2 minutes from the highway, 12 minutes to downtown, 5 minutes from airport, Tanger outlets&Coliseum, 10 minutes to Park Circle and NCHS Waterfront, and 20-25 mins from the beaches. Entire luxurious studio with private driveway and backyard in a quiet neighborhood. Full kitchen, comfortable queen bed, walk-in closet, &futon. Amazing bathroom w/ spacious shower. Self controlled AC unit in studio. Security cameras on premises. City of N.C. Short-Term Rental Permit 2024-0065

Top guest favourite
A serene tidal creek is shown, bordered by lush green grasses and occasional trees, under a soft sky with scattered clouds. A glimpse of the moon is visible against the blue hues, suggesting a peaceful evening atmosphere.
Cottage in Mount Pleasant
4.95 out of 5 average rating, 498 reviews

The Boathouse

We call it the Boathouse, but it could just as easily be called the treehouse. It sits just feet from a tidal creek amidst giant live oak trees. A short dock is right outside the door, so bring your kayaks or other small craft. Although cozy, it offers everything a simple cottage should. Shem Creek is minutes away, as are the beaches. Patriot's Point and parks are a short walk away. This is the closest residential neighborhood to Charleston that you will find in Mt Pleasant. ST250324 BL20139655

Top guest favourite
An airy loft space features a suspended wooden swing, inviting relaxation under the high, timbered ceilings. Natural light streams through large windows, illuminating cozy furnishings including a bed and a dining area with a wooden table. Unique decor elements enhance the overall character.
Guest house in Summerville
4.98 out of 5 average rating, 733 reviews

★Delightful guest house near historic plantations★

Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

Top guest favourite
A cozy living area features a dark gray sofa adorned with orange and blue accent pillows. A round coffee table is centered on a soft area rug, and natural light flows through large sash windows, enhancing the warm tones of the polished wood floors.
Flat in Harleston Village
4.99 out of 5 average rating, 413 reviews

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.

Top guest favourite
A snow-covered shoreline is depicted with soft dunes of grass blending into the white landscape. In the distance, a lighthouse stands against the horizon, where the sun is rising or setting, casting warm colors across the sky above the water.
Flat in Mount Pleasant
4.93 out of 5 average rating, 345 reviews

The Coastal Getaway!

If you are looking for a clean, quiet vacation spot that is ideally located and perfect for two, look no further than the Coastal Getaway! With its own private entrance and parking spot, this apartment is a short drive to Sullivan's Island beach. Many local restaurants within walking distance. Downtown Charleston is a ten-minute drive. Past guests have loved their stay! Check out the many 5 Star reviews! TAKE NOTE OF OUR LOW WINTER RATES! Permit Number - ST260356 BL# - 20132914

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
4.99 out of 5 average rating, 223 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# OP2024-04998

Guest favourite
Flat in Charleston
4.92 out of 5 average rating, 217 reviews

Treehouse Cottage - Folly 15 min & King St 10 mins

Our clean and cozy second floor studio apartment is close to local restaurants, local movie theater, music venue (The Pour House), near the neighborhood municipal golf course, and less than 5 minutes to the Harris Teeter Grocery Store. Great place to stay for couples, business and solo travelers. Safe and Quiet Area. Near DT, King St, Historic District (less than 4 mi and 10min Uber ride). 15min to Folly Beach. 30+day bookings only. Inquiry for additional availability.

Top guest favourite
A private courtyard is shown, featuring a firepit surrounded by two Adirondack chairs. The space is decorated with a vibrant mural on a nearby wall and is illuminated by soft evening light. Gravel flooring enhances the minimalist design of the area.
Guest house in Park Circle
4.95 out of 5 average rating, 398 reviews

Olde Village Loft - Unique Park Circle Experience

Welcome to The Olde Village Loft at Park Circle! Perfect for Couples or Solo Travelers Seeking a Special Experience Tastefully nestled away in a private backyard setting, this unique space was carefully designed with an industrial minimalist style, embracing the origins of the neighborhood. With more than 5 years of experience as Superhosts, we are delighted to offer our guests a one-of-a-kind experience in the eclectic Park Circle neighborhood!

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$231 SGD$218 SGD$207 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 5,200 holiday rentals in Charleston

  • Verified guest reviews

    Over 362,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,330 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 1,800 rentals that welcome pets

  • Holiday rentals with a pool

    780 properties feature pools

  • Rentals with dedicated workspaces

    2,870 properties have a dedicated workspace

  • Wifi availability

    5,090 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