
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

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.

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 #ST260371, MP Business License # 20132659

★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*

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!

Private 1/1 Old Mt Pleasant/Shem Creek Bungalow
Nestled in desirable Old Mt. Pleasant off Coleman Blvd, this quaint 1 bed/1 bath bungalow offers location and convenience. Minutes to Shem Creek and waterfront dining, just 3 miles from Sullivan's Island Beach. Enjoy sunsets from the nearby Pitt Street Bridge, or stroll just one block to bustling Coleman Blvd with restaurants, shops, and fitness. Three major grocery stores are <1 mile. Quiet, clean, and situated minutes to Downtown Charleston. STR Permit #ST260001 MP Bus Lic #20132292

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

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.

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!

Lagoon pool, sweeping porch, 3/2, heart of Folly!
Luxuriate in the lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

Silverlight Cottage in Park Circle
A spacious retreat (780 sq ft.) in Park Circle: Elegant, gracious + charming. Brand new custom built guest house designed with a nod to classic Charleston architectural influence: open concept indoor - outdoor space to large shady screened porch where a perpetual breeze from the not-too-distant coastline blows gently all year round. Visitors will return from their travel deeply restored and revived - having experienced well-appointed accommodation.

Waterfront Treehouse
Marsh and creekside Luxury Treehouse nestled among historic Grand Oaks. Private Elevated TreeHouse that has closeup views of trees and wildlife from every oversized window. Sit back and relax on the large deck watching the ebb and flow of the tide as fish jump, birds hunt and fiddler crabs defend their bank. (This property has been granted an exemption and does not accept pets or Service animals due to allergies.)
Popular amenities for Charleston holiday rentals
Other great holiday rentals in Charleston

Southern decadence 2 min from park circle

Charleston Waterfront Retreat w/ Deep Water Dock

1 bedroom home off upper King St (OP2024-045677)

Entire House One Block from King Street

Sand Dollar Carriage House

Roomy & Walkable to some of CHS Best Music & Food!

The Rutledge Roost

360 King | Boutique Luxury By Marion Sq w/Parking
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 128 | € 138 | € 163 | € 177 | € 177 | € 173 | € 164 | € 152 | € 142 | € 154 | € 146 | € 138 |
| 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 5,200 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
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- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
- Bulls Island
- Waterfront Park
- Middleton Place
- Shem Creek Park
- Angel Oak Tree
- The Golf Club at Wescott Plantation
- Hampton Park
- Harbor Island Beach
- The Charleston Museum
- Secession Golf Club
- Isle of Palms Beach
- Driftwood Beach
- Morris Island Lighthouse
- Seabrook Island Beach
- Hunting Island Beach
- Charleston Aqua Park
- Gibbes Museum of Art
- The Beach Club
- White Point Garden
- Seabrook Beach
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