Charleston, SC Vacations

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Featured Vacation Rentals

Casa Zoë | Grand Sparrow House

Summary:OP2026-07255OP2026-07256OP2026-07257Casa Zoë’s crown jewel, The James Sparrow House, is a grandiose Federal-style landmark reimagined for modern gatherings. Entirely redesigned, it blends 19th-century craftsmanship with bold interiors and...

  • Charleston
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 27
The Bogard Duo 6 Bed 6 Bath

Freshly-refreshed six bedroom historic home in the fashionable, laid-back Cannonborough neighborhood close to great eateries & historical sights.This classic Charleston home is made up of two units A&B, this is the listing for both units. The entire...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Furnished 3BR Near Folly Beach | Yard + ...

Summary:Available January & February only | 30+ day staysTotally furnished 3-bedroom, 2-bath home located in a peaceful residential pocket of James Island, just mins. from Folly Beach and Downtown Charleston. This is a private, cavernous portion of...

  • Charleston
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Classic Home - 5 Star Location - Histori...

Summary:Feel Charleston appeal in this 4BR, 3BA home in the heart of the Historic District. With a Walk Score of 98, you’re just blocks from the iconic City Market and steps to King Street’s top stores, eateries, and rooftops.The Space:This...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
King Street Boutique Resort

Charleston is one of the most trendy vacation destinations in the South. From history and dining to shopping and sightseeing, there's something to do around every corner of the city. Located in the heart of the city along Upper King Street, the...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Rosemary House - C | Perfect for Wedding...

Summary:Located above The Rutledge Room, Unit C at The Rosemary House is a 5 bed, 5 bath penthouse with designer furnishings and refreshed amenities. The layout is constructed for a crowd, with an open kitchen and living room where your group can...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10

Charleston Tours & Activities

Twenty Person Party Pack

The Mad Smash Rage Room

Book online
$22.00 - $700.00

description: Come smash! Rates $700 for up to 20 people and $35 for each additional person Duration 1.5 Hours About With this package your group of up to 20 will get to go into the group smash room with the car for 5 minutes per set (5-7...

Redfish/Shark Fishing (30’ Contender)
Book online
$500.00 - $600.00

description: About Anchor up in some inshore deep holes and wait for the reel to SCREAM! Big Red Drum are also possible! Great for adults and children that want a short trip, but a big fight! More info We'll launch from Charleston Harbor Resort...

Dessert with Death

Charleston Culinary Tours

Book online
$60.00

duration: 1.5 Hours • An evening of morbid delights! meeting_point: 184 East Bay Street min_age: 13 description: About Join us in our historic State Street headquarters for an evening of morbid delights! We’ve paired some of Charleston’s...

Monthly Rentals - Park Circle
Book online
$180.00 - $800.00

description: About 31 day rentals. Return in 31 days before close.

Sunset Dolphin Boat Tour

Flipper Finders

Book online
$25.00 - $700.00

duration: 2 hours meeting_point: Folly Beach max_age: 99 group_size: Needs a minimum of 6 ppl to run this tour. description: Experience Folly Beach at its most unforgettable on our signature sunset dolphin tour. Glide through tidal creeks and...

Stargazing on the Ashley

Drayton Hall Preservation Trust

Book online
$5.00 - $40.00

duration: 2 hours min_age: 8 max_age: 99 description: Join Drayton Hall and Lowcountry Stargazers for an evening under the stars on the historic Ashley River landscape. This seasonal event invites guests to bring lawn chairs, blankets, and picnics...

Professional Certifications

description: Let's Adventure! Duration Time Varies Based on Specialty About When you are ready to become a professional diver, this is the next step. Certifications include Divemaster, Assistant Instructor, Open Water Scuba Instructor You...

Wine Down Wednesday Cruise

Charleston Harbor Tours

Book online
$59.95

duration: 90 Minutes cancellation_summary: Non-refundable. Bookings can be rescheduled with 24 hours notice meeting_point: Charleston Maritime Center, near Calhoun and Concord, Charleston, SC min_age: 21 description: Hop aboard the Charleston...

Shark Fishing

Little Darlin Fishing Charters LLC

Book online
$350.00

Paddleboard Rental KR

Charleston Surf Co

Book online
$50.00 - $490.00

description: Rent a paddleboard to enjoy Kiawah at your own pace! Options to fit all vacationers, half day (6 hours), full day, multiple days, or even 1 week!

90 Minute Private Group Surf Lesson
Book online
$75.00 - $90.00

duration: 90 Minutes meeting_point: On the beach at 26th avenue, Isle of Palms. pricing: Group of 2: $85/pp Group of 3+:$75/pp * Additional lifeguard fee for 5 years old and under ($50) description: Learn to surf from experienced local instructors...

Myths and Monsters

108 Elemental

Book online
$25.00 - $35.00

description: Sometimes There Really Is a Monster Under Your Bed... Duration 1 Hour About There are some legends in Charleston so old, they predate the city itself. Here there are creatures that are the things of nightmares, myths come to...

Charleston, SC

Charleston is a historic port city on the South Carolina coast, known for its cobblestone streets, antebellum architecture, and vibrant culinary scene.

Founded in 1670, Charleston offers a rich blend of Southern charm and coastal beauty. Visitors can explore the city's well-preserved historic district, take a carriage ride past colorful homes, or tour landmarks like Fort Sumter, where the first shots of the Civil War were fired. The city also boasts a thriving food scene, waterfront parks, art galleries, and easy access to nearby barrier islands like Sullivan's Island, Folly Beach, and Isle of Palms.

Charleston offers a wide range of lodging, including historic inns, boutique hotels, and vacation rental homes in both the city and on surrounding beaches. Whether you're dining on Lowcountry cuisine, relaxing on the sand, or walking beneath the oaks at a plantation garden, Charleston combines history, hospitality, and coastal charm to create a uniquely Southern vacation experience.

South Carolina's oldest city is arguably also one of its most charming, inviting, and altogether purely fun. A collection of historic structures that pre-date the birth of America, opulent gardens and mansions open to the public, and some of the best shopping, dining, and lodging options in the southeast, it's easy to see why this ancient southern town is one of the most popular tourism destinations in the state.

Charleston SC

In return, Charleston welcomes visitors with arms wide open. The term "southern hospitality" was seemingly designed for this area, as the city has earned the reputation of being one of the most hospitable destinations in the country - a reputation that was cemented by recent accolades in Travel + Leisure magazine, naming it "America's Most Friendly [City],"and Southern Living magazine, which honored Charleston as "the most polite and hospitable city in America."

Charleston SC

Certainly, visitors are welcome to come and experience the city for its friendly nature, slightly-coastal vibe, and blocks upon blocks of world renowned restaurants and boutiques, but the big attraction in this city is the abundant history that can be found, quite literally, around every street corner. Hundreds of buildings in the historic downtown and Lowcountry outskirts have been deemed a national historical landmark, and with quiet streets that are flanked with towering Palmettos - (the city and the state's signature tree) - and centuries-old live oaks, an impromptu stroll can easily turn into a detailed tour of some of the East Coast's most historic, and altogether beautiful, famed national and regional sites.

Charleston SC

In Charleston, a rich history, phenomenal collection of architecture, and a unique southern style all combine to make this major city one of the premier tourist destinations in the south. Easily enjoyed by visitors of all interests and from all regions, Charleston should rank at the top on any travelers list of beautiful places to see in the southern United States.

Charleston SC

The city of Charleston began in 1670, as the English Colony of "Charles Town," named after and founded by King Charles II of Great Britain. The colony was an end result of English expeditions to this region of the New World that began in 1663, and cumulated in 1670 with the establishment of a new settlement.

Charleston SC

As the southernmost colony in the country at the time, this newly established community was subject to a number of potential attacks. Spain, France, and the suddenly displaced Native Americans were all threats to Charles Town, and forts and arsenals, (some of which are still standing), were quickly constructed to protect the small new population.

Charleston SC

However, despite this veritable range of threats from the get go, the new settlement was quickly and perpetually a resounding success. The site of Charleston or "Charles Town," bordering the Ashley and Cooper Rivers and located just several miles away from the barrier islands along the Atlantic Ocean, made it a prime locale for a shipping industry to thrive. In addition, the humid Lowcountry terrain that surrounded the area proved to be very fruitful for agricultural ventures, and within a few decades of its initial establishment, Charleston was churning out tons of Indigo and rice to export to ports all over the world. In fact, by the mid-18th century, it's estimated that nearly half the nation's rice was grown and shipped from the now major city of Charleston.

Charleston SC

During its early establishment and expansion, the city also became well known for its diverse group of residents - a distinction which would lead to some of the oldest churches, chapels and synagogues in the country. In Charleston, French Huguenots, Jews, Catholics, and other denominations could all escape religious persecution and live in peace, and as a result, a number of some of the oldest structures and congregations related to each religion in America can be found within the historic downtown city blocks.

Charleston SC

Of course, despite this relative prosperity and religious freedom, Charleston was not without its flaws. Slavery was at the backbone of this thriving industry, and the city had some of the largest plantations in the states, (with some of the highest numbers of slaves per property.) The majority of current sites and attractions like the Rice Museum or the Magnolia Plantation have special exhibits on this dark but clearly accurate chapter of Charleston's history, and a number of testaments to this forced lifestyle - like some of the oldest slave cabins in the south - can still be found in and around the city.

Charleston SC

Also, while Charleston was a hero during the American Revolution, and a wealthy and beautiful landmark during the antebellum period, it would became a shamed and occupied city during the Civil War, with Union troops marching in and overtaking the Southern stronghold in its entirety in 1865. A great fire and massive hurricanes would follow, destroying a number of the original landmarks, but thankfully not all of them, and today visitors can stroll through the small streets and find literally dozens of buildings that pre-date this tumultuous period.

Charleston SC

Today, Charleston is a friendly and diverse town that is chock-full of restaurants, antiques, historical attractions, golf courses, art galleries, farmer's markets, expansive gardens, and virtually anything a traveler would need to stay entertained.

Charleston SC

The dining scene alone in the city is staggering, with over 700 restaurants in the city and surrounding regions to explore. Ranging from French bistros to easy-going BBQ joints and delis, virtually every palette and appetite can be accommodated in this southern city. Fresh seafood is almost always on the menu, as the water-locked region, that's close to both the Atlantic Ocean and the Intracoastal Waterway, is well-known for having some of the freshest SC shrimp, crabs, and fish available.

Charleston SC

Boutiques, galleries, and shopping centers are always in season, as are the wide range of golf courses that inspire visitors to play at their best among some of the most gorgeous landscapes along the coastline. History buffs will want to look into the large number of tours available via a number of mediums, like narrated bus rides or romantic horse and buggy strolls through the historic downtown, and everyone will enjoy the fantastic seasonal celebrations that have become a hallmark of the city, like the yearly Seafood Festival or Charleston's own Oktoberfest.

Charleston SC

For accommodations, the city has a sprawling range of nationally-recognized chain hotels, however, most folks find the best places to stay are the intimate inns, bed and breakfasts, and individually rented condos or homes that can be found scattered throughout the downtown area. Appropriately priced, luxurious, and close to all the action, visiting groups of all sizes - from couples to large families - can easily find plenty of inviting room in this southern city during any time of year.

Charleston SC

Perhaps best of all, there is no "off-season" in Charleston - the city is always wide open and accommodating for guests throughout the year, with a warm climate that will shake off the winter blues or infuse a summer vacation with an added dose of fun and southern style.

Charleston SC

Easily one of the most historically grand cities in the south, Charleston is a stunning destination that is sure to leave visitors smiling. Warm, hospitable, history-rich, and simply beautiful, this southern city is always worthy of exploration, and is always ready to wow newcomers with its deep-seated legacy, incredible modern amenities, and world renowned southern hospitality and downhome charm.

Charleston Vacation Guides