Charleston, SC Vacations

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Featured Vacation Rentals

AWESOME PROPERTY, GREAT DOWNTOWN CHARLES...

Our property is a legally allowed vacation rental as required by Charleston City ordinance. Our certificate of operational number is OP2025-06801One block from the heart of the entertainment district of Upper King Street. You will know you are in...

  • Charleston
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Crescent Cottage | Walk to Republic + Pr...

Summary:Welcome to Crescent Cottage, a bright 3-bedroom, 2-bath second-floor apartment in the heart of downtown Charleston. This is the place for travelers who want to be in the middle of it all, with the city's best eateries, bars, and live music...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Charming 2BR Historic Kitchen House Step...

The Sottile-Glover Kitchen House is in the heart of Charleston’s historic district. Painless walking distance to stores and eateries on King Street, City Market, Colonial Lake, CofC, Museums, and Art Galleries. It is also listed on the National...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Downtown Charleston Charm: 2 Bed/1 Bath

Summary:Ideal for couples, friends, or modest families, it offers a comfortable getaway just mins. from local cafés, historic landmarks, and the city's best attractions, while providing a peaceful neighborhood setting to relax after a day of...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 5
Luxury Bungalow Steps Away From Trendy A...

Steps away from fun & trendy Avondale! Cook your own meals in the alluring gourmet kitchen or walk to extraordinary eateries, bars, breweries & shopping. The 8 mile Greenway running trail is just across the street. Quick 5 min. Uber ride to Downtown...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
King 583-club resort, on upper king stre...

Summary:Located in the heart of the city along Upper King Street, the resort is within walking distance of award-winning eateries, art galleries, great shopping and more. Take a horse-drawn carriage ride along cobblestone streets past stately and...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4

Charleston Tours & Activities

Private Sunset Sail on Double Fun

Charleston Sailing Adventures

Book online
$1,000.00 - $1,850.00

description: *Come enjoy one of Charleston’s famous sunsets during a beautiful 2, 3 or 4 hour sunset sail!* Rates (Determined by group size) **Private Charter** - Starting at $1100 on Sunday - Thursday **Private Charter** - Starting at...

Colonial Charleston Christmas Stroll

Lowcountry History Strolls. LLC

Book online
$85.00

meeting_point: Meeting at 116 Broad Street description: Duration: 1.5 hours About: Come take a stroll where history meets hospitality in its finest array and learn the stories behind the displays, as we take an intimate look at what makes Christmas...

Evening History Tour

Peninsula Walking Tours

Book online
$20.00 - $25.00

See some of the most famous landmarks in the city! Duration 1.5 Hours About 80 Broad Street,, Charleston, SC 29401 During the summer it gets pretty hot on the streets of Charleston. So why not wait till the end of the day, as the sun is...

OBX TOUR DOWNTOWN CHARLESTON HARBOR
Book online
$70.00 - $900.00

duration: 2.5 Hours meeting_point: Seabreeze Marina 50 Immigration Street Charleston, SC 29403 group_size: Up to 18 People description: If you’re a fan of the Outer Banks series, and you’re looking for a thrilling experience that captures the...

Fishing Charters

Charleston Outdoor Adventures

Book online
$485.00 - $750.00

meeting_point: 1871 Bowens Island Road Charleston, SC description: Join our captain for 3 hour or 4 hour inshore fishing as we travel surrounding saltwater estuaries and tidal flats to experience fishing the Lowcountry. Red Drum (redfish/ spot...

4th of July Sunset Fireworks Sail

Charleston Sailing Adventures

Book online
$125.00

description: Rates $125 per person ___________________________________ Duration 2.5 hours (duration time depending on the length of the fireworks show) ___________________________________ About Come enjoy the sunset followed by...

Pontoon Rental • 115 Horsepower
Book online
$375.00 - $3,225.00

description: Full Day Boat Rentals Know Before You Go - All renter's must be 21 years or older. - Can fit up to 10 people. - No pets allowed. - We are unable to provide life jackets for kids under 90 lbs. - All of our vessels are 115...

TDI Specialties

description: Let's Adventure! Duration Time Varies Based on Specialty About There are other specialties we can teach that each have their own requirements as far as number of dives and special equipment. We can discuss in more depth if there...

Intermediate Pickleball Clinic - 10:00-11:00 AM

description: Rates Clinic Cost - $35 Duration Monday - Saturday 10:00 am - 11:00 am Runs Till May 31st About This clinic is designed to meet you at your skill level and help you improve your dinks, third shot drops, serves, court...

Two Day Kayak Rental

Castaway Island Excursions

Book online
$85.00 - $100.00

description: Experience Folly on Your Own Time! Duration 48 Hours About If you are staying at a beach house or rental on the water - don't worry! We can bring the kayaks to you for free. If you have an appropriate vehicle and want to take...

Kismet - Private Sunset Charter

Charleston Yacht Charters

duration: 2 Hours (Call for 3 or 4 hour Charters, 4 hour trips receive 15% off) cancellation_summary: All charters are fully refundable up to 7 days from departure. If you need to cancel please call us and we can issue a full refund. Within 7 days...

Historical Plantation Tours

Curated Charleston

Book online
$175.00

duration: 4 Hours cancellation_summary: 72 hours notice meeting_point: 184 E Bay St Suite 103 Charleton SC 29401 description: Step beyond the city and into the landscapes that shaped the Lowcountry. Our plantation tours offer a thoughtful...

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