Charleston, SC Vacations

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Featured Vacation Rentals

The OakTree | DT Charleston Gem - Near K...

Summary:Welcome to your Charleston getaway, a beautiful 3-bedroom getaway in the heart of downtown, designed for guests who value comfort, convenience, and a touch of luxury. Whether you’re here for a hideaway with friends, a family trip, or a...

  • Charleston
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
Revitalized Historical Southern Residenc...

Summary:Ideal for a enormous family! Just one block away from upper King Street, the new epicenter of the city's acclaimed restaurant and nightlife district. Savor some of Charleston's best local dining, all located within just a few blocks of the...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Sawyer by AvantStay | Stunning Isle Of P...

Welcome to Sawyer, an AvantStay home! Located on the handsome beachy Isle of Palms just 30 mins. away from downtown Charleston, this home is a fabulous getaway for those looking for a calming spot a ideal distance from the action. Cook up some fresh...

  • Isle of Palms
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Elegant and Chic Condo in Downtown Histo...

Come appreciate this new rental in the heart of Downtown Charleston. Completed in July of 2018, these units offer something that most downtown units cannot. Stocked with a full kitchen and linens, you can`t beat what this rental has to offer! Ideal...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Small private home on quite street just ...

A rather neighborhood street located mins. to downtown Charleston and only a short drive to Folly Beach.Eateries, breweries and entertainment a short distance away. Shopping within walking distance. Golfing also a short drive. You'll also have...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 3
Downtown Duplex - Coming St - Sleeps 20

Feel the timeless appeal of Charleston’s historic peninsula, the Holy City. Stay just mins. from MUSC, the College of Charleston, and the vibrant shopping, dining, and nightlife of King Street. From this ideally located downtown home, you’ll be...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16

Charleston Tours & Activities

Gift Card

Charleston Charter and Yacht

description: Purchase the perfect gift: a gift card with a value of your choosing!

Drayton Hall Kids Downtown

Drayton Hall Preservation Trust

Book online
$5.00

duration: 1 Hour meeting_point: 328 East Bay Street, Charleston, SC 29401 description: You loved Family Fridays at Drayton Hall, so we’re bringing a special weekend edition to downtown Charleston! Join us one Saturday this spring for a morning of...

4 Hour Inshore Fishing Charter

Little Darlin Fishing Charters LLC

Book online
$500.00

duration: 4 Hours meeting_point: 2408 Maybank Highway, Johns Island SC, 29455 group_size: Up to 6 People description: Inshore fishing takes place in the calm waters of bays, estuaries, tidal creeks, and around jetties. We target species like...

FALL SPECIAL - PRIVATE PARTY CRUISE

Tiki Tours of Charleston

Book online
$1,000.00 - $3,500.00

meeting_point: Tiki Tours of Charleston description: *The Most Fun Boat You've Ever Been On* BYOB and food! Perfect time for an Oyster Roast or catering to the boat! We provide Waters, Ice, Coolers, Sound System and Bathroom on board! ...

Black History Month Celebration Season Pass

description: About Each ticket entitles the purchaser to visit as many days they choose February 2nd - 26th during our 2026 Black History Month Celebration. Tickets can only be used by purchaser of record. ID required upon entrance. A portion...

Private-Full Send Party Boat

Harbor Bar Pedal Tours

Book online
$625.00 - $1,125.00

duration: 1 HOUR and 45 MINUTES meeting_point: Ripley Light Marina 56 Ashley Point Drive Charleston SC 29407 group_size: Maximum 26 people pricing: Friday and Saturday: 1-9ppl $925.00 10-18ppl $1025.00 19-26ppl $1125.00 Sunday thru Thursday: 1-9ppl...

eScooter

Isle of Palms eBike

Book online
$30.00 - $140.00

description: Electric scooters are one of the most efficient, cost-effective ways to manage urban commutes, bypass local traffic, or handle quick errands check_in_details: Meet us at the Store for hourly/one day rentals. We will deliver for 2+ days...

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...

Happy Hour Bus Tour

Charleston Brews Cruise

Book online
$50.00 - $1,190.00

description: **This tour is ideal for those just looking for a fun activity prior to hitting the town.** This “Hoppy” Hour tour focuses less on craft beer education and more on having fun, meeting new people, and experiencing two of...

Merchandise

Barrier Island Eco Tours

Book online
$25.00 - $40.00

Sunset Charleston Harbor Sail
Book online
$44.00 - $49.00

duration: 2 cancellation_summary: Cancellations, refunds, or reschedules are permitted up to 48 hours before your scheduled sail start time. Within 48 hours of your sail, no cancellations, refunds, or reschedules will be allowed. meeting_point: Shem...

Sunset Cruise

Island Boat Rentals and Charters

Book online
$45.00

duration: 2 Hours meeting_point: 50 River Landing Drive group_size: 16 description: Step aboard the Island Cat and embark on a scenic sunset cruise around Charleston Harbor as you watch the sky transform into beautiful hues of pink, orange, and...

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