Charleston, SC Vacations

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Featured Vacation Rentals

Guesthouse Charleston: SOUTH (105 B)

Freshly Renovated in 2024! Located on the second floor of a striking two-unit duplex, this four bedroom, four and a half bathroom home is located on the coveted Spring Street, just steps away from Cannon Green. Feel comfort and style as you step...

  • Charleston
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
8 Bedroom - Newly Renovated - Parking & ...

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
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Helène Parlor - Spacious 4BD, 4BA -...

Summary:Freshly modernized 4BR/4.5BA home in laid-back Cannonborough/Elliotborough, ideal for families or groups. Just 1 block to Upper King St, 1.5 miles to Market St, 15 min to CHS airport, and 20 min to beaches. Lady Helene Unit C offers...

  • Charleston
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
New! The Palmetto House- 3 Blocks To Kin...

Summary:Feel the ideal fusion of history and modern luxury at The Palmetto House, This remarkable 4-bedroom, 3-bath second-floor apartment is located within a historic Charleston home. This impressive getaway is your gateway to Charleston, located...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
2 Blocks to King St|Rooftop Patio

Summary:Step into luxury with our freshly refreshed getaway, a stone's throw from King St. Appreciate the sophisticated interiors illuminated by natural light from broad windows. This Charleston delight provides 2 bedrooms and 2.5 bathrooms with...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Deluxe Two Bedroom Suite - Steps to King...

Summary:Feel the appeal of historic downtown Charleston in this luxury two-bedroom gem opening onto King Street. Each bedroom features an ensuite bathroom for your comfort and privacy. Savor the modern open floor plan, complete with a gourmet...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4

Charleston Tours & Activities

Private BREW BARGE

Saltwater Cycle Charleston

Book online
$775.00 - $900.00

duration: 1 hour 35 minutes group_size: max 18 description: Enjoy a relaxed, scenic private cruise with your group while sipping your favorite beverages and taking in gorgeous views. The experience is led by USCG-licensed captains who handle...

Timeless Influence: How Antiques Shape Generational Design
Book online
$75.00 - $85.00

duration: 1 hour description: This engaging panel brings together the next generation of rising talent in the design world to explore how classic forms, craftsmanship, and collecting traditions are reinterpreted for today’s interiors. Through...

Living Legacies

Drayton Hall Preservation Trust

Book online
$32.00

duration: 6 hours meeting_point: Drayton Hall & Magnolia Plantation description: Join Drayton Hall and neighboring plantation, Magnolia Plantation & Gardens for a family-friendly event on February 8, 2025. On February 8, 2025, Drayton Hall...

Guided Kayak Full Moon Paddle

Edisto Watersports and Tackle

Book online
$60.00 - $120.00

description: Enjoy a guided kayak tour at night during a full moon! Tours will head out with the tide and enjoy paddling the creek by full moon.

Large Groups and Wedding Parties

Charleston SUP Safaris

Book online
$45.00 - $60.00

duration: 2 Hours cancellation_summary: 24 Hours meeting_point: 83 Center St Folly Beach SC 29439 group_size: 10+ People Group Discount $5 off per person pricing: Person - $60 People in a group of 10+ - $55 per person description: Make your...

Walking tour-Charleston through the eyes of the women who lived it!

duration: 2 Hours group_size: Up to 10 People Per Tour! pricing: description: Let's Enjoy! Duration 2 hours About Enjoy and learn about Charleston's history through the eyes of the women who lived it! We will be touring in the very historic...

Gift Card

Edisto Bike and Golf Cart Rental

description: Purchase the perfect gift: a gift card with a value of your choosing and no expiration date!

Pickleball 101 - Beginner Clinic

description: Rates Pickleball Player - $35 Wild Dunes Member - $28 Duration Monday - Saturday 9 - 10am About If you've never played before or only a few times this is the clinic for you! This clinic is designed to have you up and...

Dinner Delivered - Southern Style Brunch

description: Rates $425.00 for ten people About Dinner Delivered - Southern Style Brunch Sometimes a true Isle of Palms vacation means that dinner magically appears on your table – no fuss, no muss. That’s precisely what Dinner Delivered...

One Hour Private Yoga Lesson • Call to Book!

meeting_point: 64 9th St W Ext, Folly Beach, SC 29439 description: This is a 1 hour private class that is tailored to your individual needs. There are many reasons you might want to take a private class. Solo Class Option: $60 1 hour class. If you...

Intermediate/Advanced Float Trip
Book online
$55.00

description: Get your adrenaline pumping with drops and splashes! If a tandem boat is requested, please give a call after completing your booking About - Start the day at Chattooga Whitewater Shop getting all of the gear for the trip. From...

The Whimbrels of Deveaux

Holy City Sailing

Book online
$530.00 - $650.00

description: Private luxury sailing charters for up to 6 passengers leaving Bohicket Marina daily. Rates $650 Duration: ~3 hours About This is a very limited charter (6 dates, May 18- May 23) to view the truly phenomenal migration of...

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