Charleston, SC Vacations

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Featured Vacation Rentals

6 Bedrooms! One Block to King Street!

Summary:Welcome to your Charleston gathering home, a six-bedroom property just one block from King Street that offers space, character, and plenty of outdoor appeal. Ideal for enormous families or groups who want walk-ability, historic details, and...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Stunning Home! Pool, Theater Room, Steps...

Amazing luxury rental located on a peaceful street just a few steps to the beach boardwalk. Loaded with outdoor amenities including an broad backyard complete private pool, chaise loungers, and outdoor shower. Appreciate vistas of the ocean from the...

  • Isle of Palms
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 11
Second row back from the beach, cornhole...

As of 10/30/2025 construction is now happening behind the home. One row back from the beach! This ocean view, 9 bedroom 6 and a half bath home is loaded with amenities for your family getaway. Charm and coastal style are found throughout this...

  • Isle of Palms
  • 9 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
Charming Downtown Studio with Modern Ame...

Summary:Welcome to your ideal downtown getaway in Charleston, ideal for nurses, doctors, and professionals. This airy, light-filled studio apartment offers a minimum stay of 30 nights and combines the appeal of historical design with modern...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Oceanfront Condo in Wild Dunes! Communit...

Escape to Isle of Palms in this adorable 2-bedroom, 2-bathroom condo with sweeping vistas of the majestic Atlantic Ocean. Besides having amazing ocean vistas and a great location, you'll also be in the Wild Dunes Resort, where you can reserve a tee...

  • Isle of Palms
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Sullivans Local! | 1307 Cove Avenue by A...

Please note that this home is available for 28+ nighttime stays only.Escape to 1307 Cove Avenue, a dreamy coastal hideaway tucked on the cove of Sullivan’s Island. With a chic design and plenty of space, this home provides the ideal blend of...

  • Sullivans Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12

Charleston Tours & Activities

Paddleboard Rental KR

Charleston Surf Co

Book online
$50.00 - $490.00

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!

McKinley Riley & Friends Bachelorette Pickleball Group - 4/17/23 @ 11 AM

Private bachelorette pickleball group organized for McKinley Riley and friends! A Wild Dunes pro will run the group from 11:00-12:30 pm. Snacks, mimosas, drinks, water, and Gatorade provided. Music, drinks, pickleball, lots of fun! Looking forward...

ECO Tour | 52' Luxury Yacht

Charleston Charter and Yacht

Book online
$1,190.00 - $3,570.00

*Relaxing and Captivating!* ___________________________________ Rates **2 Hour Private Charter:** - Group of 1-6 People: $1190 - Group of 7-12 People: $1390 ___________________________________ Duration 2-6...

Stargazing on the Ashley

Drayton Hall Preservation Trust

Book online
$5.00 - $40.00

See the Stars on the Ashley! Duration 2.5 Hours About Drayton Hall and Lowcountry Stargazers are pleased to announce the return of the most brilliant evening event of the year in Charleston, SC: Stargazing on the Ashley at Drayton...

Schooner Pride Wine Tasting Cruise

Charleston Harbor Tours

Book online
$95.00

duration: 2 Hours meeting_point: Charleston, SC description: *Board the Schooner Pride for a relaxing evening featuring wines of the Loire Valley!* Join us for relaxing 90 minutes sail featuring wines of the Loire Valley and light hors d'oeuvres. ...

Charleston Chicken & Oyster Tour

Crafted Charleston Tours

Book online
$225.00 - $250.00

Limo, Boat, Science, and Culinary Tour packed into one! First, enjoy a stop for brunch at the famous Dodge’s Chicken to start the day with the juiciest, freshest, crispiest, and most FAMOUS lowcountry fried chicken and sides! Hop back on the bus...

Morris Island Drop Off up to 6ppl | Folly Beach Location

This is a completely self-guided adventure! About Whether you're a curious naturalist, history nerd, love picking up shells, looking for Megalodon teeth, or just want to sit with your beach chair, umbrella and cooler, you will enjoy this...

Middleton Place Plantation Tour

Palmetto Carriage Works

Book online
$25.00

pricing: $25 Per-Person (All Ages) description: Explore 65 acres of formal landscaped gardens at the beautiful Middleton Place

Premier Package Tour

Lowcountry Oyster Co.

Book online
$150.00 - $550.00

Let's Adventure! Duration 3.5 Hours About Boat, Science, and Culinary Tour packed into one! Learn about the lifecycle of an oyster from start to finish. See one million oysters growing in our nursery followed by a boat ride through the...

Shark Teeth & Fossil Island Adventure Boat Tour
Book online
$200.00 - $1,150.00

duration: 3 Hours meeting_point: Charleston, South Carolina, U.S.A. group_size: Up to 6 Passengers description: Charleston! Fossil Hunt for Megalodon shark's teeth, sting ray barbs, vertebrae, and preserved marine fossils. Experience sea birds...

Twilight Paddle - South Cove

Unlimited Outfitters

Book online
$30.00 - $35.00

Paddle into the Sunset Duration 2 hours About Take a twilight paddle for a discount, this is a self guided rental! What to Know - Each rental includes a Life Vest, Paddle and Whistle - Each rider must be at least 12 years old to...

The Quickie-30 Min Axe Throwing

Woodchuckers Axe Throwing

Book online
$20.00

Bring your friends and come have an AXE-CELLENT time!!! Pricing $20 per person About Axe throwing is a fun activity that entails throwing a sharpened axe at a wooden target 12 feet away. Points are scored when the axe "sticks" in the...

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