Charleston, SC Vacations

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Featured Vacation Rentals

3-bedroom home just 15 mins from charmin...

Your comfortable hideaway awaits in Charleston at this striking home. With 3 beautiful queen beds spread across 3 bedrooms, this amazing property offers 2 full bathrooms and a modernized patio for relaxation or family fun. The property is completely...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Relaxing, boho home, central to many att...

We are new to Vacation Rental By Owner but well established on @irbnb with super host status and many reviews.Kick back and relax in this calm, chic home just mins. from some of Charleston's most fashionable attractions. This home is a ideal central...

  • Charleston
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Peaceful Porch • Parking • 2 Blocks ...

Summary:✨ Welcome to Azaleas on Spring – Suite A! ????Notable amenities include:???? Porch overlooking historic Spring St???? 2 Blocks to King St – Walk to Charleston’s Finest Dining, Shopping & Nightlife????️ 3 King Bedrooms + 3 Ensuite...

  • Charleston
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Cozy 5BR/5BA Downtown Gem - Close to Kin...

Summary:Feel Charleston appeal in this newly modernized 5BR/5BA getaway just one block from King Street. Comfortably sleeps 11 with luxe king beds, modern open living spaces, and a completely equipped kitchen. Savor Intelligent TVs, high-speed WiFi...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Oceanfront, Modern condo! Can't beat the...

Property Highlights- Private Beach and Pier Access - Shared by Sea Cabins- Community Pool & Kid Pool- Walking Distance to Ocean Blvd Eateries and Stores- One Free Parking Spot- Free High Speed WiFiAll reservations will require an independent...

  • Isle of Palms
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Elegant Sunlit Home with Private Rooftop...

This is a modern luxury condo with many windows and a significant amount of natural light. Finest of all, it has a private rooftop, ideal for morning coffee or sunset drinks. Located 3 blocks from King St eateries, shopping, and nighttime life, this...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4

Charleston Tours & Activities

Boat to Beach Cruise - 3 Hours

Lowcountry Coastal Excursions

Book online
$450.00 - $1,750.00

duration: 3 Hours cancellation_summary: Refund 100% if guest cancels 15+ days before trip date. group_size: Up to 23 guests description: Get ready for an unforgettable adventure as you set sail on a Charleston Boat Tour! Gather your friends and...

Pine Island Excursion Boat Ride

Edisto Watersports and Tackle

Book online
$30.00 - $50.00

duration: 3 hours meeting_point: Edisto Watersports & Tackle description: Explore Pine Islands beach, sandbars and tidal pools at low tide. You'll find ample marine life and shorebirds feeding and resting on this deserted ACE Basin...

Tour & Tasting

Striped Pig Distillery

Book online
$20.00

meeting_point: 2225 A Old School Dr. Charleston, SC 29405 description: *Come find out why we have so many five star reviews!* ___________________________________ Tasting Times **Wednesday-Friday:** Every hour, 12:00-5:00PM Tours start on the...

One Day Kayak Rental

Castaway Island Excursions

Book online
$65.00 - $80.00

description: Experience Folly On Your Own Time! Duration 24 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...

Lost Stories of Black Charleston
Book online
$29.00 - $39.00

duration: 1 hour 30 minutes meeting_point: Tour Charleston Headquarters at Buxton Books description: Professor Damon Fordham's 5-Star walking tour weaves together his talents as an historian, educator, published author, and story-teller. *Ages 6...

Pubs, Taverns, and Taprooms

Charleston Culinary Tours

Book online
$75.00 - $1,080.00

duration: 3 Hours min_age: 21 description: Neighborhood Historic French Quarter & City Market About Ages 21+ • Three drinks included! This 3-hour walking tour will take you through the history of Charleston's Pubs, Taverns, & Taprooms...

Otter Island Excursion Boat Ride

Edisto Watersports and Tackle

Book online
$30.00 - $50.00

duration: 3 hours meeting_point: Edisto Watersports & Tackle description: Enjoy a boat ride over to one of our protected islands in the heart of the St. Helena Sound. There you will be dropped off to spend 2.5 hours enjoying & exploring this...

Bachelor Party Cruise - 3 Hours

Lowcountry Coastal Excursions

Book online
$450.00 - $1,750.00

duration: 3 Hours cancellation_summary: Refund 100% if guest cancels 15+ days before trip date. group_size: Up to 23 guests description: Get ready for an unforgettable adventure as you set sail on a Charleston Boat Tour! Gather your friends and...

Bicycle Service Pickup and Dropoff Downtown Charleston

Assessment/Repair Lead Times Assessment and repairs can take up to 1 week to complete. Depending on current workflow and if we need to order parts for your repair, it may be sooner. If you need your bike back by a particular date, please call...

2025 Mclaren Artura

Holy City Exotics

Book online
$1,000.00 - $6,300.00

duration: 1 - 7 Days meeting_point: 3555 Meeting Street rd, North Charleston 29403 description: what_is_included:

Sunset Cruise and Boat Rental

Dockside Yacht Charters LLC

Book online
$600.00 - $800.00

duration: 2-6 Hours meeting_point: 33 Lockwood Dr, Charleston, SC 29401 group_size: Maximum 13 people description: With Dockside Yacht Charters, you can take in the beauty of the Charleston during Sunset while enjoying a private boat charter.

Historical Walking Tours

Curated Charleston

Book online
$95.00

duration: 1.5 Hours meeting_point: Curated Charleston description: Step back in time and discover the magic of Charleston on a private walking tour designed exclusively for your interests. As you stroll the cobblestone streets and waterfront lanes...

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