Charleston, SC Vacations

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Vacation Rental

Featured Vacation Rentals

Guesthouse Charleston: SOUTH (82 A)

82 - A is located on the first floor of a gorgeous standalone home, offering a roomy four-bedroom, four-and-a-half-bathroom apartment ideal for a weekend hideaway. Step inside to find an inviting open living, dining, and kitchen area, ideal for...

  • Charleston
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Rooftop Patio, Unparalleled Views in 3-s...

Summary:Feel the appeal of Carriage on Cannon, a gorgeous 3-bedroom home in downtown Charleston. Savor the elegance of this three-story residence, complete with porches and a rooftop patio offering handsome expansive city vistas. Located just two...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Moonlight | 2BR Up - Charleston Style Co...

Summary:Welcome to Moonlight, a second-story Charleston condo where soaring cathedral ceilings, a private balcony, and chic finishes combine for a stay that feels both airy and intimate. Ideal for couples or modest groups seeking character, comfort...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Guesthouse Charleston: SOUTH (105 B)

Freshly Renovated in 2024! Located on the second floor of a beautiful 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
Inquire for Disc on 28+ night stays! Poo...

Monthly Winter Rental Pricing, stays 28+ nights, please inquire! Make everlasting memories with you and your whole family on your next vacation at 808 Ocean Boulevard. 808 Ocean Boulevard is a gorgeous private 6 bedroom 6 bath home located...

  • Isle of Palms
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
The Lodge Alley Inn™ - Studio (1Q)
4.0
(4)

This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigned during check in.SEE FOR YOURSELF!There is more to discover and discover here at The Lodge Alley Inn found in the heart of old...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4

Charleston Tours & Activities

Women and Wine Tour (Walking)

Charleston Historic Tours

Book online
$34.00

Days and Times **Thursday, Friday, and Saturday 4pm start About The Women and Wine is a combined history and bar tour that will include two bar stops and historic sites in between. Led and designed by two locals Gia and Capt. Bryan the focus of...

Historic Downtown Tour

Lowcountry Walking Tours

Book online
$28.00

duration: 2 Hours meeting_point: Charleston, SC description: This approximately 2 hour walking tour winds its way through the streets of the French Quarter and ends in the area "South of Broad" Tour Times - 10am and 2pm Daily Tour...

Daily Rentals Downtown Charleston Location

About One day rentals. Return same day before close.

OBX Public Pogue Tour (Up to 18 ppl) Folly Beach

duration: 2 Hours meeting_point: 83 Center St Folly Beach, SC 29439 description: OBX Themed Tour: Flipper Finders Adventure from Folly Beach If you’re a fan of the Outer Banks series, and you’re looking for a thrilling experience that captures...

Discover Scuba

Joe's Scuba

Book online
$150.00

description: Let's Adventure! Duration 2 Hours About This course is to experience what scuba diving is like without having to go through the full certification process What's Included? - Instruction on Scuba theory and operation. - Pool dive...

Haunted Ghost Tour / Harbor Cruise

Sandlapper Water Tours

Book online
$35.00 - $45.00

duration: 1.5 Hours meeting_point: Charleston Maritime Center 10 Wharfside Street, Charleston, SC 29403 min_age: 4 description: Explore haunted city sites that cannot be reached on foot! Climb aboard the Palmetto, our 45ft catamaran, versatile...

A Walk Through Charleston History

Peninsula Walking Tours

Book online
$15.00 - $23.00

The Story of Charleston Duration 2 hours About Anthony Bourdain said, “The south is not a monolith, there are pockets of weirdness, awesomeness, and then there is Charleston.” We have a rich culture, amazing history, classic...

Happy Hour Bus Tour

Charleston Brews Cruise

Book online
$50.00 - $1,190.00

**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 Charleston’s most...

Anna Kate Heller Private Pickleball Group: 3/6/26 @ 11 am

Private Wild Dunes pickleball group organized for Anna Kate Heller family and friends! 3/6/26, 11-1 pm. The group will be organized by Josh and the Wild Dunes pros. Food, drinks, paddles, and all equipment provided. We will use an upriver...

Six Hour Charter

The Reel Deal Charters

Book online
$650.00

description: *Enjoy Your 6 Hour Inshore Fishing Charter!* **Start times may vary depending on the tide. We will call you the evening before your charter to confirm the exact start time.** **Morning Times: 6:30am ...

Paint & Sip with For the Love of Art Mobile Studio @ Ruby Sunshine

No experience needed! Our friendly artist will guide you step-by-step through the painting process and you will leave with a one-of-a-kind work of art! Your own masterpiece! “Ruby Sunshine is a brunch restaurant born in New Orleans, and located...

Winspire Tours

Charleston History Tours

Book online
$85.00 - $245.00

About Tour where buses and carriages are not allowed. Charleston sites include: Rainbow Row, Four Corners of Law, Dock Street Theater, St. Phillip's Church, Washington Square, The Battery, Old Exchange Building and Provost Dungeon. Duration 2...

Find your perfect Charleston

Fishing Charter

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