Charleston, SC Vacations

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Featured Vacation Rentals

Private HEATED Pool Oasis 4 Bedroom Suit...

Escape to this striking 4-bedroom, 2-bathroom vacation rental located in the heart of downtown Charleston, located in the city’s most coveted neighborhood. Ideal for families, friends, or any group seeking an memorable hideaway, this home combines...

  • Charleston
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
Guesthouse Charleston: SOUTH (105 ALL)

This combined listing for South 105 A, B, & 105.5 is a great space for enormous groups. Each unit has 4 bedrooms, and 4.5 bathrooms totalling 12 bedrooms, 12 full bathrooms, 3 half bathrooms, 3 full kitchen/living areas. Located on the desired...

  • Charleston
  • 12 Bedrooms
  • 13 Bathrooms
  • Sleeps 28
Magnolia House | Historic Charleston Hom...

Summary:Welcome to Magnolia House, a grandiose 6 bedroom, 3 bathroom two-story Charleston style home that blends timeless character with comfortable, modern touches. Ideal for families or groups seeking space, beauty, and convenience in one place...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 19
5BR Group House | Fire Pit, Movie Deck &...

Bold, bright, and constructed for your whole crew! The entire property is yours, both private units, every bedroom, no one else on site. This Charleston group home sleeps 13 across 5 bedrooms and 3 baths. Packed with arcade games, a fire pit for...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Pet friendly, screened porch, walk to be...

Well-appointed and pet friendly (Dogs only-$200 non returnable fee per dog) beach home, roughly 1.5 blocks from the nearest beach access in Isle of Palms. Located on a huge double corner lot, and featuring a modest fenced indoor/outdoor space ideal...

  • Isle of Palms
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Cozy Furnished James Island home 3- Mile...

Totally Furnished and located just off of Folly Rd., this premier location between Folly Beach and Downtown Charleston is an ideal spot. Looking for that ideal place escape the hustle of the big city life? Work from home for the year and take...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6

Charleston Tours & Activities

Barrier Island Birding Excursion - Mud-Flats, Shell banks, Inlets and Sandbars

duration: 4 Hours description: Hop aboard with local expert birder Nicole Marie Pettinelli, from Charleston Bird Club and the naturalists from Barrier Island EcoTours as we explore the tidal flats and inlet sand bars in search of a variety of shore...

Inshore Fishing Charter - 4 Hour

Tight Line Outfitters

Book online
$600.00

duration: 4 hours cancellation_summary: Cancellation Policy: 50% deposit required. Cancel 7+ days for full refund; 6 days or less incur a 50% fee; within 48 hours or no-shows are non-refundable. Date changes within 7 days not guaranteed. Weather...

Galluzo Tennis Group

Wild Dunes Resort

Book online
$52.50

description: Over the course of the weekend, players enjoy customized clinics from our tennis pros, focusing on strategy, stroke production tailored to their level. Clinics are scheduled to fit each group’s pace and level. It’s an ideal option...

Boat Rentals

Captains Collective

Book online
$800.00

duration: 2.5 Hours meeting_point: Charleston, SC group_size: Maximum 12 people description: Seats up to 12 people! Perfect for bachelor/bachelorette, or just a fun day out on the water! what_is_not_included: - Instant Confirmation

Event

Charleston Pirate Tours

Book online
$585.00

Moonlight Cruise Boat Tour

Sundog Sailing Charleston

Book online
$450.00 - $550.00

meeting_point: Charleston, South Carolina, U.S.A. group_size: Up to 6 Guests description: Hop aboard the "Scout" for a moonlit or starlit cruise to take in Charleston's bests sights at night! A truly unique adventure to explore and sightsee along...

Sunset Kayak Tour

Charleston SUP Safaris

Book online
$50.00 - $100.00

duration: 2 Hours cancellation_summary: 24 Hours meeting_point: 83 Center St Folly Beach SC 29439 group_size: 2 - 10 description: Join us as we welcome the end of the day. This is a great time to see wildlife as well as enjoy our amazing lowcountry...

SUP Fitness

Charleston SUP Safaris

Book online
$55.00 - $85.00

duration: 1.5 Hours cancellation_summary: 24 Hours meeting_point: 83 Center St Folly Beach SC 29439 min_age: 10 group_size: Private, Semi Private, Small & Large Groups pricing: Private - $85 Semi-Private - $75 Small Group - $65 person Large Group...

Half Day Pontoon Rental

Parrish and Sons, LLC

Book online
$400.00

duration: 4 Hours meeting_point: Lake Bowen Boat Ramp - 8515 SC-9, Inman, SC 29349 description: ADVENTURE AWAITS! We'll greet you at Lake Bowen, where our team will launch your 24-foot pontoon boat and provide a comprehensive safety and operation...

Near Shore Fishing

Four Sons Charters

Book online
$1,250.00

description: A fun day of fishing! Duration 6 Hours About A 15 mile run to the near shore reef and your party will experience the excitement and anticipation of pulling up any number of different species such as King Mackerel, Spanish...

Sunset Harbor Cruise (Daniel Island)
Book online
$18.00 - $100.00

duration: 1.5 Hours meeting_point: description: This special harbor cruise from the Daniel Island Ferry will take you from the Daniel Island dock, down the Wando River, under the Ravenel Bridge and around the battery. Couples can enjoy a a quiet...

Tini Tiki 6 ppl Private

Seas Life for Good

Book online
$350.00 - $650.00

duration: 2-4 hours group_size: Max 6 people pricing: * $350 for the whole boat, up to 6 guests. description: Enjoy a laid-back, tiki-themed escape from Sunset Cay Marina designed for family cruising. Cruise the Folly River with music on 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