Charleston Vacation Rentals Book beach cottages and historic homes for the ultimate Charleston stay. Where South Carolina Charleston Isle of Palms - People 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + 9 + 10 + 11 + 12 + 13 + 14 + 15 + 16 + 17 + 18 + 19 + 20 + 21 + 22 + 23 + 24 + 25 + 26 + 27 + 28 + 29 + 30 + 31 + 32 + 33 + 34 + 35 + 36 + 37 + 38 + 39 + 40 + Search View all Charleston Properties USA > South Carolina > Charleston Visit Charleston Nestled in South Carolina’s Lowcountry, Charleston dazzles with Southern hospitality and history. Pristine beaches, national parks, history, shopping, and dining make this year-round destination special. In fact, Travel & Leisure Magazine voted Charleston the #1 Small City in America and the World. Find out why when strolling down King Street and through the Market. Splash in the beaches’ blue waters or spend the day touring, kayaking, or fishing the rich marshes and waterways then hit one of our locally-owned restaurants. Whatever your days and nights hold, come see why they say, “Once you visit, you’ll never want to leave!”. Your Charleston Vacation, Your Way.Premium PropertiesPrivate PoolsFamily Friendly Find Your Charleston Rental Cozy Cottage Home on IOP Isle of Palms, SC 3 Bdrms 2 Baths 6 Guests From $277.00 4.7 per night + taxes & fees View Details Premium Property Salty Dog Beach House with Private Pool Isle of Palms, SC 5 Bdrms 4 Baths 12 Guests From $770.00 5.0 per night + taxes & fees View Details 211 Sea Cabin 1Br1Ba Pool and Pier Isle of Palms, SC 1 Bdrm 1 Baths 4 Guests From $128.00 4.8 per night + taxes & fees View Details Featured Property Carolina Classic Beach House with Private Pool! Isle of Palms, SC 5 Bdrms 4 Baths 10 Guests From $770.00 5.0 per night + taxes & fees View Details Featured Property 140C Sea Cabin in the heart of IOP! 1BR1BA Pool and Pier Isle of Palms, SC 1 Bdrm 1 Baths 4 Guests From $130.00 5.0 per night + taxes & fees View Details Premium Property Bea's Nest Historic Beach House Isle of Palms, SC 5 Bdrms 4 Baths 12 Guests From $810.00 4.9 per night + taxes & fees View Details Coastal Cottage Hideaway Home on Isle of Palms Isle of Palms, SC 3 Bdrms 2 Baths 8 Guests From $410.00 4.9 per night + taxes & fees View Details 231 Landshark Pier 1Br 1Ba Condo Pool and PIer Isle of Palms, SC 1 Bdrm 1 Baths 4 Guests From $132.00 5.0 per night + taxes & fees View Details Featured PropertyPremium Property Sand Dollar Beach House with Private Pool/Hot Tub Isle of Palms, SC 5 Bdrms 5 Baths 12 Guests From $788.00 5.0 per night + taxes & fees View Details Carolina Elegance 109 Carolina Blvd. Isle of Palms, SC 6 Bdrms 5 Baths 14 Guests From $669.00 5.0 per night + taxes & fees View Details 134 Sea Cabin Retreat 1 BR Condo Pool and Pier Heart of IOP Isle of Palms, SC 1 Bdrm 1 Baths 4 Guests From $128.00 4.9 per night + taxes & fees View Details Premium Property Paradise Palms with Private Pool Isle of Palms, SC 5 Bdrms 5 Baths 10 Guests From $746.00 5.0 per night + taxes & fees View Details Premium Property Maple’s Walk, Oceanfront in Wild Dunes, Isles of Palms Isle of Palms, SC 3 Bdrms 3 Baths 6 Guests From $415.00 5.0 per night + taxes & fees View Details Meadow Blu Beach House with Pool Isle of Palms, SC 4 Bdrms 2 Baths 8 Guests From $522.00 4.8 per night + taxes & fees View Details Carolina Elegance North 65 Ocean Point Isle of Palms, SC 4 Bdrms 3 Baths 10 Guests From $459.00 5.0 per night + taxes & fees View Details Search while moving Featured Charleston Vacation Rentals From $130 / night 140C Sea Cabin in the heart of IOP! 1BR1BA Pool and Pier Isle of Palms, SC 4 Guests 1 Bdrm 1 Baths From $770 / night Carolina Classic Beach House with Private Pool! Isle of Palms, SC 10 Guests 5 Bdrms 4 Baths From $788 / night Sand Dollar Beach House with Private Pool/Hot Tub Isle of Palms, SC 12 Guests 5 Bdrms 5 Baths Your Local TeamLocally Owned and Operated In CharlestonRemember, when you rent with SkyRun, you can expect superior, prompt, and personalized service that’s hard to find in a top-down rental corporation. Enjoy a personal relationship with your property manager, who can answer any questions and address all concerns promptly. Have a question about local activities, amenities, or services? Our local staff can provide recommendations for getting the most out of your stay. Our property managers are just a stone’s throw away from most of our rentals. That means they’re available to step in to help with any situation. Rod & Alice TurnageCharleston, South CarolinaOwners, SkyRun CharlestonLet's Talk!Both Rod & Alice are South Carolina natives who are lucky to call the Lowcountry home. As residents of Isle of Palms and sometimes vacationers on the island, we have seen a need for premier home management services. Rod and Alice are available to provide a local vacation resource and vacation home management service for those who come to the Charleston Area for relaxation or business. Things to Do City Tours What To Expect Check-In Instructions Travel Insurance Property Damage Waiver DiningSeafood lovers celebrate! Charleston’s Lowcountry bounty gives foodies the chance to feast on the ocean’s bounty and its Southern locale means the BBQ proves world-class. Hit the Vendue Inn for drinks at the rooftop bar and then pop into Lewis BBQ for the real deal. Martha Lou’s Kitchen is the real deal for Southern cuisine and has earned praise from the New York Times, The Travel Channel, and Martha Stewart herself. With everything from fine dining to casual Lowcountry fare, Charleston won’t leave you hungry. Music and NightlifeLooking for a good time? Don’t miss the Windjammer on Isle of Palms for oceanfront live music and volleyball. The Windjammer is famous for their great music and the famous musicians that got their start there. Charleston Music Hall and Charleston Gaillard Center provide concert performances downtown. Many small venues around town offer country, rock, folk–pretty much any style for music lovers. Arts and CultureCharleston’s famous cobblestone streets invite exploration of the city’s vibrant cultural scene. Stroll along The Battery and King Street for some of the city’s best examples of antebellum architecture. The Gibbes Museum of Art offers rotating exhibitions, workshops, and events that highlight its American art collections. Catch a show at PURE Theatre, Dock Street Theatre, or Footlight Players. The College of Charleston hosts the Halsey Institute of Contemporary Art. Find shows ranging from classical to jazz to rock at Charleston Music Hall and the Charleston Symphony caters to classical music fans. AntiquingTake a piece of South Carolina history home as you source Charleston’s antique adventures. Hit downtown for myriad antique stores selling a mix of high-end and vintage goods. The King Street Antique District appeals to hunters with its mix of vintage, furniture, fine art, and collectibles. Charleston City Market houses a few antique shops and the French Quarter’s cobblestone streets speak to the historic goods you might find. BeachesLet the little ones splash around at Isle of Palms, a public beach known not only for its waters but vibrant shopping, restaurants, and Loggerhead turtle spawning from May to October. Grab your surfboard and hit Folly Beach. This spot proves a favorite for visitors and locals for its waves, surf shops, and eateries. Make a day trip to Sullivan’s Island for unparalleled views and excellent dining options. Kiawah Island has many private beaches, but areas are public with grills, restrooms, picnic areas, and a boardwalk. FishingCharleston’s location means both saltwater and freshwater fishing abounds. Go further inland and cast off on one of the area’s rivers and estuaries for sheepshead, spotted sea trout founder, and redfish. Book one of the area’s group or private fishing charters to cast a line for mahi-mahi, king mackerel, wahoo, tuna, and other species. Check South Carolina’s fishing rules and regulations. GolfingWild Dunes offers two public courses hugging the Atlantic Ocean and Intracoastal Highway. Come play the 36 holes and see why teeing off here is a must-do while in Isle of Palms Nearby Kiawah Island’s location on the ocean offers strong winds to challenge your play and the resort’s multiple courses earned it Golf Digest’s 2023 third best public course in the nation status. With 17 golf courses in the greater Charleston area, let your stay elevate your game. King Street Historic District The King Street Historic District’s upscale hotels and restaurants feature some of Charleston’s finest brunch and seafood fare. Shoppers rejoice–the district’s one-of-a-kind boutiques and shops sell tailored goods, handcrafted jewelry, and the latest season’s fashions. You can also take in art at the multiple galleries lining the street. When night falls, sip cocktails and watch the sunset over the city at one of the district’s bars that serve up craft cocktails with a side of panache. Don’t leave without a visit to Washington Square Park where adjacent cobblestone streets, wrought iron fencing, and lush sprays of oak trees beckon you to breathe in the beauty Charleston graces visitors and locals with all year round. The City Market and Market HallKnown as the Cultural Heart of Charleston, The City Market is one of the nation’s oldest public markets dating to the late 18th century and today hosts more than 300 vendors proffering goods from artisan crafts–including the city’s famous sweetgrass baskets–to regional foods and crafts. Find unique wood crafts, jewelry, clothing, and more as you walk the aisles that whisper history. Charleston City Market Great Hall earned the United States National Register Landmark of the “highest architectural design quality,” and today welcomes locals and visitors with its boutiques and shops as well as the Chuma Gullah Gallery featuring the storytelling, history, and art of the Gullah people of coastal South Carolina. French QuarterIt might not be Europe but with its cobblestone streets, galleries, historic buildings, and bustling vibe, Charleston’s French Quarter captures the spirit of the past while serving a vibrant, modern destination. Feel like you have stepped back in time with the gas lamps and cobblestones that serve as a backdrop for the art galleries, City Market, and restaurants and cafes. Coffee and a baguette, anyone? Before you go, don’t miss the French Huguenot Church, home to the US’ oldest, continuously active congregations of Huguenots. Rainbow RowCue up Instagram and get ready to post your pictures of Rainbow Row, the street containing Charleston’s 13 historic and colorful houses. Located north of Tradd St. and south of Elliott St. on East Bay Street, these late 18th century beauties were given a second chance at life in the 1930s and 1940s, coated in fanciful pastel colors that mark them today. It’s no surprise that this destination is one of Charleson’s most photographed spots. South Carolina Aquarium Book a date with Animal Encounter, Turtle Talk, or Reel or No Reel or just immerse yourself in the aquatic world at the South Carolina Aquarium, which teems with octopus, rays, turtles, and more. The Sea Care Turtle Center educates visitors about conservation efforts to protect endangered turtle species. Bird lovers rejoice–the aquarium is home to kestrels, owls, and eagles as well. Bring the whole family or come at night for a 21 and older After Hours night. Deep Water VineyardJust outside of Charleston sits Wadmalaw Island, the home of Deep Creek Vineyard. As the only domestic winery in South Carolina, this Lowcountry gem gives you permission to take a beat, taste the fruits of the region, and listen to live music amidst the Lowcountry’s beauty. Tasting, classes, and food trucks add to the fun. Charleston Water TaxiWant to satisfy the history buffs, nature lovers, and sightseers? Book a trip on the Charleston Water Taxi. Running a continuous loop around Charleston Harbor between Patriots Point and Downtown Charleston from , the water taxi operates from 9am to 6pm and hits points like historic Market Street, the South Carolina Aquarium, and the USS Yorktown (aircraft carrier). Hop off and on to create your perfect Charleston day. With hourly departures, this $14 bargain makes the water taxi a great way to get around. Fort Sumter ToursAccessible only by tour boat concessioned by the National Park Service, Fort Sumter offers a walk back to the starting point of the Civil War. Multiple daily departure times from Liberty Square in downtown Charleston or Patriots Point in Mount Pleasant allow you to set off for the park where a National Park Ranger meets you to walk you through an hour-long tour.. If you’re in Charleston on a summer Friday, dinner cruises allow you to take in the harbor’s beauty, history, and enjoy the region’s fare. Charleston Bus ToursLet knowledgeable tour guides narrate the history this vibrant city offers. Adventure sightseeing tours offer a full scope of Charleston’s architecture and vibrancy while plantation tours offer a look at history. Combination tours offer the best of both. Note that the city doesn’t permit hop-on, hop-off tours. Charleston Harbor ToursSpy Fort Sumter, St. Michael’s Church, homes steeped in Southern architecture, and dolphins frolicking alongside the boat when you book one of Charleston’s harbor tours. Maybe cruising along the harbor aboard a three-mast tall ship is on the bill, seeing the sun set over the city captures your imagination, or booking a moonlight sail is a must. Multiple outfitters let you tailor your seafaring adventure and many tours pair land and sea adventures for the excursion right for you. Charleston Carriage ToursTake in Charleston’s architectural beauty, lush gardens, and rich history when you and your group book one of the city’s group or private carriage rides. Can’t decide between capturing memories by day or letting the evening set the mood? Both daytime and evening tours have their own specific lens, so select the ride that teaches you more about the Charleson you want to know. What To Expect Get that “home away from home” feel while enjoying the streamlined, convenient guest experience that includes full attention to every detail. During your stay, you can expect SkyRun staff to be close by and available to help you make the most of your trip. You can reach them via web chat, email, text, or phone. They’re available and accessible daily, and on-call 24/7 for emergencies. What’s included Independent homeowners contract with SkyRun Vacation Rentals to professionally manage their properties and create stellar vacation experiences for their guests. Every SkyRun property is unique, so certain features and amenities are variable. To ensure you’re selecting the right property for your needs, review the photos and note the amenities listed for the property. Read the sections called “What you’ll love” and “What to be aware of” at the bottom of each listing, and check out reviews from prior guests. Included Services: Full cleaning prior to your arrival Pre-arrival inspection Wi-Fi and TVs Most properties have free parking (check each property for possible charges) Luxury linens and towels Fully stocked kitchen Cleaning and trash removal upon departure Included Amenities and Starter Supplies: Coffee and coffee filters (if applicable) Salt and pepper Soap/shampoo/lotion Toilet paper Paper towels Hair dryer Ironing board Dish soap and dishwasher detergent (if applicable) Laundry detergent (if applicable) Alarm clock Firewood (if applicable) Additional Services: Crib or toddler bed with sheet: $10/day Pump-up bed with sheets: $10/day Mid-stay cleaning service: Ask your local SkyRun staff for pricing Grocery delivery: Cost of groceries +10% + $20/hr Travel insurance: 7% of your stay Check-In Instructions Check-In: Check-in is 4:00 p.m. Eastern. Seven days prior to the arrival date, guests will receive an email that contains directions and access information for the property. In most cases, guests will access a property via a lockbox or smart lock using an access code. Early check-ins can be confirmed only on the day of arrival. Check-Out: Check-out is 10:00 a.m. Eastern. Guests must depart the property by the check-out time unless a late checkout has been coordinated and confirmed with the SkyRun office. Late check-outs must be coordinated directly with the SkyRun office no later than 9 a.m. on the day of departure. Please note that if we have an incoming guest we will not be able to accommodate a late checkout. We ask that guests remove major trash from the unit, return the furniture to its original location, and load and run the dishwasher. Parking: The check-in instructions email will contain information regarding parking at your property. Any parking fines assessed to your vehicles during your stay will be billed to you if they are billed to us. Parking fines can be significant. Travel Insurance Nationwide® Travel Insurance protects your vacation investment against unforeseen events like a hurricane, sickness, injury, flight cancellation, job loss and much more. Group coverage protects everyone in your traveling party for one low price. Get a quote. Property Damage Waiver Enjoy peace-of-mind with our incidental damage protection. SkyRun includes a property damage protection waiver on each reservation. The damage waiver covers damage to the property up to $1,500 so long as the damage is accidental and reported to SkyRun prior to your departure. It does not cover damage that is willful, the result of negligence, or damaged caused by the misuse of household items. It also doesn’t cover unreported damage. SkyRun doesn’t charge our guests a refundable damage deposit in lieu of the waiver. Unlike a refundable damage deposit, the damage protection waiver is nonrefundable. If during your rental of our property, you damage the real or personal property assigned to that property, SkyRun will cover the cost of repairs or the cost to replace the property up to an amount not to exceed $1,500. Should the cost of the damage exceed $1,500 or does not meet the criteria for a “covered loss”, and the property owner’s insurance policy also does not cover the loss, then you shall be responsible for the full amount of the damage which will be charged to the credit card on file. Coverage is provided to you and all travelling companions that are staying in the home overnight during your stay.,. Coverage is not provided for loss due to: Your intentional acts or gross negligence. Any damage that occurs if you are in violation of the terms and conditions (including but not limited to having more than maximum occupancy or having a party). Loss, theft or damage to any personal effects owned by you or brought on the covered stay by you. Loss, theft or damage caused by any person other than you or your traveling companions with whom you share the property reservation unless substantiated by a police report. Your Duties in the Event of Damage. You must: Take all reasonable, necessary steps to protect the property and prevent further damage to it. Report the loss in writing (email ok) prior to check-out to the SkyRun staff. Provide us documentation such as pictures to substantiate the claim. Property Management You Can Trust Owning a vacation rental shouldn’t be stressful. Let SkyRun ease your worries and increase your revenue with our vacation rental management solutions. Why choose SkyRun? As a locally owned & operated business, our homeowners are not just a number to us, they’re our neighbors. But as a franchise, we have access to tools and tech that help you stay ahead of the game. That’s why thousands of second homeowners trust us with their properties. Learn More SkyRun has exceeded our expectations as a management company. They have brought great peace of mind over the care of our vacation rental home. Vic & SusieKiawah Island, SC One of the best things SkyRun has done has been to put us at ease when it comes to being able to scale up. If we were to purchase another property, we would be comfortable listing it with SkyRun as well. JoeKona Coast, HI Charleston Blog From Maintenance to Marketing: The Full-Service Vacation Rental Management Advantage Read More Dynamic Pricing Strategies: How Professional Management Maximizes Your Vacation Rental Revenue Read More Avoid Burnout: How Property Management Services Save You Time and Stress Read More 5 Signs It’s Time to Switch Vacation Rental Management Companies Read More View All Explore Nearby Areas Isle of PalmsKiawahSeabrookFolly Beach Charleston Frequently Asked Questions How do I know I’m getting a good vacation rental? SkyRun provides photos, virtual tours, maps, amenity details and reviews about the property you will be renting. Our staff has first-hand knowledge of each property, so don't hesitate to call us if you have any questions. What’s included? Our rentals come fully furnished including TVs, high-speed internet, linens and towels, a microwave, dishes, pots, pans, and other kitchen essentials. We sweat the details and provide supplies like shampoo, conditioner, tissues, paper towels, dishwasher detergent, soaps, trash bags, etc. We provide everything you expect from a fine hotel, and then some. Refer to individual listings to see more amenity information, and please contact us directly if you still have questions. Am I getting a good deal? When you book direct with SkyRun you avoid paying service fees that traditional listing sites like Airbnb and Vrbo charge. Our prices are also competitive with rent-from-owner rates, but we offer professional service, optional travel insurance, and immediate on-site assistance should the need arise. In addition, we offer exclusive discounts from local businesses, available only to SkyRun guests. SkyRun can help you plan and save on your entire vacation experience, not only the rental itself. We also offer a fantastic value on lodging booked within 30 - 60 days of arrival with our dynamically adjustd rates. How does travel insurance work? Travel insurance is an optional addition to your total rental charges. It is offered on our reservation form at the time of booking. It is also usually offered at the time of booking when you booked with a 3rd party booking site. You can also add travel insurance onto your reservation within 48 hours of booking with SkyRun. The cost of travel insurance varies and is usually between 7% - 9.5% of your total reservation cost depending on the coverage type. If you do not have travel insurance, you can not cancel your reservation for any reason. If you have travel insurance and need to cancel or make a claim refer to your specific policy. More information about the travel insurance policies SkyRun offers can be found here. How do I rent a property? What are the deposit and payment terms? You can rent any of our properties by booking directly on this website using a credit card or you can call to book a reservation if you would like to speak with a vacation planner. When you book, 1/3 of your total reservation cost or a minimum of $300 is charged as a non-refundable deposit to secure your rental. 30 days before your arrival, the remaining amount is due and becomes non-refundable if you need to cancel for any reason (see travel insurance above for exceptions). At this time, the credit card we have on file will be automatically charged for the balance. How do I check-in? For most properties, SkyRun utilizes a convenient keypad lock system which allows you to enter your vacation rental using a personalized access code, as opposed to having to pick up a key and worrying about keeping track of it during your stay. This also saves you the trouble of coming to a check-in center beforehand. Your welcome packet will be in your rental upon arrival, and our staff is always only a phone call away if any questions arise. What are the house rules? No smoking and no pets (unless specifically designated as a pet-friendly property) are allowed in the rentals. House parties and exceeding the maximum occupancy at any time are prohibited. As in your own home, renters are of course subject to citations for noise violations, etc, handed down by public officials. Remember you are staying as a guest in someone's home, where much investment has been made to make your stay enjoyable; please treat all private property with the respect it deserves. Sign up for emails Trip inspiration, special offers, and vacation planning tips. Name(Required) First Last Email By submitting this form, I agree to SkyRun’s Privacy Policy Δ