Family-friendly holiday rentals in Charleston

5 Star Private Guest House • Heart of Park Circle

Escape to this peaceful, light-filled guest house in Park Circle, one of Charlestons most vibrant neighborhoods. Relax on the private patio or in one of the hammocks, refresh in the dual shower, and rest easy on a plush Nectar bed. Enjoy fast WiFi, off-street parking, and brand-new bikes to explore restaurants, breweries, and festivals at Riverfront Park or Firefly Distillery. Consistently rated top 1% and 5% of Airbnb’s, caring local hosts, constantly upgraded for your perfect Lowcountry stay!

Oceanview Sea Cabin 318B- Isle of Palms, SC!

Make your next vacation unforgettable with a stay in our charming beachfront condo. Wake up to amazing views of the sunrise over the Atlantic, then spend the day enjoying the private beach access, swimming pool, and the only fishing pier on the island! After a long day of sunbathing, your fully equipped kitchen and comfortable living room provide the perfect setting for enjoying a meal, game night, or just relaxing. Don't feel like cooking? The shops and restaurants of IOP are steps away!

Ideally located between Downtown and Folly Beach

Perfectly situated between Folly Beach and Downtown Charleston our newly renovated home is the best location for those wanting to explore all that Charleston has to offer. The home is part of a duplex located in the center of James Island. There are 2 bedrooms, both with queen beds and 1 bathroom. The kitchen is fully stocked with cookware and dinnerware. There is a small back patio outside the sliding glass doors in the living room. The private driveway can accommodate 2 cars.

Bright, clean and close to everything!

You and yours will enjoy easy access to everything Charleston has to offer from this centrally located 1 bedroom apartment. -10 minutes to Downtown Charleston -15 minutes to Folly Beach -2 minutes to the public golf course, yes you read that right! Close to everything, check! Our 1 bedroom apartment offers a California king bed, a spacious kitchen, off street car+boat parking, personal washer & dryer and of course, WiFi. Need more? Just ask! We are happy to accommodate.

Endless Summer Downtown CHS

This historic property was built in 1838 with original porches to this grand Charleston home. Full renovation in January 2023 to create the beachy, coastal, surf chic spot it is today. Updates include new kitchen, two new bathrooms & fresh paint. Relax surrounded by a fun vibe and great local art. Downtown dining and bars are a short stroll away but we are still tucked in the quiet neighborhood close to MUSC Hospital. Walkable to Upper King Street nightlife and dining.

Spacious Daniel Island Apartment

Fully furnished 1 bedroom (queen bed) apartment on Daniel Island. We are able to bring a single mattress out to the apartment for guests bringing a child, so the apartment can accommodate up to three (two adults and a child). Full kitchen with glass cook top, dish washer, full-sized refrigerator/freezer, toaster oven, etc. Includes linens, dishes and utensils. Washer/dryer en suite. Has Youtube TV, HBO Max, and wifi. 15 mins from airport, downtown Charleston, and beaches.

Peaceful Haven -5 miles to Folly Beach or Downtown

Welcome to Peaceful Haven! We live in Oregon, but visit often to spend time with our grandchildren. You will find our house fully-stocked-we have stayed in many Airbnbs, and want to make sure you have what's needed, without being burdened with our belongings. LOCATION: Our home is located right between Charleston and Folly Beach - 12 minutes/5 miles to each. ISSUES? Our son & daughter-in-law live right around the corner, and care for the home. EV Charger on site.

Downtown Charleston abode w/ bikes, 4 Beds

Welcome to our chic 2 bedroom + 2 bath second floor unit just steps away from Charleston's historic Hampton Park. Enjoy sunset bike rides, 5 minute walks to downtown's hottest restaurants, and views of the Citadel from your front porch. This stylish home comes equip with a fully stocked kitchen, beach towels, games, baby equipment, workspace, washer/dryer, WiFi, off-street parking, bikes, and much more! Live like a local in Charleston's most coveted neighborhood.

Silverlight Cottage in Park Circle

A spacious retreat (780 sq ft.) in Park Circle: Elegant, gracious + charming. Brand new custom built guest house designed with a nod to classic Charleston architectural influence: open concept indoor - outdoor space to large shady screened porch where a perpetual breeze from the not-too-distant coastline blows gently all year round. Visitors will return from their travel deeply restored and revived - having experienced well-appointed accommodation.

Olde Village Loft - Unique Park Circle Experience

Welcome to The Olde Village Loft at Park Circle! Perfect for Couples or Solo Travelers Seeking a Special Experience Tastefully nestled away in a private backyard setting, this unique space was carefully designed with an industrial minimalist style, embracing the origins of the neighborhood. With more than 5 years of experience as Superhosts, we are delighted to offer our guests a one-of-a-kind experience in the eclectic Park Circle neighborhood!

Luxury Sea Cabin Guest Suite - Across from Beach

After a years remodel, our downstairs apartment is ready for you! Across from the best surfing beach in the state, 'the Washout,' this 1 Bedroom suite has everything you need for an easy getaway to the island. Just a few steps to the beach, a bike ride to great restaurants, or 15 minutes drive to historic Charleston, this private spot is perfect for couples, surfers, beach lovers, or solo travelers. Please read additional details below.

King Suite / Private Entrance

Newly renovated guest suite on the upper Charleston Peninsula very close to Hampton Park and the Citadel Military College. Spacious, Comfortable, Quiet, has parking and is about a 13 minute drive to the Historic/business district or catch the free shuttle bus 3 blocks away. please note that the kitchenette area does not include a stove. Also note the stairs to the second floor location in case mobility is an issue.