Holiday rentals in Round O

★Delightful guest house near historic plantations★

Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

Waterfront home w/ Deepwater dock on Stono River!

3bd/2bath waterfront home with deep water dock on the Stono River on Johns Island! Beautiful lot in quiet neighborhood, with large majestic live oaks. Enjoy beautiful views of the Stono River from the sunroom or patio, ideal for catching pretty sunsets! Great fishing and crabbing right off dock as well as boating, kayaking, or swimming. Bring your own boat to keep at dock! Located across from public boat landing! 2 kayaks, crab pot and 4 bikes included. Come and enjoy this beautiful property!

Bridgerton inspired fantasy 2 min from park circle

Live out your Bridgerton fantasy in this stunning historic space. The apartment features antique furnishings/art, a private entrance and patio with lounge and a hot tub (The hot tub is available Apr through Nov). Off street parking. A sumptuous bathroom with an oversized soaking tub and a kitchenette. There is also a 55 inch frame tv in the bedroom including WiFi. Available for photo shoots upon request rates may differ please contact host prior. Bridal pics by Olivia Allain Permit#2026-0414

Marshfront Villa In The Trees - Near Beach & Bay

"The most unique and relaxing place to enjoy the tranquility and experience of Edisto. We did not want to leave" - Sambo Nestled atop 360-degree marsh views, you'll be immersed in the exotic natural beauty and wildlife of the Edisto sea island. Hear the waves crashing at the beach from the front porch and watch the marsh tides rise and fall from your choice of the many porches. "Nature with luxury.. our group loved floating from the house out to the inlet for private beach days" - JP

Riverbank Cottage on the Edisto River

Riverbank Cottage is situated on the banks of the Edisto River. Our 630 square foot cottage is freshly remodeled and waiting for your weekend get a way or summer fishing trip. Fish off the bank or bring your canoe, kayaks or small fishing boat to enjoy the river. There is a boat landing in the neighborhood and just down from the cottage. This is a studio cottage that sleeps up to 4. Sit on the screen porch and enjoy the sunrise and river views. Full kitchen and bathroom. No bedrooms.

Private cottage in the pines

This cottage has a unique combination of being close to everything, while still maintaining a very private feel. The cottage is accessible by its private, dedicated drive. This new guest cottage has a King sized bed, as well as a pullout xl twin. The home boasts a large screen tv viewable from every angle, a full sized bath, full kitchen, exquisite outdoor shower, fire pit, full laundry, and all the amenities of home. 10 minutes to Beaufort/Parris isl. Boat parking available on site.

Guest House/Villa

Enjoy your stay at this immaculately designed new build Villa. Located on a family property surrounded by 2 acres of trees, in a quiet rural neighborhood. Lots of privacy, peace and quiet, yet only 5 minutes from restaurants and stores. 15 minutes from Downtown Summerville, 40 minutes from Charleston and various coastal attractions. The villa is separate from main house and has no shared space other than the driveway. NO smoking, No pets. Laundry service available for long stays.

Large Guesthouse with Private Dock & Marsh Views

This newly built carriage house is separate from the main house. The cottage is about 1,200 sqft so it very open and spacious and great views of marsh and our tidal creek. We have a separate work area with desk and a massive dinning table if you need more room to work or to gather with friends. Full kitchen, washer and dryer, massive shower, the list goes on. You may not want to leave! Feel free to go sit and have coffee or cocktails on the dock. PERMIT# OP2025-06925

Cottage in the Oaks

Cottage in the Oaks is truly a dream cottage. Our goal was to make this cottage a restful, peaceful home away from home. We are nestled on 2.5 acres with multiple ancient Live Oaks. You will feel as though you are in a country setting but are only a 2 minute drive to the center of Historic Summerville, with multiple choices of restaurants, local shops and of course bars. Play pickleball? We know all the local courts and teams, we are happy to help you find a game!

The Goose Cottage at Wild Goose Flower Farm

Located next to the family farmhouse at Wild Goose Flower Farm, The Goose Cottage was designed to immerse guests in our calm and peaceful country life. We are located 15 minutes from the hearts of Cane Bay, Nexton and Exit 194 on I-26, and 45 minutes from Downtown Charleston. Two can sleep in the queen size bed but the sofa also extends into a queen-sized sleeper. Please reach out with further questions or if you would like to inquire about an extended stay.

The River Girl, Private Dock, Great Outdoor Spaces

The River Girl is located on Johns Island, a beautiful 20 min drive to downtown Charleston, 20 min to Kiawah, & 20 to Folly Beach. We hope this place provides a comfy spot to rest your head at the end of a fun day exploring. We also want you to take advantage of the slow island life! Go crabbing off the dock and cook your supper! Read a book on the back deck & enjoy the breeze. Light a candle, & take a soak in the tub! Just enjoy yourself. Fully updated!

Quiet Cottage | Waterfront | Fire Pit

Welcome to our scenic waterfront retreat on Johns Island.We are a handicap friendly cottage with large, flat doorways and no steps. This 2-bedroom, 2-bathroom single-level home offers woods and garden views.There is a dock to Church Creek where you can fish, crab and kayak. The roads are great for walking and biking.. Families and couples will enjoy the serene beauty and wildlife at this comfortable, hidden gem.