Vacation 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

Peaceful River Retreat Near Historic District

This tranquil, private, river retreat has incredible views of the marsh and the Beaufort River. Located in popular Pigeon Point, you are just a short bike ride or a 20 minute walk to the historic district and downtown Beaufort. I also have another more glamorous and exotic property next door see it at: airbnb.com/h/motm Enjoy fishing and crabbing right in your back yard at high tide or take a short walk down to the boat landing where you can watch people hand cast nets for shrimp!

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.

The Cozy Casa

Whether looking for a place to rest during your travels.. or staying in the area for a while, the Cozy Casa is the perfect choice! Stylish, clean, affordable, premium linens, very well stocked, 1.5 acre fully fenced yard, and located just a 2 minute drive off of Exit 53 of I- 95 in Walterboro, SC. Just a few minutes drive to everything! The Cozy Casa is a stand out Short Term Rental that truly takes hospitality seriously. Come and enjoy this very well appointed home.

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 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!

“Tiny house” nestled on beautiful farm

We are less than 1 mile off of I-95 in the Low Country of South Carolina. Our 62 acre farm is nestled in the “middle of nowhere, but close to every where”. We are located close Beaufort, Charleston and Savannah! Our Tiny House, which used to be our feed shed, offers beautiful scenery from the Red barn, Moss draped Live Oak trees, Pecan Grove, horses, goats, free range donkeys and more. We have a brand new Bathhouse with a full bath. Washer & Dryer too!

The Rustic Roost

Welcome to the Rustic Roost where you can relax and recharge. Located 30 minutes from downtown Charleston, 45 minutes to Isle of Palms, 1hr to Folly Beach. 10 minutes from downtown Summerville, where sweet tea was invented! *Guests who are local to the area may be declined upon request, and require additional questions before approval. **Rustic Roost charges $25 per night for dogs. Please be sure to use the “pets” drop down menu when booking.

Cute Frog

This unique place has a style all its own. This is a furnished room over detached garage 🐸. Open floor plan with queen-size bed, private bath and sitting area. Amenities include small refrigerator, kuerig coffee maker and microwave. A quaint deck with cafe table and chairs. No smoking inside. 45 minutes to downtown Charleston, 30 minutes to historical plantations and 10 minutes to historical downtown Summerville.