
Vacation rentals in Round O
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Top-rated vacation rentals in Round O
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★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*
4.98 out of 5 average rating, 777 reviews
The Cabin at Cool Blow Farms
Tucked away on 54 acres in the Lowcountry, this rustic cabin is the perfect retreat for those seeking solace and relaxation while visiting Summerville or Charleston. This 1000 sq ft cabin includes a full kitchen & bath, 2 bedrooms, a large living room, and gorgeous views of our hobby farm. Fresh eggs are provided for guests. We are just 15 minutes from Historic Downtown Summerville, Middleton Place, Drayton Hall, and Magnolia Plantation. Charleston and local beaches are a short 40 min drive.
4.98 out of 5 average rating, 60 reviews
Pool & Hot Tub Retreat, Arcade, 85" TV, By Airport
Luxury 2,600 sq ft home with sparkling pool, relaxing hot tub, gourmet kitchen, fire pit & gas grill. 5 bedrooms (2 kings, 1 queen, 1 full over twin bunk, 1 crib), 2.5 baths. Master has workspace with dual monitors. Entertainment galore: massive 85" TV, ping pong, foosball, chess/checkers set, Pac-Man arcade, Xbox X, Switch. Stunning Arhaus & Restoration Hardware furnishings throughout. Level 2 EV charger. Minutes to golf, Topgolf, Park Circle, shopping & airport. Beaches & downtown nearby.
4.98 out of 5 average rating, 57 reviews
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.
4.97 out of 5 average rating, 61 reviews
River Front Cabin Estate on the Edisto River
Welcome to our beautifully fully furnished Edisto River Front retreat. Just 1 hour outside of downtown Charleston and 15 miles from downtown Summerville you can find our charming 4 acre gated river paradise with a private fishing lake and direct river access to the Edisto River. If you are looking for relaxation and river adventures, this is the spot. Fully furnished with new appliances, 150mbps fiber internet and cell phone reception. Direct private river access with canoes and kayaks.
4.94 out of 5 average rating, 89 reviews
Luxury Farm Stay | Hot Tub, Pool & Animals
Welcome to The Days End Farm! Where modern comfort meets country charm 🌾 This home is for quiet stays only — no parties or events are allowed. A thoughtfully designed 700 sq ft farm cabin retreat tucked away on 11 acres of peaceful pastures. Located less than 45 min from downtown Summerville, 40 min from I-20, 1 hr from Downtown Charleston, and 25 min from I-95. We are a livestock property and for the safety of our animals we only allow 1 pet per reservation with a strict leash policy.
4.96 out of 5 average rating, 24 reviews
Cottage 1 king bed, 1 set bunk beds, heated pool
Escape to a cozy, beautifully furnished cottage nestled in historic Summerville, just a stroll away from the heart of the town. Whether you're a couple seeking a romantic getaway or a small family looking for a peaceful home base, this cottage offers the perfect blend of comfort, character, and convenience. The patio is ideal for relaxing mornings or evening meals under the stars. With easy access and free parking, it's perfect for day trips to the beach, Charleston, or a walk into town.
4.99 out of 5 average rating, 82 reviews
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.
4.93 out of 5 average rating, 194 reviews
Low Country Loft in Ridgeville.
Enjoy a quiet and comfortable stay in Ridgeville. Sitting on 10 acres you can enjoy relaxing nights on the back porch or during the day enjoying the woods filled with birds. This quiet neighborhood is a 15 minute drive to Summerville, 50 minutes to historic Charleston, and 50 minutes Folley beach. The barn is well equipped for longer stays and boasts sleeping for up to 7. 1 King bed, 2 queens and a rollout bed. This is new construction in 2024 and is very comfortable.
5.0 out of 5 average rating, 94 reviews
Maple Ridge Retreat
Forget your worries in this spacious and serene southern sanctuary. Maple Ridge Retreat is a great place to relax with the whole family. The home has space to accommodate larger groups and is kid friendly with . This gorgeous place offers a comfortable front porch for eating or just relaxing and a huge fenced in backyard. Just 45 minutes from Edisto Island and Summerville, SC and an hour to Charleston, SC and Savannah, GA. Conveniently located near I-95.
5.0 out of 5 average rating, 12 reviews
Twin Lake Retreat | Near Downtown Summerville
Welcome to Twin Lake Retreat, a beautifully renovated 3-bedroom, 2-bath pet-friendly home in Summerville. Nestled on a spacious wooded lot, it offers a peaceful escape with easy access to Historic Downtown Summerville and Charleston attractions. Comfortably fits 6 guests. Enjoy modern amenities, a fully equipped kitchen, and a large backyard with a fire pit. Perfect for families or groups seeking comfort and convenience near nature and city life.
5.0 out of 5 average rating, 5 reviews
Pool*Hot Tub*Game Room*Close to Charleston
Welcome to Pumba’s Pad – Where Hakuna Matata Meets the Best Vacation Ever! CLOSE TO CHARLESTON SC WITHOUT THE TRAFFIC! Kick back and relax at this centrally located retreat in Summerville, SC. At Pumba’s Pad, there are no worries—just good times with family and friends! Whether you're exploring charming Summerville, taking a short trip to historic Charleston, launching your kayak or hanging out by the pool, you’re in for an unforgettable stay.
5.0 out of 5 average rating, 38 reviewsPopular amenities for Round O vacation rentals
Other great vacation rentals in Round O

Charleston Waterfront Retreat w/ Deep Water Dock
4.98 out of 5 average rating, 65 reviews
A peaceful rural cottage close to Summerville.
4.93 out of 5 average rating, 27 reviews
Relaxing 2-bedroom cottage, Dorchester, S.C.
4.8 out of 5 average rating, 54 reviews
Quiet Homestead Guesthouse Near Charleston
4.94 out of 5 average rating, 18 reviews
2 King bed 2 Bath walkable downtown Summerville
5.0 out of 5 average rating, 94 reviews
Country Living at Belle Estate
4.83 out of 5 average rating, 6 reviews
Lowcountry Orchard Getaway
4.94 out of 5 average rating, 89 reviews
Serendipity (erst Country Cove)
5.0 out of 5 average rating, 36 reviewsDestinations to explore
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- Sullivan's Island Beach
- Isle of Palms Beach
- Hunting Island State Park Beach
- Charleston City Market
- James Island County Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Waterfront Park
- Rainbow Row
- Riverfront Park
- Shem Creek Park
- Magnolia Plantation & Gardens
- Hampton Park
- The Charleston Museum
- Edisto Beach State Park
- Middleton Place
- Hunting Island State Park
- White Point Garden
- Kiawah Beachwalker Park
- Angel Oak Tree
- Cypress Gardens
- Boone Hall Plantation
- Gibbes Museum of Art
- Children's Museum of the Lowcountry





