
Vacation rentals in Round O
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Top-rated vacation rentals in Round O
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Hearts & Dreams Peaceful Family Retreat w/ pool
Welcome to Hearts and Dreams Guesthouse. Our guesthouse sits on our 5 acre property behind our Main house. The property is fully fenced with electronic gate. -Large in-ground saltwater pool (not heated) shared with main house -Screened in porch, outdoor seating -Patio outdoor eating area -Gazebo -Fire pit -Play area for children with large playhouse, swingset and picnic table - Downtown Summerville 7 miles -30 miles to Charleston No parties allowed *** NO pets or any Animals allowed
4.99 out of 5 average rating, 101 reviews
★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, 776 reviews
Welcome to the Summerville Get-away!
This stunning home has the feel of a destination getaway with all the perks of warm weather, beaches, and sunshine that Charleston South has to offer. Meticulously designed, for work or escape, vacation with friends, family fun or weekend getaway. You’ll have all the amenities of your own home, a wonderful open floor plan that makes for a great gathering space with a fireplace, beautiful dining space that flows out to the patio and a fully equipped kitchen! 4 bedrooms: 2 King and 2 Queen beds.
4.8 out of 5 average rating, 168 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, 60 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
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, 80 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, 193 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
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 reviews
The Cardinals Nest - On The Edisto River.
Beautifully secluded home with over 100 feet of Edisto Riverfront property. Home has all modern conveniences & plenty of outdoor space to enjoy. Launch your jon boat or our kayaks from our private boat ramp or swim off the floating dock. Enjoy corn hole and a fire pit in the cool of the evening or just relax on the deck or covered porch and watch the cardinals and hummingbirds. Grill or use the fully stocked modern kitchen.
5.0 out of 5 average rating, 56 reviews
Full Kitchen, 2 Bed, 2 Bath W/ Laundry & Fish Pond
Hosted by a Superhost with multiple listings in Summerville, this charming, two bedroom, two bathroom apartment features a full kitchen, a washer/dryer combo, and a picturesque 1 acre fishing pond. Resting on a small farm on the outskirts of Summerville, this one-of-a-kind shabby-chic suite will have you in a southern state of mind in no time. Just don't be surprised if you see a chicken or two running around...
4.9 out of 5 average rating, 259 reviewsPopular amenities for Round O vacation rentals
Other great vacation rentals in Round O

Pool & Hot Tub Retreat, Arcade, 85" TV, By Airport
4.98 out of 5 average rating, 56 reviews
Luxury Farm Stay | Hot Tub, Pool & Animals
4.96 out of 5 average rating, 24 reviews
Charleston Waterfront Retreat w/ Deep Water Dock
4.98 out of 5 average rating, 65 reviews
Waterfront Retreat, 3 Suites, Pets OK
5.0 out of 5 average rating, 52 reviews
The Cabin at Cool Blow Farms
4.98 out of 5 average rating, 60 reviews
Quiet Homestead Guesthouse Near Charleston
4.94 out of 5 average rating, 18 reviews
Pluff Mud Point
5.0 out of 5 average rating, 22 reviews
2 King bed 2 Bath walkable downtown Summerville
5.0 out of 5 average rating, 94 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
- Edisto Beach State Park
- The Charleston Museum
- Middleton Place
- Hunting Island State Park
- White Point Garden
- Angel Oak Tree
- Kiawah Beachwalker Park
- Cypress Gardens
- Boone Hall Plantation
- Gibbes Museum of Art
- Children's Museum of the Lowcountry





