
Vacation rentals in Round O
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Top-rated vacation rentals in Round O
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2 King bed 2 Bath*Walkable* Downtown Summerville
Hidden away amidst lush azaleas and towering pines, you will find yourself at the heart of small-town Southern Living. This two-story Guest House provides you with the perfect combination of secluded garden landscapes and downtown accessibility. Modern amenities and a whimsical interior design will make your stay in our charming cottage a time to remember. You'll be within a short walk of local shops and restaurants and an easy drive to downtown Charleston and surrounding beaches and attractions

★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!

Waterfront Nature’s Retreat Cottage 2Bd/2B
Take it easy at this unique & tranquil waterfront getaway where you will be able to enjoy the stunning views of the Ashley river and beautiful sunsets over Magnolia Gardens. The 2 BR Cottage is located on 1.5 acres on private property Whether you are here for work or play, this property is centrally located: Min from airport, outlets, breweries, restaurants, I-26, 526, Boeing, 20 min from DT Charleston 30 min from the beach. NO PARTIES NO SMOCKING NO PET NO SWIMMING NO DOCK ACCESS 5 PERS

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.

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.

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.

Quiet Homestead Guesthouse Near Charleston
Escape to our cozy, private one-bedroom guest house tucked away on a peaceful homestead perfect for couples, solo travelers, girls weekend getaway or anyone looking to unwind while staying close to it all. Located just 45 minutes from historic downtown Charleston. Take a beautiful drive to Folly Beach, Isle of Palms, Sullivan's Island and Edisto Beach, our guest house offers the ideal balance of quiet country charm and easy access to great food, drinks, and local favorites.

Serendipity (erst Country Cove)
Serendipity awaits on the Edisto River. Lovingly updated with your comfort in mind. Experience all the river has to offer while staying at this serene 2 bedroom, 1 bath waterfront rental in Cottageville. This charming cabin is the perfect place to experience relaxation with loved ones. Spend your day fishing, kayaking , sipping coffee overlooking the water, roasting marshmallows at the fire pit or simply soaking up the sun . Memories are ready to be made.

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.

“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!

Private Waterfront Retreat w/ Sauna
Escape to The Hideaway, a newly built modern 2BR/2BA waterfront retreat on St. Helena Island. Surrounded by live oaks and sweeping salt marsh views, this architecturally unique cottage blends luxury and nature with curated amenities, including a private indoor sauna. Peaceful and secluded, yet just minutes from beaches, outdoor adventures, local shops, and dining—designed for rest, reconnection, and renewal.
Popular amenities for Round O vacation rentals
Other great vacation rentals in Round O

Mistletoe Landing

The Pine Hideout

Lowcountry Orchard Getaway

Low Country Loft in Ridgeville.

The Cabin at Cool Blow Farms

Charming Retreat on 20 Acres w/ Private Lake!

Country Living at Belle Estate

Cottage 1 king bed, 1 set bunk beds, heated pool
Destinations to explore
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- Sullivan's Island Beach
- Isle of Palms Beach
- Charleston City Market
- Hunting Island State Park Beach
- James Island County Park
- Waterfront Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Shem Creek Park
- Rainbow Row
- Riverfront Park
- Hampton Park
- The Charleston Museum
- Magnolia Plantation & Gardens
- Middleton Place
- Edisto Beach State Park
- Angel Oak Tree
- White Point Garden
- Hunting Island State Park
- Kiawah Beachwalker Park
- The Citadel
- Gibbes Museum of Art
- Morris Island Lighthouse
- Boone Hall Plantation





