Vacation rentals in Round O

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Top-rated vacation rentals in Round O

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Top guest favorite
The front entrance of the guesthouse features a welcoming porch with a green front door. Lush plants surround the entryway, and a paved walkway leads to the door. Windows on either side allow natural light to enhance the space.
Guesthouse in Summerville

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
Top guest favorite
An airy loft space features a suspended wooden swing, inviting relaxation under the high, timbered ceilings. Natural light streams through large windows, illuminating cozy furnishings including a bed and a dining area with a wooden table. Unique decor elements enhance the overall character.
Guesthouse in Summerville

★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
Guest favorite
A welcoming living area features a large blue sofa with decorative pillows, accompanied by a glass coffee table. A modern artwork is displayed on the wall opposite a dining space with a dark wooden table and chairs. Natural light enters through a window, enhancing the room's ambiance.
Townhouse in Summerville

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
Top guest favorite
The exterior of Riverbank Cottage is shown, featuring a red metal roof and a wooden deck. The cottage is surrounded by trees and greenery, with a gravel area in front and additional buildings positioned in the background.
Home in Ridgeville

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
Guest favorite
An aerial view captures a lush, green landscape surrounding a charming property nestled along the Edisto River. The expansive yard is framed by diverse trees, with a small boat dock visible at the water's edge, inviting exploration of the serene river environment.
Cabin in Ridgeville

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
Top guest favorite
A cozy seating area features a soft armchair and a tufted ottoman, positioned near a stone fireplace. Built-in shelves display decorative items and books. Expansive glass doors provide natural light and a view of the outdoor space, enhancing the inviting ambiance.
Guesthouse in Summerville

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
Top guest favorite
The exterior of the villa is shown, featuring a light-colored stucco façade contrasted by large windows. Surrounding landscaped areas include planters with vibrant greenery and flowers. A gravel pathway leads to the entrance, framed by the natural beauty of trees in the background.
Home in Summerville

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
Top guest favorite
A newly constructed barn is illuminated at night, showcasing a sleek white exterior with a metallic roof. The garage doors are highlighted by warm lights, and soft illumination surrounds the building, creating a serene atmosphere among the surrounding trees.
Barn in Ridgeville

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
Guest favorite
A spacious home is set against a backdrop of green grass and trees. The structure features a central entrance with wooden steps leading up to a front porch. Flanking sides showcase symmetrical windows and a neutral-colored exterior.
Home in Walterboro

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
Top guest favorite
Home in Summerville

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
Top guest favorite
A spacious outdoor area is surrounded by trees, featuring two structures: an elevated deck on the right and a brown screened area on the left. Picnic tables are scattered across the green lawn, with decorative elements like a bird feeder present in the foreground.
Home in Cottageville

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
Guest favorite
A bright kitchen features wooden countertops and white cabinetry. A dual sink is positioned under a decorative light fixture with hanging bulbs. Wall-mounted shelves display plants and kitchen essentials. Mirrors are framed above the bar area, enhancing light and space.
Apartment in Summerville

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 reviews

Popular amenities for Round O vacation rentals