Holiday rentals in Round O

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Top-rated holiday rentals in Round O

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Top guest favourite
The living area features a mix of modern and whimsical design, highlighted by a vibrant blue wall and a neon Pegasus light. A plush velvet sofa and coordinating armchairs surround a central wooden coffee table, with a colorful area rug underfoot. Large windows allow natural light to fill the space.
Guest house in Summerville
5.0 out of 5 average rating, 92 reviews

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

Top guest favourite
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.
Guest house in Summerville
4.98 out of 5 average rating, 774 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*

Top guest favourite
The living room features warm, honey-colored wood walls and a vaulted ceiling, creating a cozy atmosphere. A gas fireplace is centered against a brick wall, accompanied by a smart TV on a wooden console. Natural light enters through large windows, illuminating the space.
Cabin in Summerville
4.98 out of 5 average rating, 60 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.

Top guest favourite
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
4.96 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.

Top guest favourite
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.
Guest house in Summerville
4.99 out of 5 average rating, 74 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.

Guest favourite
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
4.94 out of 5 average rating, 89 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.

Top guest favourite
Farm stay in Eutawville
4.95 out of 5 average rating, 21 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.

Top guest favourite
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
4.92 out of 5 average rating, 185 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.

Top guest favourite
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
5.0 out of 5 average rating, 92 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.

Top guest favourite
Home in Hollywood
5.0 out of 5 average rating, 49 reviews

Waterfront Retreat, 3 Suites, Pets OK

Welcome to your own peaceful waterfront retreat nestled in nature. This 3-bedroom, 3-bathroom home offers luxury and comfort with natural water views. Enjoy serene mornings on the porch, bike scenic trails, hike nearby parks, or fish from the bank. Just 30 minutes from Edisto Beach and 40 minutes from Downtown Charleston, this secluded getaway offers the perfect blend of tranquility and adventure. Whether unwinding or exploring, Respite Cove is your ideal sanctuary.

Top guest favourite
A charming cottage with a light-colored exterior is surrounded by green lawns and trees. The welcoming front porch features seating options under a canopy, while a patio umbrella stands beside it. A low black fence outlines the property, enhancing its quaint appearance.
Guest house in Summerville
5.0 out of 5 average rating, 142 reviews

The Cottage @JustA'MereLodge

Cheryl & John, your hosts, live in the main house on the property and will make sure you feel right at home! Experience small town charm in our cozy cottage with easy access to local shops, restaurants, bars, & parks in Historic Summerville. Note: You may hear the train passing through town, but you definitely will hear the birds 🦅 singing and the church bells ringing.🎶 Come enjoy a few relaxing days checking out our SWEET teaTOWN!! Town License #BL-22000719

Top guest favourite
Treehouse in Johns Island
5.0 out of 5 average rating, 163 reviews

Waterfront Treehouse

Marsh and creekside Luxury Treehouse nestled among historic Grand Oaks. Private Elevated TreeHouse that has closeup views of trees and wildlife from every oversized window. Sit back and relax on the large deck watching the ebb and flow of the tide as fish jump, birds hunt and fiddler crabs defend their bank. (This property has been granted an exemption and does not accept pets or Service animals due to allergies.)

Popular amenities for Round O holiday rentals