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 out of 5 average rating, 85 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, 766 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
An elegantly decorated sitting area is presented with a detailed mural ceiling and rich purple drapes. A plush loveseat and two accent chairs surround a circular rug in the center. Windows allow natural light to fill the space, highlighting the ornate moldings.
Flat in North Charleston
4.96 out of 5 average rating, 152 reviews

Bridgerton inspired fantasy 2 min from park circle

Live out your Bridgerton fantasy in this stunning historic space. The apartment features antique furnishings/art, a private entrance and patio with lounge and a hot tub (The hot tub is available Apr through Nov). Off street parking. A sumptuous bathroom with an oversized soaking tub and a kitchenette. There is also a 55 inch frame tv in the bedroom including WiFi. Available for photo shoots upon request rates may differ please contact host prior. Bridal pics by Olivia Allain Permit#2026-0414

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, 52 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.

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, 86 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
The exterior of a charming guest cottage is visible, flanked by tall trees. A gravel path leads to steps with a railing, guiding to the entrance. Two chairs are positioned on the porch, inviting relaxation in a quiet outdoor setting surrounded by greenery.
Guest house in Lady's Island
4.98 out of 5 average rating, 393 reviews

Buddy's Cottage near everything in Beaufort, SC

Who is Buddy? He was our black Labrador of 12 years. This well kept tiny home is adjacent to our main home and is private. It has 1 bedroom, 1 full bathroom, a sleeper sofa , 2 TV's, a full kitchen and all the amenities of home. Downtown Beaufort is 2 miles away, Parris Island is less than 5 miles away. In a quiet neighborhood. Are coming for a fishing trip and bringing your boat? Come stay with us , we have room for your boat. You can flush your engine and rinse your boat down.

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, 175 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.

Guest favourite
Guest house in Ridgeville
4.91 out of 5 average rating, 11 reviews

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.

Guest favourite
A scenic view of the Edisto River is captured from the deck, featuring four high chairs along a wooden bar. Lush greenery lines the riverbanks, while the calm water reflects the surrounding landscape.
Home in Cottageville
5 out of 5 average rating, 36 reviews

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.

Guest favourite
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
5 out of 5 average rating, 12 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.

Guest favourite
A softly lit Tiny House is nestled beneath a moss-draped tree, creating a serene ambiance at night. Reflections can be seen in the water nearby, enhancing the tranquil setting. The surrounding grass is lush and well-maintained, contributing to the peaceful rural environment.
Farm stay in Yemassee
4.97 out of 5 average rating, 117 reviews

“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!

Guest favourite
Tiny home in Summerville
4.99 out of 5 average rating, 73 reviews

Country Cottage Retreat

Nestled on an acre at the end of a dirt road, this tiny home has all the charm of country living while being minutes from conveniences. Wake up with the roosters and enjoy the sounds of all our local animals (goats, donkeys, even monkeys!). Truly a unique gem, just 15 min. from Downtown Summerville. Long-term stays available to qualified guests. As a courtesy to all guests (& neighbors) NO smoking on premises and NO pets.

Popular amenities for Round O holiday rentals