Vacation rentals in Round O

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Top-rated vacation rentals in Round O

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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
4.98 out of 5 average rating, 759 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*

Guest favorite
A serene pathway leads from the grassy area towards a wooden dock extending into the calm waters of the Stono River. Lush greenery is visible on either side, framed by a tall palm tree and dotted with low shrubs, under a clear blue sky.
Home in Johns Island
4.94 out of 5 average rating, 129 reviews

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!

Top guest favorite
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.
Apartment in North Charleston
4.96 out of 5 average rating, 137 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

Guest favorite
A welcoming living area features a cozy couch and an accent chair, complemented by a wooden coffee table and a media console with a television. Light enters through a large window adorned with beige curtains, enhancing the warm tones of the wooden ceiling.
Home in Moncks Corner
4.97 out of 5 average rating, 111 reviews

The Boho Barndo

Take it easy at this unique and tranquil getaway. The Boho Barndo is the perfect spot to get away. Well stocked to make your stay comfortable. We are just 20 min from Downtown Summerville, 30 min from the Charleston International Airport and 5 min from shopping and dinning. The barndo is located on a large 5 ac. tract. The entrance is gated and you will have your own designated parking area. The main house is located about 250 yrds away from the barndo and allows you to enjoy peace and quite

Top guest favorite
A spacious dining table is set for six with woven placemats, clear glassware, and decorative centerpieces. The screened-in porch offers views of lush trees and marshland, with overhead pendant lights casting a warm glow over the setting.
Home in Edisto Island
4.98 out of 5 average rating, 139 reviews

Marshfront Villa In The Trees - Near Beach & Bay

"The most unique and relaxing place to enjoy the tranquility and experience of Edisto. We did not want to leave" - Sambo Nestled atop 360-degree marsh views, you'll be immersed in the exotic natural beauty and wildlife of the Edisto sea island. Hear the waves crashing at the beach from the front porch and watch the marsh tides rise and fall from your choice of the many porches. "Nature with luxury.. our group loved floating from the house out to the inlet for private beach days" - JP

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
4.96 out of 5 average rating, 47 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 favorite
A serene outdoor setting features a cozy fire pit with firewood arranged inside. Two turquoise Adirondack chairs are positioned nearby, inviting relaxation. A winding stone path leads to a charming house with a spacious porch, surrounded by lush greenery and Spanish moss-draped trees.
Cottage in Beaufort
4.97 out of 5 average rating, 205 reviews

Peaceful River Retreat Near Historic District

This tranquil, private, river retreat has incredible views of the marsh and the Beaufort River. Located in popular Pigeon Point, you are just a short bike ride or a 20 minute walk to the historic district and downtown Beaufort. I also have another more glamorous and exotic property next door see it at: airbnb.com/h/motm Enjoy fishing and crabbing right in your back yard at high tide or take a short walk down to the boat landing where you can watch people hand cast nets for shrimp!

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
4.92 out of 5 average rating, 166 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 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
5 out of 5 average rating, 80 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 favorite
A charming cottage is surrounded by vibrant azaleas and lush greenery. The inviting porch features comfortable seating with a view of the flower-filled garden, creating a peaceful outdoor atmosphere. Tall trees provide shade, emphasizing the serene country setting.
Cottage in Summerville
4.97 out of 5 average rating, 286 reviews

Cottage in the Oaks

Cottage in the Oaks is truly a dream cottage. Our goal was to make this cottage a restful, peaceful home away from home. We are nestled on 2.5 acres with multiple ancient Live Oaks. You will feel as though you are in a country setting but are only a 2 minute drive to the center of Historic Summerville, with multiple choices of restaurants, local shops and of course bars. Play pickleball? We know all the local courts and teams, we are happy to help you find a game!

Guest favorite
A serene waterway is flanked by lush greenery and reflected clouds, creating a peaceful natural landscape. The calm waters mirror the sky, with a boat visible in the distance, indicating opportunities for exploration and relaxation.
Home in Johns Island
4.93 out of 5 average rating, 121 reviews

The River Girl, Private Dock, Great Outdoor Spaces

The River Girl is located on Johns Island, a beautiful 20 min drive to downtown Charleston, 20 min to Kiawah, & 20 to Folly Beach. We hope this place provides a comfy spot to rest your head at the end of a fun day exploring. We also want you to take advantage of the slow island life! Go crabbing off the dock and cook your supper! Read a book on the back deck & enjoy the breeze. Light a candle, & take a soak in the tub! Just enjoy yourself. Fully updated!

Top guest favorite
A leather sofa with plush cushions features a cozy throw draped over one side. An ottoman sits adjacent to the sofa, extending the seating area. In the background, a coffee maker is visible on a countertop, creating a relaxed atmosphere for lounging.
Guesthouse in Ridgeville
4.92 out of 5 average rating, 121 reviews

Cute Frog

This unique place has a style all its own. This is a furnished room over detached garage 🐸. Open floor plan with queen-size bed, private bath and sitting area. Amenities include small refrigerator, kuerig coffee maker and microwave. A quaint deck with cafe table and chairs. No smoking inside. 45 minutes to downtown Charleston, 30 minutes to historical plantations and 10 minutes to historical downtown Summerville.

Popular amenities for Round O vacation rentals