
Holiday houses in Round O
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Top-rated holiday rentals in Round O
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The Backpacker
Our "Backpacker" is a cute and cozy 96 sq.ft. of tiny house nirvana. Situated on a small tidal slough, it provides a beautiful natural setting for reflection and appreciation of that which is good in life. For those looking for luxury, the Backpacker is not for you (you may encounter bugs and it's really hot in summer). However, the Backpacker has a pretty cool vibe, and is extremely convenient to historic Charleston and Funky Folly Beach. The Backpacker is for backpackers and nature lovers.

Mulberry Cabin, a rustic tiny house cabin
Mulberry Cabin is conveniently located halfway between Charleston and the capital city of Columbia in Rowesville, SC. Please note the cabin is located in a small town, not in the country. Rowesville is 11 minutes from the beautiful Edisto Memorial Gardens in Orangeburg. Orangeburg has many restaurants, Wal-Mart, and a Starbucks near I-26. Columbia is about an hour away. Charleston is about 75 minutes away. Enjoy a break from Wi-Fi as you watch a DVD and relax in a 130 year old rustic cabin.

★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*

Farm Stay w Gardens, Cute Animals, Firepit + Porch
Welcome to the farm! This cute little farm studio is ready for your enjoyment! With a horse front view and rows of flowers in sight, you will be sure to soak in all the feels of farm life all while being close to West Ashley, 30 minutes from Down Town Charlestion and 35 min from beach access. Tucked in behind the hustle and bustle of city life you can put your feet up and relax, walk the gardens or check out the cute farm animals. Truly this is a unique stay that you don't want to miss!

Kate's Place: The romantic retreat on the coast
Welcome to Kate's Place, a cozy and very clean vacation getaway in Mt. Pleasant. Many guests have described Kate's Place as an ideal retreat, given its close proximity to beaches (one mile away) and restaurants. Downtown Charleston, a ten-minute drive. This apartment has an exterior door with no shared indoor space. A private parking spot to boot! You'll love Kate's Place! Perfect for two! Do check out all the 5-STAR reviews! TOMP Permit Number - ST260355 TOMP BL# - 20132913

White Pickett District Loft
Welcome to our charming White Pickett District loft nestled in the heart of historic downtown Summerville! This cozy retreat offers a private one bedroom, one bath with kitchenette, perfect for couples or solo travelers looking to explore the beauty of South Carolina. WPD is just steps away from the town’s rich history and culture. Whether you’re here for a weekend getaway or an extended stay, WPD offers the perfect blend of comfort, convenience & charm for unforgettable experience!

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.

The Cozy Casa
Whether looking for a place to rest during your travels.. or staying in the area for a while, the Cozy Casa is the perfect choice! Stylish, clean, affordable, premium linens, very well stocked, 1.5 acre fully fenced yard, and located just a 2 minute drive off of Exit 53 of I- 95 in Walterboro, SC. Just a few minutes drive to everything! The Cozy Casa is a stand out Short Term Rental that truly takes hospitality seriously. Come and enjoy this very well appointed home.

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!

Silverlight Cottage in Park Circle
A spacious retreat (780 sq ft.) in Park Circle: Elegant, gracious + charming. Brand new custom built guest house designed with a nod to classic Charleston architectural influence: open concept indoor - outdoor space to large shady screened porch where a perpetual breeze from the not-too-distant coastline blows gently all year round. Visitors will return from their travel deeply restored and revived - having experienced well-appointed accommodation.

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.

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...
Popular amenities for Round O holiday rentals
Other great holiday rentals in Round O

Beautiful Historic Home Downtown

The Cabin at Cypress Hollow

Relaxing 2-bedroom cottage, Dorchester, S.C.

The Cardinals Nest - On The Edisto River.

The Cabin at Cool Blow Farms

Rainbow Row of Oakbrook

Charming Retreat on 20 Acres w/ Private Lake!

Simmons Sweet Suite
Destinations to explore
- St Johns River Holiday rentals
- Western North Carolina Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Gatlinburg Holiday rentals
- Charleston Holiday rentals
- Charlotte Holiday rentals
- Jacksonville Holiday rentals
- Cape Fear River Holiday rentals
- Pigeon Forge Holiday rentals
- Savannah Holiday rentals
- Hilton Head Island Holiday rentals
- Charleston City Market
- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
- Waterfront Park
- Shem Creek Park
- Middleton Place
- Angel Oak Tree
- Hampton Park
- The Charleston Museum
- Isle of Palms Beach
- White Point Garden
- Morris Island Lighthouse
- Gibbes Museum of Art
- Riverfront Park
- The Citadel
- Rainbow Row
- College of Charleston
- Fort Sumter National Monument
- Magnolia Plantation & Gardens
- Children's Museum of the Lowcountry
- Edisto Beach State Park
- North Charleston Coliseum & Performing Arts Center




