Guesthouse vacation rentals in Charleston

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Top-rated guesthouse rentals in Charleston

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Guest favorite

Guesthouse in Mount Pleasant

4.97 out of 5 average rating, 222 reviews

Cozy Apartment in Mount Pleasant

Our place is a cozy and bright garage apartment. It has one bedroom, living room with sleeper sofa, a full bath with tub and fully equipped kitchen. We hope this provides that home away from home feel in a relaxed, yet inviting setting. It is close to dining, the beach and a ten minute ride across the bridge to Charleston. You’ll love our place because of the coziness and the location. Our place is good for couples, solo adventurers, and business travelers. STRPermit# ST240232 SCBUSLIC#20122393

Feb 18 – 25

G$28,482 GYD per night

Guest favorite

Guesthouse in Charleston

4.93 out of 5 average rating, 708 reviews

Charleston's Coolest Neighborhood

You can't beat the location! You'll be 5-10 minutes from downtown Charleston, but with free off-street parking, AND you can walk to dozens of bars, restaurants, coffee shops, etc. Avondale is Central to all parts of Charleston, and its a cinch to drive to everywhere from here. This studio apartment is private, modern, and newly renovated. You'll have a kitchenette, grill, outdoor seating, and access to beach equipment. Also only a 5 minute walk to the West Ashley Greenway for biking/jogging!

Aug 8 – 15

G$33,013 GYD per night

Guest favorite

Guesthouse in Summerville

4.98 out of 5 average rating, 642 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). We're minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to downtown Charleston, historic Summerville, beaches & golf courses.

Jan 25 – Feb 1

G$35,377 GYD per night

Guest favorite

Guesthouse in Charleston

4.93 out of 5 average rating, 168 reviews

Quaint Cottage Studio in Ashley Forest (Avondale)

Take in the peace, calm, and hospitality of Charleston at this small, quaint, stand-alone cottage. The studio is situated on our property and shares an outdoor lounge and dining area. Located in the neighborhood of Ashley Forest, a small corner of Avondale, you are walking distance to breweries, cafes, wine bars, sushi restaurants and more. Downtown is a 10 minute ride share away, and there is also a bus stop five minutes from the property that will take you to the heart of King Street.

Jan 21 – 28

G$27,446 GYD per night

Guest favorite

Guesthouse in Charleston

4.97 out of 5 average rating, 195 reviews

Cottage Under the Oaks

A lovely cottage centrally located on James Island, The Cottage is about 5 miles to Folly Beach or Downtown. There are a few restaurants within walking distance, and almost everything on the island is within 5 miles. *No children under 13 without prior approval.* **We do have a 30-day minimum during some dates. If you need a shorter reservation and your dates aren’t showing as available, message us and we’ll see if we can make it work.** Permit Number: OP2021-01970

Aug 11 – 18

G$19,771 GYD per night

Guest favorite

Guesthouse in Mount Pleasant

4.98 out of 5 average rating, 213 reviews

Bungalow Under The Oaks

Small guest house in the heart of Mount Pleasant! Ideally located to both Isle of Palms and Sullivan's Island beaches (both 7 minutes) and only 15 minutes to the heart of historic downtown Charleston. Our private guest bungalow is a perfect launching spot for all your exploring. End the day relaxing under the shade of our mature live oak. The house has its own entrance and separate yard that is fully fenced in. LHR Permit: ZSTR-02-21-00318, License: LIC-3-21-252314.

Sep 21 – 28

G$33,847 GYD per night

Guest favorite

Guesthouse in Charleston

4.97 out of 5 average rating, 333 reviews

Daniel Island Getaway

Welcome to your home away from home near Center Park on Daniel Island, located within 20 minutes from Downtown Charleston, Sullivan’s Island and Isle of Palms. This almost 600sqft above garage guest house has a separate bedroom and full bathroom in addition to a spacious living room with a Queen sofa bed and a kitchen area that will meet all of your basic needs. The kitchen includes a Keurig, microwave and griddle. There is even an outdoor shower for guests to use.

Oct 19 – 26

G$30,607 GYD per night

Guest favorite

Guesthouse in North Charleston

4.93 out of 5 average rating, 722 reviews

Boho Converted Garage Apt. - Cozy & Convenient!

Stay in centrally located Park Circle for a charming Charleston experience you won't get downtown! * 1-2 minute walk to Park Circle restaurants and bars * 10-minute drive from the Charleston International Airport * 10-20 minute drive to Historic Downtown Charleston * 30-minute drive to local beaches - Drives times are assuming traffic isn't awful! It can get bad during peak seasons, but the point is, we are very centrally located in the Charleston area!

Aug 15 – 22

G$22,631 GYD per night

Guest favorite

Guesthouse in Mount Pleasant

4.97 out of 5 average rating, 405 reviews

Guesthouse Convenient to Charleston, Shem Creek, and Beaches

Relax in this separate guest home nestled in a well-established Lowcountry neighborhood. The ‘treehouse’ has an open-plan design with vaulted notched board ceilings, creating a feeling of light and space, with elegant furnishings throughout. The well-equipped kitchen and grill on the porch encourages intimate home cooking. We lived in this space before we moved into the main house, so we can attest to it being comfortable, and well maintained.

Apr 10 – 17

G$34,555 GYD per night

Guest favorite

Guesthouse in Johns Island

5.0 out of 5 average rating, 102 reviews

Cozy Getaway Nestled in Nature

Welcome to your ideal retreat, perfectly situated only 20 minutes from Folly Beach, 15 minutes from Kiawah, and a short 15-minute drive to the vibrant heart of downtown Charleston. Recent guests have great things to say! "Extremely clean and cozy cottage...10/10 would recommend! " - Anastasia "This place is a true hidden gem, it looks exactly like it’s pictures." -Hailey "This AirBnB was probably the best I've experienced so far. " -Susan

Jan 21 – 28

G$24,476 GYD per night

Guest favorite

Guesthouse in Summerville

4.97 out of 5 average rating, 215 reviews

Tiny Oak Cottage in Historic Downtown Summerville

This unique tiny home styled cottage is nestled in the heart of Summerville´s downtown Historic district and boasts completely updated modern amenities to make your stay in our charming hometown a time to remember. You’ll be within easy walking distance of numerous shops, restaurants, and the world famous Sweet Tea mug, but also only 22 miles from the Holy City of Charleston or your pick of our many islands and beaches that dot the Lowcounty.

Dec 22 – 29

G$25,150 GYD per night

Guest favorite

Guesthouse in Charleston

4.93 out of 5 average rating, 269 reviews

Creekside Cottage (Tiny Home)

If you're looking for a true lowcountry, laid back experience, our Tiny Creekside Cottage is the place for you. We're nestled in a small eclectic neighborhood less than 3 miles from the sandy shores of Folly Beach and just 7 miles from historic downtown Charleston. The cottage sits by a tidal creek that flows in and out of the Folly River with marsh views, lots of bird watching opportunities, and the most amazing sunsets around.

Mar 8 – 15

G$31,722 GYD per night