Guesthouse vacation rentals in Charleston

Fireplace, 70" TV & Sunset Dock Getaway | Sleeps 4

Relax and unwind in this beautiful private guesthouse, perfectly located just minutes from shopping, dining, entertainment, and the beach. Upon arrival, enjoy chilled bottled water waiting just for you. As evening falls, take a peaceful stroll along the nearby nature trail and catch a stunning sunset from the neighborhood dock. When you return, settle in for the night with your favorite movies on the 70” smart TV—no shared armrest required. Come stay, relax, and make this getaway all about you.

Location · Family · Parks

The Guesthouse at Old Orchard

Relax in the treetops of our beautiful pecan grove! Guests adore the peaceful surroundings of our new 1260 sq ft guesthouse located on the second floor of a detached garage. This private space has an open floor plan, fully stocked kitchen, 2 queen bedrooms, 2 full baths, wifi, Roku TVs, and new appliances including washer and dryer. Sitting on 1.3 acres, the property is home to gardens, a tidal creek, and happy hens! It is quiet yet centrally located between downtown Charleston and Folly Beach.

Value · Family · Long stay

Walk to restaurants! New, beautiful & clean home

Welcome to Curlew Corner! A new, private upstairs guesthouse in one of Charleston’s most desirable neighborhoods. With a king bed+sofa bed, this is an ideal spot for couples, friends, or small families looking for a getaway in a beautiful city! Location! The guesthouse is within walking distance to many eateries, bars, a music venue, cinema, farmer’s market, yoga studio, playground, boat landing, and beautiful water views. Close to downtown Charleston and Folly Beach, you can’t beat this spot!

Family · Location · Nearby

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Family · Location · Nearby

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!

Location · Family · Comfort

Private Coastal Cottage-Near Beaches & Charleston!

Escape to this 784 sq. ft. contemporary cottage in lower Mt. Pleasant. Enjoy a fully equipped kitchen, modern appliances, a washer/dryer, a king-sized bed, and a spacious living area with a queen sleeper sofa. Located just minutes from Shem Creek, Patriots Point, Downtown Charleston, and Sullivan’s Island. The cottage sits behind the owner’s home on a shared property with friendly dogs on-site, creating a warm and inviting atmosphere for your stay. PERMIT#: ST260004 MPBL#: BL-24-002121

Family · Location · Access

Shem Creek Cottage!

Your own newly renovated cottage in a phenomenal location! Walk or ride bikes to Shem Creek and hundreds of restaurants and bars. 3 minute drive or 10 minute bike ride to downtown Charleston. Private neighborhood path through the marsh to Shem Creek and Shrimpboats. Cottage equipped with king bed, pullout king bed couch, full kitchen, bath, two large TV’s, washer & dryer, counter with barstools and private patio. 50 paces to neighborhood park! Permit #ST260119 - License #BL-24-035115

Family · Location · Sleep quality

1BR cottage~Charleston Peninsula~20min to beach

Welcome to The D'alhana~a mix of cottage and studio. Our property is considered a "back house" having all the fixins. Newly updated and situated in a National Register district, this place is exactly what Charleston is all about. 📍Short drive to historic downtown CHS 🏖️ Beaches: 8.6 miles to Sullivan's, 11.2 to Folly, 14.1 to IOP 🛏️ Queen bed 🚿 Full bathroom w/ custom walk-in shower 📺 Smart TV in living room 🍽️ Fully functional kitchen 🧺 Washer/dryer 🚗1 dedicated parking spot

Family · Location · Layout

Large Guesthouse with Private Dock & Marsh Views

This newly built carriage house is separate from the main house. The cottage is about 1,200 sqft so it very open and spacious and great views of marsh and our tidal creek. We have a separate work area with desk and a massive dinning table if you need more room to work or to gather with friends. Full kitchen, washer and dryer, massive shower, the list goes on. You may not want to leave! Feel free to go sit and have coffee or cocktails on the dock. PERMIT# OP2025-06925

Location · Value · Condition

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.

Value · Family · Outdoor spaces

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.

Location · Value · Access

Coastal Shanty • minutes to waves & town

Welcome to the Shanty! Located in a quiet, mid-century Charleston neighborhood at the end of a dead end street, and still just 4.5 miles to Downtown Charleston and Folly Beach! Put your feet up in the cozy studio, relax on the deck listening to the birds or rinse off in the outside shower after a day at the beach! Whether you are here for play or work, you'll find the shanty a comfortable, convenient & chill spot for your stay.

Value · Family · TV