Guesthouse holiday rentals in Charleston

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

The James is a unique NEW 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

The Violet Villa - March 16-18 & April 12-14

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.

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.

Salt of the Island Retreat w/ Pool on the Lake

Welcome to Salt of the Island Retreat! Tucked away on James Island and very conveniently located between Historic Downtown Charleston (10 minutes away) and Folly Beach (15 minutes away), this hidden gem is nestled on a 5 acre lake, immersed in a vibrant ecosystem! After visiting all of the eclectic charm that Charleston has to offer, head back to Salt of the Island Retreat and reconnect with nature. Enjoy the sunshine and a cold beverage poolside while you heal your soul with the simple things.

5 STAR 1bd/1ba Shem Creek Retreat in #1 MtP area!

The Treehouse is a private, cozy, modern retreat in the hippest area of Mt. Pleasant - right between downtown & the beaches for easy access to both. Located less than 5 mi. from Sullivan's Island, less than 2 mi. from the Cooper River Bridge (to downtown Charleston), and just a short walk from Shem Creek, you won't find a better place to stay in the Holy City. *Minimum age required to rent: 21 years old. Children welcome with adult accompaniment.*STR PERMIT #: ST250220 SC BUS. LIC #: 20135380

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!

Next to Hampton Park | Prime Location | Haven Hom

Welcome to this newly renovated 1-bedroom, 1-bath carriage house tucked away in the relaxed Hampton Park Terrace neighborhood. Perfect for couples or solo travelers looking for a cozy Charleston escape, this private retreat offers comfort, style, and an unbeatable location near the city’s best sights! You’re just 3.5 blocks from King Street, 5 blocks from The Citadel, a 20-minute walk to MUSC and RiverDogs Stadium, and only 20 minutes from the airport and local beaches. Permit Number: 06537

My Happy Place

This is a charming cottage with a pool and large outdoor area. It is located 3 minutes to both I26 and 526, a 10 minute drive to downtown Charleston and walking distance to North Charleston’s trendy, fun area. The Credit One Stadium on Daniel Island is a 10 minute drive, the Isle of Palms and Sullivans Island 15 minutes and North Charleston Colliseum 5 minutes. It is easy to get to all these places and there are many fun things to do in the Charleston/North Charleston/Daniel Island areas.

Private 1/1 Old Mt Pleasant/Shem Creek Bungalow

Nestled in desirable Old Mt. Pleasant off Coleman Blvd, this quaint 1 bed/1 bath bungalow offers location and convenience. Minutes to Shem Creek and waterfront dining, just 3 miles from Sullivan's Island Beach. Enjoy sunsets from the nearby Pitt Street Bridge, or stroll just one block to bustling Coleman Blvd with restaurants, shops, and fitness. Three major grocery stores are <1 mile. Quiet, clean, and situated minutes to Downtown Charleston. STR Permit #ST260001 MP Bus Lic #20132292

*Old Village/Shem Creek Charmer*NEW 2BR Guesthouse

LOCATION, LOCATION, LOCATION! Welcome to Persimmon Place, a new guesthouse in the heart of Old Village in Mt. Pleasant. Historic Old Village is one of Charleston's most beautiful neighborhoods, central to all Charleston has to offer. This 2BR 1 BA is the perfect spot for your Lowcountry visit. -Walk to Shem Creek with bars, restaurants, & water activities -Less than 4 miles(8 min drive)to Sullivan's Island Beach -5 miles(9 min drive)to downtown Charleston ST260213 BL20137971

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

Olde Village Loft - Unique Park Circle Experience

Welcome to The Olde Village Loft at Park Circle! Perfect for Couples or Solo Travelers Seeking a Special Experience Tastefully nestled away in a private backyard setting, this unique space was carefully designed with an industrial minimalist style, embracing the origins of the neighborhood. With more than 5 years of experience as Superhosts, we are delighted to offer our guests a one-of-a-kind experience in the eclectic Park Circle neighborhood!