Holiday rentals with outdoor seating 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

Lisa's Suite Serenity ~ no cleaning fee~

Pack your bags already! This charming ATTACHED studio is located in an eclectic neighborhood amid lots of oak trees and foliage. A safe place to land between downtown Charleston and Folly Beach on James Island. Enjoy this private, tranquil space to re-center and relax in between exploring our beautiful city and beaches. I live adjacent and care for this safe, fragrance free cleaned retreat and look forward to welcoming you .. providing your private home away from home for wonderful memories.

Charleston Harbor view, garage apt

Spacious apartment with high ceilings. The back porch has a fantastic view of Charleston harbor. The house is located in a quiet neighborhood, very close to downtown and also to beaches. Private dock, kayaks, bicycles (not fancy) and the possibility, weather and tides permitting, of a motorboat ride around the harbor. It is incredibly peaceful here; like being in the country, but it's in the middle of the city. Mt Pleasant Short Term Rental License #STR250333, MP Business License # 20132659

★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*

The Garden Folly Guest House

Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

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

💚 Cannon St! 3BD/3BA HOUSE! Walk to King St!

Freestanding WHOLE home rental, not a duplex. Fantastic location on Cannon st near King St. Great for groups. 3 bedrooms with FOUR premium Queen beds and 3 baths. Double porches, Parking for 1 car MAYBE 2. Beach towels and chairs, full kitchen, tvs in every bedroom. Can sleep up to 9 as sofa converts to full size bed. We are a small family business & strive to make guests as comfortable as possible. Legal city rental. Annually inpsected by city and fire dept. #OP2023-3100

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# OP2024-04998

Spacious Daniel Island Apartment

Fully furnished 1 bedroom (queen bed) apartment on Daniel Island. We are able to bring a single mattress out to the apartment for guests bringing a child, so the apartment can accommodate up to three (two adults and a child). Full kitchen with glass cook top, dish washer, full-sized refrigerator/freezer, toaster oven, etc. Includes linens, dishes and utensils. Washer/dryer en suite. Has Youtube TV, HBO Max, and wifi. 15 mins from airport, downtown Charleston, and beaches.

Downtown Charleston abode w/ bikes, 4 Beds

Welcome to our chic 2 bedroom + 2 bath second floor unit just steps away from Charleston's historic Hampton Park. Enjoy sunset bike rides, 5 minute walks to downtown's hottest restaurants, and views of the Citadel from your front porch. This stylish home comes equip with a fully stocked kitchen, beach towels, games, baby equipment, workspace, washer/dryer, WiFi, off-street parking, bikes, and much more! Live like a local in Charleston's most coveted neighborhood.

The Parlor | 1BD w/ Huge Porch, King Bed + Parking

Unwind and enjoy generous space in this historic retreat. A large private piazza overlooking the backyard offers the feeling of having your very own Charleston dream home. Built circa 1850 and converted to apartments over a century ago, this farmhouse features expansive rooms with original moldings, mantels, and hardwood floors. A thoughtful restoration blends modern conveniences, like an updated kitchen and bath, with the timeless charm that defines Charleston.

Stunning Couples Cottage with Creek Dock!

You will fall in love with this stunning, newly-built guest cottage nestled under the canopy of a majestic 400-year-old live oak tree! Providing ultimate comfort, convenience and serenity, this is the perfect place to launch your Charleston adventure – 10 minutes to Shem Creek, & 15 minutes to Sullivan's Island or Downtown Charleston. PLUS, come enjoy our brand new dock on the creek! A picture-perfect spot to relax and enjoy the stunning Lowcountry scenery!