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

Historic City Charm | Private Modern Luxe

Turn back time, in this historical home, downtown Charleston, waltzing across polished wood floors past huge sash windows in a period loft. Heritage colors, design, and a mix of new and traditional pieces like an old-fashioned writing bureau add to the grandeur of 12-foot ceilings and original fireplaces. Ideal for a Couple, on a romantic getaway or a girls weekend in the top city of Charleston. Private, spacious 1,000 sq. ft. Private, off-street Parking with EV charger. Permit: OP2025-06356

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.

★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*

Charming Home Located Close to Everything

Enjoy your stay in Charleston at this comfortable, and centrally-located duplex. You'll love the charming, historic neighborhood with hundred-year-old oaks, and how quickly you can hop to downtown (3 minutes) and the beach (15 min). You'll be able to walk to a local, organic grocery store, coffee shop, and several restaurants and local boutiques. The property backs up to sixteen miles of paved paths - perfect for walks or a bike ride. This is the ideal home base for your visit to Charleston!

Lisa's Suite Serenity ~ no cleaning fee~

Pack your bags already!! A safe place to land between downtown Charleston and Folly Beach on James Island. This charming attached studio is located in an eclectic neighborhood amid lots of oak trees and foliage. A private, tranquil place 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.

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!

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.

Centrally Located Duplex, Downtown, Beach

Centrally located on James Island, halfway between Downtown Charleston and Folly Beach. It's only 3 miles to downtown Charleston's significant historic sites and world class restaurants. Folly Beach is 7 miles away and home to beautiful beaches, surfing, fishing and wonderful food and nightlife. This rental is walking distance to 3 breakfast spots, a grocery store, great restaurants, bars and Dock Street Park. Cute, cozy and full of amenities in a family friendly neighborhood.

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.

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!