Guest house 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 w/no cleaning fee

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.

5 Star Private Guest House • Heart of Park Circle

Escape to this peaceful, light-filled guest house in Park Circle, one of Charlestons most vibrant neighborhoods. Relax on the private patio or in one of the hammocks, refresh in the dual shower, and rest easy on a plush Nectar bed. Enjoy fast WiFi, off-street parking, and brand-new bikes to explore restaurants, breweries, and festivals at Riverfront Park or Firefly Distillery. Consistently rated top 1% and 5% of Airbnb’s, caring local hosts, constantly upgraded for your perfect Lowcountry stay!

★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*

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!

Coastal Charm: Village Hideaway

Charming two- bedroom, one bathroom cottage tucked away in a quiet neighborhood located close to both nature and local attractions. Our cottage was a thoughtfully designed space with attention to detail in every corner. We offer a fully equipped kitchen with modern appliances and a breakfast bar. PLEASE note, as a reminder to house rules: no smoking, vaping, e-cigarettes, or pets allowed in or outside of property. Owner has severe allergies. Thank you. STR Permit #: 250271 BL#: 20127320

Studio 77 in dt Charleston with bikes

Serene studio guest house in downtown Charleston nestled in a unique wooded yard. Easily walk or bike down the block and enjoy King street's shopping, restaurants, art, and more. Start your day off on the right foot with a cup of coffee while relaxing in your private patio. With on and off street parking available the only thing you will need to worry about is deciding on your days schedule. Bikes are part of the Studio 77 experience- you are ready to take on Charleston as the locals do!

Serene Location - Next to Hampton Park: Haven Hom

Newly-renovated 1 bedroom/1 bath carriage house in the popular, laid-back Hampton Park Terrace neighborhood. Ideal for a small group of friends or families. Close to great restaurants & historical sights. Only 3.5 blocks from King St 5 blocks from Citadel Campus 20 minutes walk to MUSC & Riverdogs Stadium 20 minutes from Charleston Int'l Airport 20 minutes from local beaches *Crib and high chair available for an additional fee; must be ordered 48 hours in advance.* Permit Number: 06537

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

Park Circle Walker's Paradise - Upscale Studio!

Newly renovated Park Circle studio featuring modern finishes and an ideal location, just a short walk from restaurants and breweries on Montague and Spruill Ave. Enjoy being just steps from Firefly Distillery, Holy City Brewing, and close to concerts and events at Riverfront Park. After taking in all that Park Circle has to offer, retire to this quaint studio space that was designed with privacy and luxury in mind. City of North Charleston Short-Term Rental Permit 2023-0203

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