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

Adorable Guesthouse - Bikes + Parking!

Live like a local while in Charleston in this unique home! You will be amazed at what all is found within this cottage next to the main house built in 1895. Quaint & perfect for your stay. Relax after a full day of sightseeing in your private Charleston patio. ♥ 1 bedroom | 1 bathroom | 1 Queen bed + Roll up mattress ♥ Charleston Style Patio ♥ Easy Walk to King Street (Walk Score of 99) ★ Bedroom + Living Area w/ Smart TVs ★ Outdoor Courtyard w/ Seating + Bistro Set ★ Off-street Parking ★ Bik

3 min to downtown | Lux Hotel-Style Stay

Escape to The Plum Palm Cottage, a newly renovated 1-bed, 1-bath carriage home just 3 minute drive from downtown Charleston and a direct route to Folly Beach! This boutique-style stay blends hotel luxury with Airbnb charm, offering plush robes, premium soaps, lotions, and a heavenly bathtub. The kitchen is stocked with coffee, syrups, snacks, and waters—everything you need for a perfect stay. Close to top attractions, it’s your ideal Charleston retreat! Ideal for couples with a baby or toddler!

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!

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

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!

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 brand 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 ST250213 BL20137971

Charming Charleston Carriage House

Enjoy a stylish, renovated carriage house in Charleston. An ideal escape for couples (sleeps two comfortably), it features a kitchenette (refrigerator, dishwasher, and coffee maker), separate living and bedroom areas, a full bath, and outdoor space. It is centrally located in a quiet Mt. Pleasant neighborhood, 6 miles to the beaches of Isle of Palms and Sullivan's Island and 5 miles to downtown Charleston. Town of Mount Pleasant STR Permit ST260014 MP Business License #20126985

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# OP2025-06925

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.