Pet-friendly 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

Downtown Cheerful, 3 BDRM + 3 Full Bath +GOLF CART

Truly the absolute BEST place to be if you love great food. ★ Walk Score 96 ★ 5 min walk to King Street ★ Safe & Lively neighborhood ★ Washer + Dryer in unit ★ Free secured parking for 2 vehicles ★ 6 person GOLF CART on property available for rent Elliotborough is not only a local favorite but it is a mecca for foodies. You will be surrounded by top restaurants; Vern's, Leons, Chubby Fish, Southbound, Kultura, Chez Nous, Melfi's, The Ordinary, Babas, Prohibition.....so MANY walk-able places!

★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*

Waterfront home w/ Deepwater dock on Stono River!

3bd/2bath waterfront home with deep water dock on the Stono River on Johns Island! Beautiful lot in quiet neighborhood, with large majestic live oaks. Enjoy beautiful views of the Stono River from the sunroom or patio, ideal for catching pretty sunsets! Great fishing and crabbing right off dock as well as boating, kayaking, or swimming. Bring your own boat to keep at dock! Located across from public boat landing! 2 kayaks, crab pot and 2 bikes included. Come and enjoy this beautiful property!

Rutledge Ave - Renovated 2 Bed Home - Downtown!

Experience the timeless charm of Charleston’s historic peninsula, the Holy City. Stay just minutes from MUSC, the College of Charleston, and the vibrant shopping, dining, and nightlife of King Street. From this perfectly located downtown home, you’ll be immersed in Charleston’s rich history, stunning architecture, and world-class cuisine. Whether you’re here for culture, relaxation, or adventure, this is the ideal home base for your Charleston getaway. Your Charleston adventure begins here!

Luxurious Artist Cottage - reduced midweek rates

Enjoy the luxury offered in this beautifully decorated coastal cottage owned by artists. Ten minutes from downtown Charleston and five minutes from the incredible sunrises and sunsets on Ravenel Bridge and Charleston Harbor. Five grocery stores are within 5 minutes including Whole Foods, Trader Joe's, and Aldi's. The Mount Pleasant Waterfront Park is a bike ride away or five minutes by car. Beaches are 10- 15 minutes away. All are welcome! ST permit ST260124 B license 20134709

Historic Haven | Charming 2BR Charleston Oasis

Welcome to Historic Haven, a refined 2-bedroom, 1-bath oasis in the heart of Charleston. Perfect for couples, small families, or friends, it offers authentic historic details blended with modern comforts so you feel both grounded and pampered. Located in a quiet historic neighborhood yet just minutes from downtown’s best restaurants, galleries, and shops, with waterfront walks, local parks, and landmarks close by. Enjoy the city’s charm and energy with ease, minus the bustle.

Silverlight Cottage in Park Circle

A spacious retreat (780 sq ft.) in Park Circle: Elegant, gracious + charming. Brand new custom built guest house designed with a nod to classic Charleston architectural influence: open concept indoor - outdoor space to large shady screened porch where a perpetual breeze from the not-too-distant coastline blows gently all year round. Visitors will return from their travel deeply restored and revived - having experienced well-appointed accommodation.

Firethorn Suite 2Beds/1Bath Pets Welcome

Located in the heart of downtown Charleston, The Augusta House will be sure to capture your attention with the charming updates to a true Charleston style home nestled within the perfect location. The Augusta House has six different units each offering private (keyless) entrances, two bedrooms, one bathroom, kitchen, and living room all recently remodeled and updated in 2021. Plenty of off street parking makes your Charleston experience seamless.

Steps Away from Historic King! | The Sutton - B

Newly designed 1-bedroom, 2-bath home with a king-size pullout sofa in the living room, perfect for added flexibility. Located in a historic downtown Charleston home in the laid-back Cannonborough-Elliotborough neighborhood, you’ll be close to fantastic restaurants and iconic historic sights. • 5-minute walk to King Street • 20 minutes from Charleston Int’l Airport • 20 minutes to local beaches Permit Number: 05957

Casa Zoë | Historic Garden Carriage House CHS

OP2026-07206 A hidden gem in the heart of Charleston, Gibbon House is a beautifully restored brick carriage house with a story to tell. Once the office space for the Charleston Symphony Orchestra, it now offers elegant, design-forward hospitality just steps from King Street. Featured in Condé Nast Traveler, Gibbon House combines history, charm, and comfort with Casa Zoë’s signature warmth and character.

Waterfront Gem on James Island!

Secluded space on the water on James Island. Newly constructed space with 2 bedrooms and 2 bathrooms.  Upstairs unit with magnificent waterfront views.   Come enjoy the amazing sunrises and sunsets while looking over Clarks Sound towards Folly Beach.  Deep in the heart of James Island yet just a few minutes from James Island Youth Soccer Club and only 15min to both downtown and Folly Beach.