Pet-friendly holiday rentals in Charleston

Silverlight Cottage in Park Circle

A spacious retreat (780 sq ft.) in Park Circle: Elegant, gracious + charming. Newly constructed 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 & revived - having experienced well-appointed accommodation. (Booking Guests must be 25 yrs. old)

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!

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique 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

Luxurious Artist Cottage - reduced midweek rates

Enjoy the luxury offered in this beautifully decorated coastal cottage owned by artists. Ten min from downtown and 5 min from the sunrises and sunsets on the Charleston Harbor. Five grocery stores are within 5 minutes including. The Mount Pleasant Waterfront Park is five min by car. Beaches & downtown are 10- 15 minutes away. Other airbnb on property: airbnb.com/h/luxuriousartisthome ST permit ST260124 B license BL-24-019339 Other airbnb on property: airbnb.com/h/luxuriouscoastalcottage

Historic Charleston Charm, Unbeatable Location

One block from Market Street you will find The Charleston Chestnut Mansion's 2,700 sq ft 3rd floor "Sail Loft" residence. Step outside and into the heart of Charleston’s history. Take a quick walk to everything that makes Charleston "World's Best City." This suite features a secured entry, on-site parking, 3 bedrooms, 2 bathrooms, open concept living and dining, and a chef's kitchen with top-notch appliances. This suite is larger and boasts amenities finer than hotel presidential suites.

A1 at Saint Philip Square, 1 Block to King Street

Welcome to charming Saint Philip Square, a collection of 5 historic homes spanning nearly a city block of downtown Charleston. 174 Unit A#1 Saint Philip St. is a charming 3BD/3BA unit blending modern amenities and historic charm. Just a block from iconic King St., this space provides a mix of Charleston’s rich history with today's vibrant downtown. Esteemed with 5 Carolopolis Awards and the SC Governor’s Award for Historic Restoration, this unit is ideal for a true Charleston experience.

Charleston Charmed Cottage - 3 bd/2ba

RANKED TOP 5% of HOMES ON AIRBNB 3 BR / 2 BA cottage in a safe, quiet neighborhood. Modern, beachy décor, new kitchen & bathrooms, screened porch, fenced yard, and game cabinet. Cozy beds with luxury linens, plus bikes, beach chairs, towels, cooler & beach toys. Just 6 mi to Historic Downtown Charleston, 13 mi to Folly Beach, 8 mi to the airport. Dogs welcome ($150). So many extras—it truly feels like your home away from home :) Military, First Responder & Teacher discounts available.

Shem Creek Cottage!

Your own newly renovated cottage in a phenomenal location! Walk or ride bikes to Shem Creek and hundreds of restaurants and bars. 3 minute drive or 10 minute bike ride to downtown Charleston. Private neighborhood path through the marsh to Shem Creek and Shrimpboats. Cottage equipped with king bed, pullout king bed couch, full kitchen, bath, two large TV’s, washer & dryer, counter with barstools and private patio. 50 paces to neighborhood park! Permit #ST260119 - License #BL-24-035115

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.

Holly Suite 2Beds/1Bath Pets Welcome + Parking

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.

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.