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 4 bikes included. Come and enjoy this beautiful property!

Swordfish Suite~Charleston Retreat

Nestled in an adorable Park Circle neighborhood this home is close to local beaches, live music, great restaurants, and historic downtown Charleston. Park Circle boasts little boutiques and great restaurants just 1/2 mile from our Bungalow. Walk, bike or drive to grab a bite to eat, browse the shops or hang out at a brewery. The Swordfish Suite Charleston is a modern, open-concept home with chic decor, luxury amenities and a very comfortable living space. There is a private fenced backyard!

Enviable Location Blending Charm and Comfort

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.

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 #20121152

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.

Mt Pleasant Cottage-Downtown, Shem Creek & Beaches

Make the most of your visit to Charleston by staying at this fully renovated cottage in the heart of Mount Pleasant! This property offers an open floor plan, deck area, and spacious backyard. Conveniently located just minutes away from Shem Creek, Downtown Charleston, Isle of Palms, Sullivans Island, and a variety of restaurants/shopping! -12 mins to Isle of Palms -13 mins to Sullivans Island -12 mins to Shem Creek -14 mins to Downtown

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

Private Rooftop • Parking • 3 Blocks to King St!

✨ Welcome to Rosé Getaway! 🌸 Notable amenities include : ☀️ Private Rooftop Deck! 📍 3 Blocks to King St – Walk to Charleston’s Best Dining, Shopping & Nightlife 🚙 On-Site Parking for 1 Vehicle 🛏️ Comfortable Mattresses 📺 Smart TVs – Streaming Included! 🛜 High-Speed WiFi + Desk 🫧 Washer + Dryer 🍳 Fully Stocked Kitchen ☕️ Local Coffee + Supplies 🚿 Hair Tools Provided 🎶 Record Player + Game Console

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.