Charleston, SC 2+ Bedroom Pet-Friendly Vacation Rentals

Welcome to the Mint Julep Residence, the grandest home in the Smalls Alley collection of standalone luxury homes in downtown Charleston. Unlike its sister residences in the alley, this famed historic home sits at its own address, 129 Cannon Street...

Single family home, entire home, close to the West Ashley Greenway and Bikeway. Great location, simple to get to Downtown Charleston or anywhere in Charleston metro area within 20-30 min. Close to the beaches and the airport, as well as the various...

This completely modernized second-floor apartment in a historic two-story home combines modern comfort with original appeal, featuring exposed ceiling beams and classic woodwork. Just steps away from top eateries and bars, and a 5-min. walk to the...

Summary:This charmingly modernized home with hot tub and amenities-packed backyard sits in Riverland Terrace on James Island — less than 5 miles to Downtown and 9 to Folly Beach. Walk to eateries, bars, golf, the waterfront park with playground...

Summary:Welcome to your Charleston gathering home, a six-bedroom property just one block from King Street that offers space, character, and plenty of outdoor appeal. Ideal for enormous families or groups who want walk-ability, historic details, and...

Summary:OP2026-07257Courtyard Cottage pairs historic appeal with Casa Zoë’s signature style. Tucked just off the street, it offers two well-appointed bedrooms, a full bath, and a private brick courtyard made for morning coffee or late-nighttime...

West 242 C is a striking standalone home located in the heart of the Cannonborough/Elliotborough neighborhood, just two blocks from historic King Street. This prime downtown Charleston location offers painless access to the best eateries, coffee...

Summary:Discover a guest-favorite getaway just steps from the best of Charleston. Ideal for couples, families, or modest groups seeking an elevated stay, it’s mins. from top eateries, stores, and landmarks, with simple access to galleries...

Maison Des Fleurs – Sophisticated Pied-à-Terre in Charleston's French QuarterTucked along appealing Lodge Alley in the heart of Charleston's historic French Quarter, Maison Des Fleurs is a attractively refreshed 2-bedroom, 1.5-bathroom getaway...

Summary:Welcome to The Jessamine, a downtown Charleston treasure where historic elegance meets modern comfort just steps from King Street. This impressive home features original wide-plank pine floors, a private garden courtyard ideal for morning...

This property is new to Vacation Rental By Owner but we are well established hosts with our other property on vrbo and @irbnb with super host status and many reviews.Welcome to your home away from home! Our cavernous 5-bedroom, 3-bath home is ideal...

Feel the timeless appeal of Charleston’s historic peninsula, the Holy City. Stay just mins. from MUSC, the College of Charleston, and the vibrant shopping, dining, and nightlife of King Street. From this ideally located downtown home, you’ll be...

Summary:Welcome to your Charleston hideaway, a roomy stand-alone home in the esteemed Cannonborough/Elliotborough district. With a Walk Score of 95, this location puts the city’s best dining, nightlife, and local appeal right at your doorstep, yet...

Immerse yourself in Southern luxury and appeal at Saint Philip Square. Our award-winning collection of historic homes spans nearly one city block. Located in the heart of historic Charleston and just one block from King Street,The Aiken House, unit...

Summary:Welcome to your Charleston haven, a freshly refreshed home that blends designer flair, comfort, and an unbeatable location just one block from King Street. Ideal for couples or modest groups who want walkability, polished interiors, and a...

Minimum Stay: 30 DaysThis newly remodeled two-bedroom, two-bath townhome offers a comfortable and private setting for extended stays in Charleston. Located in a peaceful community just mins. from downtown, MUSC, and local beaches, it provides the...

Feel the timeless appeal of Charleston’s historic peninsula, the Holy City. Stay just mins. from MUSC, the College of Charleston, and the vibrant shopping, dining, and nightlife of King Street. From this ideally located downtown home, you’ll be...

Permit Number: 07061The Space: Welcome to Casa Fuego Suite D, a freshly modernized ground floor getaway tucked inside a classic Charleston Single home and designed for a comfortable downtown stay!Bedrooms & Bathrooms• Two bedrooms located on the...