Holiday rentals with a fireplace in Charleston

Charming 2 Bdrm/3 bath Cottage by Marion Square

Wake up refreshed in the carved four-poster and curl up on the tan leather couch under the skylights in this charming brick house built in 1802. Gather for a leisurely breakfast in the morning, or cocktails in the afternoon in the illuminated, landscaped courtyard. #BL005522012017 Not recommended for children. This entire home was renovated in 2017. This charming cottage has sleeping for six. The first floor has a queen sleeper sofa in the living room plus a full bath off of the living room. The second floor has two bedrooms - one king bed with private bath and one queen bed with private bath. The bedrooms and the living room have new flat screen TVs. Hardwood flooring and tile throughout. New stainless steel appliances and granite counter tops in the kitchen. Linens are Eqyptian cotton and the towels are plush! The guest cottage is very comfortable and clean! There is a private lighted, landscaped courtyard with a table and chairs and a Charleston bench. Guests have access to the entire house and a private, landscaped and lighted courtyard with table and chairs. There is on-site parking for 2 cars. I do not live on the property, but am available if needed. The property is around 300 feet from King Street, the major shopping and dining center in the heart of downtown Charleston. The property is located near the intersection of King and Calhoun Streets. Marion Square, Gaillard Center, and other activities are within easy reach. This location is in the center of the downtown activity with great access to shops and restaurants on foot. DASH is a free shuttle service for the Historic Peninsula area of the City of Charleston. One of the trolley stops is 1/2 block away.

The Retreat on King Street - Old Village

Cozy ranch style house in the Old Village area of Historic Mount Pleasant. Just a few blocks away from Shem Creek and Pitt Street, just minutes away from the beaches of Sullivans Island and Isle of Palms. Shaded under large live oaks, the house boasts 3 bedrooms, 1.5 bath with additional couch space. Plenty of parking available, a fenced in yard, and recently updated kitchen and bathrooms will make your stay feel just like home. Mount Pleasant STR Permit #ST260154 Business License: BL-24-003896

Historic Kitchen House - South of Broad (Charming)

The Rutledge Kitchen House is located at the southernmost tip of the peninsula in the historic "South of Broad" neighborhood and is surrounded by many antebellum mansions. Walk to the Battery, Rainbow Row, King Street, the Calhoun Mansion, the Heyward Washington House, shops, museums, and restaurants. Stroll to White Point Garden to see the sunset over the harbor. We are one of the few short term rentals in the historic district licensed by the City of Charleston License# OP2026-06992

Little Oak Love | 5 Minutes to Folly | Marsh Views

Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor, two-bedroom, two-bath condo offers stunning views from almost every room, and ultimate privacy. Sip your morning coffee or catch sunset views from the screened lanai or balcony. Enjoy access to the community pool, pavilion, gas grill & fire pit. Plus, you're only a 20-minute drive from historic Downtown Charleston. This condo is perfect for the ultimate Lowcountry vacation experience!

Clean Coastal Cottage 5mi to Isle of Palms Beach

Sunny Side Up is a freshly updated coastal beach house, featuring 4BR/2BA, perfectly located minutes from the areas best beaches, shopping, dining and nightlife. You'll be 3 miles from Isle of Palms, 10 minutes from Sullivan's Island, and only 20 minutes from downtown Charleston. Spend the day enjoying the shared pool or exploring the area and return home to your private screened-in porch overlooking a spacious backyard with hammock, fire pit and chicken coop. #ST260150 S.C. BL-24-026814

Home The On Hill - Near Everything Charleston!

Peace, Quiet, Rest, Privacy & FUN! Atop this hill is beautiful 1935 historic Park Circle home, mix of modern & old fashioned; Packed w/ appeal. 4 BR/1 BA. Hot tub, outdoor shower, farm table, deep claw foot tub, rain shower, hammocks, front/back porches. Family, friends or romance! Just steps to trendy restaurants, shops & bars. CENTRAL TO EVERYTHING Charleston; Near downtown, beaches & event centers. HUGE PRIVATE back yard. PERFECT LOCATION. Hidden Jewel in The Heart Of Charleston.

Four Oaks Cottage at Park Circle

Experience Charleston’s hippest neighborhood in a recently renovated midcentury cottage. Walk steps to Park Circle's award-winning restaurants, or hop a 15-minute ride to downtown Charleston. Relax on the yard's tree swing after your Sullivan's Island beach day, then star gaze under hundred-year-old Lowcountry oaks. Stroll to nearby bars, breweries, distilleries, and shops in this historic, convenient, friendly, and local Charleston community. Short-Term Rental Permit 2026-0129

Historic Downtown Farmhouse

Visit Charleston in our Pre-Civil War Single House, an architecture unique to Charleston! Originally Nunan Strawberry Farm. Sip tea on our traditional side porch with haint blue ceilings while listening to the cicadas and watching Carolina Chickadees. Enjoy the historic houses in the neighborhood and stroll or Uber to the Charleston Battery or City Market. You're welcome to spend the holidays with us but please do not check-in on the day of. Thank you! CHS STR: OP2023-03634

Historic Home in Downtown. Close to King Street!

2 bed 2 bath, 2 stories, with upstairs living room. 1 bedroom on each floor, featuring a newly renovated kitchen, lots of outdoor porch space with great views, a fenced in double lot back yard. We live in the apartment on the backside of the property so if you need anything during your stay just let us know! Enjoy tropical landscaping, and walking distance to all the best parts of town! If you need any recommendations just let us know! Permitted STR OP2025-06827

Boho Bungalow | Private Oasis with Jacuzzi Pool

Escape to this enchanting brick cottage just moments from the harbor where historic charm meets modern comfort. Cozy up in the inviting living spaces with warm tones and exposed brick or relax in the private garden just outside. A charming bedroom awaits and you’ll adore the fully equipped kitchen perfect for intimate meals. Now featuring a brand-new dipping pool with jacuzzi-style jets and the option to heat or cool for year-round enjoyment.

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

Historic Charleston Charm | Private Luxe Retreat

Experience timeless Charleston elegance in this historic residence. High ceilings, polished wood floors, and oversized sash windows create a graceful escape. Set in Charleston’s Historic District adjoining the French Quarter, near King Street, Colonial Lake, and The Battery. Peaceful at night yet walkable to top destinations. Private entrance, 1,000 sq. ft. of curated living space, plus free dedicated off-street parking. (OP2025-06356)