House holiday rentals in Charleston

4.96 out of 5 average rating, 424 reviews

Home in Garden District

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.

4.98 out of 5 average rating, 124 reviews

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!

4.99 out of 5 average rating, 292 reviews

Home in Charleston

Charming Home Located Close to Everything

Enjoy your stay in Charleston at this comfortable, and centrally-located duplex. You'll love the charming, historic neighborhood with hundred-year-old oaks, and how quickly you can hop to downtown (3 minutes) and the beach (15 min). You'll be able to walk to a local, organic grocery store, coffee shop, and several restaurants and local boutiques. The property backs up to sixteen miles of paved paths - perfect for walks or a bike ride. This is the ideal home base for your visit to Charleston!

4.97 out of 5 average rating, 150 reviews

Home in Charleston

Central Retreat | Walk to King Street & City Parks

Designed for travelers who value both convenience and comfort, this lower-level historic duplex offers two private king bedrooms, a light-filled living space, and a fully equipped kitchen for real cooking. Thoughtful touches like organic linens, board games, and flexible seating make it easy to unwind after a day of exploring. Walk to King Street, local parks, or nearby cafés, or settle in with a quiet evening at home. It's close to the main hospitals too if you are here to visit loved ones.

5 out of 5 average rating, 110 reviews

Home in Wagener Terrace

Petite Maison- guesthouse, Downtown Charleston

Take it easy at this tranquil and gorgeous getaway located in the quiet and trendy downtown neighborhood of Wagener Terrace. Newly renovated, this stylish guest house is just 2 miles from the center of historic Charleston. Petite Maison is the perfect stay for couples or singles looking to live like a local in this popular downtown neighborhood. Enjoy a quiet walk or bike ride to Hampton Park and some of the best restaurants and bars in the city. Residental STR Permit # OP2023-04086

4.96 out of 5 average rating, 161 reviews

Home in Charleston

Duplex, Centrally Located, Downtown/Beach, Balcony

Centrally located on James Island, halfway between Downtown Charleston and Folly Beach. It's only 3 miles to downtown Charleston's significant historic sites and world class restaurants. Folly Beach is 7 miles away and home to beautiful beaches, surfing, fishing and wonderful food and nightlife. This rental is walking distance to 3 breakfast spots, a grocery store, great restaurants, bars and Dock Street Park. Cute, cozy and full of amenities in a family friendly neighborhood.

4.93 out of 5 average rating, 168 reviews

Home in Park Circle

The Blue Bungalow- Central Park Circle

This 2 bedroom home in the heart of Park Circle has just undergone a full renovation. It is conveniently located. 10-15 min drive to downtown Charleston. It is a short walk to all the Park Circle restaurants, breweries, parks, bars, and more. Holy City Brewery, Firefly Distillery, and Riverfront park are right by the house. To enjoy the beach head about 25-35 min to Sullivans Island, Isle of Palms or Folly Beach. Please note there is a train track behind backyard fence.

5 out of 5 average rating, 248 reviews

Home in Mount Pleasant

Upscale EARL CRT 3-bdrm Old Village/Shem Creek

STR PERMIT #ST250276 BUSINESS LICENSE #32844 3-bdrm Earl's Court neoclassical upscale home, nestled in the heart of the historic Old Village, offering the charm of low country living. Just a block from Shem Creek bars & restaurants, Old Village shops & eateries, Alhambra Hall, Pitt St Bridge, and a weekly all food Farmer's market, featuring low countries finest! The Arthur Ravenel Bridge, downtown Charleston, Sullivan's Island & IOP beaches are all bike riding distance.

4.92 out of 5 average rating, 178 reviews

Home in Mount Pleasant

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! ST240301 MP BL 20109677

4.94 out of 5 average rating, 295 reviews

The Historic St. Philip House

Begin the day on the sunny patio sitting on a wicker sofa with a cup of coffee. Rich hardwood floors, exposed ceiling beams, and lowcountry decor conjure an air of stately charm within this historic home dating from 1840. This 2500 square foot home has everything you need for a comfortable and memorable vacation to Charleston, SC. Guests will love the location as it is within walking distance to all of the best restaurants and touring destinations in the city!

4.97 out of 5 average rating, 117 reviews

The Most Charming Old Brick Alley, Charleston

This gorgeous house at the end of a quiet cobblestone alley is just one block away from upper King Street, the epicenter of the city's renowned restaurant and nightlife district. This home comes with ONE off-street parking space. Enjoy some of Charleston's best local dining all within one block of this home! Come experience Charleston's southern hospitality while staying in a traditional Charleston home. Please note this unit is handicap inaccessible.