Family-friendly holiday rentals in Charleston

Lisa's Suite Serenity ~ no cleaning fee~

Pack your bags already! This charming ATTACHED studio is located in an eclectic neighborhood amid lots of oak trees and foliage. A safe place to land between downtown Charleston and Folly Beach on James Island. Enjoy this private, tranquil space to re-center and relax in between exploring our beautiful city and beaches. I live adjacent and care for this safe, fragrance free cleaned retreat and look forward to welcoming you .. providing your private home away from home for wonderful memories.

Pleasant Place New Build + Pool Great for Families

Bring your family & enjoy our brand new 2020 built home minutes to downtown Charleston, only 6 miles from the beach! Pleasant Place is in the BEST location to top restaurants & activities. This lovely 2700sqft 4 BR 3 BA pleasantly sleeps 10 guests and has all the familiar comforts of home with a fenced-in pool oasis, on a quiet street within walking distance to the Ravenel bridge connecting you to the heart of Charleston. Just a few minutes drive to the best beaches. Bring the family, book now!

★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*

Walk to restaurants! New, beautiful & clean home

Welcome to Curlew Corner! A new, private upstairs guesthouse in one of Charleston’s most desirable neighborhoods. With a king bed+sofa bed, this is an ideal spot for couples, friends, or small families looking for a getaway in a beautiful city! Location! The guesthouse is within walking distance to many eateries, bars, a music venue, cinema, farmer’s market, yoga studio, playground, boat landing, and beautiful water views. Close to downtown Charleston and Folly Beach, you can’t beat this spot!

*Folly’s Treehouse* Walk to Beach, Center St, Pier

Island Life at its Best. Enjoy a beach stay at this bright and airy 2 bedroom 1.5 bathroom cottage located 2 blocks from beach & 1 block from Center St. Walk to Beach, Pier, Bert's, restaurants, and shops on Center St. With an airy interior and awesome outdoor spaces this classic Folly cottage will not disappoint. Also, don't miss the outdoor shower and super comfy beds. Beach chairs included! 20 min to Downtown Charleston. **We have a severe animal allergy in the family, please no animals.**

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

Heated Pool - Marsh Front - Hot Tub - Walk toBeach

Come enjoy the most stunning views on Folly! With four private patios, a Private heated Plunge pool, a hot tub, and plenty of area's to relax - all overlooking the quiet, serene marsh; you are able to see amazing wildlife all around you while in complex relaxation mode. With two king beds, two queen beds, a bunkbed and 3 full bathrooms - there should be plenty of room. Enjoy tons of games, Golf hitting bay, darts, ping pong , swings and kids play area! STR23-0364799CF LIC00726

Make Yourself at Home

Brick ranch, conveniently located between Downtown Charleston and Folly Beach, 5 minutes to King Street, 20 minutes to Mt. Pleasant and 30 minutes to airport. Full house with 3 bedrooms, 2 bathrooms, open kitchen, dining room and large living room with big screen tv. A screened porch, fenced in backyard, washer & dryer , on site parking for 4 vehicles. Walking distance to 2 playgrounds, tennis court, wildlife sanctuary, state park and a great view of Fort Sumpter and the city.

Luxurious Artist's Home

Located within minutes to world-class restaurants, beaches and historic downtown, this home features the perfect combination of elegance, art and southern charm. Whether escaping for a getaway, seeking leisure, or looking for a fun-filled vacation, this home is perfect. Enjoy a private sauna, a 72" clawfoot tub, plush towels, luxurious beds, a well-appointed kitchen, surround sound, HD TV, streaming services, outdoor living and original art. ST permit ST260123 BL-24-005864

Charming 3 bedroom home in North Charleston

This home is perfect for a getaway with the family, or time away with friends! Cozy up on the comfy couch as you entertain yourself with a good book or watch something on the 65in smart tv. Entertaining your family and friends is easy with arcade room classics like Ms. Pacman, Marvel vs. Capcom, and Mortal Kombat amongst many others. 20 minutes from downtown and 30 minutes from the beautiful beaches! City of North Charleston Short-Term Rental Permit 2026-0488

Coziest Townhome in the heart of Mt. Pleasant

Pleasant Places is conveniently located to the beaches, Shem Creek’s popular restaurants and tourist attractions and is minutes from Historical downtown Charleston. Drive, walk or bike to many local attractions and restaurants. 20 min from Charleston Airport 10 min from Sullivan's Island and Isle of Palms 8 min to Downtown Charleston 5 min to Shem Creek Bars & Restaurants 5 min to grocery stores - Whole Foods and Trader Joes ST260067 MP BL-24-016987

Guesthouse Convenient to Charleston, Shem Creek, and Beaches

Relax in this separate guest home nestled in a well-established Lowcountry neighborhood. The ‘treehouse’ has an open-plan design with vaulted notched board ceilings, creating a feeling of light and space, with elegant furnishings throughout. The well-equipped kitchen and grill on the porch encourages intimate home cooking. We lived in this space before we moved into the main house, so we can attest to it being comfortable, and well maintained.