Family-friendly holiday rentals in Charleston

Relax and Unwind in a Stylish Beachfront Villa

Enjoy breathtaking beachfront sunrises and dining at a cozy table on your own covered balcony. The private pier and pool are only steps away from the ocean. View stunning sunsets and Sullivan's Island Lighthouse from the bedroom and entrance. Nautical decor, premium vinyl plank floors, and shiplap walls coalesce within this bright apartment retaining an ethos of southern charm. The gourmet kitchen is well-equipped with full-size appliances, ice-maker, filtered water dispenser, granite countertop, under-counter lighting and a convenient coffee bar with multiple brew options! The panoramic ocean views are the best available at Sea Cabins! Located on the 3rd floor, it's just 3 doors from the end of building C. Enjoy beautiful sunrises right from the living room, kitchen, or balcony, and sunset views of Sullivan's Island Lighthouse from the front door or bedroom window. You will have private access to the beach, community pool, and fishing pier. Island shopping, restaurants, groceries and entertainment are just steps away! It is conveniently located near Mt. Pleasant, Shem Creek, and historic downtown Charleston, giving you unlimited choices for dining, shopping, and entertainment. This home sleeps 4 with a queen size bed and a queen sleeper sofa with memory foam mattress. Enjoy your meals at the bar or on the balcony. Outdoor grilling facilities and picnic tables are also available. The pool-house features private bathrooms and a coin-operated laundry. Access by stairs only (no elevator). Full Absentee host The apartment is located in Isle of Palms, a city on the slender barrier island of the same name. It’s known for its beaches backed by condos and eateries. Sea turtles nest in the area. A nearby park includes a beach, picnic areas, and a playground. Dining, shopping, and entertainment within walking distance. Only a short drive to historic Charleston, SC! Please be aware that the property has a Ring video doorbell on the premises (at the front door). There are no cameras/surveillance devices inside the home or on the balcony.

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

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!

The Little Pink House

Nestled under the grand live oaks of Bogard Street, The Little Pink House is a picturesque Charleston carriage house. This thoughtfully crafted guest house invites couples and individuals alike to experience the best of Charleston in a private, yet centrally located retreat. ♥ Elegantly styled & warmly decorated ♥ Traditional southern porches ♥ A short 4 blocks to King Street ♥ Neighborhood gems just steps away Beloved by many - newlyweds, honeymooners, couples - seeking a unique getaway!

Heart of Park Circle| Peaceful & Private | Firepit

Enjoy a stylish and peaceful stay at this centrally-located, Park Circle cottage. Set back from the street for added privacy, with a beautiful front porch and backyard. Just a 5 min walk to the lively restaurants of Park Circle and a short 20 min drive to Historic Downtown Charleston & nearby beaches. Filled with an abundance of natural light, featuring two bedrooms, one bath & a sunroom with a daybed. Fully equipped with all you need for a comfortable stay in the Park Circle neighborhood!

The Garden Folly Guest House

Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

Bohemian Haven | Southern Shangri-La Suite D

Welcome to Southern Shangri-La, a laid-back two-bedroom retreat inspired by travel, surf, and good vibes! Thoughtfully styled with bohemian décor, a fully equipped kitchen and bath, and a spacious living area, it’s the perfect home base for exploring Charleston’s culture. Just 2 blocks from King Street, close to MUSC and CofC, with off-street parking included and only 15 minutes to the airport and local beaches. Permit Number: 06322

Historic Freedman's Cottage

A few short blocks from Upper King Street. Sleeps 2. Nearby restaurants inc Leon's, Melfi, Little Jack's, Welton’s Tiny Bakery, Lillian’s, Maison, Tutti, Huriyali Gardens, Park & Grove, Kultura, and Little Line. Enjoy a walk or jog in beautiful Hampton Park, stroll the nearby Citadel campus, or shop for antiques at Wynsum on King St. Conveniently located to many sights while others are just a pedi-cab or Uber ride away.

King Suite / Private Entrance

Newly renovated guest suite on the upper Charleston Peninsula very close to Hampton Park and the Citadel Military College. Spacious, Comfortable, Quiet, has parking and is about a 13 minute drive to the Historic/business district or catch the free shuttle bus 3 blocks away. please note that the kitchenette area does not include a stove. Also note the stairs to the second floor location in case mobility is an issue.

Designer Suite in the Heart of Charleston

Immerse yourself in Charleston's vibrant culture from this stunning two-bedroom suite, meticulously designed by a professional interior designer. This light-filled haven blends modern comfort with antique charm, boasting beautiful artwork and a curated selection of new and vintage furniture. This designer escape is more than just a place to stay, it's a launching pad for an unforgettable Charleston experience.

The Haper Suite: Family Friendly w/Outdoor Space

The Harper Suite: Prime Location! Quick walk to cocktails, dinner, and shopping 20 min to local beaches 20 min to airport 3 blocks to Medical University of South Carolina 8 blocks to to CoC Campus Professionally turfed yard w/ pergola + grill Private parking Family Friendly - Pack+Play, Bamboo Dishes, Highchair, Double Joovy Stroller & Infant Tub Dog Friendly Message us about possible special rates

Walk to Shem Creek, Minutes to Beach & Downtown!

Clean, cozy, adorable, family-friendly bungalow. It's in a fantastic location between historic Charleston and the Sullivan's Island and Isle of Palms beaches. Walk to Old Village, Shem Creek, restaurants, coffee shops, farmer's market and more. Screened front porch, fire pit, and boat parking. Infant and beach supplies. Darling Bungalow STR Permit # ST250077 MP BL # 20129778