Family-friendly holiday rentals in Dorchester County

Magnolia Cottage

*No cleaning fee* Over 400 Five star reviews! Top 1% on Airbnb. Cottage was featured in Magnolia Networks “From the Source” with Chef Katie Button. Small cottage with great amenities on a secluded dead end street in historic Summerville, SC. 1 mile from Hutchinson square in downtown Summerville. Cottage is located behind the main house with private parking and sits on a large property with beautiful trees, flowers, and birds in a very private setting. You’d never know you were in our backyard.

SURF SHACK: Pet friendly. Clean, Quiet Comfortable

Welcome to Surf Shack! 🏄 Ideal for families or groups of four, this cozy, nautical-themed retreat blends comfort and style. Pet-friendly 🐶 with a fenced yard, it’s perfect for furry friends too! Relax and unwind while enjoying a convenient location: 30 mi to beaches 🏖️, 20 mi to Charleston, 15 mi to N Charleston, 12 mi to the airport ✈️, 6 mi to Wannamaker Park🌳, 5 mi to Summerville, 4 mi to Nexton Square, close to Boeing, Volvo, and Bosch. Visit my profile to explore eight other listings.

★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*

Welcome to the Summerville Get-away!

This stunning home has the feel of a destination getaway with all the perks of warm weather, beaches, and sunshine that Charleston South has to offer. Meticulously designed, for work or escape, vacation with friends, family fun or weekend getaway. You’ll have all the amenities of your own home, a wonderful open floor plan that makes for a great gathering space with a fireplace, beautiful dining space that flows out to the patio and a fully equipped kitchen! 4 bedrooms: 2 King and 2 Queen beds.

The Cottage for Two

The Cottage was built in the late 1930's for a local church and was used as a Sunday school room, for receptions, etc.. In 2004 we relocated the Hut, as it was once called, to this site and restored it to it's existing condition, staying with it's late 30's roots. It and main house sets on 5 beautifully landscaped acres and is located only 7 minutes from historic downtown Summerville. Please note that this is NOT INTENDED AS A VENUE and is a SHARED POOL, not exclusive to the pool house guest.

Waterfront Nature’s Retreat Cottage 2Bd/2B

Take it easy at this unique & tranquil waterfront getaway where you will be able to enjoy the stunning views of the Ashley river and beautiful sunsets over Magnolia Gardens. The 2 BR Cottage is located on 1.5 acres on private property Whether you are here for work or play, this property is centrally located: Min from airport, outlets, breweries, restaurants, I-26, 526, Boeing, 20 min from DT Charleston 30 min from the beach. NO PARTIES NO SMOCKING NO PET NO SWIMMING NO DOCK ACCESS 5 PERS

Summerville Schoolhouse Retreat

Welcome to The Schoolhouse Cottage! Immerse yourself in the unique blend of history and modern comfort, from the cozy king-size bed to the inviting decor. For the little ones, a fold-out twin couch promises a peaceful night's sleep. With a well-equipped kitchen and a touch of historic charm, your stay at The Schoolhouse Cottage ensures a delightful mix of comfort and nostalgia. Explore downtown Summerville's rich heritage or simply savor quiet moments in this unique Schoolhouse getaway.

The Cottage @JustA'MereLodge

“NO CLEANING FEE!!” Cheryl & John, your hosts, live in the main house on the property and will make sure you feel right at home! Experience small town charm in our cozy cottage with easy access to local shops, restaurants, bars, & parks in Historic Summerville. Note: You may hear the train passing through town, but you definitely will hear the birds 🦅 singing and the church bells ringing.🎶 Come enjoy a few relaxing days checking out our sweet town!! Town License #BL-22000719

Guest House/Villa

Enjoy your stay at this immaculately designed new build Villa. Located on a family property surrounded by 2 acres of trees, in a quiet rural neighborhood. Lots of privacy, peace and quiet, yet only 5 minutes from restaurants and stores. 15 minutes from Downtown Summerville, 40 minutes from Charleston and various coastal attractions. The villa is separate from main house and has no shared space other than the driveway. NO smoking, No pets. Laundry service available for long stays.

Share-in Dipity Refined 4 bedrooms pool not heated

Welcome to Share-in Dipity, this stylish and relaxing home has everything you need to de-stress and enjoy Charleston. This 4/2.5 home features thoughtful design touches, an incredible outdoor area with a large patio and pool, close proximity to grocery stores/shopping, all set in the walkable and quiet neighborhood of Kings Grant. Though you may be tempted to turn your trip into a staycation, we are only 25 minutes from downtown and 35 minutes to beaches like Sullivans Island.

The Goose Cottage at Wild Goose Flower Farm

Located next to the family farmhouse at Wild Goose Flower Farm, The Goose Cottage was designed to immerse guests in our calm and peaceful country life. We are located 15 minutes from the hearts of Cane Bay, Nexton and Exit 194 on I-26, and 45 minutes from Downtown Charleston. Two can sleep in the queen size bed but the sofa also extends into a queen-sized sleeper. Please reach out with further questions or if you would like to inquire about an extended stay.

Cute Frog

This unique place has a style all its own. This is a furnished room over detached garage 🐸. Open floor plan with queen-size bed, private bath and sitting area. Amenities include small refrigerator, kuerig coffee maker and microwave. A quaint deck with cafe table and chairs. No smoking inside. 45 minutes to downtown Charleston, 30 minutes to historical plantations and 10 minutes to historical downtown Summerville.