Holiday rentals with a pool in Dorchester County

Luxury Home Pool Hot Tub 85 Inch TV by the Airport

Luxury 2,600 sq ft home with sparkling pool, relaxing hot tub, gourmet kitchen, fire pit & gas grill. 5 bedrooms (2 kings, 1 queen, 1 full over twin bunk, 1 crib), 2.5 baths. Master has dedicated workspace with dual monitors. Entertainment galore: massive 85" TV, ping pong, foosball, chess/checkers set, Pac-Man arcade, Xbox X, Switch. Stunning Arhaus & Restoration Hardware furnishings throughout. Level 2 EV charger. Minutes to shopping, downtown, pristine beachs, airport, & historic plantations.

Hearts & Dreams Peaceful Family Retreat w/ pool

Welcome to Hearts and Dreams Guesthouse. Our guesthouse sits on our 5 acre property behind our Main house. The property is fully fenced with electronic gate. -Large in-ground saltwater pool (not heated) shared with main house -Screened in porch, outdoor seating -Patio outdoor eating area -Gazebo -Fire pit -Play area for children with large playhouse, swingset and picnic table - Downtown Summerville 7 miles -30 miles to Charleston No parties allowed *** NO pets or any Animals allowed

Charleston Retreat, Hot Tub, Game Room, Sleeps Big

Charleston group & family retreat near airport, downtown & beaches in a quiet private community — ideal for wedding stays, reunions & vacations. Features: • Game room w/ pool table, shuffleboard & arcade • 7-person hot tub + fire-pit patio • Large kitchen & group dining space • Fast Wi-Fi + Smart TVs in bedrooms • Bikes for neighborhood exploring • Community pool, tennis court & playground • Flexible sleeping arrangements for groups • Near shopping, dining & venues • Easy self check-in

Welcome to The Days End-Farmstay w/ Animals

Welcome to The Days End! Where modern comfort meets country charm 🌾 This home is for quiet stays only — no parties or events are allowed. A thoughtfully designed 700 sq ft farm cabin retreat tucked away on 11 acres of peaceful pastures. Located less than 45 minutes from downtown Summerville, 40 minutes from I-20, 1 hr from Downtown Charleston, and 25 minutes from I-95. We are a livestock property and for the safety of our animals we only allow 1 pet per reservation with a strict leash policy.

ELEGANT COTTAGE IN HISTORIC SUMMERVILLE

This elegant cottage is nestled behind a gracious home in the historic section of Summerville directly on the path of South Carolina's Heritage Corridor. The cottage is flooded with light and color, filled with books, artwork and good vibes. Ample paved parking for vehicles of any size, commodious patios in front and back equipped with a grill and garden seating. Near Summerville's wine bars, craft beer and coffee houses. Just minutes to Middleton Plantation, Drayton Hall and Magnolia Gardens.

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.

Cottage 1 king bed, 1 set bunk beds, heated pool

Escape to a cozy, beautifully furnished cottage nestled in historic Summerville, just a stroll away from the heart of the town. Whether you're a couple seeking a romantic getaway or a small family looking for a peaceful home base, this cottage offers the perfect blend of comfort, character, and convenience. The patio is ideal for relaxing mornings or evening meals under the stars. With easy access and free parking, it's perfect for day trips to the beach, Charleston, or a walk into town.

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.

Rainbow Row of Oakbrook

Come be one of the first to experience the charm that Charleston has to offer and stay in this newly listed Private nook in Oakbrook, adjacent to Summerville and 18 miles to Charleston. The space has been completely renovated and is essentially brand new. This is a perfect spot for traveling healthcare professionals, business travelers, remote workers, couples in transition, or someone just looking to explore Charleston without paying Charleston prices!

Private Pool and Game Room Retreat

Escape to this stylish Summerville family retreat for 8! This renovated single-level home features a private saltwater pool, a game room with an Xbox, pool table on screened porch, and a dedicated workspace. Enjoy modern design, a fully equipped kitchen, and a large fenced yard. Perfect for a memorable getaway just a short drive from Charleston's charm, this home offers the ideal blend of relaxation and fun for families and friends.

Caspian: family friendly haven with private pool

Splash into some fun at the Caspian, your next vacation destination. This family friendly home features: 🛌 3 bedrooms + bonus room with queen bed 🏊 private pool & fun outdoor games 🧳 early check-in when available or luggage drop at 12pm (Fees apply.) 🛍️ 10 minute drive to local restaurants and shops located in historic downtown Summerville 🏝️ 30 minutes to Folly Beach 🚗 30 minutes to historic downtown Charleston

Gorgeous Executive Home on Pond *5 beds*

Beautifully renovated 2,400 sq ft. two story home on a pond. Our home has nearly all brand new finishes including memory foam mattresses on all beds. The floor plan features a highly sought after master on the 1st floor with a very open concept floor plan. Great outdoor space with patio overlooking the pond. We’re 15 mins to Charleston airport, , I-26 and I-526, 20-30 to downtown and about 30-40 mins to beaches