Holiday rentals with a pool in Dorchester County

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

Value · Location · Getting around

King Beds- Pool and Gym

2BR 2BA Top Floor Apartment with King Beds. Say YES to minimal noise for an apartment stay. Reservation includes access to pool and gym onsite. Close to Mercedes Benz, Boeing, Volvo: 5 mins to Charleston Southern + Trident Medical Center 5 mins to I-26 9 mins to Mercedes Benz 17 mins to airport 20 mins into downtown If your group needs additional accommodations, our team manages 11 apts at this community. Happy to answer any questions you may have before booking. Norris and Schachte Properties

Location · Family · Biking

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.

Family · Value · Pool

Pool & Hot Tub Retreat, Arcade, 85" TV, By 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 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 golf, Topgolf, Park Circle, shopping & airport. Beaches & downtown nearby.

Value · Location · Amenities

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.

Location · Value · Cleanliness

Luxury Farm Stay | Hot Tub, Pool & Animals

Welcome to The Days End Farm! 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 min from downtown Summerville, 40 min from I-20, 1 hr from Downtown Charleston, and 25 min 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.

Family · Location · Quiet

Poolside Palmetto Retreat-N. Charleston

Welcome to Poolside Palmetto Retreat! Nestled on a quiet cul-de-sac in North Charleston, this beautiful coastal inspired home offers ample room for families & friends to gather! Centrally located just minutes from the airport & everything Charleston/Summerville have to offer. Enjoy: fully equipped kitchen, sunroom with bar, game room, & in-home laundry for convenience, fenced backyard oasis complete with seasonal in-ground pool (April–October), outdoor dining area, & cozy firepit!

Location · Family · Kitchen

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.

Family · Value · Decor

3BR 2BA Apt. with Pool & Gym Access

3BR 2BA Top Floor Corner Apartment! Say yes to less noise and more sunlight for an apartment stay. Will need to walk up two flights of stairs. Unit includes access to pool and gym, as well as other amenities onsite. We are in immediately proximity of Mercedes Benz, Cummins Turbo, Daimler AG, Volvo, and Boeing, as well as many other of the area's top employers. 5 mins to Charleston Southern + Trident Medical Center 5 mins to I-26 17 mins to airport 20 mins into downtown

Family · Location · Indoor spaces

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!

Location · Getting around · Nearby

Saltwater Pool&Hot Tub-Arcade Games-Pool Table

Welcome to Pumba’s Pad – Where Hakuna Matata Meets the Best Vacation Ever! CLOSE TO CHARLESTON SC WITHOUT THE TRAFFIC! Kick back and relax at this centrally located retreat in Summerville, SC. At Pumba’s Pad, there are no worries—just good times with family and friends! Whether you're exploring charming Summerville, taking a short trip to historic Charleston, launching your kayak or hanging out by the pool, you’re in for an unforgettable stay.

Family · Location · Kitchen

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.

Family · Value · Beach