Holiday rentals with a pool in Dorchester County

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.

Elizabeth Arden Coastal Style Cottage, Summerville

This cozy coastal themed cottage is part of the Hearts of Arden Estate and Cottages. The property, once owned by cosmetic mogul, Elizabeth Arden, is within walking distance of historic Summerville. "Coastal" has a king bedroom, a queen sleeper sofa, a full bath, full kitchen w/ coffee bar, private porch, pool access, beautiful grounds, and is a 25 minute drive to Downtown Charleston. Hearts of Arden, built in 1891, is a fully gated property. No pets, smoking or vaping permitted on the estate.

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.

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 with 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 animals allowed

N Charleston Home Close to Downtown - Pets Welcome

Need a weekend getaway? We’ve got you covered with our 2BR townhome! ✅ $0 cleaning fee + professionally cleaned 👜 Free early luggage drop-off + early check-in when available 📍 20 mins to downtown CHS 🏖️ Beach day? You’re only 45 minutes away! ✈️ 10 mins from CHS airport 🏊‍♂️ Pool access available 🚶‍♀️ Safe & walkable neighborhood 👑 Comfy king bed 🌳 Fenced backyard 🐶 Pet friendly 🧹 Chore-free checkout Book with confidence~ easy cancellation policy — 100% refund within 5 days!

Pool | Screened Porch | Pool Table | Large Yard

Experience the best of Summerville in this stylish single-level retreat. Perfect for families and friends, it features cozy bedrooms, a private pool, a game-filled den, and a screened-in porch with a saltwater pool and pool table. Modern design and thoughtful details make this the ideal spot for a memorable stay. Farmer’s Market - 13 min drive Dorchester Museum - 13 min drive Azalea Park & Sculpture Garden - 14 min drive Book for a Memorable Summerville Getaway— Details Below!

King Bed-Pool and Gym-Kitchen

Enjoy a stylish experience at this centrally-located place! 1BR 1BA Apartment with King Bed. Pool and 24/7 Gym access included. We are in immediate proximity of Boeing, Mercedes Benz, Cummins Turbo, Volvo and other top employers in the area. 5 mins to Charleston Southern and Trident Medical Center 5 mins to I-26 17 mins to airport 20 mins into downtown Don't see availability for your dates? Send us an inquiry. We manage other rentals in the area. Happy to help!

Pumba's Pad*Pool*Kayak Launch*Game Room

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.

Private Pool~Fire Pit~Sunroom~King Beds

🌴 Charming Summerville Escape! 🏊 Private pool with childproof fence (opens May 12) 🛏️ King Beds + Bunk Rooms 🎬 Big-Screen TVs 🔥 Heated & Cooled Outdoor Lounge 🌟 Fire Pit Patio 🏡 Fenced Yard 🚀 Fiber Wi-Fi 📍 10 min to downtown Summerville, 20 min to Charleston Airport, 30 min to downtown Charleston, 30–40 min to beaches. Relax, explore, and create unforgettable memories—your perfect Lowcountry getaway awaits!