
Holiday rentals with a pool in Dorchester County
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Top-rated rentals with a pool in Dorchester County
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Country Haven, Pool, Hot Tub, Game Rm, Mins 2 Dwtn
Step into a spacious 4BR 2.5Bath oasis nestled in a private community but close to everything. Short drive from CHS airport and shops with lots of entertainment nearby. Amenities include: ✔ 4 Comfortable Bedrooms w/ Smart TV's ✔ Game Room w/ Pool + Shuffleboard table and 10k+ retro video games ✔ Fully stocked kitchen ✔ Patio + Fire pit ✔ 75' Living Room TV w/ Soundbar ✔ High-Speed Mesh Internet ✔ Bikes ✔ Hot Tub ✔ Private Pool, Tennis ct, Soccer field and Playground access More details below!

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.

King Bed-Pool-24/7 Gym-Kitchen
Just listed 1BR 1BA Top Floor Corner Apartment King Bed Pool and 24/7 Gym access included. We are in immediate proximity of Boeing, Mercedes Benz, Cummins Turbo, Daimler AG, 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 an inquiry to my co-hosts and I. We manage other rentals in the area and are happy to answer any and all questions.

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!

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.

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!

Family paradise with Pool & Firepit
Make memories in Charleston! This house is perfect for family vacations with your own pool, a fireplace area, bbq & covered outdoor seating with TV! 3 bedrooms with 2 beds & 1 sleeper couch, an office space & a large kitchen. Indoor dining, outdoor dining & enough space in the backyard to enjoy the warm, sunny weather with the whole family. Update: BRAND NEW POOL. The pool has just been renovated in February 2024 for even more fun in the sun! Thank you & enjoy!

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!
Popular amenities for Dorchester County rentals with a pool
House rentals with a pool

Beautiful and spacious 5/3, near I95 /I 26.highway

The Landing Spot: Pool + Ping-Pong + Mod Style!

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

Cozy Summerville Home w/pool! Pets welcome

Vacation or Staycation.

Comfortable Southern Getaway

Monthly Rental Home

Discounted Pools Waterslide Playground King Suites
Other holiday rentals with a pool

The Cozy Escape

Pool and Gym- Close to Mercedes, CSU and I-26

One Bedroom in Charleston!

Comfy 3BR 2BA Apartment (Pool, Kitchen, Wi-FI)

Guest House at Private Estate

Delightful RV Space, must have your own RV

2BR 2BA Pool and Gym- Close to I-26, CSU, Mercede

3BR 2BA- King Bed- Pool and Gym
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- Park Circle
- Sullivan's Island Beach
- Middleton Place
- James Island County Park
- Waterfront Park
- The Golf Club at Wescott Plantation
- Shem Creek Park
- Angel Oak Tree
- Hampton Park
- Congaree National Park
- The Charleston Museum
- Congaree Golf Club
- Driftwood Beach
- Seabrook Island Beach
- Charleston Aqua Park
- Gibbes Museum of Art
- The Beach Club
- White Point Garden
- Seabrook Beach
- Whirlin' Waters Adventure Waterpark
- Splash Zone Waterpark At James Island County Park
- Deep Water Vineyard
- Cougar Point Golf Course
- Splash Island Waterpark