Vacation rentals with a pool in Dorchester County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Dorchester County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Charleston

4.87 out of 5 average rating, 85 reviews

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!

Guest favorite

Home in Summerville

4.98 out of 5 average rating, 132 reviews

Pool | Games | Large Yard | Renovated Modern Home

Enjoy the ultimate Summerville getaway in this stylish single level home. Featuring comfortable bedrooms, a private pool, a den with plenty of games, and a screened-in porch with a pool and ping pong table, this is the perfect home to enjoy with your entire family. You'll love the modern design and luxurious details. Farmer’s Market - 13 min drive Dorchester Museum - 13 min drive Azalea Park & Sculpture Garden - 14 min drive Create Lasting Memories In Summerville With Us & Learn More Below!

Guest favorite

Guesthouse in Summerville

4.93 out of 5 average rating, 27 reviews

Elizabeth Arden Tuscany Style Cottage, Summerville

This cozy Tuscany 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. "Tuscany" is a quaint cottage w/1 king bed, 1 full Sleeper sofa bed, full bath, coffee bar, refrigerator, microwave, private porch, pool access, beautiful grounds, and is a 25 min drive to downtown Charleston. Hearts of Arden is a gated property. No pets, smoking or vaping permitted on the estate.

Guest favorite

Home in Summerville

4.93 out of 5 average rating, 128 reviews

The Paramour- comfy 3/2 in a lovely neighborhood

Fall in love at the Paramour! This Summerville home has everything: +minutes from Nexton, Taco Boy, Nexton Halls Chop House +$0 dollar cleaning fee & professionally cleaned +free early luggage drop +free early check in (when possible) +HUGE fenced in yard +pool/gym access (extra cost) +25-30 minutes to downtown Charleston and beaches like Sullivans Island +VERY safe area +friendly cancellation policy +chore-less check out Cancel your trip within 5 days of arrival and get a full refund!

Guest favorite

Guesthouse in Summerville

4.98 out of 5 average rating, 65 reviews

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 -Screened in porch with outdoor seating -Patio outdoor eating area -Gazebo -Fire pit -Play area for children with large wooden playhouse, swingset and picnic table - Downtown Summerville 7 miles -30 miles to Charleston No parties allowed No pets or animals allowed

Superhost

Guest suite in Charleston

4.71 out of 5 average rating, 17 reviews

Safe, Private, & Central Suite | DT & Beaches

Welcome to your oasis in Charleston! This private first-floor suite in our three-story townhouse offers a serene retreat. The suite includes a fully equipped kitchen, a cozy sofa, a versatile workspace, and a convenient washer/dryer. Step outside to your private patio, complete with a fire pit and a privacy fence, overlooking beautiful protected wetlands. Located in a quiet, safe neighborhood with easy access to downtown, this space is the perfect blend of comfort and convenience.

Guest favorite

Home in Summerville

4.95 out of 5 average rating, 79 reviews

Share-in Dipity Refined 4 bedroom house w/ a pool

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.

Guest favorite

Home in Charleston

4.94 out of 5 average rating, 31 reviews

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!

Guest favorite

Home in North Charleston

4.95 out of 5 average rating, 351 reviews

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

Guest favorite

Home in Summerville

5 out of 5 average rating, 63 reviews

Welcome to Cozy's Corner!

The whole group will enjoy easy access to everything from this centrally located place. A short drive from many food places, gas station and a Publix grocery store will make your stay easy once you arrive. You will have free WiFi and streaming apps on all TV’s in each room. Pool entry card is free to use as well. Neighborhood has beautiful walking trails to get in some exercise if you desire.

Guest favorite

Condo in North Charleston

4.88 out of 5 average rating, 170 reviews

Your Chas. Hm-2 bd,2 bath-spacious and comfortable

Your Charleston Home is located in a gated community with great amenities, pool, tennis court, playground and plenty of space for walking and jogging. Condo is a non-smoking and not pets are allowed. Condo is close to restaurants and dining, family-friendly activities, and the beach. Great space for couples, solo adventurers, business travelers, and families (with kids).

Superhost

Townhouse in North Charleston

4.75 out of 5 average rating, 126 reviews

Cute townhouse near Charleston!

Stay in a beautiful 2 bedroom townhouse near Charleston International Airport, Joint Base Charleston, and Boeing. Located only 5 miles from the airport, it's a short drive for exploring in Charleston and accessing restaurants, shopping, downtown Charleston, and beaches. We hope to welcome you here soon!