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Holiday rentals with a pool in Walterboro

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Walterboro

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

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Top Guest favourite
The exterior of a pastel pink building features classic Georgian architecture, with large windows framed by black shutters and a welcoming staircase. A spacious king bed adorned with crisp linens is set against a ceiling with decorative beams. A cozy seating area showcases an original fireplace, while a small table holds pastries and a pink beverage.
Home in North Historic District
4.97 out of 5 average rating, 104 reviews

Bosch Huis Rosé • Rosé • Central • VIP • Parking

In the heart of the city, Bosch Huis Rosé blends classic charm with thoughtful modern luxury, offering elegant spaces and a warm, inviting atmosphere. Defined by Southern hospitality, this boutique property stands among Savannah’s most distinctive addresses in the Historic District. From the moment you arrive, Bosch Huis Rosé earns a special place in your heart—the kind of stay you save for later, return to often, and recommend to those you love. ✨ Add us to your Airbnb Wishlist ✨ SVR-03137

Top Guest favourite
A charming cottage is set amidst lush greenery, featuring a wide, welcoming pathway made of patterned pavers leading to a spacious deck. Large windows reflect natural light, and a few outdoor chairs are positioned under umbrellas, inviting relaxation in the shaded area.
Cottage in Beaufort
4.98 out of 5 average rating, 189 reviews

Private Island Cottage

Looking for a place to relax and enjoy a stress free holiday, consider this Beautiful cottage set on a private Island with dock access to the intercoastal water way. Minutes from downtown Beaufort, 35 miles from Hilton Head Island, 45 miles from Savannah, GA, 60 miles from Charelston. only minutes from great resturants and attractions like: Hunting Island state park and public golf coures. Fishing, kayaking or paddel boarding (equipment provided), or just relax on one of the docks or porches.

Top Guest favourite
The image captures a serene outdoor area featuring a large swimming pool surrounded by lush greenery and palm trees. A charming cottage with a gabled roof sits near the pool, complemented by a shaded patio area. The surroundings include well-maintained landscaping and a wooden fence.
Guesthouse in Summerville
4.99 out of 5 average rating, 114 reviews

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.

Top Guest favourite
A serene outdoor balcony features a round table surrounded by colorful chairs, offering expansive views of marshlands at sunset. The warm colors of the sky reflect on the water, creating a peaceful setting. Glass door access enhances the connection to the interior space.
Condo in Charleston
4.97 out of 5 average rating, 259 reviews

Little Oak Love | 5 Minutes to Folly | Marsh Views

Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor (must be able to climb 2 flights of stairs to access condo), two-bedroom, two-bath condo offers stunning views from almost every room. Sip your morning coffee or catch sunset views from the screened lanai or balcony. Enjoy access to the community pool, pavilion, gas grill & fire pit. Only a 20-minute drive from historic Downtown Charleston. The ultimate Lowcountry vacation experience!

Top Guest favourite
A private screened-in dock features a swing bed adorned with decorative pillows, offering a cozy resting space. Ambient Edison lights create a warm glow, while views of the marshland are visible through wooden frames and open spaces.
Cottage in Tybee Island
4.99 out of 5 average rating, 190 reviews

Private Dock | FREE Golf Cart | Kayaks | Bikes

Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers with your own FREE GOLF CART, BIKES, & KAYAKS. Pamper yourself with this luxurious getaway and nature-lover's paradise. Relax on your PRIVATE DOCK on a cozy swing bed while surrounded by panoramic views of the tidal creek. Nestled amongst enchanting live oaks and marsh-side scenery, you'll soon discover something inherently romantic about this Tybee Island cottage, just 25 minutes to downtown Savannah.

Guest favourite
The home features a classic two-story design with an inviting porch supported by tall columns. Green shrubs surround the property, and windows showcase black shutters. A red roof and a brick foundation accentuate the traditional architecture of the estate located on expansive grounds.
Home in Orangeburg
4.95 out of 5 average rating, 107 reviews

Colonial Farmhouse - 6 bedroom with a pool

This private estate 4,355 s.f. (2,800 1st floor, 1,555 2nd floor) home was originally built around the year 1900 and features 6 bedrooms (3 upstairs, 3 downstairs) and 2.5 bathrooms (1.5 downstairs, 1 upstairs). It has 12 ft ceilings throughout, a large dining room, living room, and kitchen area, a beautiful foyer and large staircase, an office, laundry room, large porches, a fireplace, a carport, and a basketball court. You can conveniently walk on a paved walkway to the fenced pool area.

Guest favourite
A bright and airy living room features two large, comfortable couches arranged around a wooden coffee table. Large windows allow natural light to fill the space, while light-colored curtains add a soft touch. A cozy fireplace is situated beneath a wall-mounted TV.
Home in Seabrook Island
4.95 out of 5 average rating, 166 reviews

Beautiful 2BD/2BA Seabrook Island Villa

Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

Top Guest favourite
A bright living area features a comfortable sectional sofa and accent chairs. A large flat-screen TV is mounted on the wall above a dark wood console. Natural light floods the space through sliding glass doors, which open to a screened back porch.
Townhouse in Charleston
5 out of 5 average rating, 241 reviews

The Oasis (Charming, Close, Sleeps 5)

The Oasis is a beautiful and comfortable townhome in Charleston, SC. This 2 bedroom, 2.5 bath sleeps 5 people. The airport, beach, downtown, golf courses, & concert venues are all approx. 20 min away. After enjoying Charleston's restaurants, tours, shops, beaches, golf, & entertainment, relax at The Oasis w/ 3 Roku TVs (70", 43", 43"). Drift off to dreams w/ King, Queen, Twin Loft, & Queen Sleeper Sofa options. Also enjoy a fully equipped kitchen. There is pool access in warmer weather.

Top Guest favourite
A covered patio area showcases comfortable seating arrangements, including a sectional sofa and lounge chairs, arranged around a coffee table. Ferns hang from the ceiling, and colorful outdoor rugs complement the space. A backyard pool is visible through the draped curtains, surrounded by lush greenery.
Home in Aiken
4.99 out of 5 average rating, 145 reviews

French Tudor in Quiet Aiken County

Peaceful & relaxing setting in Aiken county. Backyard pool & patio areas are great for fun & relaxation with a resort vibe. Four freshly remodeled bedrooms upstairs with hardwood floors, queen beds & 43" 4k smart TVs. Open first floor plan includes well appointed kitchen, living, family, dining, laundry rooms & half bath. 11 min to Bruce's Field (Aiken Horse Park), 13 Min to Highfields Event Ctr, 15 min to Downtown, 29 miles to Augusta National. 13 Min to Old Barnwell Golf Club.

Guest favourite
A serene view of the sunset reflecting on the water, framed by tall trees and a wooden deck. Comfortable seating is positioned nearby, inviting relaxation while observing the vibrant colors of the sky. A calm atmosphere is created by the soft glow of the setting sun.
Home in Hardeeville
4.9 out of 5 average rating, 455 reviews

Riverfront 2BR fish&kayak deck 15 minutes Savannah

Unique riverfront 2BR 2BA Lowcountry home on private cove. Vaulted ceilings, big windows, comfy beds, full kitchen. 6 decks for sun bathing, grilling, dining, fishing off dock—woods & calm water views, highway visible right (noise outside). Historic rice fields surround—Carolina Gold country, oxen hauled rice & lumber. No trails—just peaceful. 12 min to Savannah, 45 to Tybee, 15 to Bluffton, 30 to Hilton Head. No cleaning fee. Air purifiers. Your private riverside retreat.

Top Guest favourite
A two-story duplex features a light-colored exterior with numerous balconies and shaded areas. Lush greenery and palm trees are present in the landscape. A smooth driveway leads to the entrance, where a parked car is visible. The sky is bright with scattered clouds.
Home in Folly Beach
4.97 out of 5 average rating, 238 reviews

Luxe Beach Bungalow Ocean Views Heated Pool

Luxury furnishings and linens. Stay in a home not just an Airbnb. One block to Center Street which means you are walking distance to all the shops, bars, and restaurants on the island, the pier, and across the street from Berts corner store. Relax on the beach. Shower outside. Sip cocktails on one of the porches with beach views. Grill out by the pool. Take a stroll to dinner and enjoy some live music. LIC 063713, STR25-A0098

Superhost
A screened-in lanai surrounds a clear, inviting pool, complemented by multiple lounge chairs and a dining table. Comfortable seating is arranged nearby for relaxation, while a sun umbrella provides shade over the pool area. Lush greenery is visible in the distance.
Home in Beaufort
4.87 out of 5 average rating, 198 reviews

Estate Living on 5 acres with pool in Beaufort, SC

Welcome Home! This spacious home is located on 5 beautiful acres that include a large pond, where you can sit on the dock and feed the fish under one of the oldest and most majestic live oaks in the Lowcountry. Swim laps in the 40-foot pool or just lounge poolside in the screened-in lanai with premium lounge chairs. Enjoy the gorgeous view through expansive picture windows overlooking the 200-acre nature preserve.

Popular amenities for Walterboro rentals with a pool