Holiday rentals in Winyah Bay

Country Charm, King Bed, Bike to beach, Art Wall

The Caddy Shack ⛳️ RV, EV Trailer Parking, Pets Welcome, 🦌 + ☕️ = amazing! Welcome to The Caddy Shack. Our little piece of paradise nestled on the edge of the woods but still in heart of downtown Pawleys. 1 block from Franks bar and restaurant, a few blocks to downtown Pawleys, and 4 blocks to the beach and many golf courses. Morning Coffee lounging on the patio and watching the amazing wildlife = Bliss! We have local birds that hang in the yard and often have wild deer wander through. NO HOA.

Unique New Remodel Close to Beach and Golf

Fully remodeled, the little cabin on the marsh is a 1 BR house with a loft. Inside is almost all wood. The house sits on the marsh water of the Waccamaw river. The neighborhood is a dirt road with a mix of mobile homes and houses. The neighbors are great and have lived on the street for decades. The house is surrounded by live oaks, nature and tidal marsh water in the backyard. Litchfield and Pawleys Island beaches are 5 minutes away. World class golf, restaurants, and grocery stores are near.

Porch Paradise in Historic Georgetown, Harborwalk

Step back in time in this charming 19th Century Home in Historic Georgetown, SC. Just a short stroll from the scenic riverfront, this timeless gem blends historic character without sacrificing comfort. The home features iconic double front porches, perfect for morning coffee or evening breezes under the canopy of century-old live oak trees lining a quiet, picturesque street. Just minutes on foot from rich coastal culture, charming shops, waterfront dining, museums, festivals, parks and marina.

TheBELLA@HagleyLanding;Boat;Beach;PawleysIsland

FREE family and dog friendly BEACHES, just 5 MINUTES away! BOATERS WELCOME, with HAGLEY LANDING FREE BOAT LAUNCH ONLY 1/3 MILE, featuring the INTRACOASTAL. Pawleys Island is The Oldest Seaside Resort in the US with its unique shops and restaurants. Our Rustic-Coastal cottage is hidden under Mossy Oaks off a dirt road with ample parking. Quiet, private fenced patio for star gazing or morning coffee. Savor the quiet serenity or take a stroll & linger at the spectacular sunsets at Hagley Landing!

Georgetown Vogue in the Heart of the City

Located on Front St in the heart of historic Georgetown, this 1 BR, 1 Bath, full kitchen, apartment is located on the second floor of a smartly designed, mixed use, Charleston-style building. Surrounded by restaurants, museums, theater, Harborwalk, and shops, this apartment accommodates 2 in a no smoking environment and offers high speed internet, and large screen TV. No pets. Guests enjoy a quiet setting together with 1 free pass per occupant to the Purr & Pour Cat Café. Free parking.

Maggie Jo’s paradise on the river !

Reconnect with nature at this unforgettable escape. Maggie jo is a 1970 completely restore houseboat. She has got a full size refrigerator , gas range ,microwave and toaster oven. Out on the back deck she has a gas grill. The aft berth has 2 full beds that are extremely comfortable. Galley dinette make into bed and the couch in the saloon pulls out also. While on the decks you will see eagles, dolphins , gator or fishing jumping out of the water. I also have 2 tandem kayaks for your use.

Dolphin Point: Beautiful bungalow w/ private dock

King Beds, large outdoor space with fire pit, beautiful dock views at sunrise and sunset… names a few of our many amenities - 1,128 Sq Ft Home - Minutes from historic Georgetown/Winyah Bay and near Pawleys Island and the surrounding areas - Extensive parking, large outdoor screened in porch, outdoor swing and shower station, and updated appliances. Permit Number: 00000745 Business License: 12000211 Streaming services: Netflix, Hulu, HBO Max, Youtube TV, Disney+, ESPN+, Prime Video

Antique Tugboat on the Harborwalk

Welcome aboard this lovingly restored antique tugboat, moored just steps from the storied streets of Georgetown. Once a proud workhorse of American waterways, this vessel now offers a rare opportunity to experience life as it was in 1907—without sacrificing comfort. Let the scent of old pine and briny air greet you each morning as the harbor stirs to life. Cradle a warm mug of coffee as the sun lifts above the horizon, painting the masts and marshes in amber light. Your voyage awaits.

One-of-a-Kind 4BR on 18th Hole

One-of-a-kind stay on the 18th green of Heritage Club in Pawleys Island. This spacious 4BR/4BA home features queen beds, private bathrooms for each room, and lockable doors for added privacy. Every bedroom includes a 55" TV, and the living room boasts (2) 75" TVs. Enjoy stunning golf views, a large dining/card area, and plenty of room to unwind—perfect for golf trips, families, or group getaways. Minutes from the golf course and just a short drive to shopping and public beach access.

Lo & Billy’s Place a Historic 1940s Newlywed Cabin

This romantic cabin located on our small farm just outside of town in the country offers a history all its own. Lo was Billy’s nickname for Lorene Ella. Lo & Billy got married in the 1950s and lived here. Renovated after meeting Lo and hearing her stories. We pay homage to the rich history of Georgetown and the Southerners that have called Lo & Billy’s Place home. Heavy on coziness & design. Full kitchen; good coffee; & comfy queen bed w/high end linens. The perfect escape.

Pepe's Place

This charmer is located in the historical district of Georgetown, SC. This home has been updated and should be the perfect place for your stay when visiting. This home is a comfortable and inviting place to spend your time when not exploring the waterfront, great restaurants, or whatever is bringing you to this beautiful historical city. You can also enjoy our closest beach located in Pawley's Island or even take a day trip to Charleston.

The Loft at Indigo

The Loft at Indigo is a one bedroom apartment at the center of Historic Downtown Georgetown South Carolina. Downstairs from the apartment are many restaurants, shops and a Bakery. It is a newly renovated space in a building built in 1843 just off the boardwalk and by the historic clock tower. The apartment has a view of Front Street and the historic Strand Theater.