Holiday rentals in Winyah Bay

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Top-rated holiday rentals in Winyah Bay

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Top guest favourite
A welcoming home exterior is displayed, featuring a tidy front yard with seasonal flowers and trees in the background. The spacious white house includes large windows and a covered porch, emphasizing its inviting characteristics.
Home in Georgetown
5 out of 5 average rating, 21 reviews

Luxury/Comfort home 3bedrooms/2 full baths

Unwind in this beautifully designed home, offering the perfect blend of comfort, and Southern charm. Whether you’re visiting for a relaxing getaway, a family vacation, or a business trip, this space has everything you need ✔ Stylish & spacious living areas ✔ Fully equipped kitchen✔ Comfortable bedrooms✔ Fast WiFi & Smart TV✔ Peaceful location, just minutes from historic Georgetown & local attractions.Nestled in the heart of Georgetown, close to scenic waterfront views, charming shops, and dining

Guest favourite
An A-Frame farmhouse cottage is showcased against a vibrant sunset sky. The exterior features a green door and is flanked by two chairs on a gravel area. Tall trees are visible, enhancing the natural setting and providing a serene backdrop.
Cottage in North Myrtle Beach
4.98 out of 5 average rating, 131 reviews

*Million Dollar View A-Frame / Hot Tub / Fire-Pit*

Enjoy beautiful ocean views right on the marsh front in the gorgeous, one of a kind, A-Frame farmhouse cottage in North Myrtle Beach, South Carolina. Enjoy coffee and your favorite beverages from the back deck while watching the sunrise over the Atlantic Ocean. Enjoy the peace and serenity of nature while watching the egrets fly by, listen to the oysters clamp down as the tide rises and falls, and hear the ocean waves. Common sightings include Bald Eagles, Painted Buntings, Hummingbirds & more!

Top guest favourite
Home in Pawleys Island
4.94 out of 5 average rating, 185 reviews

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.

Top guest favourite
An elegantly decorated sitting area is presented with a detailed mural ceiling and rich purple drapes. A plush loveseat and two accent chairs surround a circular rug in the center. Windows allow natural light to fill the space, highlighting the ornate moldings.
Flat in North Charleston
4.96 out of 5 average rating, 147 reviews

Bridgerton inspired fantasy 2 min from park circle

Live out your Bridgerton fantasy in this stunning historic space. The apartment features antique furnishings/art, a private entrance and patio with lounge and a hot tub (The hot tub is available Apr through Nov). Off street parking. A sumptuous bathroom with an oversized soaking tub and a kitchenette. There is also a 55 inch frame tv in the bedroom including WiFi. Available for photo shoots upon request rates may differ please contact host prior. Bridal pics by Olivia Allain Permit#2026-0414

Top guest favourite
An ornate iron railing features a central palm tree design, surrounded by intricate spirals and floral motifs. The railing overlooks a street lined with historic buildings and greenery, creating a subtle connection to the vibrant atmosphere of the surrounding area.
Flat in Georgetown
4.98 out of 5 average rating, 368 reviews

Above It All with Southern Style

Located on Front St in the heart of historic Georgetown, this 2 BR/2 BA, full kitchen, 1200 SF apartment with large balcony is located on the 2nd floor of a smartly designed, mixed use, Charleston-style building. Surrounded by restaurants, museums, theater, Harborwalk, and shops, this beautiful apartment accommodates 4, offers high speed WiFi, and a large screen TV. Guests enjoy a quiet setting with 1 free pass per occupant to the Purr & Pour Cat Café. Free parking. No smoking or pets.

Guest favourite
A serene sunset casts warm hues over the water, with a houseboat moored alongside a covered dock. Silhouetted against the sky, fishing rods stand tall, and tall grasses frame the scene, enhancing the tranquility of this riverside setting.
Home in Georgetown
4.89 out of 5 average rating, 160 reviews

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.

Top guest favourite
A wooden dock extends into calm waters, featuring two Adirondack chairs positioned at the end. Surrounding marsh grasses create a natural landscape, and a clear blue sky is visible above, enhancing the serene environment.
Home in Georgetown
4.96 out of 5 average rating, 73 reviews

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

Superhost
An antique tugboat is anchored on calm waters, showcasing its sleek black hull and bright white cabin. Large windows provide an unobstructed view, while nearby flags flutter gently in the breeze. The surrounding area features a mix of greenery and docks.
Boat in Georgetown
4.74 out of 5 average rating, 34 reviews

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.

Guest favourite
Home in Pawleys Island
5 out of 5 average rating, 10 reviews

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.

Top guest favourite
The entrance of the cabin features a modern black exterior with a circular welcome mat and a stylish door showcasing large glass panes. Potted white flowers add a touch of nature, while an outdoor chair invites relaxation amidst the greenery of surrounding trees.
Farm stay in Georgetown
4.99 out of 5 average rating, 67 reviews

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.

Top guest favourite
Home in Georgetown
4.98 out of 5 average rating, 164 reviews

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.

Guest favourite
Cottage in Georgetown
4.86 out of 5 average rating, 28 reviews

Creekside Villa w. Pool + Boat Slip

Escape to our stylish waterfront villa at Winyah Bay Club! This bright, 2-bedroom cottage comfortably sleeps 6 and offers stunning bay views from a private porch. Enjoy an open-plan living space, a fully-equipped kitchen, and access to a shared pool, marina, and gazebo. Perfect for family vacations, golf getaways, or wedding groups seeking a serene retreat with modern comforts.

Popular amenities for Winyah Bay holiday rentals