Vacation rentals in Windsor Park

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Top-rated vacation rentals in Windsor Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming home is featured with a welcoming front porch, flanked by rockers and adorned with American flags. Lush green lawns surround the house, and well-maintained hedges provide a clear view of the inviting entrance. Tall trees create a serene atmosphere in the yard.
Home in Cheraw
5 out of 5 average rating, 13 reviews

Miss Nancy's Place

Come enjoy your stay in this charming Centry plus old home located in the beautiful Historic District of Cheraw. Come see why this town was labeled "the prettiest place in Dixie" by General Sherman during his occupation of Cheraw in 1865. The front porch with rockers and a porch swing are a guest favorite. Quiet neighborhood where neighbors greet you with a wave as they walk their dogs. Centrally located within walking distance to downtown and locally owned restaurants, antique stores, gym, ect

Top guest favorite
A young calf stands in the foreground on green grass, facing the camera. Behind the calf, a rustic barn with wooden double doors and decorative trim is visible, framed by trees against a clear blue sky.
Barn in Marion
4.98 out of 5 average rating, 233 reviews

Blu Grace Farm Apartment

Our barndo is located on our quaint 10 acre farm. The barn sits in the center of two pastures overseeing highland cows, horses, alpaca, donkeys, sheep and ducks. A cup of coffee, the sound of the rooster crowing while rocking under the awning is an experience in itself. Pet and feed the livestock during your visit. We are conveniently located near several wedding venues in historic Marion county and just an hour from Myrtle Beach. This is a rustic and peaceful farm experience you won’t forget.

Top guest favorite
The historic home features a grand façade with classic columns and red brick steps leading to the entrance. American flags adorn the front, surrounded by well-maintained landscaping and a manicured lawn, accentuated by the soft glow of evening light.
Home in Cheraw
5 out of 5 average rating, 36 reviews

Gorgeous Southern Home in Cheraw

Planning your next family reunion or friendly getaway? This beautiful and historic 5,354 sq. ft. 5-bedroom, 3.5-bath Cheraw vacation rental is the one for you. Featuring 5 living areas, a fully equipped kitchen, and a private fenced in yard, this lovely abode offers plenty of space for your group to spread out and feel at home. Be sure to pack your hiking boots or golf shoes and explore Cheraw State Park. Spend your evenings playing board games in front of any fireplace or enjoy the fire pit.

Guest favorite
A spacious bed is positioned against a pale grey wall, complemented by a decorative wall art piece featuring a vintage train. A modern television is mounted above a white fireplace, which has a warm glow. A side table and lamp are also visible in the room.
Apartment in Hamlet
4.91 out of 5 average rating, 58 reviews

Lovely Studio Apartment in Hamlet, NC

Relax in this peaceful studio apartment near the quaint downtown Hamlet Main St and train station. This is a great place for travelers, traveling nurses, and business/work visits. It is in close proximity to Rockingham/Pinehurst/Cheraw/Laurinburg for your golf, disc golf, shopping, work and racing at "The Rock" interests. The studio apartment is located in a 1950s home that has been split into three separate apartments. Each apartment has its own private kitchen, private entrance and exit.

Top guest favorite
A charming brick structure features a peaked roof and three garage bays with decorative trim. The landscaped area includes trimmed hedges and blooming flowers in a planter. Trees can be seen in the background, creating a serene outdoor setting.
Apartment in Laurinburg
4.98 out of 5 average rating, 524 reviews

Chauffeur’s Apartment on Historic Property

Enjoy the former chauffeur's quarters located on the grounds of our National Register of Historic Places property with access to the tranquil gardens of the Manor House. The kitchen is complete and the comfortable full-sized bed should provide a good night's rest. Downtown activities are within easy walking distance. There are multiple seating areas to enjoy the extensive gardens on the one acre grounds that are shared with the main property. We cannot host guests under the age of 16.

Guest favorite
Apartment in Chesterfield
5 out of 5 average rating, 27 reviews

Vintage Villa

…All Inclusive! …SMOKE-FREE PROPERTY … not suitable for children …Guesthouse on backside of property …Discount 28 days …business /or leisure …Private Porch ..Quiet time:10pm-8am ..1 Queen Bed ..Queen Sofa Bed …Fireplace ..Wifi ..Direct TV ..Washer/Dryer ..35 min Robinson Plant ..3.8 mi Club MX motocross …Cheraw State Park ..35 mi Darlington Speedway ..18 mi H Cooper Black ..10mi McLeod Hospital ..25 mi McLeod Farms McBee ..25 min Nestles Plant ..midway mountains/beach ..Immaculate

Top guest favorite
A well-appointed sleeping area contains two beds, each dressed in light-colored bedding with decorative throws. A bedside lamp is positioned between the beds on a dark nightstand. Natural light enters through partially covered windows, highlighting the room's neutral tones and horse-themed wall art.
Barn in Society Hill
4.95 out of 5 average rating, 378 reviews

Burchs Carriage House

Private carriage house sitting adjacent to the most historic estate home in the lovely town of Society Hill. Separate entrance for guests which accommodates large horse trailers. Property caters to all animals! Kitchenette (microwave, toaster oven and hot plate), washer/dryer, Apple TV and wifi. Continental breakfast, wine/snacks provided. BBQ grill also. 2 stalls with paddocks. 12 x 12 and 10 x 12. Rooms are as they would be at your own home, separate from each other. See photo 13.

Top guest favorite
A comfortable living room is showcased with a red couch, accented by two patterned armchairs and a glass coffee table. A cozy area rug adds warmth to the space, while large windows are adorned with patterned curtains, allowing natural light to enter.
Home in Society Hill
4.92 out of 5 average rating, 49 reviews

Tranquil Dirt Road Living

Take it easy at this unique and tranquil getaway. We are located in a country setting away from the hustle and bustle of busy life. It is located near the headquarters of H Cooper Black Preseve where dogs and horses abound; Near Moree Sportsman Preserve,Camp Coker and Cheraw State Park where you can enjoy watersports, golf, and other outdoor fun. Whether you come for the sporting or relaxation you can rest your head here at our tranquil and comfortable retreat amongst the pines.

Guest favorite
A two-story gray building is shown, featuring a welcoming front porch with white railings. Flanking staircases lead to the upper level, and two sets of double doors are visible on the ground floor. Lush green grass surrounds the structure under a partly cloudy sky.
Apartment in Town of Rockingham
4.93 out of 5 average rating, 28 reviews

Skipper Apt #1

Be one of the first to stay in our newly renovated apartments designed for comfort and style! Whether you’re here for business, a temporary stay, or visiting family, you’ll feel right at home. Centrally located near Rockingham Motor Speedway, Hwy 74, Route 1, dining, shopping, hospitals, and more. Plus, we’ve got your peace of mind covered with on-site video surveillance and private parking. Up to 4 units are available to rent simultaneously for larger group or room needs.

Superhost
A comfortable living area features a spacious gray sofa and a cozy accent chair beside a decorative stone fireplace. Natural light enters through the window shades, while a patterned area rug adds warmth beneath a coffee table. A wall-mounted TV is positioned for easy viewing.
Home in Cheraw
5 out of 5 average rating, 4 reviews

Lloyd’s Country Cottage - Cheraw

Looking for a country retreat? THIS IS IT! Conveniently located between Cheraw and Chesterfield. Ample yard for recreational vehicles/trailers. Fiber optic high speed internet, perfect for remote workers. Close to many area attractions! Cheraw State Park, H. Cooper Black, Great PeeDee River, Moree’s Hunting Preserve, Darlington Speedway, Club MX, Hartsville Water Park, Camp Coker and Lake Robinson. We are thrilled to share our home with you!

Top guest favorite
A charming poolside cottage is surrounded by lush palm trees and vibrant plants. The outdoor space features a dining set on a paved patio, providing a tranquil area for relaxation. The entrance to the cottage is easily accessible, enhancing the inviting ambiance.
Guesthouse in Florence
4.94 out of 5 average rating, 917 reviews

Cottage by the Pool: Close to Interstates

Palm Trees, colorful flowers, hammocks and quiet space await in this tropic-like oasis just minutes from I-95/20. Hundreds of reviews acknowledge this idyllic setting. We are a Florence Airbnb favorite for travelers. We offer a queen bed, full bathroom, full sleeper sofa, strong wifi and TV. We even provide breakfast bars and coffee to help you jump start your day as you set off for the next journey. We look forward to hosting you.

Superhost
A modern kitchen features a wooden countertop with a gas cooktop and sleek overhead ventilation. Two round stools are positioned at the island. Light-colored cabinets contrast with the dark flooring, while stainless steel appliances are visible in the background.
Home in Cheraw
4.78 out of 5 average rating, 9 reviews

“Second Street Retreat”

Our newly renovated two-bedroom home blends modern elegance with cozy charm, offering a perfect balance of style and comfort. This one-family house has refined aesthetics with thoughtful upgrades, making it a stylish and comfortable haven Come relax and enjoy all the amenities of “Second Street Retreat.” Your comfort and convenience is our priority; we look forward to accommodating you!

Popular amenities for Windsor Park vacation rentals