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 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, 200 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, 30 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.

Top guest favorite
A single-story home is shown with a welcoming front porch and bright red door. The exterior is accented by black shutters and a white facade, surrounded by a grassy lawn with small trees. A clear blue sky with soft clouds is visible in the background.
Home in Hartsville
4.99 out of 5 average rating, 139 reviews

Manchester Place

Hartsville is a Charming Town with plenty of family activities, shops, and dining. Home is located in the quiet Fox Hollow subdivision which is just outside the city limits but still close to downtown. Robinson Nuclear Plant 10 min. Sonoco 7 min. Coker University 7 min. Downtown Hartsville 7 min. Carolina Pines Hospital 9 min. McLeod Hospital Florence 42 min. Byerly Park 9 min. Hartsville Center Theater 6 min. Governor's School for Science and Mathematics 9 min. Darlington Raceway 22 min.

Top guest favorite
A soothing hot tub is illuminated by soft blue lights, creating a calming ambiance. The surrounding area features a modern privacy screen, subtly highlighted by exterior lighting, enhancing the serene nighttime setting.
Home in Pinebluff
4.99 out of 5 average rating, 198 reviews

Hot Tub * King Bed * Putting Green * Amazing Golf

Welcome to The Stay and Play Retreat! We are centrally located just minutes away from some of the areas greatest attractions such as Pinehurst No. 2 (8 Miles), Rockingham Dragway (14 miles), Carolina Horse Park (10 miles), and Fort Bragg (16 miles) . We're also surrounded by many beautiful golf courses including Legacy Golf Links and a wide variety of dining options within 11 miles of this completely renovated home that has been created specifically for your comfort, relaxation & enjoyment.

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, 503 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
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
4.94 out of 5 average rating, 360 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.

Guest favorite
An A-Frame house is surrounded by lush trees, featuring a welcoming front porch with rocking chairs. The outdoor area includes a fire pit with seating arranged around it, creating an inviting space to relax. An American flag adds a touch of charm to the entrance.
Home in Charlotte
4.98 out of 5 average rating, 282 reviews

A-Frame of Mind & 30 min from city

Unplug and unwind at our beautifully renovated A-frame cabin, tucked away in the peaceful Mint Hill area—just 30 minutes from the city. Surrounded by nature, this one-of-a-kind getaway offers the perfect blend of rustic charm and modern comfort. Enjoy fresh air, cozy fires, and starry nights in a peaceful, nature-filled setting. Whether you're looking for a romantic weekend, a quiet family escape, or just a break from the everyday, this tranquil retreat is ready to welcome you.

Top guest favorite
A well-appointed kitchen area features a granite countertop with two high-backed chairs. Stainless steel appliances are visible, including an oven and refrigerator. A light fixture hangs above, and a decorative lamp illuminates a side table adorned with plants and artwork. Natural light flows through a nearby window.
Home in Chesterfield
5 out of 5 average rating, 39 reviews

Southern Charm

…SMOKE FREE PROPERTY … not suitable for children …Safe, peaceful …Discount over 28 days …For business travelers, couples, single, folk relocating …Private Porch …Queen Bed ..Queen sleeper Sofa ..Living/Kitchen area …(Lift top coffee table) .. Full Bath w/large shower ..ceiling fans ..Fireplace granite top ..Directv ..Wifi ..Includes all utilities. ..Full kitchen granite bar ..Cozy atmosphere ..Great for business tri …work desk in BR .Immaculate! Quiet time: after

Top guest favorite
A vintage dresser with brass handles is positioned next to a standing mirror. They are complemented by a decorative vase filled with dried flowers. Natural light filters through the window, illuminating the warm hardwood floor.
Townhouse in Cheraw
5 out of 5 average rating, 19 reviews

3rd Street Retreat

Our duplex is in the heart of our little town of Cheraw and located in the beautiful historic district. A great neighborhood where families live, neighbors look out for each other, & downtown is within walking distance. Several great family owned restaurants, antiques stores, a gym, and shops in the downtown area. You will see lots of locals walking the street with their dogs and I personally think 3rd Street is the most beautiful street in our town!

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
4.93 out of 5 average rating, 880 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 spacious bedroom features a queen-sized bed with a light blue and white bedding set, complemented by a patterned area rug. A small couch sits beside a coffee bar and mini-fridge, while a decorative mirror and a potted plant add warmth to the inviting space.
Guest suite in Florence
4.77 out of 5 average rating, 459 reviews

Cozy One-Bedroom Suite with Private Entrance

Come relax and unwind in this inviting one-bedroom suite with a queen sized bed. Enjoy the dining area with complimentary coffee bar or kickback with a good book on the new couch. It also includes a spacious closet, TV with streaming services, and private bathroom with walk-in shower.

Top guest favorite
A close-up of a flower pot filled with purple and yellow pansies is positioned on a wooden deck. The cabin's entrance is visible in the background, featuring a white door and a soft glow from an outdoor lantern.
Cabin in Cheraw
4.98 out of 5 average rating, 40 reviews

Shady Oak Cottage

We built our cabin in 2017 to accommodate family and friends when they came to visit. We now are welcoming others to enjoy it! The cabin is behind our house. Our house/ cabin area, is surrounded by woods on three sides, which gives our property a touch of privacy.

Popular amenities for Windsor Park vacation rentals