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
Tiny home in Timmonsville
5 out of 5 average rating, 44 reviews

The Hideaway at Fox Fields

The Hideaway at Fox Fields tiny home sleeps up to 4 with one bedroom and a sleeper sofa (both queen size beds). The bathroom has a walk-in shower. There's full kitchen with dishwasher, oven, microwave, and dishes, plus a washer/dryer combo. There's TV (guests use their own streaming accounts), game cabinet, and two mini-split AC units. The front porch overlooks a pond; cows are in the pasture at times. Located 10 minutes from I-20 Exit 137 and 5 minutes from The Cabin at Old Spur wedding venue.

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, 25 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 cozy living room with warm red walls is highlighted by a central fireplace and built-in bookshelves. Comfortable seating includes an upholstered sofa and armchairs. Natural light enters through large windows, enhancing the inviting atmosphere. Decorative elements include a chandelier and wall art.
Home in Cheraw
5 out of 5 average rating, 41 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
Home in Pinehurst
4.89 out of 5 average rating, 140 reviews

The Chatham House

The Chatham House is a privately-owned 3 bedroom/2 bath vacation home located in the famed Pinehurst #6 - just minutes away from the Village of Pinehurst shops and restaurants. This home-away-from-home features everything you need for a relaxing/fun vacation. Whether you have come to play some of the best golf courses in the world or have come for a fun family vacation, the Chatham House is your place to stay! Also great for Doctors and Nurses as First Health hospital is just minutes away.

Top guest favorite
A tiny house features a welcoming front porch with seating available. Large glass doors enhance natural light, flanked by symmetrical windows that provide views of the surroundings. Potted plants add a touch of greenery to the exterior, nestled among a well-maintained yard.
Tiny home in Concord
4.95 out of 5 average rating, 188 reviews

Tiny Guest House By Fishing Pond

Enjoy the sounds of nature when you stay in this unique place. Country setting, but close enough to a lot of activities. Close to Charlotte and Charlotte motor Speedway. Wineries, PNC pavilion. Great Wolf Lodge and Concord mills. Enjoy visiting the goats and chickens. They love animal crackers and you’ll find some by the gate to give them. We are earth friendly using plant based cleaning products. We have waterless dry toilet. We are a working farm and offer farm fresh eggs when available.

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
4.94 out of 5 average rating, 396 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, 52 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.

Top guest favorite
Guesthouse in Cheraw
5 out of 5 average rating, 16 reviews

Fairway Hideaway

Our guesthouse is perfect for golfers playing at Cheraw State Park, anyone going to H Cooper Black, or adventurers wanting to explore beautiful and historic Cheraw, SC! Located in a quiet neighborhood, you’ll enjoy a private studio apartment, with a queen-size murphy bed, a full-size pull-out couch, and a second couch that could be slept on, as well. Large bathroom, full kitchenette (no stovetop or oven) and lots of natural light make this the perfect for a home away from home!

Top guest favorite
A spacious two-story building is set against a clear blue sky, featuring multiple windows and an inviting wooden staircase leading to the upper level. Lush green grass surrounds the structure, complemented by a tree and a wooden fence in the foreground.
Apartment in Vass
4.98 out of 5 average rating, 102 reviews

Horse Farm Retreat near Pinehurst & Southern Pines

Wake up in the heart of North Carolina horse country, surrounded by grazing horses and peaceful pasture views on a working equestrian farm just minutes from Pinehurst and Southern Pines. Private apartment only: 10 min to downtown Southern Pines 12 min to Pinehurst golf courses 12 min to Woodlake Country Club Ideal for Pinehurst golf trips, equestrian events, or Fort Liberty visits. Enjoy true Sandhills living with fast Wi-Fi, self check-in, and full comfort.

Top guest favorite
The single-story farmhouse is illuminated by warm lighting against a night sky. The exterior features a welcoming front porch framed by shrubs and trees, with a sign of a basketball hoop on the side. The spacious lawn is visible, bordered by soft grass.
Farm stay in Raeford
4.97 out of 5 average rating, 133 reviews

3 bedroom country home close to Horse Park

Welcome to this charming, 3 bedroom farm stay, seated on 20 acres. Marion Acres is conveniently located within 5 minutes of the Carolina Horse Park, and about 10-15 minutes from Southern Pines, Raeford, Aberdeen, and Pinehurst. This home is completely private, set back on the edge of Fort Bragg. Pets are welcome! Our location easily accommodates large vehicles and pull behind trailers. Experience all the comforts of home in our peaceful little farmhouse!

Top guest favorite
Cottage in Indian Trail
4.93 out of 5 average rating, 110 reviews

3 Bedroom Cottage with feel of being in nature.

Newly constructed unique cottage includes three bedrooms, two full bathrooms, covered porch with dining table, grill and a firepit. Very secluded property with lots of mature trees but still close to shopping and attractions. The Cottage is located behind the main house on the right side but is completely separate from the main house. It has dedicated parking and space to relax and enjoy nature. The driveway for the cottage is shared with the main house.

Top guest favorite
Home in Laurinburg
5 out of 5 average rating, 48 reviews

Farm Cottage in Laurinburg

Cozy farm house on the edge of town. This 2 king bedroom home with ensuite bathrooms, full kitchen and open living space offer peace & quiet of the country with the convenience of nearby local amenities. Dog friendly! Front porch rocking chairs and a large backyard invite you to relax. 2.5 miles to Downtown, 3.5 miles to central dining/shopping (Starbucks, Walmart, etc.), 18 miles/25 minutes to Rockingham Speedway, 5 miles to Scotia Village.

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