Vacation rentals in Windsor Park

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

Family · Location · Outdoor spaces

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.

Family · Location · Comfort

Chauffeur’s Apartment on Historic Property

Enjoy the former chauffeur's quarters located on the grounds of our National Register of Historic Places property that is a perfect stopover for traveling the I-95 corridor. 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.

Family · Location · View

Sleeps on the Creek!

Natures paradise! If you feel the need to get away from it all or are looking for accommodations that provide more than just a place to rest your head, this is the perfect getaway for you! Situated on the banks of Black Creek, this amazing property has all the amenities you need to remove you from the hustle and bustle while maintaining the conveniences of comfortable living and an ideal location. This 2 bedroom + loft, 1 bathroom home has everything you need to enjoy a stress-free getaway.

Value · Family · Beach

Peaceful, rustic cabin on 20 acres, private pond.

Gather family or friends and escape to your own slice of nature at this cozy cabin tucked away on 20 quiet, wooded acres. Perfect for anyone seeking calm, privacy, and beautiful outdoor scenery. This property offers everything you need to unwind and recharge while close to restaurants and shopping. Enjoy fishing, sunsets over the pond, the sound of birds, and the kind of tranquility you can only find in the middle of nature. Reconnect and create new memories. Your peaceful getaway awaits.

Family · Location · Decor

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.

Family · Value · Laundry

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.

Location · Value · TV

Pond House

Come lose yourself at this peaceful cottage on a 12 acre pond! It’s like enjoying your own lake! 🎣 🐢 🦆 🌅 It is ideal for bass fishing, paddle boarding, or simply soaking up the quiet. Take in wildlife and pretty sunrises and sunsets. Here you’ll find: • True privacy • Big-water pond views • Space to roam • Great bass fishing • Peaceful mornings and evenings with nature If you’re looking to unplug and experience the outdoors without leaving comfort behind, this is it.

Family · Location · Air conditioning

“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!

Family · Value · Decor

Country Cottage

This is a small quiet spot in the country, with no TV or Wi-Fi. Enjoy a relaxing afternoon on a covered porch. •6 min. to gas and Dollar General in Society Hill •10 minutes from H Cooper Black •7 minutes from Moree Sportsman preserve  •25 min to Hartsville or Cheraw for restaurants

Location · Condition · Quiet

Wolf Pond Retreat

Relax with the whole family at this peaceful place to stay. Wolf Pond Retreat is settled into the quiet and picturesque country, south of the City of Monroe, NC. Far enough outside of town for a peaceful getaway but close enough for access to activities and amenities.

Location · Family · Wifi

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.

Value · Family · Indoor spaces