Vacation rentals in Cheraw

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Top-rated vacation rentals in Cheraw

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

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Top guest favourite
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, 27 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 favourite
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, 43 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 favourite
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
4.98 out of 5 average rating, 185 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 favourite
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, 560 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 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.

Top guest favourite
Cabin in Town of Rockingham
5 out of 5 average rating, 16 reviews

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.

Guest favourite
Home in Town of Rockingham
4.94 out of 5 average rating, 18 reviews

The Steele House

Welcome to your luxurious Airbnb nestled in the heart of the historical area of Rockingham, just a two-minute stroll from vibrant downtown. This exquisite retreat offers spacious rooms designed for comfort and elegance, perfect for unwinding after a day of exploring. Indulge in relaxation with a private spa tub, ideal for soothing your senses. Enjoy accessibility to a diverse array of shops and restaurants. The perfect blend of luxury, convenience, and history in this remarkable getaway.

Top guest favourite
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, 400 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 favourite
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
4.93 out of 5 average rating, 54 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 favourite
Home in Chesterfield
4.93 out of 5 average rating, 15 reviews

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.

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
4.82 out of 5 average rating, 11 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!

Top guest favourite
A small, modern cabin is situated on a grassy expanse, featuring a light-colored metal roof and a covered porch. The entrance is framed by wooden beams, and large windows complement the simple design. Lush trees and distant fields are visible in the background.
Farm stay in Society Hill
5 out of 5 average rating, 10 reviews

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

Top guest favourite
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, 49 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 Cheraw vacation rentals