Vacation rentals in Cheraw

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Top-rated vacation rentals in Cheraw

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Top guest favorite
A wooden dock extends into a calm pond, surrounded by lush greenery and trees reflecting in the water. A blue chair is positioned on the dock, alongside a small boat resting nearby. The peaceful scene invites moments of relaxation and connection with nature.
Cabin in Chesterfield
5 out of 5 average rating, 40 reviews

The Retreat at McMichael Farms

Connect with the outdoors and unwind in the rustic charm and modern comfort of this tranquil 13-acre haven. Enjoy abundant wildlife, trails, a serene creek, and small waterfall. Start the morning with sunrise over the pond; enjoy al fresco dining at the outdoor grill and picnic area; fish from the dock; or savor the sights and sounds of nature. Take advantage of unparalleled stargazing in skies free of light pollution. A covered shelter can also be rented for weddings, receptions, or gatherings.

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, 7 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 quaint guest house is framed by vibrant autumn foliage, showcasing golden leaves. The covered porch, adorned with a bench, provides a welcoming entrance. The cottage features a large window and a symmetrical design, enhancing its rustic charm amidst the natural surroundings.
Home in Waxhaw
4.98 out of 5 average rating, 712 reviews

Fox Farms Little House

Fox Farms Little House is the perfect place to unplug from your busy life...located on a horse farm in Waxhaw, it is a peaceful retreat for a couple looking for relaxation and a beautiful setting. Whether you are walking the 155 acres of trails, relaxing with a good book on the porch, or enjoying the many animals on the property, you will leave here recharged and refreshed. Minutes from downtown Waxhaw, Monroe, and 20 minutes to Ballantyne and Waverly, the Little House is close to everything.

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, 201 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 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.

Top guest favorite
A rustic barn with a green metal roof is set against a vibrant sunset sky. The structure features multiple windows and is surrounded by neatly trimmed shrubbery. A gravel path leads to the entrance, enhancing the rural charm of the landscape.
Barn in Chesterfield
5 out of 5 average rating, 42 reviews

Cozy hunt box on 220 acre farm.

Cozy 2 b 1 b apartment. Split floor plan w/ familyroom/kitchen combo. Kitchen has small fridge, microwave, Keurig, dishes & utensils. Bathroom has a custom vessel sink & tile shower w/ rain water head. Everyone raves about the shower! Pets are welcome. Dog training space w/ a pond and 1 pasture maybe available for horses at an additional cost. (all animals must be UTD on shots & horses must have neg Coggins). We are located close to H Copper Black, Chesterfield, Cheraw & Hartsville.

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, 361 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
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
4.91 out of 5 average rating, 44 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
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, 283 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 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, 881 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.

Popular amenities for Cheraw vacation rentals