Vacation rentals in Cheraw

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Top-rated vacation rentals in Cheraw

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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, 13 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
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, 236 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 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, 36 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 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, 525 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 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
4.94 out of 5 average rating, 379 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 spacious living area features a large L-shaped sectional sofa in soft brown fabric, arranged on a patterned area rug with floral designs. A ceiling fan hangs above, and the adjoining kitchen can be seen in the background, equipped with dark wooden cabinets and stainless steel appliances.
Cottage in Pinebluff
4.92 out of 5 average rating, 239 reviews

Lakeside Cottage nestled near Pinehurst and CHP

Bellago Farm Cottage is nestled in the woods off the edge of the North Carolina Game Lands. It is 6 miles from the Carolina Hotel/Pinehurst Resort and the famous Pinehurst #2 Golf Course, and 8 miles from the Carolina Horse Park. The lakeside cottage welcomes you to fishing and swimming its spring-fed 9-acre, very clear waters. Enjoy relaxing between activities with easy access wi-fi or tv. If you are traveling to the area for equine competition, horse boarding is available.

Top guest favourite
A charming exterior of a two-story house is displayed, featuring a wraparound porch with decorative railings. Lush greenery surrounds the entrance, enhancing the serene environment. A stone pathway leads to the front, framed by potted plants and trees that provide natural shade.
Apartment in Mint Hill
4.89 out of 5 average rating, 177 reviews

Country/City Vibe Crash Pad

The studio space is attached to the main residence and is completely self-contained and private. It is a quiet place at the end of the day to relax and unwind at this peaceful oasis after a day of work or enjoying the city vibe of the Charlotte scene with its fine restaurants, galleries, shopping or a night out on the town. Private Entrance Private Bathroom Open Bedroom/Living Area Off-Street Parking Full Kitchen Pantry On site laundry Furnished Cable TV WiFi

Top guest favourite
A spacious living area features a gray sectional sofa with colorful cushions, complemented by a wooden coffee table. Floor-to-ceiling windows admit natural light, while the wood flooring adds warmth to the room. A dining area is visible in the background.
Home in Pinehurst
4.98 out of 5 average rating, 838 reviews

The Knotty But Nice Treehouse of Pinehurst

Welcome to The Knotty But Nice Treehouse of Pinehurst. If you're looking for a rental experience in Pinehurst that is unique -- look no further! Our one of a kind treehouse is nestled between Lake Pinehurst and The No. 3 Course. Located just minutes from the village of Pinehurst and the Pinehurst Resort. Past guests describe The Knotty But Nice Treehouse as CLEAN, COZY, ROMANTIC, BEAUTIFUL, UNIQUE, PEACEFUL... Go ahead and book-- you won't be disappointed.

Superhost
The kitchen features a large wooden island with a rustic design, surrounded by modern white cabinetry and stainless steel appliances. Abundant natural light filters through multiple windows, highlighting the wood beams above and the warm, welcoming atmosphere. A cozy seating area is visible in the background.
Cottage in Pinehurst
4.91 out of 5 average rating, 320 reviews

Water Oaks Cottage - Near Pinehurst Country Club

Three blocks by foot, bicycle or golf cart from the Carolina Hotel, deemed in 1901 the “Queen of South”, with its fine dining, entertainment, highly acclaimed “Spa at Pinehurst”, restaurants and shops of Pinehurst Village. Straight down from this grand resort by lovely promenade is the world-famous Pinehurst Country Club and renown “Number 2” championship golf course. A few blocks further, the 111 acre equestrian facility and historic Pinehurst Harness Track.

Superhost
A comfortable living area features a spacious gray sofa and a cozy accent chair beside a decorative stone fireplace. Natural light enters through the window shades, while a patterned area rug adds warmth beneath a coffee table. A wall-mounted TV is positioned for easy viewing.
Home in Cheraw
5 out of 5 average rating, 4 reviews

Lloyd’s Country Cottage - Cheraw

Looking for a country retreat? THIS IS IT! Conveniently located between Cheraw and Chesterfield. Ample yard for recreational vehicles/trailers. Fiber optic high speed internet, perfect for remote workers. Close to many area attractions! Cheraw State Park, H. Cooper Black, Great PeeDee River, Moree’s Hunting Preserve, Darlington Speedway, Club MX, Hartsville Water Park, Camp Coker and Lake Robinson. We are thrilled to share our home with you!

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
4.78 out of 5 average rating, 9 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!

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, 485 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.

Popular amenities for Cheraw vacation rentals