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Vacation rentals in Rockingham

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Top-rated vacation rentals in Rockingham

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

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Guest favorite
A serene waterfront view is presented, featuring a wooden dock extending into the calm lake. Two turquoise chairs are positioned on the patio, offering a place to enjoy the natural surroundings. The historic brick building stands in the background, complementing the peaceful landscape.
Condo in Town of Rockingham
5 out of 5 average rating, 12 reviews

Luxury Lakefront Dream- The Perfect Getaway

Kick back and relax in this calm, stylish space. This beautiful luxury waterfront condo boast panoramic views from the Kitchen, Living and Bedroom. Wake up to the sunrise over beautiful Ledbetter Lake. Gated community with exterior security cameras. 1880s textile mill building converted into condo units. Located close to golf courses in Southern Pines and Rockingham. Very close to restaurants and local shopping. 1.5 hours from RDU airport (Raleigh-Durham International Airport) and Charlotte, NC.

Guest favorite
The welcoming front porch showcases a bright white exterior with black trim. Hanging plants and vibrant floral decorations add color. The landscaped yard features blooming azaleas and gravel pathways, creating an inviting entrance. A series of steps lead up to the covered porch area.
Home in Hamlet
5 out of 5 average rating, 24 reviews

3 Bedroom Cozy, Warm, Inviting & Charming

Rest peaceful in this tranquil getaway. Words like charming, cozy and unique are an understatement when describing this beautiful home. A super clean home built in the 1950's. This home still has many of those same attributes but with many updates. Spacious / large bedrooms with TV's in each bedroom. Brand new posturepedic mattress and purple mattress. Original hardwood floors, a new remodeled kitchen with brand new stainless steel appliances. Note security cameras are present outside the home.

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, 18 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 space with a full kitchen, a seating area featuring a fold-out sofa, and a soft, colorful ottoman. Natural light is provided by overhead recessed lighting and a nearby window, while a sliding barn door adds rustic charm. A wall-mounted TV is visible.
Guesthouse in Carthage
4.98 out of 5 average rating, 258 reviews

Charming 1 bedroom guesthouse on 4 acres, hot tub

Our guesthouse sits on 4 quiet fenced acres about 100 feet from our home. We are about 15 minutes from Pinehurst. Our large, friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, a queen bed and small sofa bed. Coffee maker, wine fridge, fire pit with Adirondack chairs for evening glass of wine or to watch the fireflies. Saltwater pool from mid-May to Mid- Sep. Private two-person hot tub. Pet fee for dogs. sorry, no cats.

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, 535 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.

Superhost
Home in Town of Rockingham
4.88 out of 5 average rating, 8 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 favorite
A small cabin features a covered back patio with a circular table surrounded by four chairs. The exterior showcases a light-colored siding with green trim and large windows that allow for natural light, all set against a backdrop of tall pine trees.
Home in Ellerbe
5 out of 5 average rating, 61 reviews

the Loblolly getaway

Unplug at the Loblolly. Enjoy peace and quiet in our one bedroom home set on 37 acres of pines bordering many acres of state land. We do not have cable TV, however we have a DVD player with a dresser full of DVD movies! Take a walk. Bring your mountain bikes and hit the state land trails. Sit in the sunroom and watch the birds, or read. Eat out on the back patio. We're 20 minutes from Pinehurst, 5 minutes from interstate 73. Full kitchen. 17 minutes from Rockingham speedway

Top guest favorite
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, 245 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 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, 126 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!

Guest favorite
A comfortable living area features a blue sofa adorned with decorative pillows, seated near a contemporary coffee table. Tall curtains accentuate a window, and a leafy plant adds a touch of greenery. An artwork piece with calming colors is displayed on the wall.
Apartment in Town of Rockingham
5 out of 5 average rating, 9 reviews

Skipper Apt #4

This stylish place to stay is perfect for group trips. 1BR with full kitchen, bathtub, and comfortable sleeper sofa for additional guests or kids to sleep well. Close proximity to restaurants, Rockingham Motor Speedway, Highway 73/74 and US Route 1 and 220. Up to 4 units are available to invite family and friends to lodge in adjacent apartments. Units have everything you need to enjoy your home away from home stay.

Top guest favorite
The exterior of a single-family home is showcased, featuring a brick facade and a welcoming front porch. A flag hangs on the porch, while neatly landscaped shrubs line the pathway. Grass covers the lawn, providing a green contrast to the home.
Home in Town of Rockingham
4.96 out of 5 average rating, 76 reviews

In The Pines

Completely renovated and furnished in ‘22 with modern decor. Gather on the shaded screened porch while dinner is prepared in the fully equipped open kitchen/dining area. Kitchen has granite counter tops and all new appliances. The living room is spacious with comfortable seating for all guest. The bedrooms are located away from communal spaces. Each bedroom has luxury linens on Queen beds for a good nights sleep.

Guest favorite
A cozy cabin is set against a backdrop of trees, featuring a gravel driveway and a fenced yard. A wooden deck with benches is visible at the front, inviting relaxation. The exterior is clad in gray with a green door, blending harmoniously with the natural surroundings.
Cabin in Highland Trails
4.95 out of 5 average rating, 328 reviews

Cozy Cabin in Southern Pines

A wonderfully cozy cabin with its own driveway and gated area. Enjoy a yard of your own on a quiet street. Close to downtown Southern Pines and Aberdeen. Big front porch and rear porch with complete privacy. There are miles of beautiful nature trails nearby including Weymouth Woods and the All American Trail.

Popular amenities for Rockingham places to stay

Quick stats about vacation rentals in Rockingham

  • Total vacation rentals

    Explore 10 vacation rentals in Rockingham

  • Nightly prices starting at

    Rockingham vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 460 verified reviews to help you choose

  • Wi-Fi availability

    10 of Rockingham vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Rockingham rentals

  • 4.8 Average rating

    Rockingham stays are highly rated by guests—averaging 4.8 out of 5!