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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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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, 260 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
Home in Laurinburg
5 out of 5 average rating, 32 reviews

Farm Cottage in Laurinburg

Available St. Andrews alumni weekend! Cozy farm house right on the edge of town. This 2 king bedroom home offers ensuite bathrooms, and a full open living and kitchen space. Enjoy the peace & quiet of The Gilchrist Farm with the convenience of being close to local amenities. Front porch rocking chairs and a backyard firepit invite you to relax at sunset. Dog friendly home. Only 2.5 miles to Downtown, 3.5 miles to central dining/shopping (Starbucks, Walmart, etc.), 5 miles to Scotia Village.

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, 538 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.

Guest favorite
Home in Town of Rockingham
4.89 out of 5 average rating, 9 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, 62 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, 248 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, 127 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 rectangular pool with clear blue water is surrounded by a concrete patio. A pool ladder is visible on one end. In the background, a structure with stairs and a mobile home can be seen, along with several tall pine trees providing shade.
Home in Aberdeen
4.93 out of 5 average rating, 125 reviews

Country living 10 mins to Horse Park, Golf & Town.

Quiet, country living only 10 mins from shopping, restaurants, The Carolina Horse Park & golf! Enjoy the quiet neighborhood, the serene atmosphere & within 10 mins, you can be walking into 1 of many great restaurants or shopping centers. Enjoy grilling on the back deck, lounging in the pool or taking nice walk on the private road. House was completely remodeled 2 years ago & offers an open floor plan with 2 living rooms.

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, 10 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.

Top guest favorite
An aerial view showcases a serene lake surrounded by lush greenery and tall trees. A rustic cottage sits beside the water, complemented by a private dock and a small boathouse. The peaceful reflection of the landscape can be seen in the calm water.
Home in Marston
5 out of 5 average rating, 13 reviews

Loch Haven on Harris

Tucked away on nearly 20 acres of peaceful countryside, Loch Haven on Harris is a rejuvenating vintage lakefront escape where nature, nostalgia, and tranquility meet. Surrounded by towering pine trees, a private 6-acre pond, and quiet woods to explore, this restored 2-bedroom cottage offers the kind of stillness and soul-soothing simplicity that lingers long after you leave.

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, 329 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!