Holiday rentals in Rockingham

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Top-rated holiday rentals in Rockingham

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Guest favourite
A modern kitchen features sleek cabinetry and stainless steel appliances, including a microwave and oven. A textured wooden countertop complements the design. A small dining table with green chairs is visible, alongside a window adorned with sheer curtains, allowing natural light to brighten the space.
Flat in Hamlet
4.96 out of 5 average rating, 28 reviews

Stylish Apartment Near Downtown

Relax in this peaceful one bedroom apartment near the quaint downtown Hamlet Main St and train station. This is a great place for travelers, traveling nurses, and business/work visits. It is in close proximity to Rockingham/Pinehurst/Cheraw/Laurinburg for your golf, disc golf, shopping, work and racing at "The Rock" interests. The apartment is located in a 1950s home that has been split into three separate apartments. Each apartment has its own private entrance and exit. No spaces are shared.

Top guest favourite
The living area features a comfortable gray couch with orange and gray accent pillows, paired with an accent chair in a geometric pattern. A rectangular coffee table sits on a soft area rug, illuminated by soft lamp light and natural light from the window.
Apartment in Pinehurst
4.99 out of 5 average rating, 137 reviews

Long Drive On No. 5 - 1BR Condo, GREAT Golf Views

Renovated, centrally located condo in Pinehurst - only a 10 minute walk to the Pinehurst Golf Clubhouse! "Long Drive On No. 5" is a newly renovated, second-story one-bedroom condo perfectly located on hole #16 of Pinehurst No. 5 Golf Course. Relax on the private back deck with open views of the fairway and enjoy the sunshine and unparalleled peace and quiet. Cozy & luxurious finishes combined with an excellent location make this condo perfect for a weekend golf getaway or an extended stay!

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.
Flat in Laurinburg
4.98 out of 5 average rating, 511 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 soothing hot tub is illuminated by soft blue lights, creating a calming ambiance. The surrounding area features a modern privacy screen, subtly highlighted by exterior lighting, enhancing the serene nighttime setting.
Home in Pinebluff
5 out of 5 average rating, 206 reviews

Hot Tub * King Bed * Putting Green * Amazing Golf

Welcome to The Stay and Play Retreat! We’re centrally located minutes away from some of the areas greatest attractions such as Pinehurst No. 2 (8 Miles), Rockingham Dragway (14 miles), Carolina Horse Park (10 miles), and Fort Bragg (16 miles) . We're also surrounded by many beautiful golf courses including Legacy Golf Links and a wide variety of dining options within 11 miles of this completely renovated home that has been created specifically for your comfort, relaxation & enjoyment.

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, 229 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.

Guest favourite
Apartment in Pinehurst
4.93 out of 5 average rating, 138 reviews

Lakeview Landing - 2 BD 2 BA Pinehurst Condo

**Pool CLOSED for the season** Welcome to Lakeview Landing, located in the heart of Pinehurst golf! With a second story view of Lake Pinehurst, guests can relax on the balcony or enjoy the community pool! This quiet neighborhood shares close proximity to several great golf courses and has easy access to the BEST parts of Pinehurst: historic downtown, Fair Barn + Harness Track, Pinehurst Resort + Clubhouse, etc. Plus, it's a quick drive to nearby Southern Pines + Aberdeen!

Top guest favourite
The Tudor Revival Carriage House is set amongst tall Longleaf Pines, with warm lighting emanating from its windows. The structure features a gravel driveway, dual garage doors, and is complemented by lush greenery around its perimeter.
Guest house in Southern Pines
4.98 out of 5 average rating, 258 reviews

Historic Southern Pines Carriage House

Just minutes from Pinehurst and only one mile from downtown Southern Pines, this Tudor Revival Carriage House keeps you close to golf and activities! Enjoy a peaceful setting surrounded by an acre of Longleaf Pines, Camellias & Azaleas. Enjoy a full kitchen (refrigerator, no freezer), private bath with tub/shower. Enjoy area golf courses or stop in when visiting Penick Village, the Carolina Horse Park or Ft. Liberty. Please NO PETS, NO SMOKING/VAPING inside, NO PARTIES.

Top guest favourite
A guest suite features two double beds with light blankets, positioned beside wooden headboards. Two bedside lamps provide soft lighting, and a small nightstand sits between them. Natural light filters through two windows covered with blinds, illuminating the carpeted floor.
Guest suite in Southern Pines
4.96 out of 5 average rating, 253 reviews

Golf Resort, Private Entrance, Bath & Kitchenette

This Condo is located on Talamore Golf Resort and is minutes away from many world class golf courses, to include Pinehurst Resort. Approximately 40 minutes to Fort Bragg for Military/DOD civilians who are TDY or house hunting; 4 miles to First Health Moore Regional Hospital for travel nurses; 2.5 miles to Sandhill community college; Reservoir Park is a 250 yard walk from the front door and includes a 95 acre lake, and more than 12 miles of Greenway Trails.

Guest favourite
A quaint red guesthouse is observed, featuring a covered entryway with steps leading to the porch. Surrounding greenery is present, highlighted by a large tree in the foreground. The property is set in a natural environment, suggesting tranquility.
Guest house in Carthage
4.93 out of 5 average rating, 289 reviews

Carthage Country Guesthouse

This is a peaceful area with time to just slow down a little. Looking for a little peace & quiet? I have the place for you. Very cute Guesthouse nestled deep in the country area of Carthage. It's like taking a few steps back in time when life was simple. We are located within minutes to Pinehurst, Seven Lakes, Cameron, Pottery Highway and downtown Carthage. A very quiet area with nothing but the sounds of Mother Nature.

Superhost
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.
Flat in Town of Rockingham
5 out of 5 average rating, 3 reviews

Skipper 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.

Superhost
A cozy sleeping area features a spacious bed adorned with white pillows and a dark comforter. A small table is positioned on top of the bed. The wall is painted in a deep purple shade, with decorative moon phases displayed above. A door is visible, providing natural light.
Home in Hamlet
4.83 out of 5 average rating, 90 reviews

Super comfy and cozy, one bedroom studio.

Our little oasis has everything you need - your own private entrance, a super comfortable, king-size bed, the biggest, most luxurious shower you've ever seen, and a kitchenette that includes a mini-fridge, a microwave, and a combination toaster oven, air fryer, and a coffee maker. We are confident that you will not be able to find a better stay anywhere in the area.

Top guest favourite
A modern vanity area features a large mirror framed by geometric tiles in a soothing blue hue. A cushioned stool with a gold frame complements the sleek, dark cabinetry. Soft lighting enhances the stylish setup, offering an inviting space for personal grooming.
Apartment in Pinehurst
4.96 out of 5 average rating, 152 reviews

The Suite Spot

This centrally located suite is the perfect spot for your next visit to Pinehurst. Come and enjoy the views from the back covered porch, book a tee time at one of Pinehurst’s world renowned golf courses, soak up some North Carolinian vitamin D and then take a dip in the pool, or simply stay indoors and let The Suite Spot be your sweet respite from the world.

Popular amenities for Rockingham holiday rentals

Quick stats about holiday rentals in Rockingham

  • Total holiday rentals

    Explore 10 holiday rentals in Rockingham

  • Nightly prices starting at

    Rockingham holiday rentals start at € 52 per night before taxes and fees

  • Verified guest reviews

    Over 410 verified reviews to help you choose

  • Wifi availability

    10 of Rockingham holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.7 Average rating

    Rockingham stays receive an average rating of 4.7 out of 5 from guests