Vacation rentals in Rockingham

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Top-rated vacation rentals in Rockingham

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Guest favorite
The entrance to a charming cottage is framed by lush greenery and well-maintained landscaping. A stone pathway leads to the front door, while a gravel driveway guides visitors through vibrant shrubs and trees.
Cottage in Southern Pines
4.96 out of 5 average rating, 381 reviews

The Ace Cottage - Tiny-home Feel, Close to golf

Unwind in the privacy of this adorable tiny-home! Just over a mile from downtown Southern Pines and less than 15 min to the famous Pinehurst Resort. Features a King size Nectar bed, Fire TV, WiFi, shower with tankless water heater a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge w/ freezer, toaster oven, and electric skillet), beautiful stone patio, professional landscaping, pet yard access, brand new floors, and a large driveway. The perfect spot for a quiet night!

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, 244 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.

Guest favorite
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.
Apartment 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 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, 510 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 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 favorite
Barn in Star
4.97 out of 5 average rating, 102 reviews

Star Buck Cabin + HOT TUB: Couples' Cozy Getaway

Nestled in the heart of the Uwharrie National Forest, discover the perfect blend of adventure and relaxation at "Star Buck Cabin." Surround yourself with the beauty of autumn while being just 15 minutes away from the NC Zoo and Seagrove, the pottery capital of the country. After a day of exploring, return to a scenic farmscape to enjoy the hot tub, read a book on the patio swing, or cozy up by the outdoor fire pit or indoor fireplace. Adventure awaits you at "Star Buck Cabin."

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, 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.

Top guest favorite
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 favorite
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.
Guesthouse 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.
Apartment 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.

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 Southern Pines
4.95 out of 5 average rating, 316 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 R1,022 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 410 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

  • 4.7 Average rating

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