Vacation rentals in Richmond County

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Top-rated vacation rentals in Richmond County

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Superhost

A two-story gray building is shown, featuring a welcoming front porch with white railings. Flanking staircases lead to the upper level, and two sets of double doors are visible on the ground floor. Lush green grass surrounds the structure under a partly cloudy sky.

Apartment in Town of Rockingham

4.89 out of 5 average rating, 9 reviews

Skipper 1

🎉 Grand Opening Special! 🎉 Be one of the first to stay in our newly renovated apartments designed for comfort and style! Whether you’re here for business, a temporary stay, or visiting family, you’ll feel right at home. Centrally located near Rockingham Motor Speedway, Hwy 74, Route 1, dining, shopping, hospitals, and more. Plus, we’ve got your peace of mind covered with on-site video surveillance and private parking. Choose from two side-by-side 1-bedroom apartments — Skipper 1 or Skipper

Top guest favorite

A fire pit surrounded by six wooden chairs is illuminated by a warm fire. The sky above displays streaks of stars, creating a unique celestial backdrop. The area is softly lit, inviting evening gatherings.

Home in Pinebluff

4.99 out of 5 average rating, 172 reviews

Hot Tub * King Bed * Putting Green * Amazing Golf

Welcome to The Stay and Play Retreat! We are centrally located just 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 over 20 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

Home in Ellerbe

5 out of 5 average rating, 42 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 on the 3 season porch and watch the birds, or read. Eat out on the back patio. We are 20 minutes from Pinehurst, 25 from Rockingham. 5 minutes from interstate 73. Full kitchen plus washer and dryer.

Top guest favorite

Condo in Pinehurst

4.99 out of 5 average rating, 110 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 favorite

An open kitchen area showcases modern appliances, including a stainless steel refrigerator and microwave. A granite countertop forms a breakfast bar with four black stools. The space is well-lit with pendant lighting, complemented by white cabinetry and a view of natural light through the window.

Villa in Pinehurst

4.98 out of 5 average rating, 110 reviews

A Cozy Retreat on No. 5

Across from the Harness Track and an easy walk to the main clubhouse at Pinehurst sits our villa on the 2nd hole of the Ellis Maples designed Pinehurst No. 5. Our newly renovated 2nd floor unit has 3 bedrooms, 2 bathrooms and and open floor plan. With seating for 8 and 5 beds, you can bring the whole family comfortably. Cook dinner in the kitchen equipped with new stainless and enjoy a glass of wine out of the cooler. This unit has two porches, and both are great for your morning coffee.

Guest favorite

A coffee maker is positioned on a granite countertop adjacent to a decorative paper towel holder. A blank notepad rests nearby, indicating a space for notes or reminders. The setting appears well-organized and functional, reflecting an inviting kitchen area.

Cottage in Pinebluff

4.92 out of 5 average rating, 202 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

Condo in Pinehurst

4.95 out of 5 average rating, 114 reviews

Lakeview Landing - 2 BD 2 BA Pinehurst Condo

**Pool OPEN 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 favorite

Home in Pinehurst

4.98 out of 5 average rating, 777 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.

Top guest favorite

Condo in Pinehurst

5 out of 5 average rating, 111 reviews

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

Enjoy your stay at a fully renovated 2BR/2BA condo right across from Pinehurst's historic Fair Barn and Harness Track. Situated on No. 5, a short approach shot from the Pinehurst Clubhouse, the Duffer's Drop has everything you need for your golf getaway. Relax on the porch overlooking No. 5, work on your culinary skills in the beautiful kitchen, or just catch some rest between rounds. The Duffer's Drop is the exactly what you're looking for!

Superhost

A single-story house is presented with a gray exterior and a green roof. The inviting front porch is furnished with a few potted plants. A maintained lawn is visible, along with a paved pathway leading to the street.

Apartment in Hamlet

5 out of 5 average rating, 15 reviews

Cozy, Comfy Apartment Near Downtown

Settle in with two bedrooms, two bath rooms and even a queen sleeper sofa, if you need it. Completely renovated and stocked kitchen with all new appliances and cookware. Corner dinette set with seating for six. Plush mattresses, soft 100% cotton linens! More improvements and pictures to come, including a desk and chair for remote work! We’d love to host you in our wonderful space while you’re here for work, vacation or just visiting.

Top guest favorite

A modern bathroom features a glass shower enclosure with dual showerheads. A white vanity is equipped with a sink and storage drawers. Neutral tiles cover the floor, complemented by a light gray rug. A full-length mirror is mounted on the door, enhancing the space.

Condo in Pinehurst

4.89 out of 5 average rating, 123 reviews

Cozy Golf-Front Condo 3 mins to PCC clubhouse

Welcome to our little slice of golf heaven on the 2nd fairway of Pinehurst #5! Our sunny condo is located on the 2nd (top) floor of a small community with convenient free parking. Come enjoy our new coffee bar! The main Pinehurst Clubhouse is a scenic 10-minute walk or 3-minute drive. Southern Pines is a quick 10-min drive. For events at Fair Barn, take a quick walk across the street!

Guest favorite

A tiled shower area features modern gray marble walls, equipped with a wall-mounted showerhead. A small shelf holds toiletries, and a white shower curtain is partially drawn. Natural light enters through a nearby window, providing a bright atmosphere.

Guesthouse in Ellerbe

4.92 out of 5 average rating, 36 reviews

the Sassafras Guest House

Take it easy at this unique and tranquil getaway. Enjoy the peace and quiet off the beaten path amidst the pines. Come and unplug. We do not have wi-Fi but we have plenty of space to get out and enjoy nature. Only 25 minutes to Pinehurst. Enjoy the firepit or grilling out and eating at the picnic table under the pavillion.