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

Apartment in Laurinburg

4.98 out of 5 average rating, 338 reviews

Chauffeur’s Apartment on Historic Property

Be our guest in our cozy and comfortable apartment that has everything needed for a relaxing stay. Enjoy the former chauffeur's quarters located on the grounds of our listed historic property with a view of the tranquil courtyard garden of the Manor House. The kitchen is complete and the comfortable full-sized bed should provide a good night's rest. Downtown is within walking distance. There are multiple seating areas to enjoy the gardens on the one acre grounds shared with the main property.

May 26 – Jun 2

G$20,767 GYD per night

Guest favorite

Cottage in Southern Pines

4.96 out of 5 average rating, 277 reviews

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

Unwind in the privacy of this adorable cottage! 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, bathroom with efficiency shower, a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge with 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!

Mar 13 – 20

G$19,283 GYD per night

Guest favorite

Home in Pinehurst

4.98 out of 5 average rating, 658 reviews

The Knotty But Nice Treehouse of Pinehurst

NOW ACCEPTING US OPEN 2024 RESERVATIONS! 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 unique rental 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.

Sep 5 – 12

G$35,307 GYD per night

Guest favorite

Home in Ellerbe

5.0 out of 5 average rating, 9 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.

May 29 – Jun 5

G$20,573 GYD per night

Guest favorite

Guesthouse in Carthage

4.94 out of 5 average rating, 258 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. Remember life without cell phones and the internet? We are located within minutes to Pinehurst, Seven Lakes, Cameron, Pottery Highway and minutes to downtown Carthage. A very quiet area with nothing but the sounds of Mother Nature.

Nov 12 – 19

G$19,335 GYD per night

Guest favorite

Guest suite in Southern Pines

4.96 out of 5 average rating, 157 reviews

Studio in the Pines ~ Minutes to downtown SoPines!

Surprisingly spacious, exceptionally clean, and completely private, this studio boasts everything a savvy traveler needs and more! Located minutes from downtown Southern Pines and from a plethora of world-class golf courses, restaurants, and shopping, this is the perfect space whether you're in town for a night or for a week. Easy commute to Ft. Bragg. Kevin & Chelsea (the hosts) live in the attached main house, but this studio is completely separated giving you plenty of privacy!

Oct 5 – 12

G$20,950 GYD per night

Guest favorite

Guesthouse in Carthage

4.99 out of 5 average rating, 152 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 and friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, one queen bed and small fold out sofa. 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.

Jan 6 – 13

G$28,754 GYD per night

Guest favorite

Home in Albemarle

4.98 out of 5 average rating, 307 reviews

Meditation Station Ck out nearby Hilltop Cottage

We are five minutes from Carolina's Treetop challenge. Charlotte is 1 hour away. Fifteen minutes to Morrow Mountain, Lake Tillery- Badin Lake, and Uwharrie recreational area. Eight miles to Dennis Vineyards. Asheboro Zoo is one hour. Each guest over one is an additional $15 per day per person—there is a pet charge of $10 per day per animal. PETS MUST BE CRATED WHEN HOME ALONE. (Airbnb cannot charge a "daily" pet fee) So we are asking for any difference after you book.

Dec 6 – 13

G$20,602 GYD per night

Guest favorite

Cottage in Pinebluff

4.93 out of 5 average rating, 164 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.

Aug 31 – Sep 7

G$24,653 GYD per night

Guest favorite

Home in Fayetteville

4.99 out of 5 average rating, 146 reviews

Modern 3 Bedroom and 2 Bath Retreat

A modern newly renovated home with personal touches in a quiet neighborhood located in Fayetteville. It's great for a walk or run. Approximately 5 minutes to Ft Bragg, 10minutes from Raeford, 25 minutes from I95 and 25 minutes to the airport. The house has three bedrooms all with queen sized beds. The kitchen is fully equipped for individuals who like to cook. The living room is equipped with a television and a roku. A washer and dryer is available for use in the garage.

Jun 18 – 25

G$22,829 GYD per night

Superhost

Apartment in Hamlet

5.0 out of 5 average rating, 4 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.

Sep 15 – 22

G$18,222 GYD per night

Guest favorite

Condo in Pinehurst

4.99 out of 5 average rating, 102 reviews

To The Green On #17 - Studio w/ GREAT Golf Views!

PERFECT LOCATION - only a 5 minute walk to the Pinehurst Golf Clubhouse! "To The Green On #17" is a second-story studio condo perfectly located on hole #17 of Pinehurst No. 3 Golf Course. Relax on the private back deck with open views of the fairway and enjoy the sunshine and unparalleled peace and quiet. Cozy yet luxurious finishes combined with an excellent location make this studio condo perfect for a weekend golf getaway or an extended stay!

Nov 29 – Dec 6

G$28,212 GYD per night