Holiday rentals in Rockingham

The Bookery - Bright, Airy home with Fenced Yard

Relax in our bright, 2500+ sqft home on nearly 3/4 of an acre with a large fenced back yard. Pet friendly wood floors throughout, and great spaces for quality time. 1 mile to downtown and only 6 miles to Pinehurst Golf Resort and 13 miles to Carolin Horse Park. Enjoy the sunroom, fully stocked kitchen with gas stove and double oven, the gorgeous patio, or the inviting couch to watch a movie with the whole family! Available for short term leases as well. Looking forward to hosting you and yours!

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.

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.

Hot Tub * King Bed * Putting Green * Amazing Golf

Welcome to The Stay & Play Retreat! Completely renovated for your ultimate comfort and relaxation, this centrally located home places you minutes from the area's best attractions. You're just 8 miles from iconic Pinehurst No. 2, 10 miles from the Carolina Horse Park, 14 miles from Rockingham Dragway, and 16 miles from Fort Bragg. Surrounded by world-class golf courses and a wide variety of dining options within 10 miles, this modern getaway is the perfect base for your next adventure.

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

Skipper Apt #1

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. Up to 4 units are available to rent simultaneously for larger group or room needs.

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.

Close to Pinehurst Golf & Horse Park

The Happy Hangout has it all: Quiet setting with a fully fenced-in back yard, close to Pinehurst golf courses & the historic downtowns of Southern Pines, Pinehurst and Aberdeen. The Happy Hangout is close to Pinehurst (10 min), Southern Pines (10 min), Camp McKall (15 min), the Carolina Horse Park (20 min) and Fort Liberty (Bragg) (45 min). Our house is pet-friendly. The pet fee is $25 per stay and is included if you indicate during booking that you will be bringing a pet.

Retreat on Pine - Close to Golf & Horse Park

Luxurious, 3 bedroom/2.5 bath, new construction home in walking distance to Downtown Aberdeen ~ Beautifully furnished with the latest home fashions and technology, it's ready to be your home-away-from-home. Just minutes from world renowned golf courses, Rockingham Dragway, exquisite dining and enveloped by southern charm, this covetable area will not disappoint! Spend your day exploring all this area has to offer or Retreat on Pine and catch up on your rest and relaxation.

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!

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.

Isle of the Pines! 1 mi. from Village of Pinehurst

Isle of the Pines is a family owned home with lots of thought put into the experience we want to offer our guests. We pride ourselves on the inviting space we provide through offering luxury amenities such as a fully equipped kitchen, abundantly stocked coffee bar, toiletries upon arrival, several family oriented games, and so much more!. We want you to feel like you have walked into your home away from home!