Vacation rentals in Five Points

Private&Comfortable Studio for 2 in Southern Pines

Enjoy a peaceful stay in this fully furnished studio for two, located in a quiet Southern Pines neighborhood. Atch. to the main house but fully soundproofed w/ a double wall, it offers a private key code entrance, queen bed, and a kitchenette w/ a hot plate and griddle. Step outside to your own private area with a fire pit. Just minutes from shopping, restaurants, breweries, golf courses, and movies. Only 15mins to the hospital, 20mins to Rockingham Racetrack, and 9mins to the Walthour Moss Fdtn

New 5 Bedroom Cottage on Pine Needles Golf Course!

New construction home on the golf course of Pine Needles Course between Pinehurst and downtown Southern Pines. Ideal location, close to everything the area has to offer. This 5 bedroom and 3 bathroom cottage is ideal for golf outings and family friendly vacations. Everything you need to make your stay ideal and comfortable. Main level: 1 bedroom, 1 bath, living room, kitchen, dining, office space, walk in pantry, laundry room. Second floor: 4 bedrooms, 2 bathrooms, abundant closet space.

Finally Home Farm Bed and Barn

Bring your horse and your golf clubs! Welcome to Finally Home Farm Bed and Barn! A private 1 bedroom barn converted into a quaint cottage. Located on a peaceful farm just 2 miles from downtown Southern Pines, 1 mile from the back gate of Ft. Bragg and next to Weymouth Woods State Park, Finally Home Farm is the perfect place to explore all the Sandhills has to offer. *We are horse ($40) and dog friendly ($50) pet fee with Pre-Approval. Please include this info in your pre-booking.

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 15 min to the famous Pinehurst Resort and Carolina Horse Park. Features a King size Nectar bed, Roku TV, WiFi, shower with tankless water heater, a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge, 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!

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.

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!

Serene By the Greens

Relax in this peaceful, newly renovated space with a modern touch. Located in a quiet neighborhood next to Hyland Golf Club, this home offers the perfect retreat for golf lovers. Just one exit north of Pine Needles golf course (3.9 miles), it’s ideally situated for those attending the US Kids Golf World Championship at Longleaf Golf Club (5.9 miles away) or the US Men’s Open at Pinehurst #2 (8.9 miles away). Secure your golf getaway now—book today!

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.

Horse farm apartment - 1 bedroom

Located in Moore county 'horse country'. The apartment is above a barn, in the heart of an equestrian community. We welcome you if you are traveling with your horse or visiting the Southern Pines, Pinehurst, or the Ft. Bragg area. It is an easy 9 mile drive to Southern Pines, 11 miles to Woodlake Country Club, 12 miles to downtown Pinehurst, and 17 miles to Fort Liberty.