Holiday houses in Five Points

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Top-rated holiday rentals in Five Points

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Guest favourite
A well-appointed studio features a queen bed with a white blanket, a dark blue sofa, and a stylish rug in varied colors. A small table with two chairs and a potted plant enhance the space. Natural light fills the room through a large window adorned with dark curtains.
Apartment in Southern Pines
4.96 out of 5 average rating, 111 reviews

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

Top Guest favourite
The exterior of the cozy barn cottage features a brick facade and white paneling, complemented by a shaded porch with seating. Two stable doors are visible, surrounded by lush greenery and tall trees, creating a serene country atmosphere.
Farm stay in Southern Pines
4.99 out of 5 average rating, 212 reviews

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.

Top Guest favourite
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, 422 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 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!

Guest favourite
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, 263 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 favourite
A modern living area features a gray sofa adorned with yellow pillows, complemented by two green accent chairs. A round coffee table sits atop a patterned area rug. Wall decor includes maps and a ceiling fan above enhances the airy ambiance.
Home in Fayetteville
4.98 out of 5 average rating, 339 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.

Top Guest favourite
The single-story farmhouse is illuminated by warm lighting against a night sky. The exterior features a welcoming front porch framed by shrubs and trees, with a sign of a basketball hoop on the side. The spacious lawn is visible, bordered by soft grass.
Farm stay in Raeford
4.97 out of 5 average rating, 135 reviews

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!

Guest favourite
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
4.99 out of 5 average rating, 243 reviews

Hot Tub * King Bed * Putting Green * Amazing Golf

Welcome to The Stay & Play Retreat! Completely renovated for ultimate comfort, this modern home is the perfect base for your next adventure. You are 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 Liberty. Enjoy world-class golf and endless dining options all within a 10-mile radius of this stylish getaway. As you can tell from our reviews, you won't be disappointed!

Superhost
The charming 1930's bungalow is framed by a white picket fence and flowering shrubs. A front porch is visible, inviting guests to enjoy the outdoors. Colorful blooms and greenery enhance the welcoming atmosphere, while a paved walkway leads to the entrance.
Bungalow in Southern Pines
4.97 out of 5 average rating, 411 reviews

Delightful Bungalow in Historic Downtown

LITERALLY steps from the quaint downtown of Southern Pines. In the heart of the historic district of Southern Pines sits this charming, quaint & cozy 1930's bungalow. Just steps from our idyllic downtown of Southern Pines. (Literally 1 block!) You will be treated to a private, clean, cozy and updated space filled with everything you will need for a wonderful stay. 1 bedroom / 1 bath / 1 sleeper sofa. Street parking. Strict 'No Pet' policy.

Top Guest favourite
Two horses are seen trotting across a grassy field, surrounded by wooden fencing and lush greenery. Bright pink flowering trees and distant horse pastures provide a scenic backdrop, highlighting the tranquil environment of the equestrian community.
Apartment in Vass
4.99 out of 5 average rating, 130 reviews

Farm Retreat near Southern Pines & Pinehurst

Wake up in the heart of North Carolina horse country, surrounded by grazing horses and peaceful pasture views on a working equestrian farm just minutes from Pinehurst and Southern Pines. 10 min to downtown Southern Pines 12 min to Pinehurst golf courses 12 min to Woodlake Country Club Ideal for Pinehurst golf trips, equestrian events, or Fort Bragg visits. Enjoy true Sandhills living with fast Wi-Fi, self check-in, and full comfort.

Top Guest favourite
Place to stay in Vass
4.95 out of 5 average rating, 202 reviews

Cozy Cottage On The Water

This memorable place is anything but ordinary. The Sandhills Roundhouse isn't just "at" the water, it's ON it! Lake front property with a beautiful view off the deck of the water, teeming with wildlife, and the newly renovated Woodlake golf course. Perfect for a peaceful vacation, romantic getaway, golf weekend, bird watching, and more! Close proximity to Fort Liberty (Bragg), Fayetteville, Pinehurst, Southern Pines, and Raleigh.

Top Guest favourite
A rectangular pool with clear blue water is surrounded by a concrete patio. A pool ladder is visible on one end. In the background, a structure with stairs and a mobile home can be seen, along with several tall pine trees providing shade.
Home in Aberdeen
4.93 out of 5 average rating, 130 reviews

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.

Guest favourite
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, 338 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 Five Points holiday rentals