Holiday houses in Wind Blow

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Top-rated holiday rentals in Wind Blow

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Guest favourite
A cozy living area features a light gray sofa adorned with patterned cushions, situated beside a wooden coffee table. A round mirror reflects natural light from the large windows, while a dining space with a circular table and chairs is visible in the background.
Condo in Pinehurst
4.95 out of 5 average rating, 113 reviews

"Perched in Pinehurst"

Planning a visit to beautiful Pinehurst, NC? Welcome to Perched in Pinehurst, a cozy and thoughtfully appointed first-floor condo located less than half a mile from the iconic Pinehurst Resort. Perfectly situated between Golf Course #5 and the Harness Track, this charming retreat offers convenience and peaceful surroundings. Attending an event at The Fair Barn? You’re directly across the street — no driving required. Golf, shops, restaurants, and village attractions are all just minutes away.

Top Guest favourite
A cozy space with a full kitchen, a seating area featuring a fold-out sofa, and a soft, colorful ottoman. Natural light is provided by overhead recessed lighting and a nearby window, while a sliding barn door adds rustic charm. A wall-mounted TV is visible.
Guesthouse in Carthage
4.98 out of 5 average rating, 270 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, friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, a queen bed and small sofa bed. 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 for dogs. sorry, no cats.

Top Guest favourite
The living area features a comfortable gray couch with orange and gray accent pillows, paired with an accent chair in a geometric pattern. A rectangular coffee table sits on a soft area rug, illuminated by soft lamp light and natural light from the window.
Condo in Pinehurst
4.99 out of 5 average rating, 164 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 favourite
A charming yellow cottage is framed by tall trees, with sunlight bathing it in a warm glow. The front porch is enclosed by a white railing, welcome steps lead to the entrance, inviting guests to enjoy the serene surroundings.
Home in Mount Gilead
5 out of 5 average rating, 53 reviews

The Sunshine Cottage on Tillery

Come take your shoes off and sit by the lake. The Sunshine Cottage is ready for 4 guests to relax, unwind and enjoy the beautiful back deck over looking the lake. You will have waterfront lake access, a dock to swim or sit to enjoy the view and a back deck that is perfect for relaxing. You will be minutes from River Wild and The Eagles Nest at Tillery Tradition golf course, and all the amenities the Uwharrie National Forest offers. Come and enjoy a relaxing vacation on the cove.

Top Guest favourite
Barn in Star
4.98 out of 5 average rating, 144 reviews

Star Buck Cabin + HOT TUB: Couples' Cozy Getaway

Nestled in the Uwharrie National Forest, “Star Buck Cabin” is a serene getaway that pairs outdoor adventure with cozy rustic comfort. Take in beautiful seasonal views of the farm while staying just 15 minutes from the North Carolina Zoo and Seagrove, famed for its pottery. After exploring, unwind in the hot tub, relax on the patio swing, or gather by the fire pit. Inside, enjoy your favorite TV show, relax by the fireplace, or even cook! Perfect for both adventure and relaxation.

Guest favourite
A small cabin features a covered back patio with a circular table surrounded by four chairs. The exterior showcases a light-colored siding with green trim and large windows that allow for natural light, all set against a backdrop of tall pine trees.
Home in Ellerbe
4.97 out of 5 average rating, 71 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 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

Top 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, 260 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
Home in Southern Pines
5 out of 5 average rating, 27 reviews

The 19th Stay - Cozy Getaway Near Pinehurst

Welcome to the 19th Stay, your cozy getaway near Pinehurst. Perfect for golf trips, couples or family escapes. Our brand new home features clean and comfy bedrooms, kid friendly bunk beds and all the essentials for a stress free stay. Located in the heart of Southern Pines, you’ll be just minutes from world-class golf, equestrian experiences, gorgeous parks, dining, and downtown shops. Relax, recharge and enjoy a home that’s as central as it is welcoming.

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, 238 reviews

Hot Tub * King Bed * Putting Green * Amazing Golf

Welcome to The Stay & Play Retreat! Completely renovated for ultimate comfort, this modern home is minutes from the area’s best attractions. 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 Bragg. Surrounded by world-class golf and endless dining options within a 10-mile radius, this stylish getaway serves as the perfect base for your next adventure.

Top Guest favourite
Condo in Jackson Springs
5 out of 5 average rating, 16 reviews

The Patriot - A Ground Floor Condo

Welcome to The Patriot, a beautifully decorated ground-floor condo on the golf course of Foxfire village. Enjoy stunning views of the 17th green, two private decks, tasteful décor, and two en suite bedrooms with king and queen memory foam beds. A dedicated workstation and inviting living space make it easy to work or unwind. Steps from pickleball courts and minutes from Pinehurst, it’s perfect for golfers, couples, and peaceful getaways.

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, 128 reviews

Farm Retreat near Pinehurst & Southern Pines

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.

Guest favourite
A charming brick home is set on a grassy lot, featuring a light-colored metal roof and a front porch. An American flag is displayed prominently. The driveway leads to a garage, while steps ascend to a welcoming entryway bordered by shrubs and a well-maintained lawn.
Home in Biscoe
4.83 out of 5 average rating, 66 reviews

Magnolia Place!

Welcome to the Magnolia Place! Located just 20 miles from Pinehurst # 2 golf course resort, home of the 2024 US Open. Home is located just a short drive away from the NC Zoo, Uwharrie National Forest, Tillery Tradition Country Club, Densons Creek Golf course, Starworks Cafe & Taproom, Seagrove Pottery, Black Ankle Raceway, Lake Tillery and Badin Lake. Approximately an hour away from Raleigh, Charlotte, Greensboro, and Fayetteville.

Popular amenities for Wind Blow holiday rentals