Holiday rentals in Pinehurst

4.82 out of 5 average rating, 299 reviews

The Perfect Lie in Pinehurst!

This is the perfect getaway spot for enjoying all that Pinehurst has to offer. Situated on fairway 2 of #5, this is a sweet golfer's retreat, walkable to Pinehurst Country Club and the Cradle! Walk across the street for breakfast at the Harness Track or take a short stroll to the Village. This 2bedroom unit is completely private with 2 double beds in each room plus a sleeper sofa. Laundry facilities are just outside the unit in a building across the parking lot. Dogs welcome. No cats please.

5 out of 5 average rating, 41 reviews

Home in Pinehurst

Stunning Southern Pinehurst Home! Close to Village

This recently remodeled golfer's retreat offers an incredible location, just 1 mile away from the famous Pinehurst Resort and Village. Stylish designer furnishings and spacious bedrooms boast plenty of space for golf enthusiasts and families! You'll love the ground floor primary suite with its very own screened in porch! Beautiful remodeled kitchen offers a stunning center island & fireplace! FAST WiFi + 4 TVs. Enjoy your post-round cocktail on the covered front porch! Garage access available!

5 out of 5 average rating, 103 reviews

Newly renovated farmhouse style open concept.

Completely renovated, stylish 3-bedroom condo is perfect for group trips & Junior golf families. Newly renoved with wide open floor plan in main living area. Gourmet kitchen, 3 incredibly comfortable bedrooms and 2 brand new stunning bathrooms. Includes private laundry room in condo, coffee bar, big screen TV’s in every room, built in bench area in kitchen, very spacious living and dining area off open concept kitchen, and screened in porch out back. Condo is walking distance to The Cradle.

Holiday home in Pinehurst

4.98 out of 5 average rating, 51 reviews

Luxury Vacation Home "Lakeside in Pinehurst"

Welcome to Lakeside in Pinehurst! This Luxury Home is located on Lake Pinehurst, featuring an outdoor deck and screened-in porch to enjoy the view. Lakeside is 5 minutes from Pinehurst Country Club, Village restaurants and bars. Enjoy this peaceful neighborhood, great for walking, with full access to the Lake. This house has 3 bedrooms, 3.5 baths and sleeps 8, California King (ensuite bath), King Bed, 2 Twin Beds, Office with Murphy Queen Bed, additional bed available for parties of 10.

4.98 out of 5 average rating, 105 reviews

Villa in Pinehurst

A Cozy Retreat on No. 5

Across from the Harness Track and an easy walk to the main clubhouse at Pinehurst sits our villa on the 2nd hole of the Ellis Maples designed Pinehurst No. 5. Our newly renovated 2nd floor unit has 3 bedrooms, 2 bathrooms and and open floor plan. With seating for 8 and 5 beds, you can bring the whole family comfortably. Cook dinner in the kitchen equipped with new stainless and enjoy a glass of wine out of the cooler. This unit has two porches, and both are great for your morning coffee.

Superhost

4.95 out of 5 average rating, 112 reviews

"Perched in Pinehurst"

Should you decide to visit the picturesque town of Pinehurst, then look no further? Perched in Pinehurst, is less than a half mile from The Pinehurst Resort, and is nestled between Golf Course #5 and The Harness Track. If you are attending a function at The Fair Barn, driving will be optional, because you can easily walk across the street. In addition, you will find plenty of wonderful shopping and dining opportunities nearby. Check out my social media page "Perched in Pinehurst"

4.94 out of 5 average rating, 107 reviews

Cottage in Lakeview

Old Blue's Retreat: Lakeview Cozy Cottage

Old Blue’s Retreat is located minutes away from Pinehurst and Southern Pines, NC. Enjoy lake views from every room in the house. The house is comfortably furnished with charm to spare. Enjoy the private dock for fishing, swimming, or sunning. Relax in the wood burning sauna after a day of golf or swimming. Gather around the fire pit for s’mores. Excellent golf, restaurants, & small business shopping all around. Old Blue is outfitted with everything you need to stay comfortably.

4.97 out of 5 average rating, 34 reviews

Home in Pinehurst

⛳ Golf & Family Bungalow - Convenient to Village

Beautiful and very clean home located only 1 mile from Pinehurst Country Club and the Village of Pinehurst. Great indoor and outdoor living spaces make this bungalow retreat perfect for your visit to Pinehurst. Great for golfers, groups, and families. Happy to host remote workers or those looking to move to the area. Fully equipped kitchen (coffee, utensils, cookware), bedrooms (linens, comforters), and baths (soap, shampoo, conditioner) to make your visit a pleasure. 🌟🌟🌟🌟🌟

4.91 out of 5 average rating, 57 reviews

*Best golf-front views in all of Pinehurst!*

The location doesn’t get any better than this! “The Short Iron Inn” is the PREMIER location for golfers and non-golfers alike. Your perfect getaway starts here on the 17th green of Pinehurst No. 3. Easily walk the 500 yards to the Clubhouse for a round of golf or drinks, and spend evenings on your balcony as golfers finish their rounds. Dinner and entertainment is just steps away. You’ll be so close to all the action yet in the most peaceful setting - the best of both worlds!

4.92 out of 5 average rating, 197 reviews

Cottage in Pinebluff

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.

5 out of 5 average rating, 68 reviews

Flat in Pinehurst

Captain’s Choice

With full renovations completed in 2023, our condo is centrally located and only steps away from the golf course(s) and just across the street from the Pinehurst Harness Track and Fair Barn. Take a leisurely stroll to the Pinehurst Resort, the Village and the Village Green for unique shopping, dining and entertainment. And finally, the charming communities of Southern Pines and Aberdeen are only a few miles away and are worth exploring!