Holiday houses in Southern Pines

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.

4.97 out of 5 average rating, 159 reviews

Cottage in West End

Juniper Pines Cottage

A very nice place to stay! Nestled in a peaceful, yet convenient area near Pinehurst "home of golf", North Carolina, our cottage invites the traveler to a pleasantly rustic setting. Built in 1943, our lovely cabin is completely renovated and filled with country charm. ATTENTION!!! PLEASE READ THIS & HOUSE RULES BEFORE SENDING INQUIRY. *PROFILE VERIFICATION MUST INCLUDE GOVERNMENT ID (ie, state issued license) *FOR THE HEALTH & SAFETY OF ALL GUESTS, WE MAINTAIN A NO PETS, NO EXCEPTIONS POLICY.

4.98 out of 5 average rating, 126 reviews

Home in Pinehurst

The Ross Retreat - In Pinehurst

Your entire group will enjoy this central location to 40+ golf courses in Moore county with easy access to restaurants and close to grocery stores. This gorgeous home with custom woodwork and backyard oasis is the perfect retreat for families and golfers alike. Enjoy comfortable beds with down pillows and high end mattresses with mattress pads and a fully stocked kitchen in this newly furnished home. If you appreciate the little things like HEPA air filters and quite dishwashers, we got you.

4.95 out of 5 average rating, 235 reviews

Guest-Favorite Golf Condo! Clean, Cozy, Comfy

Welcome to The Sonder Condo, our clean and comfortable ground-floor condo in the heart of Pinehurst! This top-rated vacation rental stands out with its well-stocked kitchen, cozy furnishings and decor, great views (back porch faces Pinehurst #3), plentiful free parking and easy walkability. It's convenient to all of Pinehurst - the historic village, Fair Barn, harness track, resort, clubhouse, hospital/medical facilities, etc. - and just 10-15 minutes to downtown Southern Pines and Aberdeen.

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.

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. 🌟🌟🌟🌟🌟

4.96 out of 5 average rating, 211 reviews

Pinehurst Green - 2BD 2BA Golf Front Condo

Welcome to Pinehurst Green, located in the heart of Pinehurst golf! Our 2BD, 2BA condo is within walking distance of the Pinehurst clubhouse and the Village of Pinehurst. With a second story view on the Pinehurst #3 course, guests can enjoy hours of relaxation on the balcony overlooking the fairway, or stroll down to the historic Village for a cocktail, dinner or shopping. A 5 min drive to the Fair Barn and Harness Track and a 10 min drive to charming downtown Southern Pines.

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.