Family-friendly vacation rentals in Richmond County

Walking distance to The Pinehurst Clubhouse

We invite you to our beautiful first floor condo located on the 3rd fairway of Pinehurst #5. Just a short distance to the Pinehurst Country Club Clubhouse, across from the historic Harness Track. It is only 2 miles to the Village of Pinehurst where you will find lovely shops, and cozy restaurants. With 2 BRs, 2 full , 2 twin beds, a pull out full that sleeps 2 and 2 full baths you will love your "home away from home" for your stay. There are over 40 golf courses in the area, and much more to do!

Family · Kitchen · Comfort

Charming Pinehurst Golf Front Condo

Surround yourself with style in this standout space. Amazing one bedroom, one bathroom in the heart of the Village of Pinehurst. Modern-furnished, cozy, panoramic view of the fairway on course number 5 of Pinehurst Country Club. Less than 2 miles walk from Pinehurst Resort and across the street from the Harness Track. Large bedroom with queen bed plus sleeper sofa in living room. Smart TVs in both spaces. Fully stocked kitchen. Screened-in porch. Laundry building on-site to the left.

Indoor spaces · Family · Solo travel

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.

Kitchen · Family · Checkout

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!

Family · Indoor spaces · Cleanliness

Peaceful, rustic cabin on 20 acres, private pond.

Gather family or friends and escape to your own slice of nature at this cozy cabin tucked away on 20 quiet, wooded acres. Perfect for anyone seeking calm, privacy, and beautiful outdoor scenery. This property offers everything you need to unwind and recharge while close to restaurants and shopping. Enjoy fishing, sunsets over the pond, the sound of birds, and the kind of tranquility you can only find in the middle of nature. Reconnect and create new memories. Your peaceful getaway awaits.

Indoor spaces · Family · Amenities

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.

Indoor spaces · Kitchen · Location

Skipper Apt #1

Be one of the first to stay in our newly renovated apartments designed for comfort and style! Whether you’re here for business, a temporary stay, or visiting family, you’ll feel right at home. Centrally located near Rockingham Motor Speedway, Hwy 74, Route 1, dining, shopping, hospitals, and more. Plus, we’ve got your peace of mind covered with on-site video surveillance and private parking. Up to 4 units are available to rent simultaneously for larger group or room needs.

Kitchen · Indoor spaces · Bathroom

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.

Family · Kitchen · Bathroom

Entire Condo · Greenview Retreat · Walk to PCC

Beautiful 1BR/1BA retreat in Pinehurst with stunning Course #5 views. Enjoy full access to the entire condo with complete privacy—your bucket-list destination and home to the US Open. Perfect for couples, golfers, or medical professionals. Walk to Pinehurst Country Club, and stay close to shops and hospitals (first health of the Carolinas). Fully equipped with fast Wi-Fi, New TV, dedicated workspace, and in-unit laundry. Long-term stays welcome, with discounts available.

Kitchen · Indoor spaces · Accuracy

Lakeview Landing - 2 BD 2 BA Pinehurst Condo

**Pool OPEN for the season** Welcome to Lakeview Landing, located in the heart of Pinehurst golf! With a second story view of Lake Pinehurst, guests can relax on the balcony or enjoy the community pool! This quiet neighborhood shares close proximity to several great golf courses and has easy access to the BEST parts of Pinehurst: historic downtown, Fair Barn + Harness Track, Pinehurst Resort + Clubhouse, etc. Plus, it's a quick drive to nearby Southern Pines + Aberdeen!

Kitchen · Family · Comfort

Hot Tub * King Bed * Putting Green * Amazing Golf

Experience comfort at The Stay & Play Retreat, a fully renovated modern home perfect for your next adventure. Perfectly positioned for action, you're just miles from iconic Pinehurst No. 2, the Carolina Horse Park, Rockingham Dragway, and Fort Liberty. Enjoy world-class golf and diverse dining options all within a short drive. Highly rated by past guests, this stylish getaway is the ideal home base for your trip. Book now and see why our guests love staying here!

Family · Indoor spaces · Walkability

The Knotty But Nice Treehouse of Pinehurst

Welcome to The Knotty But Nice Treehouse of Pinehurst. If you're looking for a rental experience in Pinehurst that is unique -- look no further! Our one of a kind treehouse is nestled between Lake Pinehurst and The No. 3 Course. Located just minutes from the village of Pinehurst and the Pinehurst Resort. Past guests describe The Knotty But Nice Treehouse as CLEAN, COZY, ROMANTIC, BEAUTIFUL, UNIQUE, PEACEFUL... Go ahead and book-- you won't be disappointed.

Indoor spaces · Kitchen · Solo travel