House holiday rentals in Richmond County

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 on the 3 season porch and watch the birds, or read. Eat out on the back patio. We are 20 minutes from Pinehurst, 25 from Rockingham. 5 minutes from interstate 73. Full kitchen plus washer and dryer.

Hot Tub * King Bed * Putting Green * Amazing Golf

Welcome to The Stay and Play Retreat! We are centrally located just minutes away from some of the areas greatest attractions such as Pinehurst No. 2 (8 Miles), Rockingham Dragway (14 miles), Carolina Horse Park (10 miles), and Fort Bragg (16 miles) . We're also surrounded by many beautiful golf courses including Legacy Golf Links and a wide variety of dining options within 11 miles of this completely renovated home that has been created specifically for your comfort, relaxation & enjoyment.

Chase Vacation Pinehurst!

Keep it simple at this peaceful and centrally-located condo in the heart of Pinehurst. Wonderful views of Pinehurst No.5 and just a short walk away from the Harness Track, The Cradle, No. 2 Golf Course, and the Pinehurst Resort. Ready for entertaining, this condo boasts a full kitchen with appliances fit to serve the whole group. The Living Room has an easy flow to the layout that allows an abundance of natural light. Chase Vacation in Pinehurst for long stays or weekend retreats!

⛳️19th Hole🍸. Sleeps 10, Pool Table🎱 and Fire Pit

Spacious Pinehurst home! Just steps from Lake Pinehurst and adjacent to Pinehurst No. 3, down the street from the Fair Barn and No. 2! This 5 bedroom, 3 bathroom home comfortably sleeps 10 adults, featuring 2 king bedroom retreats! Equally accommodating to golf foursomes, couples seeking a romantic getaway, or families on holiday! After a day on the course, enjoy Apres- golf cocktails around the pool table or fire pit!

In The Pines

Completely renovated and furnished in ‘22 with modern decor. Gather on the shaded screened porch while dinner is prepared in the fully equipped open kitchen/dining area. Kitchen has granite counter tops and all new appliances. The living room is spacious with comfortable seating for all guest. The bedrooms are located away from communal spaces. Each bedroom has luxury linens on Queen beds for a good nights sleep.

Chesapeake Tree House - golf front retreat

Unique tree house in Pinehurst, NC. Relax on the deck overlooking Pinehurst #5 golf course. Perfect stay for enjoying all Pinehurst has to offer! Sleeps up to 5 with two bedrooms and two baths. First bedroom has a twin over full bunk bed, second is a queen. Adorable kitchen stocked with all of your needs. Laundry in lower level storage space. Amazing views from all windows in this special tree house design!

Sarah's House

Kick back and relax in this calm, stylish space. Close proximity to major restaurants, stores, highways 73/74, US Route 1 and 220. Perfect location for Rockingham Motor and Drag Speedways. Whole house, comfort for the entire family. Brand new home renovation and furnishings. A gem and rare find for transient or long-term guests. You will absolutely love this place.

Home Away from Home in the Heart of Rockingham

10 miles/15 minute drive to Rockingham Speedway and Dragway. 3 beds for maximum usage of space plus spacious living room. You will be close to everything when you stay at this centrally-located place. Within 5 mile distance of gym, food, medical facility, Lowe's Home Improvement Store, Walmart, Banks and Food Lion.

Updated Golf Front Condo on #5

This beautifully updated condo is located on a Pinehurst fairway just minutes away from the Pinehurst Country Club, the Pinehurst Resort and the Village of Pinehurst. Enjoy your stay with a fully stocked kitchen and a patio which overlooks the golf course.