Holiday rentals in Four Oaks

Downtown Hillsborough Luxury Retreat #5

Brand new fully equipped retreat tucked away on a quiet street. Located in the vibrant downtown historic district of Hillsborough. Enjoy the beautiful scenery, architecture, restaurants/ bars and the lively arts and culture scene. From art and river walks to live music as well as farmers markets and festivals. Top of the line appliances, quality mattresses, luxury modal sateen linens, washer/ dryer, grills with propane, front & back balconies and complimentary parking in the rear of building.

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.

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.

*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!

The Partridge's Nest

Escape to the tranquility of the countryside with this charming vacation rental tucked away in a safe and quiet neighborhood perfect for a peaceful retreat. The property offers a safe and comfortable environment with a spacious backyard, play-set, and modern conveniences. This space is strategically situated to give you easy access to dining, shopping, and entertainment. An accommodation designed for families, and also business travelers and leisure seekers.

Studio apartment near hiking trails.

Enjoy a comfortable stay in our safe, clean, private studio apartment. You'll have a garden view of our creek and wooded jogging trails. You can enjoy work productivity or privacy and relaxation in this allergy safe, non-smoking home. 17 min to RDU Airport: 10 miles to Downtown. 11 miles from Falls Lake State Recreation Area. No locals please! We prefer guests who are tourists, visiting relatives, or here on business. No pets or service animals.

Easy Walk to Downtown House-Par for the Course #2

Discover our three-bedroom cozy home in Golf Town, perfect for a guy's golf weekend or a family vacation. Located steps from downtown's restaurants, cafes, and shops, our house features three bedrooms, two and a half baths, and a spacious backyard. Enjoy walking to local attractions, relaxing or dining outdoors around town. Ideal for those who love golf, small-town charm, and convenience.

Luxurious Oasis Packed with Entertainment

Welcome to our Luxurious home professionally designed to make this modern, eclectic stay your dream house! This home is truly an entertainment packed, beautiful oasis in the middle of everything Raleigh has to offer. Whether its the arcade, pinball machine, movie room, outdoor bocci ball court, fire pit, mini-golf, darts, corn-hole... this property has something fun for everyone!

Escape to Twin Oak Acres

Our open concept modern home is located 16 minutes from historic downtown Southern Pines and 20 minutes from Pinehurst No.2. A wonderful location if you are looking for a peaceful setting that is just minutes away from world renowned golf courses and equestrian events. Perfect for your romantic getaway, golf trip or girls weekend.