Holiday rentals in Pittsboro

Golden Gate Cutie

Your Greensboro getaway awaits you at this open 2-bedroom, 1-bathroom vacation rental house, which features accommodations for 4 guests. Located just 2 miles North of downtown off of Elm Street. The property boasts fantastic amenities and is located in a safe, quiet neighborhood fit for an unforgettable stay! This lovely home is perfect for friends or family looking to have the ideal North Carolina getaway! One block walk to grocery, State Street shops, restaurants and Gibbs Hundred Brewery!

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.

Luxury Retreat on Farm with Pool, Hot Tub, Fishing

LUXlife Best Luxury Country B&B Retreat in NC! 120 acres of peaceful farmland with an in-ground salt-water pool, hot tub, pergola, pastures, farm animals, fresh eggs, streams, woodlands, fishing, and hiking. Private hot tub at rental. The heated, salt-water pool and hot tub are located behind the owner's home. You’ll have total privacy. Wholesale pasture-raised Wagyu beef and lamb available at the farm as well as fishing in the stocked pond. Propane grill and pizza oven on your patio.

Cozy Lakefront Cabin w/ Hot Tub on 25-Acre Retreat

Escape to Castor Cottage at Elmay Retreat, a luxe 700-800 sqft studio on a 25-acre lakeside property. Perfect for couples or small families, it features a plush queen bed, designer sleeper couch, and a private hot tub. Enjoy lake access for fishing and water sports, plus hiking trails, frisbee golf, and a shared recreation barn. Located just 30 minutes from Durham, this rustic-luxe retreat is part of Elmay’s curated 3-cabin experience for discerning travelers.

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.

Luxurious Lakeside Getaway - Minutes from RDU

Welcome to our modern and picturesque lakefront room rental property, perfectly situated in a serene and tranquil setting. Immerse yourself in the natural beauty of the lake, embark on exciting outdoor activities, or simply bask in the serenity of the surroundings. The choice is yours. Book your stay with us today and discover the magic of this serene lakeside retreat, where modern luxury meets the tranquility of nature.

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.