Vacation rentals in Jackson Springs

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.

Cozy Pinehurst Retreat w/ Putting Green

Enjoy your Pinehurst stay in the family-friendly neighborhood of Village acres. The area is surrounded by The Greenway pedestrian and bicycling trail. The house is situated within 2 miles of downtown Pinehurst, Camelot Park, and Rassie Wicker Park, and is a short drive away from any of the many wonderful golf courses that Pinehurst has to offer. It was recently remodeled, is well furnished, and we are constantly striving to upgrade and improve the space to make for a comfortable stay!

Lakeside Escape - 5 Miles from Pinehurst Resort

5 miles from the Pinehurst Resort - Escape to a Lakeside Retreat - where comfort and adventure collide! This 4-bedroom gem sleeps 10 and boasts a cozy gas fireplace, big-screen TV, and free weight gym for staying active. Relax by the pool, paddle across the lake, or fish from the private beach. End your day by one of 3 outdoor fireplaces. With kayaks, a paddle boat and comfortable accommodations, fun and rest are endless. Perfect for unwinding or making memories—your retreat awaits!

Star Buck Cabin + HOT TUB: Couples' Cozy Getaway

Nestled in the Uwharrie National Forest, “Star Buck Cabin” is a serene getaway that pairs outdoor adventure with cozy rustic comfort. Take in beautiful seasonal views of the farm while staying just 15 minutes from the North Carolina Zoo and Seagrove, famed for its pottery. After exploring, unwind in the hot tub, relax on the patio swing, or gather by the fire pit. Inside, enjoy your favorite TV show, relax by the fireplace, or even cook! Perfect for both adventure and relaxation.

The Porch House

Escape to this peaceful, fully-furnished home nestled in a quiet, family-friendly neighborhood surrounded by towering pine trees and ample shade. Perfectly located near premier golf courses, scenic outdoor trails, neighborhood playground, recreation area with a lake, and the iconic Rockingham Speedway. Unwind on the inviting porch, perfect for morning coffee or explore the local area with all it has to offer. This home offers the ideal blend of relaxation and adventure.

Golfers Getaway Pinehurst Modern 3 Bedroom House

It’s a beautiful day in Pinehurst! Come stay at our Golfers Getaway and enjoy everything this beautiful village has to offer. Whether you’re in town for the world-class golf or perhaps visiting family, our home has everything you need for a luxurious, comfortable stay. Located a mere 5 minute drive from the Pinehurst Country Club, as well as the Pinehurst Village shops and restaurants. The leisure choices in Pinehurst are endless. We look forward to welcoming you.

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.

Pinehurst Chatham House| 3BR Near Golf and Village

Escape to Pinehurst in this charming 3-bedroom, 2-bath home, perfect for golfers, families, and weekend getaways. Located minutes from world-famous golf courses, dining, and local attractions, this comfortable retreat offers spacious living areas, a fully equipped kitchen, and relaxing outdoor space. Whether you’re here for a golf trip or family vacation, you’ll feel right at home. Book your stay and enjoy the best of Pinehurst in comfort and style!

The Patriot - A Ground Floor Condo

Welcome to The Patriot, a beautifully decorated ground-floor condo on the golf course of Foxfire village. Enjoy stunning views of the 17th green, two private decks, tasteful décor, and two en suite bedrooms with king and queen memory foam beds. A dedicated workstation and inviting living space make it easy to work or unwind. Steps from pickleball courts and minutes from Pinehurst, it’s perfect for golfers, couples, and peaceful getaways.

Isle of the Pines! 1 mi. from Village of Pinehurst

Isle of the Pines is a family owned home with lots of thought put into the experience we want to offer our guests. We pride ourselves on the inviting space we provide through offering luxury amenities such as a fully equipped kitchen, abundantly stocked coffee bar, toiletries upon arrival, several family oriented games, and so much more!. We want you to feel like you have walked into your home away from home!

Par In The Pines

Forget your worries in this spacious and serene space. Completely remodeled and waiting for you to come and enjoy. This unit offers 2 large decks for enjoying the scenery overlooking the Foxfire golf course. Only 6.8 miles to the Pinehurst Clubhouse and Pinehurst Village. Come and enjoy amazing golf courses, shopping, restaurants and all the historic Sandhills area has to offer.

Quiet Condo on Golf Course near Pinehurst-EV Plug

Featuring 18th Fairway views on the Foxfire Resort and Golf Club, this condo offers a peaceful escape for anyone. This unit is located across the parking lot from brand new Pickleball Courts and the Swimming Pool. Just 10 minutes away from historic Pinehurst Village and Southern Pines, NC. There is a 220 Stage 2 EV plug available that can charge approximately 40 miles per hour.