Vacation rentals in Jackson Springs

Family Fun, Pool, Hot Tub, Sauna, ZipLine, 3King B

Have fun, relax & stay with the whole family at our peaceful, unique home. This is a wonderful neighborhood, mostly quiet. Located out of city limits, but 5 miles to Pinehurst Golf Resort. Occasionally you may hear neighbors practice shooting on their range. We offer many amenities for nearly everyone to enjoy. Walking path, ping pong, pool table, fuseball, darts, volleyball, lrg fire pit, basketball ball, playground, twirly slide, tetherball, pool, playground, Sauna, hot tub & 500 ft Zip line.

The Ross Retreat - In Pinehurst

Your entire group will enjoy this central location to 40+ golf courses in Moore county with easy access to restaurants and close to grocery stores. This gorgeous home with custom woodwork and backyard oasis is the perfect retreat for families and golfers alike. Enjoy comfortable beds with down pillows and high end mattresses with mattress pads and a fully stocked kitchen in this newly furnished home. If you appreciate the little things like HEPA air filters and quite dishwashers, we got you.

New 5 Bedroom Cottage on Pine Needles Golf Course!

New construction home on the golf course of Pine Needles Course between Pinehurst and downtown Southern Pines. Ideal location, close to everything the area has to offer. This 5 bedroom and 3 bathroom cottage is ideal for golf outings and family friendly vacations. Everything you need to make your stay ideal and comfortable. Main level: 1 bedroom, 1 bath, living room, kitchen, dining, office space, walk in pantry, laundry room. Second floor: 4 bedrooms, 2 bathrooms, abundant closet space.

Walk to Village |Heated Pool·Hot Tub·Putting Green

The Enchanted Escape feels like discovering a place someone forgot to tell everyone else about. Tucked on a private acre steps from Pinehurst Village, 3 distinct residences surround a 51-foot heated pool, putting green, hot tub and fire pit. Beyond the backyard, more than a century of character unfolds through stained glass, reclaimed doors, old stone and collected treasures. It’s private, wonderfully quirky and full of little details that keep making people say, “Wait...come look at this.”

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.

Pinehurst Golf Retreat | Putting Green + 3BR

Enjoy the best of Pinehurst from our recently remodeled 3-bedroom home in family-friendly Village Acres. Less than 2 miles from the Village of Pinehurst, you'll be close to shops, restaurants, parks, Greenway trails, and world-renowned golf. Relax in the spacious fenced backyard and enjoy your own private putting green. Whether you're visiting for golf, a tournament, wedding, family trip, or weekend getaway, you'll have a comfortable home base close to everything Pinehurst has to offer.

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!

The Foxfire Estate

This impressive 6‑bedroom sanctuary is perfect for group retreats! Designed so everyone has their own slice of luxury - whether you're traveling with family, friends, or a special group, the Foxfire Estate is the perfect blend of comfort and elegance. Each bedroom offers its own private en-suite bathroom, creating a luxurious, hotel‑like experience. With stunning views of the private pool and golf course, every detail of this home is designed to create an unforgettable experience.

Historic 5 bedroom cottage walk to village & golf!

This beautifully renovated historic home is located in the Village of Pinehurst and is close to shops, restaurants, golf and parks. Built in 1924 as one of the original Leonard Tufts cottages, the home offers an updated kitchen, bathrooms, spacious living areas, four bedrooms, a game room, a large private fenced-in backyard, and more. Dundee Cottage offers plenty of space for families, friends, and golfers to relax and enjoy beautiful Pinehurst.

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.

Fairway to Heaven - 2BD 2BA Golf Front Condo

Welcome to Fairway to Heaven, located within walking distance of the Pinehurst clubhouse and Village of Pinehurst! With a second story view on the Pinehurst #3 course, guests can enjoy hours of relaxation on the balcony overlooking the fairway, or stroll down to the historic Village for a cocktail, dinner or shopping. A 5 minute drive to the Fair Barn and Harness Track and a 10 minute drive to charming downtown Southern Pines.

Ivy Kirk Cottage in the Village of Pinehurst

Kick back and relax in this updated, cozy cottage. When you aren't out on the golf course, take a stroll through the Historic Village of Pinehurst and enjoy the shops, restaurants, and bars. Or walk across the street to the Carolina Hotel and enjoy a meal at the Carolina Vista while watching the sunset from their sprawling veranda. A stay at the Ivy Kirk Cottage is sure to provide you with a vacation to remember.