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.

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.

The 19th Hole

🏌️‍♂️ Welcome to The 19th Hole, your ultimate home base in the heart of Pinehurst, North Carolina - where Southern charm meets championship golf! Perfectly tucked away, this spacious retreat combines style, comfort, and endless entertainment just minutes from the Village of Pinehurst and iconic fairways like Pinehurst No. 2, No. 4, and The Cradle. Whether you’re here to tee off, unwind, or celebrate with family and friends, The 19th Hole is where every day feels like a hole-in-one.

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Apartment at Working Horse Farm

Bring your horses! Located in Moore County minutes from Pinehurst Golf Courses, the Walthour-Moss Foundation, and the Carolina Horse Park. The Tempest Suite is a private studio apartment with full kitchen and outdoor seating area on our beautiful 14 acre horse farm. Up to two stalls with access to paddock, feed, tack, and wash rooms available for an additional fee. Two RV hookups with power and water available in addition to or separate. Relax with a pint or glass around the fire pit.

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!

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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.

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Walk to Village: Heated Pool Hot Tub Putting Green

The Enchanted Escape feels a little like discovering a place someone forgot to tell everyone else about located just steps from the Village of Pinehurst. Three distinct residences surround a backyard designed around reconnecting. Mornings with coffee in rocking chairs. Pool afternoons that somehow stretch longer than expected. A putting green that quietly turns competitive. Reclaimed treasures, collected details, and spaces that keep making people say, "Wait...come look at this."

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The Ultimate Golf Trip House - Pool & Pickleball

Escape to Foxfire in the Pinehurst area enjoy a luxury lakefront estate for large groups and unforgettable stays. With a pool (May to Mid-Sept), hot tub, sauna, cold plunge, golf simulator, game room, pickleball/basketball court, and 2 full kitchens, there’s something for everyone. Sleeping up to 24 guests across 12 beds, this retreat features putting greens, fire pit, outdoor pizza oven, and multiple decks overlooking the lake--perfect for relaxing and making memories.

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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.

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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.

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Lake and Golf View Vacation

Newly redone floors! I look forward to sharing this hidden gem with you! Whether you plan to visit for the golf, horseback riding, or the many other activities that the Sandhills, North Carolina region has to offer, this is the place you want to stay! Located across from the Centennial Pinehurst 8 golf course, I am looking to share this home with those who will love it as much as I do.

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.