Vacation rentals in Jackson Springs

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Top-rated vacation rentals in Jackson Springs

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Top guest favorite
A modern kitchen features gray cabinetry and marble countertops, creating a clean and sophisticated look. Three wooden stools are arranged at the island, and stainless steel appliances complement the room. Soft lighting highlights the elegant backsplash tiles, contributing to an open and inviting atmosphere.
Home in Pinehurst
5.0 out of 5 average rating, 43 reviews

Banjos Golf Retreat- In the heart of Pinehurst!

Our modern Pinehurst retreat is perfect for nature lovers and golf enthusiasts. This spacious home for 9 guests features 5 bedrooms (1 king, 3 queens, 1 futon) and 3.5 bathrooms. A new gourmet kitchen enhances comfort and you can enjoy friendly competition at the poker table. Outside, practice putting on the green, challenge friends to corn hole, grill a BBQ while catching a game on the outdoor TV, or simply relax around the fire pit. This home is the perfect base for your Pinehurst adventure.

Top guest favorite
An outdoor pool area features a crystal-clear swimming pool with a fun slide, surrounded by lounge chairs and shaded tables. A black fence encircles the area, offering privacy. Umbrellas provide shade over the seating, complemented by green landscaping in the background.
Home in Aberdeen
5.0 out of 5 average rating, 53 reviews

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.

Top guest favorite
A fire pit surrounded by rustic Adirondack chairs is positioned on a stone patio. Soft glowing lights hang from a nearby tree, illuminating the tranquil atmosphere. In the background, a heated pool is visible, reflecting the serene night sky.
Home in Pinehurst
5.0 out of 5 average rating, 30 reviews

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.”

Guest favorite
A dining area features a wooden table surrounded by four chairs, set against a white brick wall with decorative letters spelling 'EAT.' Built-in cabinetry and a small wine cooler are present, contributing to the open and bright space illuminated by natural light from the window.
Villa in Pinehurst
4.94 out of 5 average rating, 166 reviews

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.

Guest favorite
A cozy bedroom interior features a queen bed adorned with fresh linens and stacked towels. Natural light enters through a window, illuminating the warm-toned decor and subtle artwork above the headboard.
Home in Pinehurst
4.97 out of 5 average rating, 158 reviews

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.

Guest favorite
Home in Aberdeen
5.0 out of 5 average rating, 26 reviews

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.

Top guest favorite
A covered barn walkway lined with wooden siding features open horse stalls on one side. The ceiling is supported by sturdy beams, with light fixtures providing illumination. The ground is sandy, leading to an open grassy area dotted with greenery.
Farm stay in West End
5.0 out of 5 average rating, 71 reviews

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.

Guest favorite
Home in Aberdeen
4.87 out of 5 average rating, 52 reviews

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!

Top guest favorite
Home in Jackson Springs
5.0 out of 5 average rating, 17 reviews

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.

Top guest favorite
Condo in Jackson Springs
4.95 out of 5 average rating, 21 reviews

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.

Top guest favorite
An open living and dining area features high, vaulted ceilings supported by wooden beams. A brick fireplace is centered on the wall, accompanied by cozy seating arrangements on a plush area rug. A dining table is set with decorative accents, and large windows offer natural light.
Home in Pinehurst
4.98 out of 5 average rating, 104 reviews

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.

Top guest favorite
Two adirondack chairs are positioned at the edge of a serene lake, surrounded by pine trees. The peaceful water reflects the blue sky, while a golf course is visible in the background, creating a tranquil setting for relaxation.
Home in Pinehurst
4.92 out of 5 average rating, 85 reviews

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.

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