Vacation rentals in Jackson Springs

4.99 out of 5 average rating, 136 reviews

The modern kitchen features white cabinetry and stainless steel appliances, with an inviting dining table set for four. Natural light fills the space, showcasing an open layout that connects to the living area, highlighted by a comfortable seating arrangement and a stylish light fixture.

Home in Aberdeen

Spacious 4 BD Home with Game Room!

Relax in our modern, spacious 4 bedroom, 2 ½ bathroom, new home in a quiet neighborhood! Just minutes from Pinehurst Golf Resort and downtown Pinehurst, Southern Pines, and Aberdeen. You can enjoy all the golf, breweries, restaurants, and shopping this charming tri-town area has to offer all within a 10-minute drive — Craft meals in our modern kitchen and cozy up after a day of exploring. And if you're working remote, super zippy Wi-Fi for all those video calls comes standard! Truly a gem!

5.0 out of 5 average rating, 27 reviews

Home in Aberdeen

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.

4.87 out of 5 average rating, 54 reviews

Home in Aberdeen

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!

5.0 out of 5 average rating, 20 reviews

Home in Jackson Springs

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.

4.91 out of 5 average rating, 181 reviews

A spacious community pool is surrounded by lounge chairs, with a pergola providing shade in the background. Lush trees line the area, and the clear blue water reflects the sunny sky, creating a serene outdoor setting for relaxation.

Condo in Pinehurst

Lakeview Landing - 2 BD 2 BA Pinehurst Condo

**Pool OPEN for the season** Welcome to Lakeview Landing, located in the heart of Pinehurst golf! With a second story view of Lake Pinehurst, guests can relax on the balcony or enjoy the community pool! This quiet neighborhood shares close proximity to several great golf courses and has easy access to the BEST parts of Pinehurst: historic downtown, Fair Barn + Harness Track, Pinehurst Resort + Clubhouse, etc. Plus, it's a quick drive to nearby Southern Pines + Aberdeen!

5.0 out of 5 average rating, 43 reviews

Home in Foxfire

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.

4.98 out of 5 average rating, 883 reviews

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.

4.73 out of 5 average rating, 11 reviews

Elegant 3Bd 2Ba home | Mins to Pinehurst | Sleep 6

Welcome to our serene and beautiful retreat in Pinehurst. - Three-bedroom home accommodating up to six guests - Beautiful open-concept layout with vaulted ceilings - Upscale furnishings and large windows for natural light - Fully stocked kitchen and private patio with grill - Spacious primary suite with king-sized bed and attached bathroom - Cozy living room with large-screen smart TVs - A perfect blend of modern convenience and timeless elegance

4.96 out of 5 average rating, 23 reviews

Condo in Jackson Springs

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.

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.

4.98 out of 5 average rating, 109 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.

A well-maintained two-story home is surrounded by lush greenery and tall trees. The light-colored exterior is complemented by a spacious driveway leading to a garage. Sunlight filters through the leaves, creating a serene and inviting outdoor space.

4.98 out of 5 average rating, 45 reviews

The Palmer House

Welcome to the Palmer House. Our property is tucked away in the Village of Pinehurst just 3 miles from the center. The house sits on just under .5 acres. Our home has 4 bedrooms and 2.5 baths with living areas designed to offer our guests their own slice of privacy after a long day on the course. Our goal is to make our guests feel like their at home in the Village of Pinehurst.