Holiday houses in Jackson Springs

the Loblolly getaway

Unplug at the Loblolly. Enjoy peace and quiet in our one bedroom home set on 37 acres of pines bordering many acres of state land. We do not have cable TV, however we have a DVD player with a dresser full of DVD movies! Take a walk. Bring your mountain bikes and hit the state land trails. Sit on the 3 season porch and watch the birds, or read. Eat out on the back patio. We are 20 minutes from Pinehurst, 25 from Rockingham. 5 minutes from interstate 73. Full kitchen plus washer and dryer.

-> Guest Fave Clean + Comfy Golf-Front Condo <-

Welcome to your perfect Pinehurst retreat! This clean, comfy ground-floor condo is ideal for golf trips, weekend getaways, or longer stays. Enjoy a well-stocked kitchen, cozy furnishings, and a screened porch with peaceful fairway views - a prime spot for morning coffee or evening wine. Super close to the Village, great dining and shops, the Fair Barn, harness track and Pinehurst Resort; just 10–15 minutes to Southern Pines and Aberdeen. Peaceful, walkable, and a consistent guest favorite!

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.

Comfortable Pinehurst Golf Condo - Walk to Resort

A perfect place to call home while exploring Pinehurst. Convenient location within a few minute walk to Pinehurst Resort Clubhouse and Cradle short course. A spacious 2 bedroom / 2 bathroom (4 beds) in quiet surroundings awaits to enjoy the tranquil beauty of Pinehurst. - Keyless Entry - On-site Parking - First Floor Unit - New Furnishings - Poker Table - Fully Equipped Kitchen - 2 Covered Patios - Golf Putting Mat - Hi-speed WiFi, 3 Smart TVs - Kid-friendly w/ pack n’ play

Water Oaks Cottage - Near Pinehurst Country Club

Three blocks by foot, bicycle or golf cart from the Carolina Hotel, deemed in 1901 the “Queen of South”, with its fine dining, entertainment, highly acclaimed “Spa at Pinehurst”, restaurants and shops of Pinehurst Village. Straight down from this grand resort by lovely promenade is the world-famous Pinehurst Country Club and renown “Number 2” championship golf course. A few blocks further, the 111 acre equestrian facility and historic Pinehurst Harness Track.

Golf Resort, Private Entrance, Bath & Kitchenette

This Condo is located on Talamore Golf Resort and is minutes away from many world class golf courses, to include Pinehurst Resort. Approximately 40 minutes to Fort Bragg for Military/DOD civilians who are TDY or house hunting; 4 miles to First Health Moore Regional Hospital for travel nurses; 2.5 miles to Sandhill community college; Reservoir Park is a 250 yard walk from the front door and includes a 95 acre lake, and more than 12 miles of Greenway Trails.

The Lucky Lie - Entire Condo in Pinehurst

Come relax at the luxurious Lucky Lie! This beautifully renovated studio condo is located just off the beaten path on Pinehurst No. 3, but still perfectly situated for an easy approach into downtown Pinehurst and the surrounding Sandhills. Unwind after your rounds on the porch over looking No. 3, 16th fairway, relax in front of the electric fireplace, or knock out some work in the dedicated workspace, the Lucky Lie has what you're looking for!

Carthage Country Guesthouse

This is a peaceful area with time to just slow down a little. Looking for a little peace & quiet? I have the place for you. Very cute Guesthouse nestled deep in the country area of Carthage. It's like taking a few steps back in time when life was simple. We are located within minutes to Pinehurst, Seven Lakes, Cameron, Pottery Highway and downtown Carthage. A very quiet area with nothing but the sounds of Mother Nature.

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.