Holiday rentals in Moore County

The Monarch: A Pinehurst Retreat

Running a NO hot tub special until 8/18! Nestled in the countryside 15 mins outside of Pinehurst you will find The Monarch. Enjoy the sounds of nature while relaxing. The Monarch is a 515sq ft tiny home with high ceilings, full sized appliances, a queen bed, queen pull out sofa bed, a wood fire pit, a propane fire pit, ⛳️ club storage and a gas grill. We welcome guests from all over and look forward to hosting you. Check in is at 4pm or after and check out is noon 🕛 A retreat awaits. 🦋🏡⛳️

Charming 1 bedroom guesthouse on 4 acres, hot tub

Our guesthouse sits on 4 quiet fenced acres about 100 feet from our home. We are about 15 minutes from Pinehurst. Our large, friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, a queen bed and small sofa bed. Coffee maker, wine fridge, fire pit with Adirondack chairs for evening glass of wine or to watch the fireflies. Saltwater pool from mid-May to Mid- Sep. Private two-person hot tub. Pet fee for dogs. sorry, no cats.

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.

Lakefront | Elite Gym + Spa Bath Near Pinehurst

Lakefront retreat near Pinehurst with private gym, spa-inspired bath & newly added kitchenette—perfect for relaxing, recharging, or staying dialed in while you travel. Tucked inside a quiet gated golf community ~25 minutes from Pinehurst Resort, this private suite is ideal for couples, golf trips, and TDY stays. Enjoy a serene patio overlooking the water, luxury bath experience & exclusive use of a fully equipped professional-grade gym, all within ~20 minutes of Southern Pines + Fort Bragg.

Lakeside 10 miles to Tobacco Rd.

Lakeside house on 30 acres, surrounded by trees and privacy. Wraparound porch. 5-person hot tub. Fire pit. Cornhole on the porch. Wooded walking trails. Central to everything without being near anyone. Golf all day; relax or play all night. Convenient to Pinehurst, S. Pines, Sanford & more! Key distances (miles): Quail Ridge: 9.4 Hyland Golf Club: 9.7 Tobacco Rd: 10.1 Downtown S. Pines: 13.2 Moore County Airport: 13.4 Pinehurst No. 2: 17.6 Ft. Liberty: 25.6 RDU Airport: 59.5

High End Kitchen, Game Room, Long Term Rental

This Blue Beauty was built in 2025, and offers a great location close to Downtown Southern Pines. Walk to shopping & dining, as well as to pickleball/playground at Memorial Park. This 4 bed/3 bath home offers an open concept main floor, as well as a fitness area and chill zone on the 2nd floor. The garage features a game room - including a pop-a-shot basketball game, shuffleboard, darts & beer pong table. Enjoy the sunset & warm nights on the back deck with a gas grill and cozy couch.

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.

Finally Home Farm Bed and Barn

Bring your horse and your golf clubs! Welcome to Finally Home Farm Bed and Barn! A private 1 bedroom barn converted into a quaint cottage. Located on a peaceful farm just 2 miles from downtown Southern Pines, 1 mile from the back gate of Ft. Bragg and next to Weymouth Woods State Park, Finally Home Farm is the perfect place to explore all the Sandhills has to offer. *We are horse ($40) and dog friendly ($50) pet fee with Pre-Approval. Please include this info in your pre-booking.

The 19th Stay - Cozy Getaway Near Pinehurst

Welcome to the 19th Stay, your cozy getaway near Pinehurst. Perfect for golf trips, couples or family escapes. Our brand new home features clean and comfy bedrooms, kid friendly bunk beds and all the essentials for a stress free stay. Located in the heart of Southern Pines, you’ll be just minutes from world-class golf, equestrian experiences, gorgeous parks, dining, and downtown shops. Relax, recharge and enjoy a home that’s as central as it is welcoming

Serene By the Greens

Relax in this peaceful, newly renovated space with a modern touch. Located in a quiet neighborhood next to Hyland Golf Club, this home offers the perfect retreat for golf lovers. Just one exit north of Pine Needles golf course (3.9 miles), it’s ideally situated for those attending the US Kids Golf World Championship at Longleaf Golf Club (5.9 miles away) or the US Men’s Open at Pinehurst #2 (8.9 miles away). Secure your golf getaway now—book today!

Farm Retreat near Southern Pines & Pinehurst

Wake up in the heart of North Carolina horse country, surrounded by grazing horses and peaceful pasture views on a working equestrian farm just minutes from Pinehurst and Southern Pines. 10 min to downtown Southern Pines 12 min to Pinehurst golf courses 12 min to Woodlake Country Club Ideal for Pinehurst golf trips, equestrian events, or Fort Bragg visits. Enjoy true Sandhills living with fast Wi-Fi, self check-in, and full comfort.

Cozy Cottage On The Water

This memorable place is anything but ordinary. The Sandhills Roundhouse isn't just "at" the water, it's ON it! Lake front property with a beautiful view off the deck of the water, teeming with wildlife, and the newly renovated Woodlake golf course. Perfect for a peaceful vacation, romantic getaway, golf weekend, bird watching, and more! Close proximity to Fort Liberty (Bragg), Fayetteville, Pinehurst, Southern Pines, and Raleigh.