Holiday rentals with outdoor seating in Moore County

Private&Comfortable Studio for 2 in Southern Pines

Enjoy a peaceful stay in this fully furnished studio for two, located in a quiet Southern Pines neighborhood. Atch. to the main house but fully soundproofed w/ a double wall, it offers a private key code entrance, queen bed, and a kitchenette w/ a hot plate and griddle. Step outside to your own private area with a fire pit. Just minutes from shopping, restaurants, breweries, golf courses, and movies. Only 15mins to the hospital, 20mins to Rockingham Racetrack, and 9mins to the Walthour Moss Fdtn

SoPi Oasis | Hot Tub | Fire Pit | Game Room | Pets

Welcome to our amenity packed space with a modern design that welcomes golfers, families, and pets alike! (NO CHORE LIST FOR GUESTS!) Simply check your worries at the door, we will take care of the rest upon checkout! This meticulously designed space promises an unforgettable escape for golf enthusiasts and relaxation seekers alike. Unwind in the game room, relax around the covered fire table, or enjoy the serenity in our peaceful backyard oasis. Located at the center of the US Golf Mecca!

- Guest Favorite - Peaceful Pinehurst Golf Condo

Welcome! This clean, cozy ground-floor golf-front Pinehurst condo is ideal for golf trips, weekend excursions, longer visits, even staycations. Enjoy a well-stocked kitchen, comfortable furnishings, and a screened porch with peaceful fairway views - perfect for morning coffee or evening wine! Super close to the Village, prime dining and shops, the Fair Barn, harness track and Pinehurst Resort; just 10–15 minutes to Southern Pines and Aberdeen. Quiet, walkable and a perennial guest favorite!

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 Ace Cottage - Tiny-home Feel, Close to golf

Unwind in the privacy of this adorable tiny-home! Just over a mile from downtown Southern Pines and 15 min to the famous Pinehurst Resort and Carolina Horse Park. Features a King size Nectar bed, Roku TV, WiFi, shower with tankless water heater, a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge, and electric skillet), beautiful stone patio, professional landscaping, pet yard access, brand new floors, and a large driveway. The perfect spot for a quiet night!

Pinehurst Green - 2BD 2BA Golf Front Condo

Welcome to Pinehurst Green, located in the heart of Pinehurst golf! Our 2BD, 2BA condo is within walking distance of the Pinehurst clubhouse and the 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 min drive to the Fair Barn and Harness Track and a 10 min drive to charming downtown Southern Pines.

Retreat on Pine - Close to Golf & Horse Park

Luxurious, 3 bedroom/2.5 bath, new construction home in walking distance to Downtown Aberdeen ~ Beautifully furnished with the latest home fashions and technology, it's ready to be your home-away-from-home. Just minutes from world renowned golf courses, Rockingham Dragway, exquisite dining and enveloped by southern charm, this covetable area will not disappoint! Spend your day exploring all this area has to offer or Retreat on Pine and catch up on your rest and relaxation.

Clean & Quiet 2BR in Pinehurst, Pet-Friendly, WiFi

➖CALHOUN CHALET Downstairs 2 BR ⭐️ Renovated in 2022➖ A Cozy Pinehurst Retreat for a Home away from Home! ⭐️Fire 🔥 Pit / Patio w/Adirondack Chairs ⭐️5 Min to Pinehurst #6 & Longleaf CC ⭐️10 Min to Pinehurst Resort, Pinehurst Village and Southern Pines! ⭐️Parking for 2 Cars on the Nearly FLAT Driveway ⭐️Large Corner lot for furry friends to roam ⭐️1 Minute walk to the village greenway and access to miles of beautiful trails! ⭐️Pet Friendly ⭐️Veteran Owned & Self-Managed

Cozy Cottage - pet friendly, great location!

Enjoy a cozy and premium experience at this centrally-located place. Two minute drive to the Southern Pines downtown area, 15 minutes to Pinehurst, and just minutes from horse country. We have everything you need to have your dream stay in the Pines. Tons of amenities including: Fenced in backyard Outdoor patio with fire pit and grill Wood fireplace Smart TV Washer and dryer Desk workspace Fast WiFi Smart Thermostats 2 car driveway Full kitchen …and more!

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!

Upstairs at the Estate - Across from SP Golf Club

Keep it simple at this peaceful and unique home. Located in the upstairs of "The Estate" and across from a Donald Ross Golf Course, Southern Pines Golf Club. This 2 Bedroom and 2 Bath Unit can sleep 6 adults comfortably. We hope you enjoy your stay at this historic 1928 home, downtown Southern Pines and look forward to hosting you for short or long term stays! The property has 2 other units on the home with separate entrances and nothing is shared.

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

Enjoy your stay at a fully renovated 2BR/2BA condo right across from Pinehurst's historic Fair Barn and Harness Track. Situated on No. 5, a short approach shot from the Pinehurst Clubhouse, the Duffer's Drop has everything you need for your golf getaway. Relax on the porch overlooking No. 5, work on your culinary skills in the beautiful kitchen, or just catch some rest between rounds. The Duffer's Drop is the exactly what you're looking for!