Fitness-friendly holiday rentals in Southern Pines

Ramsey Cottage on Pinehurst No 9 - Spectacular️ Go

The Ramsey Cottage on Pinehurst No. 9 offers the perfect getaway! Experience luxury in this home that sleeps 26 with breathtaking golf views. Great Location! Walking distance to the clubhouse, minutes to downtown, and near the best restaurants and shopping! Features a large open-concept perfect for entertaining. Play billiards, darts, poker, cornhole, board games, and watch the game on the big screen. Perfect place to host large golf groups, corporate retreats, families, or your next event! Ø O

Family Fun,Pool,Zip line,HotTub, Sauna, 2 King Bds

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.

The Ross Retreat - In Pinehurst

Your entire group will enjoy this central location to 40+ golf courses in Moore county with easy access to restaurants and close to grocery stores. This gorgeous home with custom woodwork and backyard oasis is the perfect retreat for families and golfers alike. Enjoy comfortable beds with down pillows and high end mattresses with mattress pads and a fully stocked kitchen in this newly furnished home. If you appreciate the little things like HEPA air filters and quite dishwashers, we got you.

Cavalry Ranch– A Serene Farmhouse Retreat

Only one of a kind in Pinehurst- Nestled among towering pines on 5 private acres, Cavalry Ranch is the perfect family-friendly and golf getaway. Minutes from top golf courses! This farm-style home sleeps 10, featuring twin beds in every room with pull out sofa in two bedroom and in grand room, TVs throughout, high-speed internet, and a fully equipped kitchen. Enjoy the barbecue area, fire pit, and open spaces for family fun. For both Golfer and families the best relaxing escape in Pinehurst!

The Porch in the Pines

Welcome to our cozy porch retreat, where you can bask in the serenity of the pines and the gentle breeze. Step inside to discover a modern oasis, complete with all the comforts of home. Whether you prefer a glass of wine on the porch or a whiskey in the upstairs man cave, we've got you covered. From fully stocked snacks to every amenity imaginable, we treat our guests like cherished friends or family. We hope you'll choose to stay with us and experience true hospitality. Fully stocked!

ThePalmer*SWPool/PolarPlunge*HotTub*Golf*FirePit

Welcome to The Palmer – A 3-Bedroom, 2.5-Bath Retreat! Unwind in the hot tub or cool off in the saltwater pool that is open year round. Gather around the firepit, or enjoy croquet, horseshoes, disc golf, and cornhole. Located just minutes from downtown Southern Pines and Pinehurst, enjoy local dining, shopping, plus over 40 renowned golf courses in the area, making it a dream destination for golf lovers. The Palmer offers endless opportunities to create unforgettable memories.

Spacious Retreat w/ Game Room & Modern Amenities

🏡 Escape to this spacious Pinehurst retreat, perfect for family reunions, golf getaways, and relaxing vacations in a peaceful community. Enjoy 6 bedrooms, a game room with a billiard table, 2 fireplaces, a fully equipped kitchen, and a private backyard with a fire pit and dining area. Plus, a home gym, parking garage, and laundry area for your convenience. Just minutes from top golf courses, scenic trails, and charming shops. Book now for the ultimate Pinehurst stay! ⛳🔥

Mystical Cottage

A warm cozy guest house with an open floor plan, high ceilings, and a wall of glass doors overlooking the pool and jungle like backyard of 3 acres. It has a large separate bath and complete kitchen. It was a perfect place for a completely secluded getaway ... less than 2.5 miles from the center of both Southern Pines and the Village of Pinehurst... 8 minutes from nearly every restaurant in the area. We are pet friendly, but charge a seperate $35 pet cleaning pet.

The Fox Downtown-outdoor playhouse & indoor gym!

Welcome to Your Downtown Family-Friendly Retreat! A cozy, fun, and family-friendly home just a block from shops and dining. Enjoy a stocked kitchen, designated workspace, and comfy beds. Kids love the outdoor playhouse and space to explore, while adults appreciate the peaceful vibes, charming decor, and prime location. With a workout station, outdoor dining, and thoughtful touches throughout, it’s the perfect spot to relax, connect, and feel right at home.

Lakefront near Pinehurst

Friends weekend, golf, work, house hunting or a romantic get-away, we have you covered! 1200 Sq Ft in a private walkout waterfront basement apartment setting. Room 1 - The Surf Shack room, has a pillow-top king size bed and a separate bath. Room 2 - The Lake Room has a lake view with a pillow-top queen size bed, private bath attached & walk-in closet. We look forward to welcoming guests to our slice of paradise!

Tanglewood Farm Horse Farm- The Tally Ho Suite

Welcome to the Tally Ho Suite at Tanglewood Farm! The Tally Ho is a private 1BR/1BA apartment on our beautiful 10 acre horse farm. Fully equipped kitchen. Patio. Nestled in the heart of NC beautiful horse county, minutes from charming downtown Southern Pines. Enjoy local breweries, food trucks, boutiques, amazing restaurants & over 100 beautiful golf courses. DOG FRIENDLY - $50 Pet Fee.

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.