Holiday rentals with a fire pit in Whispering Pines

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.

Welcome to the Castle, Private Pool spacious

Must be at least 25 to book. Rental Agreement and security deposit required. Additional guest fee over 6 guests No 3rd party bookings. Disclosed pet fee with approval, $500 undisclosed pet fee, $50/hr late check out fee. No one night reservations less, 5 min for holidays. Cancellation Policy 100% (less $100.00 cancellation fee) if cancellation occurs at least 60 days before arrival; No refunds within 60 days of arrival. $500 refundable security deposit required. POOL HEAT ADDITIONAL CHARGE

Pinehurst Golf & Relaxation—Walk to Resort

Stay in a charming, historic Pinehurst retreat just steps from the iconic Pinehurst Resort and Main Street! Enjoy modern comforts in this beautifully restored home, perfect for golf lovers and families. Relax in the spacious living area, cook in a fully equipped kitchen, and unwind in the private outdoor space. Walk to local restaurants, shops, and golf courses. Whether for a golf weekend or a peaceful getaway, this home offers the perfect Pinehurst experience with comfort and style.

Old Blue's Retreat: Lakeview Cozy Cottage

Old Blue’s Retreat is located minutes away from Pinehurst and Southern Pines, NC. Enjoy lake views from every room in the house. The house is comfortably furnished with charm to spare. Enjoy the private dock for fishing, swimming, or sunning. Relax in the wood burning sauna after a day of golf or swimming. Gather around the fire pit for s’mores. Excellent golf, restaurants, & small business shopping all around. Old Blue is outfitted with everything you need to stay comfortably.

The Pines - Cozy, Large Fenced Yard (Upper Unit)

Enjoy a quiet stay tucked back in beautiful pine trees, less than a mile from downtown So Pines! 10 minutes to Pinehurst resort, great patio and large fenced yard shared with the lower unit (pet friendly). This upper unit has a full kitchen, King bedroom with en suite bathroom, two Queen bedrooms, a second bath, an electric fireplace in the living room, and a private washer/dryer making this a perfect fit for a longer stay, too. This home has all the essentials for a great getaway!

Lakefront on The Point

Family friendly 4 bed 3 full bath on the main lake in Carolina Lakes gated community. Wrap around deck, covered deck off the master, concrete patio and barge on the water offer tons of outdoor space. Interior is open with updated appliances, flooring and paint throughout. Master was recently remodeled with zero entry walk in shower and sliding door to patio with gas fire pit. Take out the kayaks and paddle boards, go for a swim, golf 18 or stare at the fire…live the lake life!

Charming Country Cottage

Escape to this charming country cottage just outside Holly Springs, NC. Nestled in a peaceful setting, it offers 3 cozy bedrooms, 2 full bathrooms, and a spacious wraparound porch—perfect for morning coffee. Enjoy the firepit for evening relaxation. A large garage provides ample storage for those in-between homes. Whether you’re seeking a quiet retreat or a temporary home, this peaceful getaway is the ideal place to unwind. (Camper not included)

⛳️19th Hole🍸. Sleeps 10, Pool Table🎱 and Fire Pit

Spacious Pinehurst home! Just steps from Lake Pinehurst and adjacent to Pinehurst No. 3, down the street from the Fair Barn and No. 2! This 5 bedroom, 3 bathroom home comfortably sleeps 10 adults, featuring 2 king bedroom retreats! Equally accommodating to golf foursomes, couples seeking a romantic getaway, or families on holiday! After a day on the course, enjoy Apres- golf cocktails around the pool table or fire pit!

Highland Hideaway/Pool & Fire Pit/$0 Cleaning Fee

Nestled in a peaceful neighborhood just a few miles from downtown Southern Pines and multiple world-renowned golf courses ⛳️ . A 3-bedroom / 2.5-bathroom home with a bonus room. Spacious open porches overlook an inground pool, perfect for those hot summer days, and a fire pit, perfect for relaxing during the evenings. This home is also a short drive to Fort Liberty and surrounding hospitals.