Vacation rentals with a pool in Pinehurst

Walk to Village: Heated Pool Hot Tub Putting Green

Experience the magic of Pinehurst at The Enchanted Escape, a meticulously restored historic estate nestled on a private 1 acre lot, just a short stroll from the charming Village. This exceptional property offers a unique blend of vintage elegance and modern luxury, providing an unforgettable getaway for discerning travelers seeking space, privacy, and unparalleled hospitality. Perfect for groups, our property comfortably accommodates up to 10 adults across three beautifully appointed structures.

The Reynolds Villa-Golf/Couples Retreat

This newly remodeled NON SMOKING upper level Villa overlooks the Southern Pines Reservoir Park with glimpses of the the lake. This unit features 2 bedrooms and 2 baths with large walk-in showers. 2 large screen TVs, High Speed Internet, Black Stainless Appliances & leathered granite countertops. There is a sizable balcony that is a perfect spot for watching wildlife & outdoor entertaining. Clubhouse is public access and available for drinks, lunch and snacks. Talamore Pool is open to guests.

Pinehurst Playground on the Lake

Make Pinehurst your playground both on the links and at the lake! Bring your fishing pole and bathing suits for both our lake and pool access (May-Sept). We are located 1 mile from the famed Pinehurst Resort which is home to the 2024 US Open. Numerous other courses are within a 30 minute drive. There is no shortage of quality golf around here! Our place is perfect for a group golfing weekend, a family trip, US Kids golf tournaments, or a weekend spent shopping and enjoying the spa.

Charming Getaway Carriage House with pool

Welcome to our peaceful guesthouse in Southern Pines, NC! This contemporary retreat offers a serene escape with a pool, charming gazebo, and stunning views of the championship golf course, Pine Needles. The spacious unit is decorated in a modern style, providing a comfortable and inviting ambiance. Relax poolside or take a stroll through the well-manicured grounds. Golf enthusiasts will delight in the proximity to the renowned course. Discover tranquility and luxury in this hidden gem.

This is it! | Pool | Golf | Convenient to Town

Welcome to Lazy Afternoon in the Pines! We are nestled in a family friendly neighborhood in Moore County. Our location can't be beat. We are just a 5 minute drive from downtown Southern Pines, 15 minutes from Pinehurst, and 25 minutes from Ft. Bragg. Access the "Home of American Golf" from this spacious 5 bedroom 2.5 bath home. For the non-golfer, the home is equipped with every amenity you would expect from your own home plus Ping-Pong, darts, swimming pool, and local hiking trails.

Convenient Golf Getaway

Welcome to your getaway in Aberdeen, NC! This spacious home is perfect for families or groups, featuring 3 bedrooms (1 queen bed, 1 full bed, 1 twin bed, plus an air mattress) and 2 bathrooms. Enjoy a private backyard and grill. Conveniently located just 15 minutes from Pinehurst's golf courses and 20 minutes from the Carolina Horse Park. Amenities include a fully equipped kitchen, laundry facilities, remote check-in/out, WiFi, and a private driveway. Book now for a relaxing stay!

Lakeview Landing - 2 BD 2 BA Pinehurst Condo

**Pool CLOSED for the season** Welcome to Lakeview Landing, located in the heart of Pinehurst golf! With a second story view of Lake Pinehurst, guests can relax on the balcony or enjoy the community pool! This quiet neighborhood shares close proximity to several great golf courses and has easy access to the BEST parts of Pinehurst: historic downtown, Fair Barn + Harness Track, Pinehurst Resort + Clubhouse, etc. Plus, it's a quick drive to nearby Southern Pines + Aberdeen!

The Pinehurst Paradise Pool Home

Your family will be close to everything when you stay at this centrally-located home. Only minutes from the Pinehurst Resort & C.C. and village! I have been told my home is happy, fun, cozy, homey yet very clean and accommodating. Enjoy swimming in the pool, chipping golf balls on to the floating green, playing corn hole, and watching the outdoor TV while grilling out or lounging in a pool float! There is a covered gazebo with curtains and a gas fire pit.

Golf Getaway, 5 miles to Pinehurst

Located under 5 miles from downtown Pinehurst—home to top-tier golf, upscale dining, and boutique shopping. This condo offers a full kitchen and a cozy living room. Each of the two bedrooms includes two queen beds, TVs, storage chests, closets, and private bathrooms. Ideal for four golfers, two couples, or a family of five. The balcony overlooks the pool, which is open seasonally for guest use. Laundry facilities are located in Buildings A & B.

Clean & Updated 2BD,2BA, Condo! Free Pool, WIFI

Welcome you to the Magnolia Hideaway in Pinehurst ! It is our hope that our beautiful, renovated & very clean , condo is a place you can rest, unplug, and enjoy time together. VERY IMPORTANT ! PLEASE READ!! Beds can be converted into either 2 KINGS, 4 TWINS, or 1 KING and 2 TWINS. BED CONFIGURATIONS NEEDS TO BE REQUESTED AT TIME OF BOOKING! The STANDARD SET UP is as following: 1 KING BED in Main BDR and 2 TWIN BEDS in second Bedroom.

Miles to Pinehurst or Ft. Bragg

Spacious one bedroom condo, miles from Pinehurst and a short trip to Fort Bragg. Great for a golf trip, weekend away, traveling for work or visiting family in the area. Centrally located in the Sandhills area, miles from local boutiques, restaurants and world renown golf courses. The balcony overlooks the pool and faces the nightly sunset. Enjoy coffee in the morning on the balcony or a book in the evening watching the sunset.

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.