Holiday 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.

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.

Pinehurst Golf Stay near Cradle & Resort | pool

Breathe in the calm of Pinehurst at this updated 3BD/2BA condo beside Course No. 5 — just minutes from the Cradle, Pinehurst Resort, Pinehurst Village, Fair Barn and world-class golf. Perfect for families and golf groups alike! Enjoy a fully stocked kitchen, cozy living space with a basket of games, and thoughtful family touches like a high chair and pack ’n play. Spend your days exploring the greens, shopping in the Village and watch the sunset through the pines from your private patio.

Lakefront, Ground Level, 2BR, 2BA, 2020 Renovation

Tranquil Pinehurst lakefront condo overlooking the #10 green of Pinehurst #5, 3/4 mile from Pinehurst Resort. Renovated June of 2020. Free pool, wifi, cable, parking and washer/dryer. I will greet all guests upon their arrival. I am 4 minutes away if any needs arise. This is a completely equipped 2 bedroom, 2 bath condo. Smart televisions in living room and both bedrooms. Each bedroom can have either 1 king bed or 2 twin beds. Hardwood flooring and tile throughout. High end amenities.

Luxury Golf Retreat•Pool•Spa•FirePit•NearPinehurst

Experience The Palmer, a private Southern Pines Luxury retreat overlooking the golf course. Enjoy a private saltwater pool, hot tub, and multiple outdoor spaces from the front porch to the back deck and porch. The backyard is strung with ambient lighting for effortless nighttime entertaining. The Palmer has large front and back yards, plenty of parking, and games for all ages. Minutes from Southern Pines, Pinehurst, dining, and shops, perfect for golf trips, families, or group getaways.

Lakeside Escape - 5 Miles from Pinehurst Resort

5 miles from the Pinehurst Resort - Escape to a Lakeside Retreat - where comfort and adventure collide! This 4-bedroom gem sleeps 10 and boasts a cozy gas fireplace, big-screen TV, and free weight gym for staying active. Relax by the pool, paddle across the lake, or fish from the private beach. End your day by one of 3 outdoor fireplaces. With kayaks, a paddle boat and comfortable accommodations, fun and rest are endless. Perfect for unwinding or making memories—your retreat awaits!

Lakefront Pinehurst Condo 2BD/2BA - 114

Beautiful Lake Pinehurst property only 1-2 miles from the clubhouse at Pinehurst Resort, the "Cradle" par 3, & the Pinehurst Spa. The community of Southern Pines is only a few miles away which offers additional fine dining & shopping. 1st floor condo Swimming Pool in Complex for guests open May-August. Smart TV in living room & primary room Wifi Keurig Coffee Maker Microwave Stack Washer & Dryer Unit Due to owners allergies, no pets including service animals are allowed.

Lakeview Landing - 2 BD 2 BA Pinehurst Condo

**Pool OPEN 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.

Newly Renovated, lakeview with Pool!

'Swing Easy' is a beautifully renovated 2 bedroom, 2 bath condo on the first floor. Unwind after your rounds on the deck with views of Lake Pinehurst, located only minutes from Pinehurst Resort and Village and easily accessible to the surrounding areas. Fully stocked kitchen and has the convenience of having a washer/dryer located in the home. Relax by the Lake View community pool that is a short walk away and available to all renters from May to September.

Country living 10 mins to Horse Park, Golf & Town.

Quiet, country living only 10 mins from shopping, restaurants, The Carolina Horse Park & golf! Enjoy the quiet neighborhood, the serene atmosphere & within 10 mins, you can be walking into 1 of many great restaurants or shopping centers. Enjoy grilling on the back deck, lounging in the pool or taking nice walk on the private road. House was completely remodeled 2 years ago & offers an open floor plan with 2 living rooms.

The Suite Spot

This centrally located suite is the perfect spot for your next visit to Pinehurst. Come and enjoy the views from the back covered porch, book a tee time at one of Pinehurst’s world renowned golf courses, soak up some North Carolinian vitamin D and then take a dip in the pool, or simply stay indoors and let The Suite Spot be your sweet respite from the world.