Vacation rentals with a pool in Pinehurst

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 Retreat Pool & Arcade Game | Near Resort

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.

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!

Central Dr.*Saltwater Pool*Hot Tub*Events*Family Fun

Welcome to The Palmer, a peaceful retreat in Southern Pines offering golf course views from the backyard, a sparkling saltwater pool, and hot tub, lots of outdoor spaces perfect for unwinding or spending time with family. We do accommodate small gatherings, such as family, friends, or work events(with prior approval) Just minutes from Southern Pines and Pinehurst, local shops, and restaurants, The Palmer blends comfort, convenience, and a warm, welcoming atmosphere for every guest.

Tremont Cottage | Private Pool | 2blk DT Pinehurst

Welcome to Tremont Cottage, a historic gem in downtown Pinehurst. - Four bedrooms, including two master suites and three full baths - Furnished with period antiques and hand-knotted rugs - Private pool with a fenced backyard and cozy fire pit - Large game room with pool table and board games - Beautiful brick terrace with lush landscaping - Fully equipped kitchen with granite countertops and stainless appliances - Complimentary drip-brewed and Keurig coffee makers

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.

Stunning Lakefront in Pinehurst with pool!

Enjoy the amazing views of Lake Pinehurst in this spacious newly renovated first floor 3 bed, 2 bath condo. This home has everything you need for a short or long term stay. Living room, master and second bedrooms have stunning lake front views! Condo complex features a pool and is only 2 miles away from the village and golf club. Perfect for a golf foursome or family looking for extra space. Kayak and paddleboard also available for guest use.

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.

Pinehurst - Lakeview 2BR w/pool

Peaceful 2BR condo in Pinehurst with lake views and brand-new furnishings and access to the community pool. Come enjoy local golf as a player or a spectator in this beautifully appointed unit. Enjoy sunsets on the back deck with views of Lake Pinehurst. This unit is also close to downtown Pinehurst and the Fair Barn where many local events take place.

Pinehurst Lakefront w/ Pool, Golf, Water Sports

Kick back and relax in this calm, stylish space while you visit all of the wonderful amenities Pinehurst has to offer. Spa, tennis, restaurants, equestrian activities, golf galore, shopping, swimming pool, kayaking, paddle boarding are just a few of the amazing activities that you can enjoy with this space as your restful retreat in between.