Vacation rentals with a pool in Pinehurst

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Pinehurst

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite
Condo in Pinehurst
5 out of 5 average rating, 13 reviews

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.

Top guest favourite
A spacious living area is surrounded by large windows, offering views of the lakefront. The room features comfortable seating with dark leather sofas, a wooden coffee table, and a round dining table. Natural light fills the space, highlighting the hardwood flooring and modern decor.
Condo in Pinehurst
5 out of 5 average rating, 44 reviews

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.

Top guest favourite
An aerial view of a serene backyard features a bright blue saltwater pool surrounded by comfortable seating and umbrellas. A hot tub is positioned nearby, and a firepit sits within a gravel area. Lush trees provide a natural backdrop with gentle lighting accentuating the space.
Home in Southern Pines
5 out of 5 average rating, 64 reviews

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.

Top guest favourite
Home in Foxfire
5 out of 5 average rating, 21 reviews

The Ultimate Golf Trip House - Pool & Pickleball

Escape to Foxfire in the Pinehurst area enjoy a luxury lakefront estate for large groups and unforgettable stays. With a pool (May to Mid-Sept), hot tub, sauna, cold plunge, golf simulator, game room, pickleball/basketball court, and 2 full kitchens, there’s something for everyone. Sleeping up to 24 guests across 12 beds, this retreat features a private dock, putting greens, fire pit, outdoor pizza oven, and multiple decks overlooking the lake--perfect for relaxing and making memories.

Guest favourite
The spacious living area features large windows that allow natural light to fill the room. Comfortable seating is arranged around a substantial wooden coffee table, while a stone fireplace is set against a decorative wall. A warm, neutral color palette creates a relaxed setting.
Home in Aberdeen
4.88 out of 5 average rating, 40 reviews

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!

Guest favourite
The living area features a dining table surrounded by four chairs and a comfortable sectional sofa. Two armchairs are positioned by large glass doors that offer views of Lake Pinehurst. Soft natural light illuminates the space, complemented by neutral-toned décor.
Condo in Pinehurst
4.93 out of 5 average rating, 84 reviews

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.

Guest favourite
A spacious community pool is surrounded by lounge chairs, with a pergola providing shade in the background. Lush trees line the area, and the clear blue water reflects the sunny sky, creating a serene outdoor setting for relaxation.
Condo in Pinehurst
4.93 out of 5 average rating, 160 reviews

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!

Top guest favourite
Home in Pinehurst
5 out of 5 average rating, 52 reviews

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.

Guest favourite
A spacious living area features a comfortable sectional sofa and a round coffee table on a soft area rug. A world map adorns the wall. Natural light fills the space through sliding glass doors, leading to an outdoor seating area surrounded by greenery.
Apartment in Pinehurst
5 out of 5 average rating, 11 reviews

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.

Top guest favourite
A serene view of Lake Pinehurst is presented, with calm waters reflecting the surrounding trees and blue sky. The image captures several well-maintained buildings along the water's edge, creating a peaceful lakeside atmosphere.
Condo in Pinehurst
4.97 out of 5 average rating, 89 reviews

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.

Guest favourite
A rectangular pool with clear blue water is surrounded by a concrete patio. A pool ladder is visible on one end. In the background, a structure with stairs and a mobile home can be seen, along with several tall pine trees providing shade.
Home in Aberdeen
4.93 out of 5 average rating, 127 reviews

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.

Top guest favourite
Condo in Pinehurst
4.97 out of 5 average rating, 173 reviews

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.

Popular amenities for Pinehurst rentals with a pool

When is the best time to visit Pinehurst?

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Quick stats about vacation rentals with a pool in Pinehurst

  • Total vacation rentals

    Explore 50 vacation rentals in Pinehurst

  • Nightly prices starting at

    Pinehurst vacation rentals start at $123 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,050 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Pinehurst vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pinehurst rentals

  • 4.9 Average rating

    Pinehurst stays are highly rated by guests—averaging 4.9 out of 5!