Holiday rentals with a pool in Pinehurst

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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
A fire pit surrounded by rustic Adirondack chairs is positioned on a stone patio. Soft glowing lights hang from a nearby tree, illuminating the tranquil atmosphere. In the background, a heated pool is visible, reflecting the serene night sky.
Home in Pinehurst
5 out of 5 average rating, 18 reviews

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.

Guest favourite
Apartment in Aberdeen
4.98 out of 5 average rating, 45 reviews

Peaceful Studio Apt. slps 4, Pool, Hot Tub, Sauna

ULTIMATE getaway in NEWLY BUILT Studio apartment,Pool, Hot tub,&Sauna. Only 3 miles to Pinehurst Golf resort No 10. Have fun, relax & stay with the family/friends/pets in our studio apartment with private entrance. Sleeps 4 with 2 plush queen beds, kitchenette, bath, secluded amenities & shared laundry rm. Enjoy relaxing in our gorgeous pool or sunbath in the lounger. Unwind in the hot tub or Sauna. Street is a dead end and very quiet. Close to shopping and Southern Pines is only 5 miles away.

Top Guest favourite
A spacious living area is presented with a large, dark sectional couch complemented by assorted cushions. A circular wooden coffee table is positioned in front, and natural light enters through expansive glass doors that offer views of the outdoor space. A small area rug and bookshelf enhance the comfort.
Condo in Pinehurst
5 out of 5 average rating, 29 reviews

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.

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
A spacious bedroom showcases a contemporary design with a large bed adorned in a black and white patterned duvet. A cozy seating area with bright pillows is positioned beside the bed. A wall of shelves displays decorative items, with lamps providing warmth and a pleasant ambiance.
Guesthouse in Southern Pines
4.98 out of 5 average rating, 53 reviews

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.

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, 82 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
Condo in Pinehurst
4.94 out of 5 average rating, 144 reviews

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!

Superhost
Home in Pinehurst
5 out of 5 average rating, 4 reviews

3BD Pinehurst Golf Condo. Near Fair Barn

Breathe in the calm of Pinehurst at this updated 3BD/2BA condo beside Course No. 5 — just minutes from the Pinehurst Village, Pinehurst 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
Home in Pinehurst
5 out of 5 average rating, 46 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.

Top Guest favourite
A spacious outdoor pool is surrounded by a chain-link fence, with several lounge chairs arranged along its perimeter. Lush green grass and trees frame the area, while multiple buildings can be seen in the background, contributing to a serene environment.
Apartment in Carthage
5 out of 5 average rating, 58 reviews

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.

Guest favourite
A well-maintained backyard features an inground pool surrounded by a manicured lawn. Red lounge chairs are positioned near the pool, while an inviting fire pit area with additional seating is set under the shade of nearby trees. Vibrant flowering bushes add color to the landscape.
Home in Southern Pines
4.94 out of 5 average rating, 181 reviews

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.

Top Guest favourite
A serene bedroom features a spacious bed dressed in neutral tones, complemented by a nature-inspired accent wall of tall trees. Bedside lamps add soft lighting, and a wooden nightstand is positioned beside the bed. A light area rug covers the floor, enhancing the calming ambiance.
Condo in Jackson Springs
5 out of 5 average rating, 21 reviews

Par In The Pines

Forget your worries in this spacious and serene space. Completely remodeled and waiting for you to come and enjoy. This unit offers 2 large decks for enjoying the scenery overlooking the Foxfire golf course. Only 6.8 miles to the Pinehurst Clubhouse and Pinehurst Village. Come and enjoy amazing golf courses, shopping, restaurants and all the historic Sandhills area has to offer.

Popular amenities for Pinehurst rentals with a pool

When is the best time to visit Pinehurst?

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Quick stats about holiday rentals with a pool in Pinehurst

  • Total holiday rentals

    Explore 50 holiday rentals in Pinehurst

  • Nightly prices starting at

    Pinehurst holiday rentals start at $74 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Pinehurst holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Pinehurst rentals

  • 4.9 Average rating

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