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 favorite
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, 21 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.

Top guest favorite
A comfortable living area features a sectional sofa with decorative throw pillows, accompanied by a wooden coffee table and two accent chairs. Large windows allow natural light to brighten the space, while a flat-screen TV is mounted on the wall, providing a cozy atmosphere.
Condo in Southern Pines
4.96 out of 5 average rating, 51 reviews

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.

Top guest favorite
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, 32 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.

Guest favorite
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, 34 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 favorite
Home in Aberdeen
4.95 out of 5 average rating, 39 reviews

Convenient Golf & Private Pool 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!

Guest favorite
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 favorite
Condo in Pinehurst
4.93 out of 5 average rating, 152 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
Condo in Pinehurst
5 out of 5 average rating, 4 reviews

NEW Golf Condo | Near Cradle, Resort & 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 favorite
Home in Pinehurst
5 out of 5 average rating, 47 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 favorite
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.

Top guest favorite
A well-furnished living area includes a dark sectional sofa with decorative pillows, a round table with four chairs, and a writing desk. Large sliding glass doors provide natural light and open to a balcony with views of greenery. Artwork adorns the wall above the sofa.
Condo in Pinehurst
4.96 out of 5 average rating, 166 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.

Guest favorite
Large sliding glass doors reveal an inviting balcony with views of the surrounding greenery. Two stylish chairs are positioned on the deck, complemented by decorative curtains framing the doors. A cozy blue chair with a patterned cushion enhances the spacious living area.
Apartment in Pinehurst
4.91 out of 5 average rating, 22 reviews

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.

Popular amenities for Pinehurst rentals with a pool

When is the best time to visit Pinehurst?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,327 ZARR2,228 ZARR2,393 ZARR2,475 ZARR2,475 ZARR2,640 ZARR2,789 ZARR2,508 ZARR2,640 ZARR2,838 ZARR2,772 ZARR2,558 ZAR
Avg. temp5°C6°C10°C15°C19°C23°C25°C25°C21°C15°C10°C6°C

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 R825 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,980 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Pinehurst vacation rentals include wi-fi 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!