Vacation rentals with a pool in Pinehurst

4.99 out of 5 average rating, 87 reviews

Peaceful Place sleeps 16 , Pool, Hot tub, Sauna

The ultimate getaway! 3 mi. from Pinehurst Country Club & close to So. Pines. Enjoy a relaxing & fun stay in a newly built home. This spacious home has 4 bd rooms, 3 baths, sofa sleeper,Kit./dinning/living rm, laundry. The sun rm has a Sauna & foosball table. Outside you can swim in the large pool, grill & relax in the lounge area with sofa, dinette and unwind in the Spa. The yard is fully fenced in by a 6 ft. Privacy fence. There is also a grill,swing set,trampoline, fire pit and chairs.

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.

5.0 out of 5 average rating, 50 reviews

Pinehurst Playground on the Lake POOL OPEN!

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.

Guesthouse in Southern Pines

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.

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.

4.98 out of 5 average rating, 65 reviews

4.87 out of 5 average rating, 54 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!

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.

4.93 out of 5 average rating, 90 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.

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.

4.91 out of 5 average rating, 181 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!

5.0 out of 5 average rating, 43 reviews

Home in Foxfire

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 putting greens, fire pit, outdoor pizza oven, and multiple decks overlooking the lake--perfect for relaxing and making memories.

5.0 out of 5 average rating, 60 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.

5.0 out of 5 average rating, 14 reviews

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

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.

A cozy living area is presented with a blend of soft gray sofas and armchairs arranged around a wooden coffee table. A decorative rug lies beneath, complemented by a wall clock and tasteful wall art. Natural light enhances the welcoming atmosphere.

5.0 out of 5 average rating, 142 reviews

Beautiful renovated 2BD,2BA Pinehurst condo, Pool

Our beautifully renovated, exceptionally clean 2BR/2BA condo is perfect for relaxing and unwinding. A special feature of The Magnolia Hideaway is our flexible bed setup: • 2 King beds • 4 Twin beds • 1 King + 2 Twin beds Standard setup: 1 King in the primary bedroom + 2 Twins in the second bedroom. For a different bed configuration, please request it at booking so we can have everything ready for your arrival.

4.96 out of 5 average rating, 186 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.

4.97 out of 5 average rating, 38 reviews

Pinehurst Retreat | pool | Near Resort & Cradle

Escape to this beautifully updated 3-bedroom, 2-bathroom retreat in the heart of Pinehurst, NC — Perfectly positioned beside Pinehurst Course No. 5 and just minutes from Pinehurst Resort, Pinehurst Village, the historic Cradle Golf Course, and the Fair Barn event center, this is the ideal vacation rental for golf groups and families visiting the Sandhills.

Popular amenities for Pinehurst rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor pool area features a crystal-clear swimming pool with a fun slide, surrounded by lounge chairs and shaded tables. A black fence encircles the area, offering privacy. Umbrellas provide shade over the seating, complemented by green landscaping in the background.

5.0 out of 5 average rating, 54 reviews

Family Fun, Pool, Hot Tub, Sauna, ZipLine, 3King B

4.97 out of 5 average rating, 33 reviews

A spacious outdoor area features a large swimming pool surrounded by sun loungers with blue and white stripes. A covered cabana offers shaded seating, with a patio featuring a dining table and chairs. Lush greenery and a white fence enhance the private setting.

Home in Southern Pines

Pool*Sleeps 20*Stylish*Games*Close to Everything!

A private backyard is shown, featuring a swimming pool with clear blue water surrounded by a concrete deck. Lush green grass extends across the yard, with trees providing a natural backdrop. The house is visible in the background, enhancing the serene outdoor setting.

4.95 out of 5 average rating, 56 reviews

Convenient Golf & Private Pool Getaway

5.0 out of 5 average rating, 12 reviews

Home in Southern Pines

Le Pin Tordu: Near Pinehurst, Hot Tub, Fenced Yard

Pinehurst Area Oasis with Hot Tub and Pool

4.98 out of 5 average rating, 111 reviews

The exterior of the home is framed by tall pine trees, with a long driveway allowing ample parking space. The two-story house features a light-colored siding and large front windows. Neatly trimmed shrubs and flower pots enhance the inviting curb appeal.

Home in Southern Pines

This is it! | Pool | Golf | Convenient to Town

5.0 out of 5 average rating, 6 reviews

40 Caddell

5.0 out of 5 average rating, 3 reviews

Pinehurst Retreat | Near The Cradle & Village

Condo rentals with a pool

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.

4.95 out of 5 average rating, 92 reviews

Stunning Lakefront in Pinehurst with pool!

A comfortable living area features a sectional sofa and two armchairs. A coffee table and round dining table are arranged with chairs, providing ample seating. Large sliding doors open to a balcony with views of Lake Pinehurst, framed by light-filtering curtains.

4.84 out of 5 average rating, 69 reviews

Pinehurst 2Bedroom 2Bathroom Condo with Lakeview

A game room is presented with a slate pool table positioned centrally, flanked by two framed vintage sport posters on the walls. Soft beige carpeting covers the floor, and natural light enters through large window treatments, contributing to the welcoming ambiance.

4.96 out of 5 average rating, 52 reviews

Perfect for families! Pool & year round lake views

A modern living area features a spacious sectional sofa and a leather ottoman, with a view overlooking Lake Pinehurst through large sliding glass doors. Natural light floods the room, complemented by artwork on the wall and minimalistic furnishings.

4.61 out of 5 average rating, 33 reviews

Pinehurst Lakefront Condo: Ground Floor Condo

The living area features hardwood floors with natural light flowing through large windows. A spacious gray sectional sofa is arranged around a coffee table, complemented by a dining table with light-colored chairs. Decorative plants add a touch of greenery to the space.

4.98 out of 5 average rating, 102 reviews

Renovated, Ground Level 2BR2BA, WiFi, Cable, Pool

5.0 out of 5 average rating, 3 reviews

250 Sugar Gum Lane #208

4.83 out of 5 average rating, 12 reviews

2BD 2BA Condo Minutes from Pinehurst Resort

A comfortable living room features two reclining sofas and a wooden coffee table with decorative items. Natural light floods the space through large glass doors leading to a balcony. A fireplace is positioned against a white brick wall, creating a cozy ambiance.

4.98 out of 5 average rating, 66 reviews

Jewel by the lake! Water + pool views, stylish 3BR

Other vacation rentals with a pool

Townhouse in Southern Pines

UnForegettable Stay in Southern Pines

5.0 out of 5 average rating, 44 reviews

Townhouse in Southern Pines

Mulligan Fair-Way, a golf retreat -Southern Pines.

4.83 out of 5 average rating, 12 reviews

Apartment in Southern Pines

Quiet and cozy! *Perfect studio you’ll love*

5.0 out of 5 average rating, 4 reviews

The guest house features a bright exterior with a welcoming porch adorned with black and white chairs. A flag is displayed, and lush greenery surrounds the area. The pool reflects sunlight, complementing the serene atmosphere of the jungle-like backyard.

Guesthouse in Southern Pines

Mystical Cottage

4.9 out of 5 average rating, 218 reviews

5.0 out of 5 average rating, 30 reviews

A charming cottage exterior is presented, featuring a vibrant green front door framed by large windows. Two rocking chairs are positioned on the porch, and potted plants add greenery. A brick pathway leads up to the entrance, complemented by neatly arranged landscaping.

Cottage in Pinehurst

Great for Families of Jr. Golfers!

5.0 out of 5 average rating, 68 reviews

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

Golf Getaway, 5 miles to Pinehurst

A spacious living area features a gray sofa, accent chairs, and a glass coffee table. Large sliding doors provide natural light and scenic views of the outdoors. A dining table is set with blue placemats and white napkins, enhancing the inviting atmosphere.

Apartment in Pinehurst

The Pinehurst Perch

4.86 out of 5 average rating, 14 reviews