
Holiday rentals with a pool in Pinehurst
Find and book unique homes with a pool on Airbnb
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 $128 AUD per night before taxes and fees

Verified guest reviews
Over 2,050 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, Wifi and Pool across Pinehurst rentals

4.9 Average rating
Pinehurst stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated rentals with a pool in Pinehurst
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

ThePalmerGetaway•Pool•HotTub•MinsToDT-SP/Pinehurst
The Palmer is a private luxury retreat overlooking the golf course. Unwind in the saltwater pool or hot tub, relax on the front porch, back deck, or covered patio, enjoy the beautifully lit backyard with ambient string lighting perfect for evening gatherings. Complimentary coffee, tea, hot chocolate, a variety of snacks, and wine. We have ample parking, a wide selection of indoor & outdoor games for guests of all ages. Minutes to DTSP, Pinehurst, local dining, shopping, and world-class golf

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.

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!

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.

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 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!

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.

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.

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.
Popular amenities for Pinehurst rentals with a pool
House rentals with a pool

Pinehurst Retreat for Golf Trips | Pool + Space

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

40 Caddell

The Foxfire Estate

Peaceful Southern Pines Home w/ Pool + Yard!

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

Juniper Pines: 4mi from Pinehurst CC, Private Pool

25 McQueen - 4 Bedroom House with Pool
Condo rentals with a pool

Par In The Pines

Pinehurst 2Bedroom 2Bathroom Condo with Lakeview

2BR/2BA Condo | Pool Access | Near Lake Pinehurst

Perfect for families! Pool & year round lake views

2BD 2BA Condo Minutes from Pinehurst Resort

Pinehurst Playground on the Lake POOL OPEN!

POOL OPEN NOW! Stylish renovated 2BD,2BA condo

Quiet Condo on Golf Course near Pinehurst-EV Plug
Other holiday rentals with a pool

Mystical Cottage

Golf Getaway, 5 miles to Pinehurst

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

Lake Pinehurst Perfection

The Pinehurst Perch

UnForegettable Stay in Southern Pines

Entire Lakeview Pinehurst condo

Spacious house with pool
When is the best time to visit Pinehurst?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 AUD | $217 AUD | $234 AUD | $214 AUD | $214 AUD | $228 AUD | $241 AUD | $217 AUD | $228 AUD | $245 AUD | $240 AUD | $221 AUD |
| Avg. temp | 5°C | 6°C | 10°C | 15°C | 19°C | 23°C | 25°C | 25°C | 21°C | 15°C | 10°C | 6°C |
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