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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Guest favorite

Rental unit in Pinehurst

5 out of 5 average rating, 13 reviews

Miley's Place at Pinehurst

Welcome to Miley's Place at Pinehurst! This recently updated 2 bedroom 2 bath condo features incredible views with sunsets over the lake and is literally across the street from world-class golf. Refresh yourself in the community pool (open seasonally) after a day on the greens, or simply take a hot shower in one of the well-appointed bathrooms. Miley's Place has a well-stocked kitchen, comfortable furniture, and is convenient to both Pinehurst and Southern Pines. Enjoy Miley's Place. Cheers!

Superhost

Home in Vass

4.75 out of 5 average rating, 142 reviews

Poolside Paradise Close to Fort Liberty, Pinehurst

3 bedroom 3.5 bath spacious private home in a gated community. 20 minutes to Pinehurst and Southern Pines. Huge kitchen, seating for 8 in the dining room. 2 fire places. Large yard with pool & hot tub. Master suite includes king-size Tempur-Pedic bed, and bath with Jacuzzi tub. 2nd & 3rd bedrooms downstairs each have their own bathroom. Outside, you can enjoy a large backyard with grill, and pool. Disclaimer: The lake that is visible in the map is currently drained due to issues with the dam.

Superhost

Home in Carthage

4.58 out of 5 average rating, 12 reviews

Welcome to the Castle, Private Pool spacious

Must be at least 25 to book. Rental Agreement and security deposit required. Additional guest fee over 6 guests No 3rd party bookings. Disclosed pet fee with approval, $500 undisclosed pet fee, $50/hr late check out fee. No one night reservations less, 5 min for holidays. Cancellation Policy 100% (less $100.00 cancellation fee) if cancellation occurs at least 60 days before arrival; No refunds within 60 days of arrival. $500 refundable security deposit required. POOL HEAT ADDITIONAL CHARGE

Guest favorite

Townhouse in Southern Pines

5 out of 5 average rating, 24 reviews

UnForegettable Stay in Southern Pines

Perfectly located to enjoy all that Southern Pines and Pinehurst have to offer⛳️ Sleeps up to 8 with 4 Queen Sealy Posturpedic beds with luxury linens. All the bedrooms have 43" smart TVs and charging ports for your electronics. A 65" smart TV in the living room is just the place to watch your favorite movies and sports. Fully stocked kitchen. Outdoor seating on the front porch and back deck. Seasonal community pool. Garage game room including 10ft putting green, foosball and darts.

Guest favorite

Guesthouse in Carthage

4.99 out of 5 average rating, 186 reviews

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 and friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, one queen bed and small fold out sofa. 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.

Guest favorite

Condo in Pinehurst

4.92 out of 5 average rating, 123 reviews

THE NEST, 2BDR 2BA, 2nd Floor, WiFi, Cable, Pool

Our condo is centrally located in the quiet and scenic Lakeview Condominium Community - only minutes away from Pinehurst Resort and CC and the charming Village of Pinehurst. Located on the second floor, this 2BR/2BA unit offers a very comfortable and restful stay. Whether you're taking in the gorgeous sunset from the balcony, a winding stroll through the community, or some down time at the private pool, our hope is that you find pleasure in every moment that you're here!

Guest favorite

Home in Pinehurst

5 out of 5 average rating, 37 reviews

The Pinehurst Paradise Pool Home

Stay where the Tour players stay when they come to town! 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!

Guest favorite

Condo in Pinehurst

4.96 out of 5 average rating, 79 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 favorite

Home in Aberdeen

4.92 out of 5 average rating, 111 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.

Guest favorite

Home in Southern Pines

4.83 out of 5 average rating, 24 reviews

Carolina Comfort-Walk DT,2 BR,Fireplace,huge yard

Relax and unwind at this charming home located in Southern Pines! Enjoy your stay within walking distance to locally owned boutiques, restaurants, breweries, and more! Avail yourself to the Sandhill's most renowned golf courses followed by an escape to The Spa At Pinehurst just 10 minutes away. After a day of exploring "The Pines", catch some rays by the crystal clear pool in the spacious backyard!

Guest favorite

Home in Southern Pines

4.96 out of 5 average rating, 120 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.

Guest favorite

Condo in Pinehurst

4.88 out of 5 average rating, 49 reviews

Pinehurst 2Bedroom 2Bathroom Condo with Lakeview

Relax with the whole family or with your foursome at this Golfer's dream location! Located right on Lake Pinehurst, 5 minutes from PCC main clubhouse. Enjoy the view from the balcony or hit the community pool! - Lakeview is the only condominium community with a private pool (open Memorial Day thru Labor Day). - Washer/Dryer in unit available. - Full kitchen. - 2nd floor unit.