Holiday rentals with a pool in Southern Pines

A serene outdoor space is showcased, featuring an inground saltwater pool framed by a concrete patio. Two black lounge chairs are positioned near the pool, with trees in the background and a light blue sky dotted with clouds. The house is visible behind the pool.

5 out of 5 average rating, 57 reviews

GolfCourseOasis*Saltwater Pool*Hot Tub*OutdoorFun

Welcome to The Palmer, a peaceful Southern Pines retreat with serene golf course views, a sparkling saltwater pool(for a Polar Plunge)outdoor spaces perfect for relaxing or spending time with family. We warmly welcome military families and offer a comfortable setting for small gatherings, such as work or family events, while maintaining a no-large-party policy. Just minutes from Pinehurst, shops, and restaurants, The Palmer combines comfort, convenience, and a welcoming atmosphere for all guests

4.98 out of 5 average rating, 48 reviews

Flat in Aberdeen

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.

4.98 out of 5 average rating, 249 reviews

A cozy space with a full kitchen, a seating area featuring a fold-out sofa, and a soft, colorful ottoman. Natural light is provided by overhead recessed lighting and a nearby window, while a sliding barn door adds rustic charm. A wall-mounted TV is visible.

Guest house in Carthage

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.

Apartment in Southern Pines

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.

4.96 out of 5 average rating, 49 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.

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 out of 5 average rating, 30 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 house 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.

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.

4.95 out of 5 average rating, 39 reviews

Home in Aberdeen

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!

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, 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.

4.94 out of 5 average rating, 147 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!

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.

5 out of 5 average rating, 58 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.

Flat in Carthage

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.

4.93 out of 5 average rating, 124 reviews

A rectangular pool with clear blue water is surrounded by a concrete patio. A pool ladder is visible on one end. In the background, a structure with stairs and a mobile home can be seen, along with several tall pine trees providing shade.

Home in Aberdeen

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.

Popular amenities for Southern Pines rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area features a combination of comfortable seating, including a sleek sofa and armchairs. A modern coffee table sits atop a patterned area rug, with natural light filtering in through large windows. The open layout connects seamlessly to the kitchen area.

4.96 out of 5 average rating, 72 reviews

Cheerful Pinehurst home tucked away with a pool.

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.

4.98 out of 5 average rating, 96 reviews

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

The single-story home is surrounded by lush greenery and tall pine trees. A manicured lawn extends in front, complemented by well-maintained shrubs and a covered porch. Natural light brightens the exterior, showcasing a peaceful and inviting setting.

4.71 out of 5 average rating, 51 reviews

Idyllic Pinehurst Home, Near Golf Course!

A newly constructed guest house is set among tall pine trees on a gravel driveway. The light gray exterior features a centered front door with blue accents and two simple chairs placed on either side, providing a welcoming entrance.

Home in Pinebluff

4.67 out of 5 average rating, 6 reviews

Spacious house with pool

4.88 out of 5 average rating, 34 reviews

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

Lakeside Escape - 5 Miles from Pinehurst Resort

A bright, airy workspace features two yellow armchairs and a wooden desk positioned in front of large windows. Textured wall art and greenery add visual interest to the vibrant blue walls, while warm wooden flooring complements the overall design.

Home in Carthage

4 out of 5 average rating, 4 reviews

The Peacock Landing

The entrance features a stone pathway leading to a welcoming front door adorned with a wreath. Potted plants flank either side of the entrance, and the surrounding greenery adds to the home's inviting exterior.

5 out of 5 average rating, 24 reviews

Spacious property w/Pool & walkable to downtown

Superhost

5 out of 5 average rating, 4 reviews

3BD Pinehurst Golf Condo. Near Fair Barn

Apartment rentals with a 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.

4.83 out of 5 average rating, 63 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.

4.98 out of 5 average rating, 48 reviews

Perfect for families! Pool & year round lake views

4.67 out of 5 average rating, 3 reviews

2BD 2BA Condo Minutes from Pinehurst Resort

Superhost

A cozy living space is showcased, featuring a sectional sofa and a stylish accent chair. A dining table with four chairs is positioned nearby. Natural light from the windows enhances the warm wood flooring, while decorative elements add a welcoming touch to the atmosphere.

The Lake Tee

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 out of 5 average rating, 136 reviews

Newly Updated 2BD, 2BA condo. FREE Pool, Wifi

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.

4.97 out of 5 average rating, 88 reviews

Stunning Lakefront in Pinehurst with pool!

5 out of 5 average rating, 19 reviews

The family room features a comfortable sofa with decorative pillows, a circular coffee table, and a TV mounted on the wall. Natural light floods the space through glass doors leading to the balcony, with a colorful area rug enhancing the ambiance.

Apartment in Carthage

Miles to Pinehurst or Ft. Bragg

A serene view of a fenced seasonal pool area is seen, surrounded by lush greenery. A sunset casts a warm glow above, enhancing the tranquility of the scene. A sign indicating the pool's private status stands to the right, framed by neatly maintained shrubs.

5 out of 5 average rating, 3 reviews

Lakefront 3BR/2B near Pinehurst Resort

Other holiday rentals with a pool

A serene view of a landscaped area featuring a pond surrounded by greenery and shrubs. A wooden footbridge spans over the water, and a community pool is visible in the background, framed by well-maintained lawns and trees.

4.71 out of 5 average rating, 7 reviews

Lakefront 2BR/2B near Pinehurst Resort

Superhost

A spacious living room is seen, featuring a comfortable sofa with patterned cushions and two armchairs. A coffee table occupies the center, and a large wall-mounted TV is displayed. Sliding glass doors provide views of the outdoors, complemented by soft natural light.

Flat in Pinehurst

Pinehurst Tee Time Retreat w/ Community Pool

A two-story home is set on a grassy area surrounded by trees. The exterior features beige siding, blue shutters, and a welcoming front porch with steps leading up. The driveway extends to the side of the house, providing ample parking space.

Home in Carthage

4.58 out of 5 average rating, 12 reviews

'Peacock Landing' in Vass: Game Room & Shared Pool

The outdoor living space features a patio with a seating area arranged around a circular fire pit. A heated pool is visible, surrounded by a spacious yard and shaded by tall trees, creating a private and relaxing environment.

4.79 out of 5 average rating, 63 reviews

Peaceful Southern Pines Home w/ Pool + Yard!

A spacious two-story house features a combination of wood and stone accents. The driveway leads up to a three-car garage with dark doors, while lush greenery and trees surround the property, creating a tranquil setting.

Fire Pit + Patio: Spacious Southern Pines Retreat

4.92 out of 5 average rating, 13 reviews

A spacious living area features a large blue sofa, a wooden coffee table, and a flat-screen TV. Natural light flows through sliding glass doors, revealing a view of a private deck surrounded by trees. Light-colored walls and a textured ceiling are complemented by decorative elements.

Townhouse in Pinehurst

Pinehurst condo 3bed/2bath, family/golfer friendly

An open-plan living area features a spacious dining table surrounded by six upholstered chairs. A modern kitchen with an island is visible, showcasing new appliances and sleek countertops. Natural light streams in through windows, highlighting the warm wood flooring and neutral wall colors.

4.9 out of 5 average rating, 20 reviews

25 McQueen - 4 Bedroom House with Pool

A scenic view of Lake Pinehurst is captured from a private deck, featuring outdoor seating in black metal. The tranquil lake stretches out in the background, bordered by lush greenery and homes along the shore. A private dock is visible on the right.