Holiday rentals with a patio in Southern Pines

The exterior of a single-story home is displayed, featuring a manicured lawn and a spacious driveway. Tall pine trees surround the property, providing shade and a natural setting. The house showcases large windows and subtle landscaping, inviting a sense of tranquility.

4.99 out of 5 average rating, 113 reviews

Comfy Pinehurst Home near Golf w/ Ping-pong

Life in the Pines! This charming home, only 1.4 miles from the Pinehurst Golf Clubhouse, provides ample space to relax and unwind. With easy access to Southern Pines, Aberdeen, golf, events, and great dining is the ideal place for a get away. A 3 bedroom, 2 bath, home with a spacious yard, outdoor dining, and a ping pong table, nestled in the tall pines and a quiet neighborhood provides something for everyone during their stay in the Pinehurst area. (Note: Cameras - doorbell and driveway)

The living area features a comfortable gray couch with orange and gray accent pillows, paired with an accent chair in a geometric pattern. A rectangular coffee table sits on a soft area rug, illuminated by soft lamp light and natural light from the window.

4.99 out of 5 average rating, 137 reviews

Long Drive On No. 5 - 1BR Condo, GREAT Golf Views

Renovated, centrally located condo in Pinehurst - only a 10 minute walk to the Pinehurst Golf Clubhouse! "Long Drive On No. 5" is a newly renovated, second-story one-bedroom condo perfectly located on hole #16 of Pinehurst No. 5 Golf Course. Relax on the private back deck with open views of the fairway and enjoy the sunshine and unparalleled peace and quiet. Cozy & luxurious finishes combined with an excellent location make this condo perfect for a weekend golf getaway or an extended stay!

4.94 out of 5 average rating, 133 reviews

A dining area features a wooden table surrounded by four chairs, set against a white brick wall with decorative letters spelling 'EAT.' Built-in cabinetry and a small wine cooler are present, contributing to the open and bright space illuminated by natural light from the window.

Villa in Pinehurst

A Cozy Retreat on No. 5

Across from the Harness Track and an easy walk to the main clubhouse at Pinehurst sits our villa on the 2nd hole of the Ellis Maples designed Pinehurst No. 5. Our newly renovated 2nd floor unit has 3 bedrooms, 2 bathrooms and and open floor plan. With seating for 8 and 5 beds, you can bring the whole family comfortably. Cook dinner in the kitchen equipped with new stainless and enjoy a glass of wine out of the cooler. This unit has two porches, and both are great for your morning coffee.

Farm stay in Southern Pines

The exterior of the cozy barn cottage features a brick facade and white paneling, complemented by a shaded porch with seating. Two stable doors are visible, surrounded by lush greenery and tall trees, creating a serene country atmosphere.

4.99 out of 5 average rating, 193 reviews

Finally Home Farm Bed and Barn

Bring your horse and your golf clubs! Welcome to Finally Home Farm Bed and Barn! A private 1 bedroom barn converted into a quaint cottage. Located on a peaceful farm just 2 miles from downtown Southern Pines, 1 mile from the back gate of Ft. Bragg and next to Weymouth Woods State Park, Finally Home Farm is the perfect place to explore all the Sandhills has to offer. *We are horse ($40) and dog friendly ($50) pet fee with Pre-Approval. Please include this info in your pre-booking.

A spacious living area features a deep sectional sofa and large dining table, surrounded by large sliding glass doors offering views of the outdoors. A 70" Smart TV is mounted on the wall, providing entertainment options for relaxed gatherings.

4.88 out of 5 average rating, 104 reviews

Golfer’s Dream! Pinehurst Condo, Walk to Clubhouse

A perfect place to call home while exploring Pinehurst. Convenient location within a few minute walk to Pinehurst Resort Clubhouse and Cradle short course. A spacious 2 bedroom / 2 bathroom (4 beds) in quiet surroundings awaits to enjoy the tranquil beauty of Pinehurst. - Keyless Entry - On-site Parking - First Floor Unit - New Furnishings - Poker Table - Fully Equipped Kitchen - 2 Covered Patios - Golf Putting Mat - Hi-speed WiFi, 3 Smart TVs - Kid-friendly w/ pack n’ play

The charming exterior features a welcoming porch with an American flag hanging prominently. Two rocking chairs are positioned invitingly. Lush greenery surrounds the home, and stacked firewood is neatly arranged beside the entrance. A pathway of gravel leads up to the front steps.

5 out of 5 average rating, 100 reviews

Cozy Cottage - pet friendly, great location!

Enjoy a cozy and premium experience at this centrally-located place. Two minute drive to the Southern Pines downtown area, 15 minutes to Pinehurst, and just minutes from horse country. We have everything you need to have your dream stay in the Pines. Tons of amenities including: Fenced in backyard Outdoor patio with fire pit and grill Wood fireplace Smart TV Washer and dryer Desk workspace Fast WiFi Smart Thermostats 2 car driveway Full kitchen …and more!

The entrance to the home is framed by tall pine trees, showcasing a well-maintained path leading to a welcoming front door. A modern gate and house number are visible, enhancing the overall appeal of the property.

4.98 out of 5 average rating, 203 reviews

Golfers’ Mid-Century Escape Minutes From Pinehurst

Relax in this peaceful, newly renovated space with a modern touch. Located in a quiet neighborhood next to Hyland Golf Club, this home offers the perfect retreat for golf lovers. Just one exit north of Pine Needles golf course (3.9 miles), it’s ideally situated for those attending the US Kids Golf World Championship at Longleaf Golf Club (5.9 miles away) or the US Men’s Open at Pinehurst #2 (8.9 miles away). Secure your golf getaway now—book today!

A spacious studio is illuminated by natural light, featuring two large beds with plush bedding. A comfortable seating area is positioned near a window, with views of the lush outdoors. Modern furnishings and a breakfast bar complement the inviting layout of the space.

4.98 out of 5 average rating, 133 reviews

The Lucky Lie - Entire Condo in Pinehurst

Come relax at the luxurious Lucky Lie! This beautifully renovated studio condo is located just off the beaten path on Pinehurst No. 3, but still perfectly situated for an easy approach into downtown Pinehurst and the surrounding Sandhills. Unwind after your rounds on the porch over looking No. 3, 16th fairway, relax in front of the electric fireplace, or knock out some work in the dedicated workspace, the Lucky Lie has what you're looking for!

An open living space features modern furnishings with a comfortable sofa, accent chairs, and a coffee table. A dining area seats six, complemented by a kitchen island with additional seating. Large windows provide natural light, and a ceiling fan circulates air above.

4.92 out of 5 average rating, 100 reviews

The Charming Pines Hideaway

Accommodating up to 6 guests in exceptional comfort, our 3-bedroom, 2-bath Charming Pines Hideaway is ideally located within walking distance of Pine Needles Lodge and Golf Club. The great location provides easy access to nearby golf, horseback riding, hiking trails, kayaking, great restaurants, family fun and the historic downtown districts of the Pinehurst/Southern Pines area. Guests of this gracious single-story home can relax and be renewed.

Home in Downtown Southern Pines

An open living space features brick flooring, a cozy seating area with a sofa and armchair, and a wall of bookshelves filled with books. A television is mounted on the wall, and warm light is provided by lamps. A dining table and kitchen island are present, enhancing functionality.

4.98 out of 5 average rating, 127 reviews

Charming Retreat in Historic Downtown

LITERALLY steps from the quaint downtown of Southern Pines. This charming retreat is unique, eclectic and super cozy! Stay, enjoy and relax in the confines of which used to be a garage. This space features all brick floors, lots of windows with plantation shutters, books, a comfy bed, walk in tiled shower, kitchen and quite distinctive décor. Peruse the large selection of books and enjoy some reading during your stay.

A well-maintained backyard features an inground pool surrounded by a manicured lawn. Red lounge chairs are positioned near the pool, while an inviting fire pit area with additional seating is set under the shade of nearby trees. Vibrant flowering bushes add color to the landscape.

4.94 out of 5 average rating, 178 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.

Superhost

The living area features a comfortable brown sofa and a blue-green accent chair, positioned on natural wood flooring. A coffee table sits in the center, with a decorative plant and a book. Large windows allow natural light, framed by light fabric curtains.

4.86 out of 5 average rating, 136 reviews

Cozy Golf-Front Condo 3 mins to PCC clubhouse

Welcome to our little slice of golf heaven on the 2nd fairway of Pinehurst #5! Our sunny condo is located on the 2nd (top) floor of a small community with convenient free parking. Come enjoy our new coffee bar! The main Pinehurst Clubhouse is a scenic 10-minute walk or 3-minute drive. Southern Pines is a quick 10-min drive. For events at Fair Barn, take a quick walk across the street!

Popular amenities for rentals with patio in Southern Pines

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

A dining area is presented with a table and four chairs, featuring a mix of wood and fabric materials. A decorative piece hangs on the wall, accompanied by a small plant on the table. Natural light enters from an adjacent doorway leading outside.

Flat in Aberdeen

4.82 out of 5 average rating, 11 reviews

Hip 2-Bedroom / 2-Bath Apartment near Pinehurst

A spacious living area features a comfortable seating arrangement with patterned couches and a wooden coffee table. Large windows provide natural light and views of greenery outside, while wall art and decorative accents enhance the ambiance. A dining area with high chairs is visible in the background.

5 out of 5 average rating, 12 reviews

Great golf property in Pinehurst

4.97 out of 5 average rating, 33 reviews

A cozy living area features a black sofa, light-colored armchairs, and a soft area rug. Large windows allow natural light to fill the space, while two lamps provide additional illumination. A small table is positioned centrally, creating an inviting setting for relaxation.

Flat in Southern Pines

Tee Time Retreat

The image depicts the 16th hole of a golf course, featuring a yellow flag positioned on a green lawn. A sign indicating the par and distance is visible, backed by trees and a dark building in the background, creating a serene outdoor space.

4.92 out of 5 average rating, 38 reviews

12 min walk to Pinehurst resort

A modern kitchen features white cabinetry and a large stainless steel sink. Dark granite countertops provide a contrast. A window offers a view of the outdoors, with light filtering into the space. Appliances are integrated seamlessly, enhancing the functional layout.

4.91 out of 5 average rating, 34 reviews

Luxury Golf-Front Haven in Pinehurst (Renovated)

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.

5 out of 5 average rating, 10 reviews

The Pinehurst Perch

A cozy dining area is visible, featuring a round glass table surrounded by four metal chairs. Natural light floods the space through large windows with sheer curtains, creating a bright atmosphere. In the background, a comfortable seating area is seen, complemented by a floor lamp.

5 out of 5 average rating, 5 reviews

Golf Getaway at Pinehurst

A comfortable living area is presented with a striped sofa adorned with decorative pillows. A glass coffee table is centered on a light-colored rug, with a small accent table featuring a lamp. A potted plant and artwork decorate the space, providing a relaxed ambiance.

5 out of 5 average rating, 8 reviews

Golfer's Getaway Pinehurst NC

House rentals with a patio

Home in Downtown Southern Pines

5 out of 5 average rating, 18 reviews

Charming Downtown Corner Cottage - Dog Friendly!

A spacious outdoor area features a game table set with large red, white, and blue Connect Four and Jenga-style games. The background showcases a wooden fence and tall trees, providing a natural setting for leisurely entertainment.

4.99 out of 5 average rating, 109 reviews

Perfect golf getaway - quick drive to all courses

A light-filled living area features a comfortable grey couch adorned with decorative pillows, complemented by a cozy armchair. Artwork is displayed on the walls, and soft lighting is provided by two table lamps beside the seating. A flat-screen TV is situated within the media console.

4.81 out of 5 average rating, 27 reviews

Pinehurst Choice

A single-story home is surrounded by tall pine trees and a lush green lawn. A well-maintained pathway leads to the front door, which is flanked by large windows. The house features a neutral exterior, and parking is available beside the entrance.

4.94 out of 5 average rating, 33 reviews

Pinehurst Golf Palace

Home in Downtown Southern Pines

A modern cottage is showcased with a striking blue exterior, featuring multiple large windows that allow natural light to illuminate the interior. The front door, painted in a soft pink, adds a charming touch. Tall trees frame the property, enhancing the serene atmosphere.

5 out of 5 average rating, 31 reviews

The Pinecone Cottage - a Southern Pines escape

A charming historic home is framed by lush greenery and features a front porch with a rocking chair. The exterior is painted in soft yellow with dark shutters. An American flag hangs beside the door, enhancing the inviting entrance.

5 out of 5 average rating, 117 reviews

Historic 5 bedroom cottage walk to village & golf!

The exterior of the home features a welcoming facade with a combination of siding and stone accents. A spacious driveway leads to a two-car garage. Two chairs are positioned on the porch, surrounded by landscaped greenery and a fenced yard.

4.98 out of 5 average rating, 117 reviews

The 19th Hole- a Pinehurst retreat for golf lovers

The bedroom features a spacious bed with white linens and a navy blue comforter, complemented by decorative pillows. A light blue area rug is centered under the bed. The room is brightened by natural light from a window and includes a ceiling fan and bedside sconces.

4.97 out of 5 average rating, 31 reviews

The Blue Birdie

Apartment rentals with a patio

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, 28 reviews

Pinehurst Playground on the Lake

The image captures a scenic view of a golf course, with neatly manicured green lawns and a winding pathway. Golfers can be seen in the distance. Pine trees frame the landscape, providing a serene backdrop under a clear blue sky.

5 out of 5 average rating, 32 reviews

Pinehurst National 9 Condo

An aerial view captures the Greenside Getaway's proximity to Pinehurst's golf courses. Surrounding trees provide a lush backdrop, while visible golf paths indicate convenient access. The layout highlights the condo's location relative to nearby amenities, enhancing the overall sense of accessibility and leisure.

4.98 out of 5 average rating, 110 reviews

Greenside Getaway️! Walk to Clubhouse and Cradle!

A well-lit bedroom features a spacious bed with white linens and decorative pillows. A wooden nightstand is positioned beside the bed. A large mirror reflects the space, and natural light enters through a window, highlighting the calming light green walls.

4.98 out of 5 average rating, 45 reviews

Elegant Golf Front Condo w/ King, Walk to Village

Apartment in Southern Pines

The open living area features a spacious leather sofa adorned with decorative pillows. A round glass coffee table sits in front, complemented by framed artwork on the wall. A television is mounted nearby, and soft lighting enhances the cozy atmosphere.

5 out of 5 average rating, 16 reviews

The Fox Hunt - A Ground Floor Condo

A comfortable living area is presented with a light grey armchair and a spacious couch featuring geometric patterns. A large flat-screen TV is mounted on the wall, while natural light fills the space from sliding glass doors leading to a patio. A small dining area with two chairs is visible.

5 out of 5 average rating, 19 reviews

Fairway Finder at Pinehurst -2BR Condo

Apartment in Whispering Pines

A cozy living room features a comfortable sectional sofa adorned with decorative pillows. A tufted ottoman sits at the center of a colorful area rug. A bookshelf filled with various games and DVDs is complemented by a TV on a media console, with two wooden chairs positioned nearby.

4.94 out of 5 average rating, 34 reviews

Welcome to Backyard Retreat!