Holiday rentals with a patio in Southern Pines

Apartment in Southern Pines

A well-appointed studio features a queen bed with a white blanket, a dark blue sofa, and a stylish rug in varied colors. A small table with two chairs and a potted plant enhance the space. Natural light fills the room through a large window adorned with dark curtains.

4.96 out of 5 average rating, 111 reviews

Private&Comfortable Studio for 2 in Southern Pines

Enjoy a peaceful stay in this fully furnished studio for two, located in a quiet Southern Pines neighborhood. Atch. to the main house but fully soundproofed w/ a double wall, it offers a private key code entrance, queen bed, and a kitchenette w/ a hot plate and griddle. Step outside to your own private area with a fire pit. Just minutes from shopping, restaurants, breweries, golf courses, and movies. Only 15mins to the hospital, 20mins to Rockingham Racetrack, and 9mins to the Walthour Moss Fdtn

A warmly colored dining area is highlighted by a large round table surrounded by eight black leather chairs. Natural light enters through tall arched windows, complementing the rich orange walls and decorative white wainscoting. A classic chandelier hangs above, adding elegance.

4.98 out of 5 average rating, 171 reviews

The Ross Retreat - In Pinehurst

Your entire group will enjoy this central location to 40+ golf courses in Moore county with easy access to restaurants and close to grocery stores. This gorgeous home with custom woodwork and backyard oasis is the perfect retreat for families and golfers alike. Enjoy comfortable beds with down pillows and high end mattresses with mattress pads and a fully stocked kitchen in this newly furnished home. If you appreciate the little things like HEPA air filters and quite dishwashers, we got you.

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, 208 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 cozy bedroom interior features a queen bed adorned with fresh linens and stacked towels. Natural light enters through a window, illuminating the warm-toned decor and subtle artwork above the headboard.

4.97 out of 5 average rating, 147 reviews

Cozy Pinehurst Retreat w/ Putting Green

Enjoy your Pinehurst stay in the family-friendly neighborhood of Village acres. The area is surrounded by The Greenway pedestrian and bicycling trail. The house is situated within 2 miles of downtown Pinehurst, Camelot Park, and Rassie Wicker Park, and is a short drive away from any of the many wonderful golf courses that Pinehurst has to offer. It was recently remodeled, is well furnished, and we are constantly striving to upgrade and improve the space to make for a comfortable stay!

A modern farmhouse is presented, featuring a welcoming white exterior paired with natural stone accents. Large windows enhance the exterior, and a covered porch with a railing invites relaxation. Lush green landscaping surrounds the house, offering a peaceful and spacious setting.

4.99 out of 5 average rating, 108 reviews

5 BR ModernNew Build - 5 mins to Golf w/ Game Room

Located in Village Acres, just 1 mile from Pinehurst Resort, this brand-new home is a one-of-a-kind experience. This family-friendly home is equipped with everything you could need to enjoy all that Pinehurst has to offer. -5 Bedrooms, 3.5 baths, 8 total beds (2 king beds) -Dogs are welcome! -5 TVs in the house -High-speed WiFi -Keyless entry -Fully equipped state of the art kitchen -Complimentary coffee -Ping Pong Table -Poker Table -Travel Crib -Weber BBQ Grill - Work space

4.97 out of 5 average rating, 133 reviews

The single-story farmhouse is illuminated by warm lighting against a night sky. The exterior features a welcoming front porch framed by shrubs and trees, with a sign of a basketball hoop on the side. The spacious lawn is visible, bordered by soft grass.

Farm stay in Raeford

3 bedroom country home close to Horse Park

Welcome to this charming, 3 bedroom farm stay, seated on 20 acres. Marion Acres is conveniently located within 5 minutes of the Carolina Horse Park, and about 10-15 minutes from Southern Pines, Raeford, Aberdeen, and Pinehurst. This home is completely private, set back on the edge of Fort Bragg. Pets are welcome! Our location easily accommodates large vehicles and pull behind trailers. Experience all the comforts of home in our peaceful little farmhouse!

The exterior of the DownTown Ace features a welcoming two-story structure with a dark gray roof and light gray siding. Lush green lawns are surrounded by mature trees, creating a serene environment. The entrance is framed by brick accents and a pathway leading to the front door.

4.93 out of 5 average rating, 100 reviews

The Downtown Ace

The DownTown Ace is just under a mile from downtown Southern Pines, offering easy access to a variety of golfing and dining options. We take pride in creating a welcoming space with luxury amenities designed for your comfort. Enjoy a fully equipped kitchen, a well-stocked coffee bar, premium toiletries upon arrival, family-friendly games, a queen-size air mattress, and much more! Our goal is to make you feel like you've stepped into your home away from home.

4.92 out of 5 average rating, 113 reviews

Golfer's Paradise I Modern I Charming I 3BED/2BATH

Ideal for tournament stays and multi-day golf trips! Centrally located between Pinehurst and Southern Pines 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, restaurants, and downtown districts of the Pinehurst/Southern Pines area.

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, 116 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!

4.93 out of 5 average rating, 164 reviews

Walkable Cottage, Pet Friendly with Fenced Patio

Discover a restorative getaway in Southern Pines at this updated retreat. This cottage offers the perfect blend of small-town charm and modern luxury. You’re steps away from a downtown historic district renowned for its iconic Charms. Beyond the boutiques, you're minutes from the legendary Pinehurst No. 2 and the lush trails of Weymouth Woods. Inside, the cottage has been meticulously refreshed to ensure your stay is as comfortable as it is memorable.

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.

4.97 out of 5 average rating, 232 reviews

Serene By the Greens

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 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.

4.87 out of 5 average rating, 114 reviews

Golfer’s Dream! Pinehurst Condo, Walk to Clubhouse

Experience the best of Pinehurst from this inviting golf retreat just a short walk to Pinehurst Resort, the Clubhouse, and The Cradle. This updated first-floor condo features 2 bedrooms, 2 baths, and space for up to 4 guests. Enjoy two covered patios, a putting mat, poker table, Smart TVs, high-speed WiFi, a fully equipped kitchen, keyless entry, and on-site parking. Perfect for golf trips, family vacations, and weekend getaways.

Popular amenities for Southern Pines Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment 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.

Apartment in Aberdeen

4.82 out of 5 average rating, 11 reviews

Hip 2-Bedroom / 2-Bath Apartment near Pinehurst

5 out of 5 average rating, 15 reviews

Fairway-Front Condo | Pinehurst No. 5 Views

The living room features a leather sofa and a green accent chair, accompanied by a wooden coffee table. Artwork hangs on the dark green wall, while natural light enters through window blinds. A soft area rug lays on the floor, enhancing the cozy ambiance.

4.89 out of 5 average rating, 44 reviews

Bunker on the Green - Golf Front #3/Walk to Cradle

Apartment in Southern Pines

5 out of 5 average rating, 3 reviews

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

Apartment in Southern Pines

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.

4.98 out of 5 average rating, 46 reviews

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.

4.91 out of 5 average rating, 47 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.

4.92 out of 5 average rating, 37 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.

4.83 out of 5 average rating, 12 reviews

The Pinehurst Perch

Holiday House Rentals with a Verandah

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.

4.98 out of 5 average rating, 123 reviews

Perfect golf getaway - quick drive to all courses

A view of a well-maintained golf course is captured, with a serene lake reflecting the sky. In the foreground, a flowering tree showcases delicate blossoms against a backdrop of tall pines, completing the peaceful landscape.

4.99 out of 5 average rating, 126 reviews

A Golf Front SFH 3 BR 2 BA in Pinehurst # 6

4.95 out of 5 average rating, 65 reviews

A spacious living area is shown, featuring a large sectional sofa and a mounted television. An arcade game machine and a classic pinball machine are positioned nearby. An outdoor pickleball court and a hot tub are visible in separate images, complementing the recreational options available.

Home in Aberdeen

Pickleball, Hot Tub & Poker Retreat Near Pinehurst

5 out of 5 average rating, 38 reviews

A cozy seating area features a light-colored sofa adorned with patterned cushions. A round coffee table made of wooden and metal elements sits in front of the sofa, and framed artwork is displayed on the wall in the background.

Home in Carthage

The Little House in Buggy Town - Downtown

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.

4.98 out of 5 average rating, 43 reviews

The Pinecone Cottage - a Southern Pines escape

4.98 out of 5 average rating, 134 reviews

Isle of the Pines! 1 mi. from Village of Pinehurst

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, 137 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, 130 reviews

The 19th Hole- a Pinehurst retreat for golf lovers

Holiday condos with a patio

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, 131 reviews

Greenside Getaway️! Walk to Clubhouse and Cradle!

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.

4.97 out of 5 average rating, 146 reviews

The Lucky Lie - Entire Condo in Pinehurst

A spacious living room showcases a comfortable sectional sofa and a cozy accent chair. Natural light fills the area through glass sliding doors leading to the outdoor space. A round coffee table sits centerstage on a patterned area rug, with artwork and a mirror enhancing the decor.

5 out of 5 average rating, 31 reviews

Stunning 3bed/2bath condo with Course 5 view

A bright living room features a 75-inch smart TV mounted on the wall, displaying a golf event. Comfortable gray chairs are arranged around a dark wood coffee table, next to a round dining table. Sliding glass doors lead to a covered patio with outdoor seating.

4.95 out of 5 average rating, 91 reviews

Updated 2 Bed 2 Bath Golf Course Front Condo no. 5

5 out of 5 average rating, 14 reviews

Condo in Jackson Springs

The Patriot - A Ground Floor Condo

4.96 out of 5 average rating, 48 reviews

A scenic view of the golf course is framed by tall trees and open grassy areas. The sky displays a mixture of clouds and blue, creating a serene outdoor setting. The 9th hole of the Longleaf Golf Course is visible in the distance.

Condo in Southern Pines

Spacious 1 BR condominium right on the golf course

4.95 out of 5 average rating, 95 reviews

A spacious living area showcases a brown leather sofa adorned with patterned cushions. A light wood coffee table with a unique design is centered on a colorful area rug. Natural light filters through the blinds, and a comfortable armchair complements the space.

Condo in Southern Pines

Luxury Golf Front Condo