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, 108 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

4.98 out of 5 average rating, 168 reviews

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.

Home in Pinehurst

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, 206 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.

Holiday home in Pinehurst

A bright and modern kitchen area is visible upon entry, featuring sleek appliances and a dining bar with three stools. Natural wood flooring extends throughout, complemented by a patterned area rug. A framed nature-themed artwork adds a touch of color to the neutral walls.

4.85 out of 5 average rating, 101 reviews

Clean & Quiet 2BR in Pinehurst, Pet-Friendly, WiFi

➖CALHOUN CHALET Downstairs 2 BR ⭐️ Renovated in 2022➖ A Cozy Pinehurst Retreat for a Home away from Home! ⭐️Fire 🔥 Pit / Patio w/Adirondack Chairs ⭐️5 Min to Pinehurst #6 & Longleaf CC ⭐️10 Min to Pinehurst Resort, Pinehurst Village and Southern Pines! ⭐️Parking for 2 Cars on the Nearly FLAT Driveway ⭐️Large Corner lot for furry friends to roam ⭐️1 Minute walk to the village greenway and access to miles of beautiful trails! ⭐️Pet Friendly ⭐️Veteran Owned & Self-Managed

4.97 out of 5 average rating, 131 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!

4.92 out of 5 average rating, 111 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, 115 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, 162 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, 229 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 bright studio condo features a king-size bed with a soft blue blanket and a mirrored circular light fixture above. Two comfortable armchairs and a desk with a chair are positioned near a sliding glass door that leads to a private deck with views of the golf course.

4.99 out of 5 average rating, 180 reviews

To The Green On #17 - Studio w/ GREAT Golf Views!

PERFECT LOCATION - only a 5 minute walk to the Pinehurst Golf Clubhouse! "To The Green On #17" is a second-story studio condo perfectly located on hole #17 of Pinehurst No. 3 Golf Course. Relax on the private back deck with open views of the fairway and enjoy the sunshine and unparalleled peace and quiet. Cozy yet luxurious finishes combined with an excellent location make this studio condo perfect for a weekend golf getaway or an extended stay!

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, 145 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!

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.

4.99 out of 5 average rating, 147 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.

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

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, 45 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, 36 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

Superhost

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, 9 reviews

Golf Getaway at Pinehurst

Holiday House Rentals with a Verandah

4.92 out of 5 average rating, 12 reviews

The exterior of a single-story house is surrounded by lush landscaping featuring blossoming azaleas and a gravel path. A covered patio with comfortable seating is showcased, inviting relaxation. Pine trees provide a serene backdrop under a clear blue sky.

Home in Pinehurst

DW Sanctuary on Course 6

An open-concept living space features a large dining table set for meals, with modern wooden chairs. A comfortable sofa sits in the lounge area, while a stylish kitchen with dark cabinetry and high-end appliances is visible in the background. Ample natural light brightens the area.

5 out of 5 average rating, 64 reviews

19th Hole - Pickelball, Park, Walk to Downtown

4.98 out of 5 average rating, 92 reviews

An open living and dining area features high, vaulted ceilings supported by wooden beams. A brick fireplace is centered on the wall, accompanied by cozy seating arrangements on a plush area rug. A dining table is set with decorative accents, and large windows offer natural light.

Home in Pinehurst

Ivy Kirk Cottage in the Village of Pinehurst

5 out of 5 average rating, 13 reviews

2 Mstr King Suites • Lux Kitchen• Games • Location

A dining area features a large black table surrounded by eight cushioned chairs. Light streams through multiple windows, illuminating the space. A modern pendant light hangs above the table, while a potted plant adds a touch of greenery to the welcoming atmosphere.

4.98 out of 5 average rating, 42 reviews

Timeless Tudor - Walkable to Downtown!

Superhost

The exterior of a single-story home is presented, featuring a light grey façade and a spacious driveway. A two-car garage is visible, along with manicured landscaping that includes shrubs and a small tree. The surrounding area consists of tall green trees under a clear blue sky.

Home in Aberdeen

4.8 out of 5 average rating, 30 reviews

Cute home in the Sandhills

5 out of 5 average rating, 11 reviews

Sweet Tee Cottage On The Greens

A quaint cottage exterior is featured, with a charming stone pathway leading to a covered entrance. Lush greenery surrounds the front of the house, while the light-colored walls and dark shutters create a welcoming contrast under a canopy of trees.

4.93 out of 5 average rating, 81 reviews

A Cinderella Story in Southern Pines

Holiday condos with a patio

A cozy living area features a fireplace with a flat-screen television mounted above. A wooden coffee table is positioned in front of a plush leather couch. Natural light enters through blinds on a nearby window, enhancing the warm tones of the wood flooring.

4.95 out of 5 average rating, 41 reviews

Golf Front Longleaf Condo2BR/2BA

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, 86 reviews

Lakefront Pinehurst Condo 2BD/2BA - 114

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, 127 reviews

Greenside Getaway️! Walk to Clubhouse and Cradle!

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.

4.94 out of 5 average rating, 90 reviews

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

5 out of 5 average rating, 37 reviews

The Fox Hunt - A Ground Floor Condo

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.

4.95 out of 5 average rating, 93 reviews

Luxury Golf Front Condo

5 out of 5 average rating, 14 reviews

Wanderlust Bungalow on May - Downtown Adventure

A small balcony features a round table and two chairs, including one with an orange cushion. The flooring is wooden, and a dark rug is placed beneath the table. The view overlooks a grassy area, providing a serene landscape.