Vacation rentals in Southern Pines

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Top-rated vacation rentals in Southern Pines

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The exterior of a two-story cottage is shown, featuring a white clapboard façade with dark roofing. A covered porch is seen at the front, furnished with a small round table and four chairs, surrounded by landscaping with young plants and mulch.
Home in Southern Pines
5 out of 5 average rating, 127 reviews

New 5 Bedroom Cottage on Pine Needles Golf Course!

New construction home on the golf course of Pine Needles Course between Pinehurst and downtown Southern Pines. Ideal location, close to everything the area has to offer. This 5 bedroom and 3 bathroom cottage is ideal for golf outings and family friendly vacations. Everything you need to make your stay ideal and comfortable. Main level: 1 bedroom, 1 bath, living room, kitchen, dining, office space, walk in pantry, laundry room. Second floor: 4 bedrooms, 2 bathrooms, abundant closet space.

Top guest favorite
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.
Farm stay in Southern Pines
4.99 out of 5 average rating, 205 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.

Top guest favorite
The entrance to a charming cottage is framed by lush greenery and well-maintained landscaping. A stone pathway leads to the front door, while a gravel driveway guides visitors through vibrant shrubs and trees.
Cottage in Southern Pines
4.96 out of 5 average rating, 405 reviews

The Ace Cottage - Tiny-home Feel, Close to golf

Unwind in the privacy of this adorable tiny-home! Just over a mile from downtown Southern Pines and 15 min to the famous Pinehurst Resort and Carolina Horse Park. Features a King size Nectar bed, Roku TV, WiFi, shower with tankless water heater, a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge, and electric skillet), beautiful stone patio, professional landscaping, pet yard access, brand new floors, and a large driveway. The perfect spot for a quiet night!

Guest favorite
A welcoming living area features a gray sofa paired with two accent chairs, complemented by a round wooden coffee table. A patterned area rug adds warmth to the hardwood floor, while natural light filters through nearby window treatments.
Condo in Pinehurst
4.95 out of 5 average rating, 262 reviews

Pinehurst Green - 2BD 2BA Golf Front Condo

Welcome to Pinehurst Green, located in the heart of Pinehurst golf! Our 2BD, 2BA condo is within walking distance of the Pinehurst clubhouse and the Village of Pinehurst. With a second story view on the Pinehurst #3 course, guests can enjoy hours of relaxation on the balcony overlooking the fairway, or stroll down to the historic Village for a cocktail, dinner or shopping. A 5 min drive to the Fair Barn and Harness Track and a 10 min drive to charming downtown Southern Pines.

Top guest favorite
A cozy sitting area is highlighted by a green sofa with accent pillows. A round wooden coffee table is positioned on a textured orange rug, while a colorful geometric wall provides a vibrant backdrop. A television and air conditioning unit are visible in the space.
Home in Southern Pines
4.96 out of 5 average rating, 250 reviews

Loft Cottage on Ridge Short & Extended Stays

This 1930s cottage is the perfect spot for your stay in downtown Southern Pines. It is located on a quiet street, yet close enough to walk to all the shops/restaurants downtown or the Weymouth Center for the Humanities. This loft unit has a private entrance from the top of the stairs with 1 bedroom (Queen) & 1 bath, a full kitchen, and shared laundry room downstairs in the back of the home. Unit features vintage kitchen! Come stay with us for a short stay or extended stay!

Top guest favorite
A spacious living area features a large L-shaped sectional sofa in soft brown fabric, arranged on a patterned area rug with floral designs. A ceiling fan hangs above, and the adjoining kitchen can be seen in the background, equipped with dark wooden cabinets and stainless steel appliances.
Cottage in Pinebluff
4.92 out of 5 average rating, 253 reviews

Lakeside Cottage nestled near Pinehurst and CHP

Bellago Farm Cottage is nestled in the woods off the edge of the North Carolina Game Lands. It is 6 miles from the Carolina Hotel/Pinehurst Resort and the famous Pinehurst #2 Golf Course, and 8 miles from the Carolina Horse Park. The lakeside cottage welcomes you to fishing and swimming its spring-fed 9-acre, very clear waters. Enjoy relaxing between activities with easy access wi-fi or tv. If you are traveling to the area for equine competition, horse boarding is available.

Top guest favorite
A small, light blue cottage is surrounded by greenery, set within a fenced area. A bright white door is framed by a simple wooden staircase. The front yard features a gravel pathway and grass, offering a peaceful outdoor setting.
Guesthouse in Southern Pines
5 out of 5 average rating, 101 reviews

Quiet and Safe neighborhood Studio for 2

Enjoy a peaceful stay in this fully furnished studio for two, located in a quiet Southern Pines neighborhood. Separate unit behind the main home, 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

Top guest favorite
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.
Home in Southern Pines
5 out of 5 average rating, 113 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!

Top guest favorite
A small outdoor patio is presented with a round table and four black metal chairs. Lush greenery surrounds the area, providing a calm setting. The exterior of the cottage is gray, complemented by a dark front door and a welcoming pathway leading to the entrance.
Home in Downtown Southern Pines
4.96 out of 5 average rating, 222 reviews

Charming Cottage in Downtown Southern Pines

Right in Downtown Southern Pines, Camellia Cottage is the perfect getaway! Walking distance to all of the wonderful restaurants, shops and breweries Downtown Southern Pines has to offer, and only minutes from some of the country's best golf courses! This 2 bedroom 1 bathroom home has all you will need in this home away from home. Enjoy the outdoors out on your own private patio, walk around and take in the beautiful sights of this charming Southern town.

Top guest favorite
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.
Home in Southern Pines
4.97 out of 5 average rating, 228 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!

Top guest favorite
The charming 1930's bungalow is framed by a white picket fence and flowering shrubs. A front porch is visible, inviting guests to enjoy the outdoors. Colorful blooms and greenery enhance the welcoming atmosphere, while a paved walkway leads to the entrance.
Bungalow in Downtown Southern Pines
4.98 out of 5 average rating, 400 reviews

Delightful Bungalow in Historic Downtown

LITERALLY steps from the quaint downtown of Southern Pines. In the heart of the historic district of Southern Pines sits this charming, quaint & cozy 1930's bungalow. Just steps from our idyllic downtown of Southern Pines. (Literally 1 block!) You will be treated to a private, clean, cozy and updated space filled with everything you will need for a wonderful stay. 1 bedroom / 1 bath / 1 sleeper sofa. Street parking. Strict 'No Pet' policy.

Top guest favorite
A newly constructed three-story house features a modern design with a green exterior and white trim. The front porch is accessible by steps, and multiple large windows allow natural light to fill the interior. Surrounding landscaping includes trimmed shrubbery and grass.
Home in Southern Pines
4.97 out of 5 average rating, 118 reviews

Pet Friendly with Firepit Cottage Near Pinehurst

Brand new 3 bedroom 2.5 bathroom house, a perfect fit for 6 people. Close to Southern Pines and Pinehurst makes it easy to navigate around Moore County. This house is stocked with everything you need, whether you're here to have a good time golfing with friends, or on a trip to visit family. One king bed, one queen bed, and two twin beds, a configuration for any group. A pack and play is also in the house and ready for your little one.

Popular amenities for Southern Pines vacation rentals

When is the best time to visit Southern Pines?

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Avg. priceﺩ.ﺇ540ﺩ.ﺇ551ﺩ.ﺇ613ﺩ.ﺇ551ﺩ.ﺇ562ﺩ.ﺇ606ﺩ.ﺇ650ﺩ.ﺇ595ﺩ.ﺇ544ﺩ.ﺇ569ﺩ.ﺇ606ﺩ.ﺇ588
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Frequently Asked Questions

  • Where should I stay in Southern Pines?

    Make yourself at home in Southern Pines by choosing from our most frequently booked neighborhoods. We have over 370 vacation rentals in Downtown Southern Pines, over 60 vacation rentals in Highland Trails, and over 230 vacation rentals in Talamore.

  • Are there pet-friendly vacation rentals in Southern Pines?

    Four-legged friends are welcome in Southern Pines. Choose from more than 150 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Southern Pines?

    Yes! Work meets play with ease at over 210 vacation rentals in Southern Pines featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Southern Pines vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Southern Pines, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly townhouse rentals in Southern Pines?

    Southern Pines has more than 20 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Southern Pines?

    Experience the best of Southern Pines with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do townhouse rentals in Southern Pines have air conditioning?

    Absolutely! We offer over 20 townhouse rentals with air conditioning in Southern Pines. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Southern Pines have wifi?

    Absolutely! We offer over 10 villa rentals with wifi in Southern Pines. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Southern Pines have a bbq area?

    Absolutely! We offer over 50 house rentals with a bbq area in Southern Pines. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Southern Pines have a gym?

    Absolutely! We offer over 30 house rentals with a gym in Southern Pines. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Southern Pines

  • Total vacation rentals

    Explore 380 vacation rentals in Southern Pines

  • Nightly prices starting at

    Southern Pines vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 16,690 verified reviews to help you choose

  • Family-friendly vacation rentals

    270 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    380 of Southern Pines vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Southern Pines rentals

  • 4.9 Average rating

    Southern Pines stays are highly rated by guests—averaging 4.9 out of 5!