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A golf course with a clear sky, trees, and a distant view of the ocean.

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    Check prices for these dates, 14 – 15 December 2026

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    Our top choices for Southern Pines holiday rentals

    1. Cottage on Ridge- Short & Extended Stays

    A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

    2. 5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

    A golf course with wooden chairs and a flagstick.

    3. NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn

    An outdoor patio with a wooden table, chairs, and a potted plant.

    4. Walkable Cottage, Pet Friendly with Fenced Patio

    A single-story house with a gray exterior, white trim, and a front porch.

    5. The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

    A balcony with a table and two chairs, a view of trees, and a wooden railing.

    6. Charming Downtown Cottage

    A house with a white picket fence, surrounded by trees and a well-maintained lawn.

    7. The Lucky Lie - Entire Condo in Pinehurst

    A modern bedroom with a bed, a desk, and a balcony with a chair.

    8. Beautiful 1920's Craftsman-Downtown Southern Pines

    A two-story house with a porch, a white picket fence, and a small garden with pink flowers.

    9. Upstairs at the Estate - Across from SP Golf Club

    A spiral staircase leading to a door with a metal grid, surrounded by a stone-tiled patio and a brick baseboard.

    10. Studio Seven at Pine Valley

    A two-story building with a balcony and a staircase leading to the entrance.

    11. Isle of the Pines, 1 mile from The Village of Pinehurst!

    A covered outdoor seating area with wicker furniture and a stone pillar.

    12. Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

    A modern kitchen with a double sink, a coffee maker, and a variety of snacks on the counter.

    13. Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines

    A hallway with wooden flooring, white walls, and a door leading to a room with a chair and a small table with a plant.

    14. The Perfect Lie in Pinehurst! A golfer's paradise!

    A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a large window with a view of the outside.

    15. The Cottage at Knollwood Manor

    A house with a front porch, steps leading to a green door, and a welcome mat.

    16. Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!

    A wooden deck with a bench and a mailbox.

    17. COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

    A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining area with a view of greenery.

    18. Stunning Lake front views in Pinehurst with a pool!

    A private swimming pool with a fenced area, surrounded by lush greenery and red flowers.

    19. 11 E Pinehurst Manor

    A room with a dining table, a chair, a lamp, and a painting on the wall.

    20. Located in # 6 golf community, close to First Health Moore Regional Hospital.

    A wooden gate with a sign reading 'WELCOME GUEST PARKING' and a 'SONNE GARTEN' sign above it.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Top Southern Pines Hotel Reviews

    Hilton Garden Inn Southern Pines Pinehurst, NC

    An outdoor seating area with wicker furniture and stone walls.

    Econo Lodge & Suites Southern Pines - Pinehurst

    A hotel room with a wooden desk, a television, a chair, and a lamp.

    Quality Inn Pinehurst Area

    Lobby

    SureStay Plus Hotel by Best Western Southern Pines Pinehurst

    A spacious living room with a dining area, large windows, and a view of greenery outside.

    Find out more about Southern Pines

    Everything you need to know about Southern Pines holiday rentals

    Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Pines holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southern Pines holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Southern Pines holiday rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Southern Pines. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

    Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southern Pines holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Southern Pines holiday rentals we have selected for you start as low as £117 per night. Entering your travel dates in the search wizard you might find even better deals!

    How to find incredible deals on Southern Pines rentals

    At Expedia, we put the best Southern Pines holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Southern Pines rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southern Pines holiday.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southern Pines. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Are there holiday rentals in Southern Pines?

    Yes, there are holiday rentals close to the most popular sights in Southern Pines, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Southern Pines. While you're here, grab a bite or have a drink at the bars.

    What are some of the best holiday rentals that Southern Pines has to offer?

    Simulator & Unbeatable Golf Experience On 2 Acres!: This highly rated holiday home rental in Southern Pines offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Another good choice for your trip to Southern Pines is Beautiful 1920's Craftsman-Downtown Southern Pines.

    How many holiday rentals are there in Southern Pines?

    With 88 Expedia holiday rentals, you're guaranteed to find just the right place for your Southern Pines stay.

    What can I see and do in Southern Pines?

    Cultural attractions include Campbell House Galleries, whereas Reservoir Park is a spot to enjoy nature. Other places in town to visit include Mid Pines Golf Club and Pine Needles Golf Club.

    What are holiday rentals like in Southern Pines?

    Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southern Pines. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.