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Southern Pines, NC vacation rentals
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Best Vacation rentals and Airbnb offers in Southern Pines, NC

Compare Vacation Rentals for Families in Southern Pines, NC

These kid-friendly vacation rentals in Southern Pines, NC keep you close to top city attractions for a stress-free family vacation.

Pinehurst Cottage  Serves 8  No Stairs  King Bed - Southern Pines, NC
9.9 151 reviews
Southern Pines, NC
09/01 – 09/10
$244/nighttotal: $2196 (9 )

Pinehurst Cottage Serves 8 No Stairs King Bed

3 4
apartment , Pinehurst
This vacation home is located in Pinehurst, just a short distance from the Pinehurst Resort and the famous Pinehurst No. 9 golf course, making it a great choice for golfers and those who want to be close to the action. The home has received excellent ratings for its location, cleanliness, and overall experience.
The house has 3 bedrooms and can comfortably accommodate up to 8 guests. The home features a private yard, a fully equipped kitchen, a spa, and other amenities for a relaxing and enjoyable stay.
Golfer's Paradise I Modern I Charming I 3bed/2bath - Southern Pines, NC
9.8 112 reviews
Southern Pines, NC
07/02 – 07/05
$324/nighttotal: $972 (3 )

Golfer's Paradise I Modern I Charming I 3bed/2bath

1 5
apartment , Southern Pines
This 3-bedroom apartment is conveniently located near Pine Needles Lodge and Golf Club, just a short walk from the historic downtown districts of Pinehurst and Southern Pines. It boasts excellent user, location, and cleanliness ratings, making it a popular choice for travelers. This single-story home offers a spacious and comfortable living area with plenty of room for gatherings, accommodating up to 6 guests. The apartment includes family-friendly amenities like a fenced backyard, a gas BBQ, board games, and a convenient work desk with WiFi, perfect for families and remote workers.
Serenity On Pinehurst No 6! <3.5 Miles To The Village Of Pinehurst! Sleeps 10! - Southern Pines, NC
10 129 reviews
Southern Pines, NC
07/03 – 07/05
$404/nighttotal: $808 (2 )

Serenity On Pinehurst No 6! <3.5 Miles To The Village Of Pinehurst! Sleeps 10!

4 5
apartment , Pinehurst
This Pinehurst vacation home is conveniently located just a short drive from FirstHealth Moore Regional Hospital, Pinehurst No. 9, and the Pinehurst Resort. With excellent user, location, and cleanliness ratings, this property offers a comfortable and enjoyable stay. This spacious 4-bedroom home comfortably accommodates up to 10 guests and features a fully equipped kitchen, a private fenced yard, a game room, and a patio with barbecue grills. Enjoy the convenience of air conditioning, internet access, and a spa, making this a perfect choice for families and groups seeking a relaxing and fun-filled vacation.
Million Dollar View W/ 3 Masters + Peloton On Pinehurst No. 9 - Southern Pines, NC
10 92 reviews
Southern Pines, NC
08/27 – 09/05
$398/nighttotal: $3582 (9 )

Million Dollar View W/ 3 Masters + Peloton On Pinehurst No. 9

3 2
apartment , Southern Pines
This charming cottage sits in the gated community of Pinehurst, overlooking the 8th Hole of Pinehurst National and just a short distance from the Village and the Carolina Hotel. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 2680-square-foot cottage comfortably accommodates up to 10 guests and features a fully equipped kitchen, a spacious living area, a large deck with a gas grill, and a private garden. Guests can enjoy modern amenities like hardwood floors, a gas log fireplace, smart TVs, and a sports package.

Best Southern Pines, NC vacation rentals with parking

Sage At The Shire 255 - Unit A - Downtown! - Southern Pines, NC
10 8 reviews
Southern Pines, NC
08/27 – 09/05
$134/nighttotal: $1206 (9 )

Sage At The Shire 255 - Unit A - Downtown!

1 2
apartment , Southern Pines
This downtown Southern Pines rental is centrally located, within walking distance of Southern Pines Brewing Company, The Jefferson Inn, and Betsy's Crepes, and less than a mile from Pinehurst Resort.
The 8,180-square-foot apartment features one bedroom, one bathroom, accommodates four guests with a queen bed and sleeper sofa, includes a full kitchen with dishwasher, in-unit laundry, and offers weekly/monthly discounts.
Upstairs At The Estate - Across From Sp Golf Club - Southern Pines, NC
10 196 reviews
Southern Pines, NC
07/03 – 07/05
$238/nighttotal: $476 (2 )

Upstairs At The Estate - Across From Sp Golf Club

2 5
apartment , Southern Pines
This charming Southern Pines home is conveniently located in downtown, just a short walk from Southern Pines Golf Club and the Weymouth Center for the Arts/Campbell House. Guests consistently rate this property excellent for its location, cleanliness, and overall experience.
This two-bedroom, two-bathroom rental comfortably sleeps six guests and includes a fully equipped kitchen with modern appliances and amenities, a private entrance, and a dedicated parking space. Enjoy a relaxing stay with a private terrace/balcony, a lush garden, a washer and dryer, and a pack 'n play available upon request.
Walking Distance To Downtown Southern Pines And Close To Pinehurst Golf Courses. - Southern Pines, NC
9.0 18 reviews
Southern Pines, NC
07/02 – 07/05
$339/nighttotal: $1017 (3 )

Walking Distance To Downtown Southern Pines And Close To Pinehurst Golf Courses.

3 5
apartment , Southern Pines
This West Southern Pines vacation rental is ideally situated within two miles of Hyland Hills, Mid Pines, and Pine Needles golf courses, and three miles from Pinecrest Plaza and the Southern Pines Golf Club.
This three-bedroom, three-bathroom house comfortably sleeps seven guests and features a fully equipped kitchen, a washer/dryer, barbecue grills, and a Smart TV, all within walking distance (23 minutes) of Southern Pines Station.
Charming Downtown Corner Cottage - Dog Friendly! - Southern Pines, NC
10 1 review
Southern Pines, NC
07/02 – 07/05
$319/nighttotal: $957 (3 )

Charming Downtown Corner Cottage - Dog Friendly!

1 5
house , Southern Pines
This pet-friendly cottage is located in downtown Southern Pines, North Carolina, 28 miles from Fort Bragg and 39 miles from Fayetteville Regional Airport.
The 120-square-foot house features one bedroom, two bathrooms, and can accommodate up to 11 guests, offering free Wi-Fi, a fully equipped kitchen with a dishwasher, and private parking—a rare amenity in the downtown area.

Frequently Asked Questions about vacation rentals in Southern Pines, NC

  • Which neighborhood in Southern Pines, NC should you consider for a vacation rental?

    The Downtown area is a great choice. It's close to shops, restaurants, and the Southern Pines Pinehurst Museum. If you're looking for a more peaceful stay, the Mid Pines neighborhood is quiet and offers a more residential feel.
  • What are the best Airbnb and vacation rentals in Southern Pines, NC?

  • What are the top family-friendly attractions in Southern Pines, NC?

    The Moore County Historical Museum is always a hit with kids, and the Southern Pines Recreation Center has a great playground and pool. If you're looking for something a little more adventurous, the Carolina Horse Park is a must-see.
  • What are the most popular Airbnbs in Southern Pines, NC?

  • When is the best time to book a vacation rental in Southern Pines, NC?

    The best time to book is during the shoulder seasons, April-May and September-October. The weather is still mild, and the crowds are smaller.
  • What are the best vacation rentals with a pool in Southern Pines, NC?

  • What events or festivals should visitors check out in and around Southern Pines, NC?

    The Southern Pines Pinehurst Festival of the Arts in April is a great event, and the Sandhills Wine Festival in October is a fun way to sample local wines.
  • What are the best rentals for families and kids in Southern Pines, NC?

  • What are the best budget-friendly activities in Southern Pines, NC?

    Take a walk or bike ride on the Trolley Trail, a scenic path that runs through town. You can also visit the Southern Pines Pinehurst Museum on a free admission day.
  • What are the best rentals or Airbnbs with a jacuzzi in Southern Pines, NC?

    The best vacation rentals or Airbnb with a jacuzzi in Southern Pines, NC are A Cinderella Story -Downtown Southern Pines, Beautiful Home In Pinehurst and The Mulligan House In Pinehurst.

  • What are the best restaurants with local dishes in Southern Pines, NC?

    For a taste of Southern comfort food, head to The Pilot or The Smokehouse. If you're looking for something a little more upscale, The 19th Hole at the Pinehurst Resort has a great menu.
  • What are the best walking or cycling routes in Southern Pines, NC?

    The Trolley Trail is a great option for walking or biking, and it's a great way to see the town. The Sandhills Game Land offers more challenging trails for experienced cyclists.
  • Are there pet-friendly attractions in Southern Pines, NC?

    The Trolley Trail is pet-friendly, and many of the parks in town allow dogs on leashes. The Carolina Horse Park also welcomes dogs.
  • What are the benefits of choosing a vacation rental in Southern Pines, NC?

    Vacation rentals offer more space and privacy than hotels, and they often come with amenities like kitchens and laundry facilities. They're also a great option for families or groups.
  • What are the top sports attractions and facilities in Southern Pines, NC?

    The Pinehurst Resort is home to several world-class golf courses, including the famous No. 2 Course. The Carolina Horse Park hosts equestrian events throughout the year.

Destinations nearby

Choose the Right Vacation Rentals with a Terrace in Southern Pines, NC

Enjoy your own private terrace with city skyline views at these vacation rentals in Southern Pines, NC.

Cottage On Ridge- Short & Extended Stays - Southern Pines, NC
9.9 269 reviews
Southern Pines, NC
08/27 – 09/05
$161/nighttotal: $1449 (9 )

Cottage On Ridge- Short & Extended Stays

1 2
apartment , Southern Pines
This charming 1930s cottage is located on a quiet street in downtown Southern Pines, just a short walk from shops, restaurants, and the Weymouth Center for the Humanities. Guests consistently rate the cottage excellent for its location, cleanliness, and overall experience.
This cozy cabin has one bedroom and one bathroom, comfortably accommodating up to two guests. Enjoy a fully equipped kitchen, a private entrance, a dedicated workspace, a terrace, and access to a shared laundry room, all while being steps away from the beautiful Sandhills Horticultural Gardens and Reservoir Park.
The Sycamore At Ducks Landing - Southern Pines, NC
Southern Pines, NC
08/27 – 09/05
$176/nighttotal: $1584 (9 )

The Sycamore At Ducks Landing

3 2
house , Aberdeen
The Sycamore at Ducks Landing, located in Aberdeen, North Carolina, offers convenient access to Fort Bragg (29 miles) and Fayetteville Regional Airport (39 miles).
This three-bedroom, three-bathroom house boasts 440 square feet of living space, accommodating up to nine guests and featuring amenities such as a fully equipped kitchen, free Wi-Fi, a terrace, a garden, and laundry service.
Ducks Landing Accommodations At Southern Pines Golf Course - Southern Pines, NC
10 6 reviews
Southern Pines, NC
06/27 – 07/04
$161/nighttotal: $1127 (7 )

Ducks Landing Accommodations At Southern Pines Golf Course

3 2
house , Aberdeen
Ducks Landing townhomes, located in Southern Pines, North Carolina, offer easy access to the Southern Pines Golf Club, Malcolm Blue Farm, and Seagrove Pottery.
This three-bedroom, three-bathroom rental property boasts 440 square feet of living space, accommodating up to nine guests and featuring amenities such as a fully equipped kitchen, private patio, and on-site EV charging for $20/day.
Fine Accommodations With A Bit Of Fun! Visit The Tina Marie, Southern Pines, Nc - Southern Pines, NC
Southern Pines, NC
07/03 – 07/05
$569/nighttotal: $1138 (2 )

Fine Accommodations With A Bit Of Fun! Visit The Tina Marie, Southern Pines, Nc

3 5
apartment , Southern Pines
This Victorian property is located in a quiet neighborhood in Downtown Southern Pines, a short walk from the town's restaurants, breweries, and distillery.
This 3-bedroom, 2-bathroom house accommodates up to 6 guests and offers amenities including internet, air conditioning, a terrace, garden, and parking, with complimentary breakfast and evening happy hour.

Discover Pet-Friendly Vacation Rentals in Southern Pines, NC

Experience a pet-friendly stay in Southern Pines, NC with vacation rentals located steps away from city dog parks and walking trails.

River Birch At Ducks Landing - Southern Pines, NC
9.9 17 reviews
Southern Pines, NC
07/02 – 07/05
$230/nighttotal: $690 (3 )

River Birch At Ducks Landing

1 5
house , Aberdeen
Ducks Landing townhomes, near Southern Pines in the Sandhills region, offer easy access to area golf courses, shops, and restaurants.
This three-bedroom, two-bathroom rental property sleeps nine guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden, parking, and internet access.
Golf, Ride & More! Home In Dtwn Southern Pines - Southern Pines, NC
Southern Pines, NC
07/03 – 07/05
$417/nighttotal: $834 (2 )

Golf, Ride & More! Home In Dtwn Southern Pines

2 5
apartment , Southern Pines
This 1820 sq ft, 2-bedroom, 2-bathroom apartment offers a prime walkable location, just 0.7 miles from downtown Southern Pines' shops, bars, and dining, and within 2 miles of Mid Pines, Pine Needles, and Southern Pines Golf Club.
This pet-friendly rental features a fenced backyard with a putting green, a garage game room with foosball and an arcade machine, a furnished deck with a gas grill, a wood-burning fire pit, and parking including an RV pad with electrical hookup, accommodating up to 12 guests.
Ducks Landing Accommodations At Southern Pines Golf Course - Southern Pines, NC
10 4 reviews
Southern Pines, NC
07/02 – 07/05
$236/nighttotal: $708 (3 )

Ducks Landing Accommodations At Southern Pines Golf Course

3 5
house , Aberdeen
This Ducks Landing Accommodations apartment is located in Southern Pines, North Carolina, near Pinehurst Resort and Southern Pines Golf Club, offering easy access to Reservoir Park and Pinehurst Lake.
The 1790-square-foot rental features three bedrooms, three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, a garden, parking, and air conditioning.
Golf, Ride & More! Home In Dtwn Southern Pines - Southern Pines, NC
9.3 6 reviews
Southern Pines, NC
07/03 – 07/05
$338/nighttotal: $676 (2 )

Golf, Ride & More! Home In Dtwn Southern Pines

2 5
apartment , Southern Pines
This downtown Southern Pines rental is located within walking distance of local restaurants and shops, offering convenient access to the town's amenities.
This pet-friendly, single-story house accommodates up to 12 guests and features a fenced backyard with yard games, a screened gazebo with a putting green, a movie and game room with a foosball table and arcade machine, a furnished deck with a gas grill, and a wood-burning fire pit, with ample parking including a 30-foot RV pad with electrical hookup.
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