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Best Vacation rentals and Airbnb offers in Southern Pines, NC
10 129 reviews
Southern Pines, NC
07/03 – 07/05
$468/nighttotal: $936 (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.
9.9 54 reviews
Southern Pines, NC
06/27 – 07/04
$326/nighttotal: $2282 (7 )
Bourbon & Bubbles! Hot Tub, Sauna & Pizza Oven!
1 2
apartment , Southern Pines
Bourbon & Bubbles is a centrally located Southern Pines house in downtown, providing easy access to local shops and restaurants. This 2,000-square-foot, four-bedroom, three-bathroom home sleeps ten, boasting a speakeasy-themed garage with karaoke, a wood-fired pizza oven, fire pit, hot tub, and concierge service for private chefs and events.
9.9 36 reviews
Southern Pines, NC
09/01 – 09/10
$264/nighttotal: $2376 (9 )
The Estate - Across From Sp Golf Club
1 4
apartment , Southern Pines
This 1928 Southern Pines estate, directly across from the renovated Southern Pines Golf Club (a Donald Ross course), offers a prime location for golfers and history buffs. This 5,000-square-foot house features three bedrooms, two bathrooms, sleeps five, and boasts a Mid-Century Modern/Spanish Revival design, a fully equipped kitchen, extensive outdoor space, and a stocked wet bar.
10 2 reviews
Southern Pines, NC
07/02 – 07/05
$241/nighttotal: $723 (3 )
The Elm At Ducks Landing
3 5
apartment , Southern Pines
This Southern Pines townhome rental, near the Southern Pines Golf Course and approximately 11.6 miles from the Carolina Horse Park, offers easy access to downtown shops and restaurants. The 1,210-square-foot property features three bedrooms, three bathrooms, a fully equipped kitchen with dishwasher, and accommodates up to eight guests, complete with a private patio, garden, and parking.
9.4 33 reviews
Southern Pines, NC
07/03 – 07/05
$260/nighttotal: $520 (2 )
Walk To Downtown - 5 Min. To Midpines, So. Pines & Pineneedles - Sleeps 6-8
3 4
apartment , Southern Pines
This Southern Pines vacation home is conveniently located within 2 miles of Hyland Hills Golf Club, Pinecrest Plaza, and Southern Pines Golf Club, and within 3 miles of Mid Pines and Pine Needles Golf Clubs. This 3-bedroom, 2-bathroom house sleeps 8, features a fully equipped kitchen with appliances including a dishwasher, in-unit laundry, and modern amenities like a Smart TV, offering comfortable accommodations near top-rated golf courses and shopping.
9.9 97 reviews
Southern Pines, NC
08/27 – 09/05
$97/nighttotal: $873 (9 )
The Caddie’s Cottage, A Cozy Golf Retreat.
1 2
apartment , Southern Pines
This charming one-bedroom apartment is located in a historic neighborhood directly across from the 17th fairway of Pine Needles Golf Resort, offering stunning views and easy access to the course. Guests consistently rate the location, cleanliness, and overall experience as excellent. The apartment is perfect for couples or solo travelers looking for a comfortable and convenient stay. It features a fully equipped kitchen with a fridge, freezer, and microwave, as well as air conditioning, parking, and internet access.
9.7 89 reviews
Southern Pines, NC
06/27 – 07/04
$161/nighttotal: $1127 (7 )
The Pastry Townhouse
2 2
house , Southern Pines
This two-bedroom Southern Pines townhouse is located two blocks from the downtown area and a 10-minute drive from Pinehurst's renowned golf courses. The spacious property sleeps seven guests comfortably, featuring a downstairs bedroom, an upstairs bedroom, a pull-out couch, two bathrooms, a full kitchen with dishwasher, and free internet access.
9.9 28 reviews
Southern Pines, NC
08/27 – 09/05
$136/nighttotal: $1224 (9 )
The Tally Ho - Walkable To Downtown Southern Pines
2 2
apartment , Southern Pines
Tally Ho, a 2-bedroom, 2-bathroom condo, is located in a quiet Southern Pines neighborhood, a short drive from equestrian venues, Pinehurst golf, and downtown. This equestrian-themed retreat accommodates up to 4 guests and features a fully equipped kitchen with stainless steel appliances, a private outdoor patio, and is pet-friendly with parking and air conditioning.
9.8 22 reviews
Southern Pines, NC
07/03 – 07/05
$421/nighttotal: $842 (2 )
Charming Downtown Corner Cottage - 1 Block Walk To Food & Fun - Dog Friendly!
3 4
apartment , Southern Pines
This Southern Pines vacation home, located in the Downtown Southern Pines district, offers easy access to Pinehurst Resort and Southern Pines Golf Club. The 1500-square-foot, three-bedroom house sleeps six guests and features multiple patios, a fully equipped kitchen, high-speed Wi-Fi, on-site barbecue facilities, in-house laundry, and proximity to Hillcrest and Nancy Kyser Parks.
9.8 20 reviews
Southern Pines, NC
07/02 – 07/05
$246/nighttotal: $738 (3 )
Paradise On Hole#2
3 5
apartment , Southern Pines
This golf-front rental is situated directly on hole #2 in The Pines, offering a 1,650-foot walk to Pine Needles Golf Club and a 1-minute drive to Talamore Golf Resort, Southern Pines, and Pinehurst Resort. This 3-bedroom, 2-bathroom residence accommodates up to 6 guests with 3 queen beds, a full kitchen, in-unit laundry, and a patio deck with a BBQ, making it ideal for golfers and families seeking convenience and comfort.
9.8 50 reviews
Southern Pines, NC
07/02 – 07/05
$189/nighttotal: $567 (3 )
'Sandhills Sanctuary' Home Near Golfing!
2 5
apartment , Southern Pines
This Southern Pines vacation rental is conveniently located near Pool Park, a short drive from downtown Southern Pines and its 32 renowned golf courses. This two-bedroom, two-bathroom house sleeps five guests, features an open-concept layout, a well-equipped kitchen with complimentary coffee, three smart TVs with cable, ample parking for up to six vehicles, and step-free entry via a back ramp.
9.8 10 reviews
Southern Pines, NC
09/01 – 09/10
$153/nighttotal: $1377 (9 )
Sienna At The Shire 255 - Unit B - Downtown!
1 4
apartment , Southern Pines
This Downtown Southern Pines apartment rental is conveniently located within walking distance of restaurants like The Jefferson Inn and Southern Pines Brewing Company, and less than a mile from Pinehurst Resort. This 7,000-square-foot unit features one bedroom, one bathroom, and sleeps up to four guests, offering a fully equipped kitchen, air conditioning, parking, and internet access.
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.
This Southern Pines vacation home is conveniently located within a 3-mile radius of four renowned golf courses and a 10-minute walk from the Southern Pines Station. It boasts excellent user, location, and cleanliness ratings, making it a great choice for travelers. This 3-bedroom, 2-bathroom house comfortably accommodates up to 9 guests in its 1,700 square feet of space. Guests can enjoy amenities such as a fully equipped kitchen, a private yard with a terrace, a spa, and free Wi-Fi, making it perfect for both relaxation and entertainment.
10 259 reviews
Southern Pines, NC
07/02 – 07/05
$528/nighttotal: $1584 (3 )
Trendy 3 Bedroom 2 Bathroom In Historic Village - Walk To Everything
3 5
apartment , Pinehurst
The Timmel House is a vacation rental located in the heart of Pinehurst, just a short walk from shops, restaurants, and historic attractions. It consistently receives excellent ratings for its location, cleanliness, and overall experience. This 3-bedroom, 2-bathroom home spans 1530 square feet, offering a comfortable and spacious layout. It features a fully equipped kitchen, a dining room, a living room with an HD LCD TV and BluRay DVD player, a laundry room, and a private outdoor space with a screened-in porch and a patio with a grill.
8.8 6 reviews
Southern Pines, NC
07/03 – 07/05
$919/nighttotal: $1838 (2 )
Stunning Golf Views On Pinehurst National No. 9. A Luxurious Retreat Awaits.
4 5
apartment , Southern Pines
This Southern Pines vacation home is steps from Pinehurst No. 9 golf course and within three miles of Pinecrest Plaza, The Carolina Golf Course, FirstHealth Moore Regional Hospital, and the Pinehurst Resort. This 2,940-square-foot house features four bedrooms, four bathrooms, and accommodates up to sixteen guests, offering a private hot tub, a garden with barbecue grills, free WiFi, and a fully equipped kitchen.
This Southern Pines cottage, a three-bedroom, three-bathroom house, is located three blocks from downtown, adjacent to a golf course, and near attractions like the Malcolm Blue Farm and Museum. This 1,650-square-foot vacation rental sleeps eight guests and boasts a fully equipped kitchen, spa, private garden, and spacious deck—perfect for enjoying Southern Pines' offerings.
Best Southern Pines, NC vacation rentals with parking
8.8 15 reviews
Southern Pines, NC
08/27 – 09/05
$120/nighttotal: $1080 (9 )
Slice Of Seclusion In Downtown Southern Pines
1 2
apartment , Southern Pines
This Southern Pines apartment rental is centrally located, a short walk from the train station and minutes from Southern Pines Golf Club and Pine Needles Golf Club. The 1,076-square-foot unit features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, private balcony, garden, and on-site parking.
10 13 reviews
Southern Pines, NC
06/27 – 07/04
$153/nighttotal: $1071 (7 )
Walkable Cottage, Pet Friendly With Fenced Patio
1 2
apartment , Southern Pines
This West Southern Pines cottage is conveniently located near Pinehurst Resort, a short drive from Fort Bragg (formerly Fort Liberty), and within 8 miles of 39 golf courses. This pet-friendly one-bedroom, one-bathroom house sleeps two guests and features a fully equipped kitchen with new appliances, a fenced patio with a chimenea, and proximity to Ashten's, Southern Pines Brewing, and other local attractions.
10 13 reviews
Southern Pines, NC
07/03 – 07/05
$603/nighttotal: $1206 (2 )
Golf Front Home On Pine Needles. 4 King Beds : 5 Miles From Villages
4 5
apartment , Southern Pines
This Southern Pines vacation rental overlooks the 16th hole of the prestigious Pine Needles Golf Course, seven minutes from downtown Southern Pines and ten minutes from Pinehurst. This 2,250-square-foot home features four king-sized bedrooms, two bathrooms, a game room with a pool table, a gas fire pit, and an enclosed porch; it comfortably sleeps eight guests and offers access to over 40 Sandhills golf courses.
9.9 126 reviews
Southern Pines, NC
07/02 – 07/05
$709/nighttotal: $2127 (3 )
Knollwood Manor - The Historic Mid Pines Mansion
5 5
house , Southern Pines
Knollwood Manor - The Historic Mid Pines Mansion is located in the historic Mid Pines district, offering a glimpse into Southern Pines' past and a short drive to Southern Pines' attractions such as the Weymouth Woods-Sandhills Nature Preserve and the Pinehurst Resort. With excellent user, location, and cleanliness ratings, this spacious villa features 5 bedrooms, accommodating large groups in its 5200 square feet of floor area. Guests can enjoy amenities such as air conditioning, free Wi-Fi, a flat-screen TV with streaming services, a fully equipped kitchen, a private terrace, and a tranquil garden.
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?
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?
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.
10 4 reviews
Southern Pines, NC
06/27 – 07/04
$253/nighttotal: $1771 (7 )
New Listing - Spacious And Luxurious 2br Condominium (With X2 Double Beds In Each Bedroom) Located In The Gated Community Of Pinehurst National No. 9 With Views Of The 5th And 6th Holes At Pinehurst National No. 9.
2 2
apartment , Southern Pines
This Southern Pines condo rental is steps from Pinehurst No. 9 golf course and within three miles of Pinecrest Plaza, The Carolina Golf Course, FirstHealth Moore Regional Hospital, and the Pinehurst Resort. This two-bedroom, two-bathroom apartment sleeps four, features a fully equipped kitchen with dishwasher, a fireplace, a private balcony, and in-unit laundry, providing convenient access to nearby golf courses and attractions.
9.8 8 reviews
Southern Pines, NC
07/03 – 07/05
$1007/nighttotal: $2014 (2 )
Spacious And Luxurious 4br Cottage (With X2 Double Beds In Each Bedroom) Located On Pinehurst National No. 9
4 5
cottage , Southern Pines
This Southern Pines vacation home is steps from Pinehurst No. 9 golf course and within three miles of FirstHealth Moore Regional Hospital, The Carolina Golf Course, Pinehurst Resort, and Reservoir Park. This four-bedroom, five-bathroom house sleeps eight guests and offers a full kitchen, washer, fireplace, balcony, and ample parking; nearby activities include golfing at Pinehurst and relaxing walks at Reservoir Park.
10 4 reviews
Southern Pines, NC
06/27 – 07/04
$138/nighttotal: $966 (7 )
Colgan Cottage In Horse Country
2 2
apartment , Southern Pines
This Southern Pines apartment offers a prime location, just a 5-minute walk to Weymouth Woods-Sandhills Nature Preserve and a 5-minute drive to Southern Pines Golf Club, with convenient on-site parking. This 890 sq ft unit features a garden and balcony, complimentary Wi-Fi, a full kitchen with an oven and stovetop, and an in-unit washer and dryer, providing easy access to local attractions and shopping.
10 7 reviews
Southern Pines, NC
06/27 – 07/04
$155/nighttotal: $1085 (7 )
Slate At The Shire 255 - Unit C - Downtown!
2 2
apartment , Southern Pines
This downtown Southern Pines rental is conveniently located within walking distance of restaurants like the Bell Tree Tavern and breweries such as Southern Pines Brewing Company, and less than a mile from the Jefferson Inn. This 800-square-foot apartment features two bedrooms (one king, one queen), one bathroom, a fully equipped kitchen with dishwasher, and a terrace; it comfortably sleeps four guests and includes a dedicated workspace.
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.
10 3 reviews
Southern Pines, NC
07/03 – 07/05
$548/nighttotal: $1096 (2 )
Spacious 4br Near Pinehurst | Fire Pit + Games
4 5
apartment , Southern Pines
This Southern Pines rental is located in West Southern Pines, close to a new school, medical center, and shopping center, and within a few miles of major golf courses and downtown Southern Pines. The surrounding area offers a peaceful setting with views of treetops, making it a relaxing retreat for families and golfers alike. The apartment features four bedrooms and three bathrooms, comfortably accommodating up to eight guests. Enjoy modern amenities like a fully equipped kitchen, washer/dryer, and air conditioning, plus a Jacuzzi, garden, and parking for added convenience.
Southern Pines, NC
07/03 – 07/05
$462/nighttotal: $924 (2 )
Mulligan Fair-way, A 3 Bedroom Golfers Retreat -Southern Pines.
3 5
apartment , Southern Pines
This end-unit townhouse in Southern Pines is located near Southern Pines Golf Club and Hyland Hills Golf Club, and is a short drive to Pinehurst, with downtown Southern Pines shopping and dining within easy reach. This 3-bedroom, 3-bathroom residence accommodates up to 6 guests and features a community swimming pool, air conditioning, and a full kitchen, offering a golf-inspired retreat with proximity to Weymouth Woods-Sandhills Nature Preserve and Reservoir Park.
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.
9.8 9 reviews
Southern Pines, NC
07/02 – 07/05
$361/nighttotal: $1083 (3 )
Serene South Henley: Short Drive To Downtown
4 5
apartment , Southern Pines
This Southern Pines vacation rental, located in West Southern Pines, is a two-minute drive from downtown, offering easy access to Pinehurst Resort and Weymouth Woods-Sandhills Nature Preserve. This 1,850-square-foot single-level home features three bedrooms, two bathrooms, and accommodates up to eight guests, boasting a fully equipped kitchen, a garden, and pet-friendly accommodations.
