Compare Vacation Rentals & Airbnb in Southern Pines, NC

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Southern Pines, NC vacation rentals
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536 Rentals and Airbnb in Southern Pines, NC

Best family friendly Southern Pines, NC vacation rentals

Among the 536 accommodations in Southern Pines, NC, here are the 4 best family friendly rentals

Reynolds Villa- Golf/couples Retreat - Southern Pines, NC
9.8 31 reviews

Reynolds Villa- Golf/couples Retreat

house, Southern Pines
This golf villa is located in Southern Pines, just a short walk from Reservoir Park and Talamore Golf Resort, with Pinehurst No. 9 and The Carolina Golf Course within 5km. The property has received excellent reviews from previous guests.
This two-bedroom house can comfortably sleep up to 5 guests. It offers a range of amenities, including a swimming pool, a garden, a terrace, a fully equipped kitchen, free Wi-Fi, and parking.
Serene South Henley - Southern Pines, NC
10 61 reviews

Serene South Henley

house, Southern Pines
This family-friendly, pet-allowed bungalow offers excellent accommodation, situated just a 2-minute drive from Southern Pines' town centre, with Weymouth Woods-Sandhills Nature Preserve and golf courses nearby.
This detached house sleeps 8 guests across 4 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and parking.
Downtown So. Pines - Sleeps 8, Walk To Town. - Southern Pines, NC
10 27 reviews

Downtown So. Pines - Sleeps 8, Walk To Town.

apartment, Southern Pines
This Southern Pines holiday home is centrally located, within 3km of Southern Pines Golf Club and Hyland Hills Golf Club, and under 5km from Mid Pines and Pine Needles Golf Clubs.
The 149 square metre property sleeps eight guests in three bedrooms and two bathrooms, offering a fully equipped kitchen, private patio, garden, free Wi-Fi, and parking.
Spacious 4 Bd Home With Game Room! - Southern Pines, NC
10 154 reviews

Spacious 4 Bd Home With Game Room!

apartment, Aberdeen
This rural holiday home near Aberdeen is situated approximately 5km from the Aberdeen Town Municipal Building, Museum, and Malcolm Blue Farm, and within 10km of the Grist Mill and Seagrove Pottery of the Sandhills.
This four-bedroom, three-bathroom property sleeps up to ten guests and boasts a fully equipped kitchen, Wi-Fi, a terrace, garden, bar, parking, and an on-site games room.

Best Southern Pines, NC vacation rentals with parking

Colgan Cottage In Horse Country - Southern Pines, NC
9.7 25 reviews

Colgan Cottage In Horse Country

apartment, Southern Pines
This Southern Pines cottage, situated in the equestrian zone, offers convenient access to downtown shops and restaurants, parks, and riding trails, though precise distances are not specified.
The self-catering property features two bedrooms, one and a half bathrooms, a fully equipped kitchen, a screened porch, and parking, comfortably accommodating up to three guests.
Colgan Cottage In Horse Country - Southern Pines, NC
10 5 reviews

Colgan Cottage In Horse Country

apartment, Southern Pines
This pet-friendly flat is located in Southern Pines, a short walk from Weymouth Woods-Sandhills Nature Preserve and 800 meters from Southern Pines Golf Club.
This property offers a fully equipped kitchen, complimentary Wi-Fi, and on-site parking, with a private garden and balcony perfect for relaxation and enjoying the surroundings.
Pinehurst Brews & Snooze | Course Six | Ev Charger - Southern Pines, NC
10 57 reviews

Pinehurst Brews & Snooze | Course Six | Ev Charger

apartment, Pinehurst
This comfortable house is located in Pinehurst, just 2.7 kilometres from FirstHealth Moore Regional Hospital and 3.7 kilometres from Pinehurst No. 9, making it ideal for both medical visits and golfing getaways. The surrounding area is peaceful and charming, offering a tranquil setting for a relaxing break. Guests have consistently rated this property as excellent, highlighting its convenience and comfortable atmosphere.
This two-bedroom house offers 104 square metres of space, comfortably accommodating up to four guests. Enjoy a fully equipped kitchen, a relaxing garden, a spa, and free Wi-Fi, making this a perfect choice for families or groups of friends looking for a comfortable and convenient base in Pinehurst.
Cypress Blue - Turo Rental Available - Southern Pines, NC
10 4 reviews

Cypress Blue - Turo Rental Available

apartment, Southern Pines
This three-bedroom, two-bathroom flat in Southern Pines is located within 2 kilometres of the town centre, offering convenient access to its shops, restaurants, and the renowned Pinehurst Resort.
This pet-friendly residence accommodates up to six guests and features air conditioning, a kitchen with a fridge, garden, and parking, with nearby opportunities for outdoor activities and brewery visits.

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 golf courses. You'll find a good range of vacation rentals there.
  • What are the best Airbnb and vacation rentals in Southern Pines, NC?

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

    The Children's Museum of the Sandhills is a big hit with families. The Pinehurst area also has a great adventure park and golf courses that cater to all ages.
  • 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 a vacation rental in Southern Pines is during the spring and autumn. The weather is mild, and there are fewer crowds compared to the summer months.
  • 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 Farmers Market is a great place to find local produce and crafts. The Pinehurst area also hosts the US Open golf tournament every few years, which is a big event.
  • 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 cycle along the Trolley Trail. It's a lovely scenic route and it's free! You can also visit the Southern Pines Library, which has free events and programmes throughout the year.
  • 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 classic Southern comfort food, try The Pilot House Restaurant. They have great fried chicken and biscuits! If you're looking for something a bit fancier, The 1895 Restaurant at the Pinehurst Resort is a good choice.
  • What are the best walking or cycling routes in Southern Pines, NC?

    The Trolley Trail is a great option for both walking and cycling. It's about 10 km long and runs through the heart of Southern Pines. There's also the Sandhills Nature Preserve, which has some lovely trails for hiking and biking.
  • Are there pet-friendly attractions in Southern Pines, NC?

    The Southern Pines Farmers Market welcomes well-behaved dogs on a leash. Many of the parks and trails in the area are also dog-friendly.
  • What are the benefits of choosing a vacation rental in Southern Pines, NC?

    Vacation rentals offer more space and privacy than a hotel room. They often come with amenities like a kitchen and laundry facilities, which can save you money on dining out and laundry costs.
  • 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 No. 2 course, which has hosted the U.S. Open several times. The Sandhills is also home to several other golf courses, as well as tennis courts, swimming pools, and fitness centres.

Popular destinations

Best Southern Pines, NC vacation rentals with a balcony

Upstairs At The Estate - Across From Sp Golf Club - Southern Pines, NC
10 208 reviews

Upstairs At The Estate - Across From Sp Golf Club

apartment, Southern Pines
This charming apartment is situated in the historic district of Southern Pines, just a short walk from the Southern Pines Golf Club and within easy driving distance of Pinehurst Resort and other attractions. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The apartment is a peaceful and comfortable retreat, featuring two bedrooms, two bathrooms, and a spacious living area, comfortably accommodating six guests. The apartment is fully equipped with modern amenities, including a fully stocked kitchen, a smart TV with WiFi access, a washer/dryer, and a private entrance.
Caddy Shack On The 5 - Southern Pines, NC
No reviews

Caddy Shack On The 5

apartment, Pinehurst
Apartment rental listing. You will stay in Pinehurst.
Facilities and services: free parking, an iron and a washing machine. This apartment in Pinehurst also has a terrace!
The Shire 255 A - Sage - Southern Pines, NC
9.8 74 reviews

The Shire 255 A - Sage

apartment, Southern Pines
This apartment, located in Southern Pines, offers excellent walkability to numerous local eateries, including Southern Pines Brewing Company (322 metres), Ashtens (322 metres), and Southern Prime Steakhouse (644 metres), with live music at The Jefferson Inn (122 metres) and breakfast at Betsy's Crepes (966 metres) also nearby.
This family-friendly flat accommodates up to four guests with a queen bed and a full-size pull-out sofa, and features air conditioning, a kitchen with essential appliances, a terrace/balcony, and parking, with EV charging available 322 metres away at the Southern Pines Library.
Loft Cottage On Ridge Short & Extended Stays - Southern Pines, NC
9.9 301 reviews

Loft Cottage On Ridge Short & Extended Stays

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. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The cottage offers a private entrance and a full kitchen, perfect for couples or solo travellers. Guests can enjoy a range of amenities, including a terrace, a garden, and access to a shared laundry room.

Best pet friendly Southern Pines, NC vacation rentals

Among the 536 accommodations in Southern Pines, NC, here are the 4 best pet friendly rentals

Serene Southern Pines Stay Near Firsthealth - Southern Pines, NC
9.0 1 review

Serene Southern Pines Stay Near Firsthealth

house, Southern Pines
This spacious holiday home is situated in Southern Pines, 45 kilometres from Fort Bragg Military Base and 64 kilometres from Fayetteville Regional Airport.
This three-bedroom, two-bathroom property offers accommodation for up to 11 guests, featuring a fully equipped kitchen, air conditioning, and an outdoor barbecue area.
Golf, Ride & More! Home In Dtwn Southern Pines - Southern Pines, NC
10 1 review

Golf, Ride & More! Home In Dtwn Southern Pines

house, Southern Pines
This detached house is located in Southern Pines, 43 kilometres from Fort Bragg Military Base and 64 kilometres from Fayetteville Regional Airport.
This property offers 125 square metres of living space, accommodating up to 23 guests with three bathrooms, air conditioning, a fully equipped kitchen, and complimentary WiFi, alongside a private patio for outdoor relaxation.
Southern Pines Getaway W/hot Tub, Fire Pit & Pool - Southern Pines, NC
10 26 reviews

Southern Pines Getaway W/hot Tub, Fire Pit & Pool

apartment, Southern Pines
This four-bedroom property is located in Southern Pines, just a short drive from the town centre, Pinehurst Resort and Country Club, and several golf courses. The surrounding area offers a peaceful and quiet environment, ideal for a relaxing getaway. This apartment has received excellent user ratings, indicating its high standard and guest satisfaction.
The home is spacious and can comfortably accommodate up to eight guests. It features a fully equipped kitchen, a dedicated theatre room, a private swimming pool, and a large garden with a fire pit and games, making it perfect for families and groups looking for a fun and relaxing holiday.
The Horse & Hound At Tanglewood Farm - Southern Pines, NC
10 91 reviews

The Horse & Hound At Tanglewood Farm

apartment, Vass
The Horse and Hound Suite at Tanglewood Farm B&B is located in Southern Pines, North Carolina, just a short drive from the charming downtown area and within a few kilometres of over 100 golf courses. The suite has received excellent ratings for location, cleanliness, and overall experience.
This self-catering apartment sleeps up to four guests and features a king-size bed, vaulted wood-beamed ceilings, a full kitchen, and two bathrooms. Guests can enjoy a gourmet breakfast delivered on weekends, access to trails, and the opportunity to bring their own horses and rent stalls, all within a peaceful equestrian farm setting.
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