
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.

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 less than 15 min to the famous Pinehurst Resort. Features a King size Nectar bed, Fire TV, WiFi, shower with tankless water heater a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge w/ freezer, toaster oven, 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!

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.

Cozy Studio 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 small, yet quaint & cozy self contained studio/efficiency which is attached to a 1930's bungalow. Just steps to our idyllic downtown. (Literally 1 block). Guests will have the entire studio for their private use. (bed, bath, kitchenette) Central heating and air with thermostat 1 bed / 1 bath. Private entrance. Street parking. 'Strict' No Smoking Policy

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!

Historic Southern Pines Carriage House
Just minutes from Pinehurst and only one mile from downtown Southern Pines, this Tudor Revival Carriage House keeps you close to golf and activities! Enjoy a peaceful setting surrounded by an acre of Longleaf Pines, Camellias & Azaleas. Enjoy a full kitchen (refrigerator, no freezer), private bath with tub/shower. Enjoy area golf courses or stop in when visiting Penick Village, the Carolina Horse Park or Ft. Liberty. Please NO PETS, NO SMOKING/VAPING inside, NO PARTIES.

Water Oaks Cottage - Near Pinehurst Country Club
Three blocks by foot, bicycle or golf cart from the Carolina Hotel, deemed in 1901 the “Queen of South”, with its fine dining, entertainment, highly acclaimed “Spa at Pinehurst”, restaurants and shops of Pinehurst Village. Straight down from this grand resort by lovely promenade is the world-famous Pinehurst Country Club and renown “Number 2” championship golf course. A few blocks further, the 111 acre equestrian facility and historic Pinehurst Harness Track.

Golf Resort, Private Entrance, Bath & Kitchenette
This Condo is located on Talamore Golf Resort and is minutes away from many world class golf courses, to include Pinehurst Resort. Approximately 40 minutes to Fort Bragg for Military/DOD civilians who are TDY or house hunting; 4 miles to First Health Moore Regional Hospital for travel nurses; 2.5 miles to Sandhill community college; Reservoir Park is a 250 yard walk from the front door and includes a 95 acre lake, and more than 12 miles of Greenway Trails.

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!

Pinehurst #6 Garden Getaway
A warm welcome to our cozy 1 BR/1 BA apartment in the Pinehurst #6 community. It has a queen bed and a queen sofa bed if needed. We are close to the Village of Pinehurst and dozens of amazing Golf courses. We are less than 2 miles from First Health Moore Regional Hospital. Nearby you can enjoy shopping, dining, 4 local breweries and a winery. We also offer housekeeping for only $ 10 a day. PLEASE LET ME KNOW, when booking IF YOU NEED THE SECOND BED.

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.

The Suite Spot
This centrally located suite is the perfect spot for your next visit to Pinehurst. Come and enjoy the views from the back covered porch, book a tee time at one of Pinehurst’s world renowned golf courses, soak up some North Carolinian vitamin D and then take a dip in the pool, or simply stay indoors and let The Suite Spot be your sweet respite from the world.

Cozy Cabin in Southern Pines
A wonderfully cozy cabin with its own driveway and gated area. Enjoy a yard of your own on a quiet street. Close to downtown Southern Pines and Aberdeen. Big front porch and rear porch with complete privacy. There are miles of beautiful nature trails nearby including Weymouth Woods and the All American Trail.
Popular amenities for Southern Pines vacation rentals
Stay near Southern Pines's top sights
Other great vacation rentals in Southern Pines

Tee Time Retreat

Pinehurst Choice

Updated 2 Bed 2 Bath Golf Course Front Condo no. 5

The Pinecone Carriage House

Luxury Golf Front Condo

Private&Comfortable Studio for 2 in Southern Pines

The Cowboy! Concierge Services, Downtown & Luxury!

Updated Golf Front Condo on #5
When is the best time to visit Southern Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $189 CAD | $185 CAD | $206 CAD | $206 CAD | $210 CAD | $226 CAD | $243 CAD | $222 CAD | $203 CAD | $202 CAD | $206 CAD | $199 CAD |
| Avg. temp | 5 °C | 6 °C | 10 °C | 15 °C | 19 °C | 23 °C | 25 °C | 25 °C | 21 °C | 15 °C | 10 °C | 6 °C |
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 240 vacation rentals in Talamore, over 50 vacation rentals in Highland Trails, and over 370 vacation rentals in Downtown Southern Pines.
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 30 vacation homes with pools in Southern Pines, available on Airbnb. Make a splash and soak up the sun in style!
Do guesthouse rentals in Southern Pines have wifi?
Absolutely! We offer over 10 guesthouse 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 60 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.
Are there family-friendly house rentals in Southern Pines?
Southern Pines has more than 200 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do villa rentals in Southern Pines have air conditioning?
Absolutely! We offer over 10 villa rentals with air conditioning in Southern Pines. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in townhouse rentals in Southern Pines?
Experience the best of Southern Pines with our townhouse rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about vacation rentals in Southern Pines

Total vacation rentals
Explore 370 vacation rentals in Southern Pines

Nightly prices starting at
Southern Pines vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 15,690 verified reviews to help you choose

Family-friendly vacation rentals
260 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
370 of Southern Pines vacation rentals include wifi 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!
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