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Holiday Homes in Southern Pines

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Featured Holiday Homes in Southern Pines

Property grounds
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub
10.0 out of 10, Exceptional, (81)
"Had a quick getaway trip and loved this place, especially the outdoor space for relaxing. Will definitely be back."
The price is NZ$1,952
includes taxes & fees
22 May - 23 May
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub
Fridge, microwave, stovetop, dishwasher
North Carolina Home ~ 2 Mi to Pinehurst Resort
10.0 out of 10, Exceptional, (2)
"Tradition was comfortable, clean and spacious! We were able to relax and enjoy with six moms on a weekend getaway. It was nice to have 4 bathrooms and large rooms. Loved the variety of glass wear for pre-dinner drinks and the porches for relaxing outside."
North Carolina Home ~ 2 Mi to Pinehurst Resort
Property grounds
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
10.0 out of 10, Exceptional, (13)
"Nice property in convenient location. 4 guys golf trip to Pinehurst and house met our needs just fine. Would definitely book again in the future."
The price is NZ$989
includes taxes & fees
20 May - 21 May
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
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Exterior
Secluded Sanctuary, Ultimate Privacy Minutes from Southern Pines & Pinehurst!
10.0 out of 10, Exceptional, (2)
"Excellent location. Very nice neighborhood and a great space for our family of four. Grocery and other amenities around the corner. Downtown Pinehurst is 10 minutes and downtown Southern Pines less than 10 minutes. Very nice office in the house for anyone needing to work while they are away. Plenty of couches and spaces to relax in the house as well. Great kitchen and kitchen table for those wanting to eat some meals in. Would definitely stay here again."
Secluded Sanctuary, Ultimate Privacy Minutes from Southern Pines & Pinehurst!
Fridge, microwave, oven, stovetop
Large House w/ Private pool - perfect for Golfing Groups (12) beds
10.0 out of 10, Exceptional, (57)
"played golf and some us toke dip in the pool"
Large House w/ Private pool - perfect for Golfing Groups (12) beds
Fridge, microwave, oven, stovetop
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
10.0 out of 10, Exceptional, (25)
"The house worked perfect for the four of us, who were in Southern Pines for a short golf trip."
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Exterior
Serenity in Pinehurst No 6! 4Bd/3.5Ba! Sleeps 10!
10.0 out of 10, Exceptional, (44)
"Home was in the perfect location for our Pinehurst golf weekend. Have never stayed in a cleaner home, and the size/features were much better than pictured in the listing. Only issue was incorrect code provided at check in leaving us locked out for a bit, but was resolved when we messaged owner instead of calling number provided. Would definitely stay again."
Serenity in Pinehurst No 6! 4Bd/3.5Ba! Sleeps 10!
Smart TV
Ivy Kirk Cottage in the Village of Pinehurst
10.0 out of 10, Exceptional, (9)
"My buddy and I (60 years old each) were invited to his son’s golf bachelor party but we wanted separation from The craziness. We chose the Ivy Kirk cottage since he fit our needs and was just two miles from where they were staying. We couldn’t have enjoyed the relief, relaxation and tranquil setting of this home. Very clean and nice layout for a small group desiring the same. Spent very little time there but when we did we could just chill and it was perfect. Only recommendations would be to...
Ivy Kirk Cottage in the Village of Pinehurst
Terrace/patio
Historic Hidden Gem - Downtown Southern Pines
10.0 out of 10, Exceptional, (10)
"Very nice house and great location! Hostess was very responsive."
Historic Hidden Gem - Downtown Southern Pines
Fridge, microwave, oven, stovetop
Beautiful & spacious home near Pinehurst resort & No. 2 clubhouse!
10.0 out of 10, Exceptional, (23)
"The house is everything you could ask for. You will see deers in the backyard when you wake up, the neighborhood is perfect for a night stroll and the view is amazing! Everything is provided for you to make your stay enjoyable. The owner was so accommodating and made our stay stress free. We will definitely be booking here again!"
Beautiful & spacious home near Pinehurst resort & No. 2 clubhouse!
Pool
600 Linden Rented for 2024 Open!
10.0 out of 10, Exceptional, (49)
"Great overall home for our group of 16 on an annual golf trip! The location was convenient to the surrounding courses, restaurants; etc. in Pinehurst/Southern Pines. Thanks!"
600 Linden Rented for 2024 Open!
Fridge, microwave, oven, stovetop
Luxurious, peaceful and cozy townhome in the heart of Pinehurst
10.0 out of 10, Exceptional, (32)
"Very clean, nicely decorated and well stocked property! Great location. Owner is great! Will stay here again!!"
The price is NZ$548
includes taxes & fees
20 May - 21 May
Luxurious, peaceful and cozy townhome in the heart of Pinehurst
Property grounds
ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
10.0 out of 10, Exceptional, (16)
"Super quiet, very comfy and cozy 😊! The only problem we had, was having to go back to our stressful lives 😂. Definitely will come back?"
ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
Fridge, microwave, oven, stovetop
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
10.0 out of 10, Exceptional, (1)
"Door handle for tbe master loose master toilet almost overflowed had to plunge it. Other than that good place to stay"
The price is NZ$501
includes taxes & fees
19 May - 20 May
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Terrace/patio
Stylish Residence in the Pines - 5 minutes from Pinehurst Golf!
10.0 out of 10, Exceptional, (22)
"Love this property! Perfect location with everything we needed for a 2 week stay!"
Stylish Residence in the Pines - 5 minutes from Pinehurst Golf!
Private kitchen
The Pine Needles Haven, < .5miles from Pine Needles Golf Course! - Monthly!
10.0 out of 10, Exceptional, (4)
"Not knowing other portion of property was rented. I could have missed it, but communication might be better about that. Wi-Fi network info needs to be updated with "guest" network. It was easy to figure out, but should be updated."
The Pine Needles Haven, < .5miles from Pine Needles Golf Course! - Monthly!
Outdoor dining
Charming, newly updated Downtown Cottage
9.8 out of 10, Exceptional, (26)
"Great location. Close walking distance to the local eateries and shops. We had a great time here."
The price is NZ$510
includes taxes & fees
23 May - 24 May
Charming, newly updated Downtown Cottage
Exterior
Golf front home with 8 beds
9.8 out of 10, Exceptional, (123)
"Perfect house and location for us"
Golf front home with 8 beds
Fridge, microwave, oven, dishwasher
25 McQueen - 4 Bedroom House with Pool - Available for 2024 Open!
9.8 out of 10, Exceptional, (30)
"Nestled in a beautiful, wooded neighborhood this property is modern and sparkling new inside! It’s located close to everything you need. We stayed over Thanksgiving and it was perfect for our adult children and their significant others."
25 McQueen - 4 Bedroom House with Pool - Available for 2024 Open!
TV, fireplace
Contemporary Scandinavian styled home on the 7th hole of Pinehurst #1
9.8 out of 10, Exceptional, (40)
"This property is as advertised and more. A great location with easy access to everything Pinehurst has to offer. This was our third year in this beautiful home and I think that speaks for itself! Host is very responsive and helpful. We will be back!"
Contemporary Scandinavian styled home on the 7th hole of Pinehurst #1
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See all available properties in Southern Pines
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.

Other property types in Southern Pines

Property grounds
ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
10.0 out of 10, Exceptional, (16)
"Super quiet, very comfy and cozy 😊! The only problem we had, was having to go back to our stressful lives 😂. Definitely will come back?"
ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
Outdoor dining
Charming, newly updated Downtown Cottage
9.8 out of 10, Exceptional, (26)
"Great location. Close walking distance to the local eateries and shops. We had a great time here."
The price is NZ$510
includes taxes & fees
23 May - 24 May
Charming, newly updated Downtown Cottage
Pool
Peaceful Southern Pines Home w/ Pool + Yard!
9.4 out of 10, Exceptional, (20)
"To say this property meets all of the printed expectations is a simple response. ABOVE AND BEYOND what we expected! Plenty of comfort upgrades, little notes to help at each area we may have had issues and quick response from property helped us to settle in quickly and enjoy the lovely weather and quiet neighborhood!"
Peaceful Southern Pines Home w/ Pool + Yard!
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.

Southern Pines Holiday Homes information

Number of reviews
675
Accommodation
268 Holiday Homes
Lowest Price
NZ$510
Highest Price
NZ$1,952

Recent Reviews in Southern Pines
Expedia verified reviews