Holiday rentals in Southern Pines

4.82 out of 5 average rating, 299 reviews

The Perfect Lie in Pinehurst!

RobertRating, 5 stars1 month ago

We have stayed at Barbra's place several times and always find it great. Barbra is very responsive and the place is clean and well located for our golf tournaments. Plenty of room to stretch out in a couple of large recliner chairs. Nice location on a golf course. Everything worked fine and the pantry was well stocked with incidentals. We have stayed in the area multiple times and this is our choice to return to each year.

Superhost

4.95 out of 5 average rating, 112 reviews

"Perched in Pinehurst"

SandeepRating, 5 stars9 months ago

What a nice cozy place right on hole 1 of pinehurst #5. We watched golfers go by and we're loving the hustle bustle of any golf tournaments played at the course. The place is minutes away from the pinehurst clubhouse with 18 hole putting area and the famous cradle 9 hole course. We came for golf and enjoyed every bit of our stay but would have loved the place otherwise as well. Things were convenient around

4.97 out of 5 average rating, 34 reviews

⛳ Golf & Family Bungalow - Convenient to Village

AmandaRating, 5 stars4 weeks ago

The house was great for our girls’ trip! The house was well stocked, clean, easy to find all the info we needed (like check in, Wi-Fi info, check out) and a great location to the spa and downtown pinehurst! We had plenty of space in the house.

4.96 out of 5 average rating, 213 reviews

Pinehurst Green - 2BD 2BA Golf Front Condo

GlenRating, 5 stars1 week ago

Great location surrounded by Pinehurst No. 3, easy walk to the clubhouse, Thistle Dhu & The Cradle. Everything was easy, clean and we'll communicated so we could just focus on our trip and spending time together. The condo is spacious and nicely appointed.

4.92 out of 5 average rating, 197 reviews

Cottage in Pinebluff

Lakeside Cottage nestled near Pinehurst and CHP

SharonRating, 5 stars2 weeks ago

My second stay here , I am almost 70 years old but hope to come again this fall . Beautiful & peaceful . If some of the brush & small trees were down we could get better view of the lake . Caught brim & bass , enjoyed ducks & turtles .

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Southern Pines holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Southern Pines's top sights

Betsy's Crepes54 locals recommend

Ironwood Cafe37 locals recommend

Weymouth Woods - Sandhills Nature Preserve42 locals recommend

Southern Pines Growler Company27 locals recommend

Chapman's Food and Spirits54 locals recommend

Ashten's28 locals recommend

Other great holiday rentals in Southern Pines

4.95 out of 5 average rating, 55 reviews

Home in Southern Pines

New Pines Retreat -Brand new home!

MarcoRating, 5 stars1 week ago

Great place, easy to get to golf

4.95 out of 5 average rating, 39 reviews

Home in Southern Pines

The Oakmont Cottage

CaitlinRating, 5 stars1 month ago

Had a great weekend at Troy’s place while in town for a competition at the Carolina horse park! Only a 20 minute drive and very close to lots of great restaurants

4.94 out of 5 average rating, 52 reviews

Pinehurst - Fantastic Location!

BruceRating, 5 stars1 week ago

The accommodations were as advertised - Very clean - everything worked - clear on-site instructions - easy to check-in and check-out. Jamie was flexible and very responsive to questions and was available for local suggestions.

5 out of 5 average rating, 88 reviews

Home in Southern Pines

New 5 Bedroom Cottage on Pine Needles Golf Course

AndyRating, 5 stars4 days ago

Jason was quick to reply and flexible with certain things when we needed a hand. The place was spotless and as described. Would recommend this place to anyone who is going to be in the area, especially if you are golfing as it is close by to all southern pines golf courses as well as pinehurst. Easy, stress-free stay.

4.91 out of 5 average rating, 64 reviews

Pinehurst Golf, Weddings, Seminars with Hallmark A

TimRating, 5 stars3 weeks ago

Tim's place was welcoming and he was a responsive, available host. Check-in was smooth and easy. Check-in tips: If arriving at night, the lighting is low and condo unit numbers unobtrusive, so recommend having a good lighting source. Also, the condos are numbered sequentially up one side of the drive-way and down the opposite side v odds or evens all on one side as is typical in residential US. Tim's is toward the end on the left. Just a tip. Walking to town. Google will have you walking 1.5 miles back out of the development. But, if you go left out of the condo, walk to the end of the driveway, cross the green/fairway, you'll be on a main road that takes you directly to town, cutting a mile off the Google directions. Enjoy.

5 out of 5 average rating, 14 reviews

Cabin in Carthage

The Lodge at CaroKen, private and peaceful

NathanRating, 5 stars5 months ago

A really lovely quiet peaceful spot, comes with friendly ducks and a great host. Ken went above and beyond to make us feel welcome and at home.

5 out of 5 average rating, 10 reviews

Walk to Village: Heated Pool Hot Tub Putting Green

JayRating, 5 stars1 month ago

The entire complex is spectacular - beautiful inside and out. Close to the Pinehurst Village - although honestly hard to leave the backyard. A great place for multiple couples!