Search results; 826 places in Southern Pines

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Guest favorite
Home in Southern Pines
Golfers’ Mid-Century Escape Minutes From Pinehurst
6 guests3 bedrooms4 beds2.5 baths
Jul 7 – 12
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Jul 7 – 12
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R20,234 ZAR for 5 nights
for 5 nights

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Top guest favorite
Cottage in Southern Pines
The Ace Cottage - Tiny-home Feel, Close to golf
Free cancellation
Jul 6 – 11
R9,529 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 355 reviews
Top guest favorite
Guesthouse in Southern Pines
The Kensington Cottage
Free cancellation
Jul 1 – 6
R11,177 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 29 reviews
Top guest favorite
Guest suite in Southern Pines
Cozy Studio in Historic Downtown
1 queen bed
Jul 7 – 12
R10,514 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 457 reviews
Guest favorite
Home in Southern Pines
Updated, Fenced, Pet Friendly Downtown Cottage
Free cancellation
Jul 13 – 18
R12,505 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 89 reviews
Guest favorite
Guesthouse in Southern Pines
The Pinecone Carriage House
Free cancellation
Jul 1 – 6
R9,957 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 12 reviews
Top guest favorite
Guest suite in Southern Pines
Upstairs loft all to yourself!
Free cancellation
Jul 1 – 6
R8,244 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 379 reviews
Top guest favorite
Bungalow in Southern Pines
Delightful Bungalow in Historic Downtown
2 beds
Jul 1 – 6
R16,916 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 326 reviews
Top guest favorite
Apartment in Southern Pines
Downtown Southern Pines Studio Apartment
Free cancellation
Jul 15 – 20
R9,850 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 279 reviews
Home in Southern Pines
The Cottage on Midland
Free cancellation
Aug 2 – 7
R16,573 ZAR for 5 nights
for 5 nights
New place to stay
Top guest favorite
Guest suite in Southern Pines
Golf Resort, Private Entrance, Bath & Kitchenette
Free cancellation
Jul 1 – 6
R7,280 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 245 reviews
Guest favorite
Home in Southern Pines
*New Owners* Downtown Corner Cottage-Dog Friendly
Free cancellation
Jul 12 – 17
R20,920 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 5 reviews
Top guest favorite
Home in Southern Pines
Quirky Cottage - Historic Southern Pines
6 beds
Aug 3 – 8
R27,771 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 24 reviews
Top guest favorite
Home in Southern Pines
Southern Pines Haven
Free cancellation
Jul 11 – 16
R23,446 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 66 reviews
Top guest favorite
Home in Southern Pines
Downtown Charmer
Free cancellation
Aug 3 – 8
R20,877 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 47 reviews
Top guest favorite
Cottage in Southern Pines
Sage at The Shire 255 - Unit A - Downtown!
Free cancellation
Jul 1 – 6
R17,301 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 26 reviews
Guest favorite
Condo in Southern Pines
Downtown Southern Pines Hideaway - Walkable!
2 beds
Jul 6 – 11
R16,809 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 11 reviews
Guest favorite
Home in Southern Pines
Cute cottage close to downtown Southern Pines
4 beds
Aug 5 – 11
R12,312 ZAR for 6 nights
for 6 nights
4.94 out of 5 average rating, 18 reviews
Top guest favorite
Home in Southern Pines
Loft Cottage on Ridge Short & Extended Stays
1 bed
Jul 1 – 6
R11,520 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 206 reviews