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Search results; 760 homes in Southern Pines

Top guest favourite
Flat in Southern Pines
The Horse & Hound at Tanglewood Farm
1 bedroom, 1 bed, 2 private bathrooms
14–19 Sept
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4.98 out of 5 average rating, 91 reviews
Top guest favourite
Home in Southern Pines
Luxury Golf Retreat - Simulator & Short Game Setup
6 bedrooms, 16 beds, 4 bathrooms
22–27 Nov
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Southern Pines
This is it! | Pool | Golf | Convenient to Town
5 bedrooms, 5 beds, 2.5 bathrooms
3–8 Oct
4.98 out of 5 average rating, 110 reviews
Top guest favourite
Home in Southern Pines
The 19th Stay - Cozy Getaway Near Pinehurst
3 bedrooms, 5 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Villa in Southern Pines
Knollwood Manor - The Historic Mid Pines Mansion
5 bedrooms, 10 beds, 6 bathrooms
4–9 Oct
4.97 out of 5 average rating, 92 reviews
Home in Southern Pines
Citrus Sunset Retreat | 4BR Backyard Pool Oasis
4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
New place to stay
Top guest favourite
Home in Southern Pines
The Bookery - Bright, Airy home with Fenced Yard
3 bedrooms, 6 beds, 3 bathrooms
4–9 Oct
4.98 out of 5 average rating, 140 reviews
Top guest favourite
Home in Southern Pines
Timeless Tudor - Walkable to Downtown!
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Home in Southern Pines
19th Hole - Pickelball, Park, Walk to Downtown
4 bedrooms, 7 beds, 3.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 72 reviews
Guest favourite
Home in Southern Pines
High End Kitchen, Game Room, Long Term Rental
4 bedrooms, 8 beds, 3 bathrooms
9–14 Oct
4.94 out of 5 average rating, 48 reviews
Guest favourite
Home in Southern Pines
Sweet Tee Cottage On The Greens
2 bedrooms, 2 queen beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Southern Pines
Simulator & Unbeatable Golf Experience On 2 Acres!
6 bedrooms, 14 beds, 3.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 84 reviews
Top guest favourite
Home in Southern Pines
The Cowboy! Concierge Services, Downtown & Luxury!
4 bedrooms, 5 beds, 3 bathrooms
17–22 Oct
4.97 out of 5 average rating, 98 reviews
Top guest favourite
Home in Southern Pines
Downtown Cottage, Walk to Dining, Shops, Park
3 bedrooms, 4 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Place to stay in Southern Pines
Downtown Nook (Historic Area)
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 185 reviews
Guest favourite
Home in Southern Pines
The Estate - Across from SP Golf Club
3 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Home in Southern Pines
Cozy Cottage - pet friendly, great location!
2 bedrooms, 2 beds, 2.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 130 reviews
Superhost
Home in Pinehurst
The Midland Clubhouse - Pool and Golf Simulator!
6 bedrooms, 11 beds, 4 bathrooms
10–15 Oct
New place to stay
Top guest favourite
Home in Southern Pines
Historic Hidden Gem - Secluded Downtown Home
3 bedrooms, 3 beds, 1.5 bathrooms
17–22 Sept
4.94 out of 5 average rating, 113 reviews