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Search results; 749 homes in Southern Pines

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Top guest favourite
Loft in Southern Pines
The Caddie’s Cottage, a cozy golf retreat.
1 bedroom, 1 bed, 1 private bathroom
11–16 Sept
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4.94 out of 5 average rating, 109 reviews
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Top guest favourite
Home in Southern Pines
Luxury Golf Retreat - Simulator & Short Game Setup
6 bedrooms, 16 beds, 4 bathrooms
25–30 Oct
5.0 out of 5 average rating, 31 reviews
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Superhost
Home in Southern Pines
The 19th Stay - Cozy Getaway Near Pinehurst
3 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 35 reviews
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Top guest favourite
Home in Southern Pines
New 5 Bedroom Cottage on Pine Needles Golf Course!
5 bedrooms, 5 queen beds, 3 bathrooms
19–24 Sept
5.0 out of 5 average rating, 134 reviews
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Home in Southern Pines
Citrus Sunset Retreat | 4BR Backyard Pool Oasis
4 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
New place to stay
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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, 70 reviews
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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, 83 reviews
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Top guest favourite
Home in Pinehurst
Pinehurst Retreat | pool | Near Resort & Cradle
3 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 34 reviews
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Top guest favourite
Home in Southern Pines
Timeless Tudor - Walkable to Downtown!
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Sept
4.98 out of 5 average rating, 47 reviews
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Superhost
Home in Southern Pines
The Tipsy Hound - Golf Simulator!
6 bedrooms, 12 beds, 4.5 bathrooms
1–6 Sept
New place to stay
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Guest favourite
Home in Southern Pines
High End Kitchen, Game Room, Long Term Rental
4 bedrooms, 8 beds, 3 bathrooms
6–11 Sept
4.94 out of 5 average rating, 48 reviews
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Top guest favourite
Home in Southern Pines
Midland Pines Getaway! The "Hole Nine Yards"
3 bedrooms, 4 beds, 1 bathroom
12–17 Sept
4.97 out of 5 average rating, 170 reviews
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Top guest favourite
Home in Southern Pines
Newly remodeled Downtown Cottage-walking distance
3 bedrooms, 6 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 58 reviews
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Top guest favourite
Home in Southern Pines
ThePalmer*Private*Pool*HotTub*FirePit*CentralDr
3 bedrooms, 3 queen beds, 2.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 77 reviews
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Top guest favourite
Home in Pinehurst
Epic 12 Bed Golf Vacation - Chipping Inn
6 bedrooms, 13 beds, 3.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 61 reviews
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Superhost
Home in Pinehurst
The Midland Clubhouse - Pool and Golf Simulator!
6 bedrooms, 11 beds, 4 bathrooms
13–18 Sept
New place to stay
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Guest favourite
Apartment in Southern Pines
Luxury Golf Front Condo
2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.95 out of 5 average rating, 100 reviews
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Top guest favourite
Home in Southern Pines
Serene By the Greens
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
4.97 out of 5 average rating, 242 reviews
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Home in Pinehurst
Pinehurst Estate | 9BR | 9.5BA | Hot Tub | Golf
9 bedrooms, 19 beds, 9.5 bathrooms
8–13 Sept