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Search results; 760 homes in Southern Pines

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Guest favourite
Home in Southern Pines
Pet Friendly with Firepit Cottage Near Pinehurst
3 bedrooms, 4 beds, 2.5 shared bathrooms
1–6 Oct
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4.96 out of 5 average rating, 128 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
29 Nov – 4 Dec
5.0 out of 5 average rating, 34 reviews
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Home in Pinehurst
Book GOLF with us! Luxe 4 BR w/Pool Table
4 bedrooms, 5 beds, 3.5 bathrooms
4–9 Oct
New place to stay
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Superhost
Home in Pinehurst
The Midland Clubhouse - Pool and Golf Simulator!
6 bedrooms, 11 beds, 4 bathrooms
10–15 Oct
New place to stay
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Top guest favourite
Home in Southern Pines
Insane Golf Retreat & Simulator - Bogey Bunks
5 bedrooms, 14 beds, 3 bathrooms
4–9 Oct
4.99 out of 5 average rating, 92 reviews
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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
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Home in Southern Pines
Citrus Sunset Retreat | 4BR Backyard Pool Oasis
4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
New place to stay
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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, 99 reviews
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Superhost
Home in Southern Pines
The Tipsy Hound - Golf Simulator!
6 bedrooms, 12 beds, 4.5 bathrooms
27 Oct – 1 Nov
New place to stay
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Top guest favourite
Home in Southern Pines
The Bookery - Bright, Airy home with Fenced Yard
3 bedrooms, 6 beds, 3 bathrooms
28 Oct – 2 Nov
4.98 out of 5 average rating, 141 reviews
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Top guest favourite
Flat in Southern Pines
The Warren
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.98 out of 5 average rating, 49 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
28 Oct – 2 Nov
4.97 out of 5 average rating, 174 reviews
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Top guest favourite
Home in Southern Pines
Timeless Tudor - Walkable to Downtown!
4 bedrooms, 5 beds, 2.5 bathrooms
14–19 Oct
4.98 out of 5 average rating, 50 reviews
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Top guest favourite
Home in Southern Pines
Historic Hidden Gem - Secluded Downtown Home
3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
4.94 out of 5 average rating, 113 reviews
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Top guest favourite
Home in Southern Pines
Sweet Tee Cottage On The Greens
2 bedrooms, 2 queen beds, 1.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 17 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, 84 reviews
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Guest favourite
Home in Southern Pines
A Cinderella Story in Southern Pines
4 bedrooms, 9 beds, 4 bathrooms
25–30 Oct
4.93 out of 5 average rating, 84 reviews
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Top guest favourite
Place to stay in Southern Pines
Downtown Nook (Historic Area)
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 188 reviews
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Top guest favourite
Home in Southern Pines
Charming Cottage in Downtown Southern Pines
2 bedrooms, 2 beds, 1 bathroom
12–17 Nov
4.96 out of 5 average rating, 239 reviews