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Search results; 739 homes in Southern Pines

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Top guest favourite
Home in Southern Pines
The Gallery - 2 bd Boutique Southern Pines Cottage
2 bedrooms, 2 beds, 1.5 private bathrooms
10–15 Oct
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4.98 out of 5 average rating, 122 reviews
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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, 32 reviews
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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
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
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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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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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, 171 reviews
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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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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, 91 reviews
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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, 71 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, 78 reviews
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Top guest favourite
Home in Pinehurst
The 19th Hole- a Pinehurst retreat for golf lovers
6 bedrooms, 10 beds, 3.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 136 reviews
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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, 128 reviews
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Guest favourite
Home in Southern Pines
The Downtown Ace
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.93 out of 5 average rating, 107 reviews
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Home in Southern Pines
Paradise on Hole#2
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 30 reviews
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Villa in Southern Pines
Knollwood Manor - The Historic Mid Pines Mansion
5 bedrooms, 10 beds, 6 bathrooms
12–17 Sept
4.97 out of 5 average rating, 91 reviews
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Home in Southern Pines
This is it! | Pool | Golf | Convenient to Town
5 bedrooms, 5 beds, 2.5 bathrooms
12–17 Sept
4.98 out of 5 average rating, 109 reviews
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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
The Cowboy! Concierge Services, Downtown & Luxury!
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.97 out of 5 average rating, 96 reviews