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Search results; 758 homes in Southern Pines

Guest favourite
Bungalow in Southern Pines
Delightful Bungalow in Historic Downtown
1 bedroom, 2 beds, 1 private bathroom
13–18 Sept
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4.97 out of 5 average rating, 424 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
New 5 Bedroom Cottage on Pine Needles Golf Course!
5 bedrooms, 5 queen beds, 3 bathrooms
19–24 Sept
4.99 out of 5 average rating, 136 reviews
Top guest favourite
Loft in Southern Pines
The Caddie’s Cottage, a cozy golf retreat.
1 bedroom, 1 bed, 1 bathroom
8–13 Oct
4.95 out of 5 average rating, 110 reviews
Home in Southern Pines
Citrus Sunset Retreat | 4BR Backyard Pool Oasis
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
New place to stay
Top guest favourite
Home in Southern Pines
Paradise on Hole#2
3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.94 out of 5 average rating, 34 reviews
Top guest favourite
Villa in Southern Pines
Knollwood Manor - The Historic Mid Pines Mansion
5 bedrooms, 10 beds, 6 bathrooms
13–18 Sept
4.97 out of 5 average rating, 92 reviews
Top guest favourite
Home in Southern Pines
Midland Pines Getaway! The "Hole Nine Yards"
3 bedrooms, 4 beds, 1 bathroom
1–6 Nov
4.97 out of 5 average rating, 173 reviews
Top guest favourite
Farm stay in Southern Pines
Finally Home Farm Bed and Barn
1 bedroom, 3 beds, 1 bathroom
14–19 Sept
4.99 out of 5 average rating, 222 reviews
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, 35 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
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
Top guest favourite
Home in Southern Pines
Charming Cottage in Downtown Southern Pines
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 236 reviews
Guest favourite
Home in Southern Pines
Historic Craftsman - Downtown Southern Pines
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 115 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
Upstairs at the Estate - Across from SP Golf Club
2 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.98 out of 5 average rating, 162 reviews
Superhost
Home in Southern Pines
SoPi Oasis | Hot Tub | Fire Pit | Game Room | Pets
3 bedrooms, 6 beds, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 114 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
Timeless Tudor - Walkable to Downtown!
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Sept
4.98 out of 5 average rating, 49 reviews