
Southern Pines Holiday Rentals
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Our top choices for Southern Pines holiday rentals

1. Cottage on Ridge- Short & Extended Stays
Cottage on Ridge- Short & Extended Stays
2. The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
3. The Lucky Lie - Entire Condo in Pinehurst
The Lucky Lie - Entire Condo in Pinehurst
4. Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
5. Isle of the Pines, 1 mile from The Village of Pinehurst!
Isle of the Pines, 1 mile from The Village of Pinehurst!
6. Upstairs at the Estate - Across from SP Golf Club
Upstairs at the Estate - Across from SP Golf Club
7. Walkable Cottage, Pet Friendly with Fenced Patio
Walkable Cottage, Pet Friendly with Fenced Patio
8. Located in # 6 golf community, close to First Health Moore Regional Hospital.
Located in # 6 golf community, close to First Health Moore Regional Hospital.
9. Studio Seven at Pine Valley
Studio Seven at Pine Valley
10. Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
11. Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
12. Charming Downtown Cottage
Charming Downtown Cottage
13. 5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
14. NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn
NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn
15. Stunning Lake front views in Pinehurst with a pool!
Stunning Lake front views in Pinehurst with a pool!
16. The Cottage at Knollwood Manor
The Cottage at Knollwood Manor
17. The Cowboy
The Cowboy
18. The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst
The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst
19. Beautiful 1920's Craftsman-Downtown Southern Pines
Beautiful 1920's Craftsman-Downtown Southern Pines
20. Golf Front Longleaf Condo2BR/2BA
Golf Front Longleaf Condo2BR/2BAFind holiday rentals that suit your style
Top Southern Pines Hotel Reviews

Econo Lodge & Suites Southern Pines - Pinehurst
Find out more about Southern Pines
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southern Pines holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Southern Pines. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southern Pines. Seeing all the best attractions is bound to make you fall in love with Southern Pines. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southern Pines short-term rentals, that won’t be hard to do.




































































