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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Southern Pines Cottages

'sandhills Sanctuary' Home Near Golfing!
TV

'sandhills Sanctuary' Home Near Golfing!

3.0 star property
'sandhills Sanctuary' Home Near Golfing!
Cozy Southern Pines Retreat 1 Mi to Downtown!
House (3 Bedrooms) | Interior

Cozy Southern Pines Retreat 1 Mi to Downtown!

2.0 star property
Cozy Southern Pines Retreat 1 Mi to Downtown!
Gorgeous Pinehurst No 6 Home w/ Two Patios!
House (4 Bedrooms) | Interior

Gorgeous Pinehurst No 6 Home w/ Two Patios!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a family trip to Pinehurst and found this lovely property! It was petfect. "
Gorgeous Pinehurst No 6 Home w/ Two Patios!
Spacious Home w/ Fireplace - Near Pinehurst Golf!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Spacious Home w/ Fireplace - Near Pinehurst Golf!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great house located very close to Pinehurst golf and tennis facilities. "
Spacious Home w/ Fireplace - Near Pinehurst Golf!
Pinehurst Golf Paradise - 2 Mi to Clubhouse!
House (4 Bedrooms) | Interior

Pinehurst Golf Paradise - 2 Mi to Clubhouse!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Wonderful house - great area. Had a problem with the AC and they were very quick to get a tech out to fix it right away. Would definitely stay here again."
Pinehurst Golf Paradise - 2 Mi to Clubhouse!
Golfer's Dream Near Clubhouse of PCC No 6!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Golfer's Dream Near Clubhouse of PCC No 6!

3.0 star property
10.0 out of 10, Exceptional, (1)
Golfer's Dream Near Clubhouse of PCC No 6!
Pinehurst Home w/ Deck < 2 Mi to Golf Course!
House (3 Bedrooms) | Interior

Pinehurst Home w/ Deck < 2 Mi to Golf Course!

3.0 star property
Pinehurst Home w/ Deck < 2 Mi to Golf Course!
Idyllic Pinehurst Home, Near Golf Course!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Idyllic Pinehurst Home, Near Golf Course!

3.0 star property
Idyllic Pinehurst Home, Near Golf Course!
Southern Pines Vacation Rental w/ Deck & Grill!
Outdoor dining

Southern Pines Vacation Rental w/ Deck & Grill!

3.0 star property
Southern Pines Vacation Rental w/ Deck & Grill!
Peaceful Southern Pines Home w/ Pool + Yard!
Outdoor pool

Peaceful Southern Pines Home w/ Pool + Yard!

3.0 star property
Peaceful Southern Pines Home w/ Pool + Yard!
North Carolina Home ~ 2 Mi to Pinehurst Resort
House (4 Bedrooms) | Interior

North Carolina Home ~ 2 Mi to Pinehurst Resort

3.0 star property
North Carolina Home ~ 2 Mi to Pinehurst Resort
North Carolina Getaway on Pinehurst Golf Course!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

North Carolina Getaway on Pinehurst Golf Course!

3.0 star property
North Carolina Getaway on Pinehurst Golf Course!
Pinehurst Home: Fire Pit, BBQ + Golf Course View!
House (3 Bedrooms) | Interior

Pinehurst Home: Fire Pit, BBQ + Golf Course View!

3.0 star property
Pinehurst Home: Fire Pit, BBQ + Golf Course View!
Charming Pinehurst Getaway w/ Golf Course View!
House (3 Bedrooms) | Interior

Charming Pinehurst Getaway w/ Golf Course View!

3.0 star property
Charming Pinehurst Getaway w/ Golf Course View!
Fire Pit + Patio: Spacious Southern Pines Retreat
House (4 Bedrooms) | Interior

Fire Pit + Patio: Spacious Southern Pines Retreat

3.0 star property
Fire Pit + Patio: Spacious Southern Pines Retreat
New! Chic Southern Pines Retreat: Walk to Downtown
Outdoor dining

New! Chic Southern Pines Retreat: Walk to Downtown

3.0 star property
New! Chic Southern Pines Retreat: Walk to Downtown
The Tudor Cottage
Living room

The Tudor Cottage

4.0 star property
The Tudor Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southern Pines Hotel Reviews

Days Inn & Conf Center by Wyndham Southern Pines Pinehurst

Days Inn & Conf Center by Wyndham Southern Pines Pinehurst

10/10 Excellent
"Exceptional. Very grateful. "
Trent 1-night trip
Posted 3 days ago
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst

Frequently asked questions

How much do cottages in Southern Pines cost?
Cottages in Southern Pines range between and per night. These stays offer a chance to soak up nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southern Pines?
Take your pick of 17 cottages in Southern Pines. Whether you're taking a trip with the kids or organising a weekend break with friends, Expedia will help you find the perfect space to immerse yourself in nature.
Why book your cottage in Southern Pines with Expedia?
Reserving a cottage in Southern Pines is as easy as clicking on your travel dates and picking your ideal place for outdoor relaxation and recreation. From chic retreats to affordable properties and cottages that feature perks like free WiFi, Expedia has something for all traveller styles. As for epic deals? We've got them as well!