Photo by Eric Mondres

Search Cottages in Southern Pines

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Featured Cottages in Southern Pines

'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!
Private kitchen

Cozy Southern Pines Retreat 1 Mi to Downtown!

2.0 star property
Cozy Southern Pines Retreat 1 Mi to Downtown!
Spacious Home w/ Fireplace - Near Pinehurst Golf!
Private kitchen

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!
Private kitchen

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!
Private kitchen

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!
Idyllic Pinehurst Home, Near Golf Course!
Private kitchen

Idyllic Pinehurst Home, Near Golf Course!

3.0 star property
Idyllic Pinehurst Home, Near Golf Course!
Pinehurst Home w/ Deck < 2 Mi to Golf Course!
Interior

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

3.0 star property
Pinehurst Home w/ Deck < 2 Mi to 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!
Gorgeous Pinehurst No 6 Home w/ Two Patios!
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!
North Carolina Home ~ 2 Mi to Pinehurst Resort
Interior

North Carolina Home ~ 2 Mi to Pinehurst Resort

3.0 star property
North Carolina Home ~ 2 Mi to Pinehurst Resort
Pinehurst Home: Fire Pit, BBQ + Golf Course View!
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!
Interior

Charming Pinehurst Getaway w/ Golf Course View!

3.0 star property
Charming Pinehurst Getaway w/ Golf Course View!
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 Getaway on Pinehurst Golf Course!
Private kitchen

North Carolina Getaway on Pinehurst Golf Course!

3.0 star property
North Carolina Getaway on Pinehurst Golf Course!
Fire Pit + Patio: Spacious Southern Pines Retreat
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southern Pines Hotel Reviews

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

10/10 Excellent
"The bed was very comfortable and clean. Good Internet access. There's a breakfast included. The staff was very polite and helpful. We were very comfortable and will definitely stay they again. "
Anna 1-night trip
Posted 2 days ago
SureStay Plus Hotel by Best Western 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 organizing 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 traveler styles. As for epic deals? We've got them as well!