Photo by Eric Mondres

Search Cottages in Southern Pines

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You've found the best little stay in The Village! Close, clean, and comfortable
10.0 out of 10, Exceptional, (92)
"What a peaceful retreat! This place was clean, comfortable, and perfectly located. Most everything we wanted to do was within a short walking distance of the cottage. The porch offered a stunning view of the yard and was the perfect spot to enjoy a cup of coffee. As a bonus, the golf hole was unique and lots of fun. What a wonderful place to call home while visiting Pinehurst. Thank you Pete and Fran!"
You've found the best little stay in The Village! Close, clean, and comfortable
Cozy Southern Pines Retreat 1 Mi to Downtown!
2.0 star property
Cozy Southern Pines Retreat 1 Mi to Downtown!
Mystical Cottage in Southern Pines
9.8 out of 10, Exceptional, (38)
"Well kept pool and spacious cottage. Allen is an attentive and gracious host."
The price is HK$1,236
HK$1,992 total
includes taxes & fees
12 Nov - 13 Nov
Mystical Cottage in Southern Pines
SoPi Cottage - Walk to Town - King Bed
10.0 out of 10, Exceptional, (24)
"Chris and team are great, connecting with us before, during and after our stay. The house is in a great location, spotless and well appointed. We will be back!"
SoPi Cottage - Walk to Town - King Bed
Pinehurst Golf Retreat
10.0 out of 10, Exceptional, (13)
"The home was perfect and in the best location. The host was beyond accommodating !"
Pinehurst Golf Retreat
Chestnut and Bay - perfect for equine and golf events - ask about discount
10.0 out of 10, Exceptional, (1)
"We were very lucky to have booked this wonderful property. The owners were great to work with and very accommodating. The house was perfect distance from all the golf courses and it was so well kept and comfortable. Super quiet and great to unwind. Felt like our home away from home. Highly recommend and hopefully we will be able to book again the future!"
Chestnut and Bay - perfect for equine and golf events - ask about discount
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!
Tremont Cottage | Private Pool | 2blk DT Pinehurst
10.0 out of 10, Exceptional, (93)
"Very comfortable and clean. Location was close and we took the Pinehurst shuttles from the Holly inn which was a 2 minute walk. Plenty of beds and rooms. Kitchen stocked with paper products/ trash bags/paper towels/spices and plenty of cooking and serving dishes. Laundry room stocked with detergent and dryer sheets even a first aid kit that came in handy. The pool table was fun and they had plenty of puzzles and board games. The pool and grill area was perfect and relaxing and pool towels were...
Tremont Cottage | Private Pool | 2blk DT Pinehurst
Historic Cottage in the heart of Pinehurst Village
9.8 out of 10, Exceptional, (19)
"Great location, clean house"
Historic Cottage in the heart of Pinehurst Village
Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!
10.0 out of 10, Exceptional, (81)
"The little carriage house is situated within walking distance of shops and restaurants in the historic district of Pinehurst. We quite enjoyed our stay. The home is very clean and is as listed. Only issue, as we are older, is that the stairs are steep with narrow treads. Recommend. "
Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!
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!
Idyllic Pinehurst Home, Near Golf Course!
3.0 star property
Idyllic Pinehurst Home, Near Golf Course!
Rustic Pinehurst House w/ Fire Pit & Game Room
3.0 star property
Rustic Pinehurst House w/ Fire Pit & Game Room
Southern Pines Vacation Rental w/ Deck & Grill!
3.0 star property
Southern Pines Vacation Rental w/ Deck & Grill!
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!
3.0 star property
10.0 out of 10, Exceptional, (1)
Golfer's Dream Near Clubhouse of PCC No 6!
Lakefront Treehouse!
Lakefront Treehouse!
Historic 1890 Cottage in the Heart of Downtown Southern Pines, NC!
10.0 out of 10, Exceptional, (2)
"We really enjoyed our time at Acorn Cottage. The location was perfect, just a short walk to downtown. We had a group of three couples for dinner and the space fit our needs perfectly. Great outdoor space for grilling and chilling. Kitchen had everything we needed. Would definitely book it again."
Historic 1890 Cottage in the Heart of Downtown Southern Pines, NC!
Cozy cottage minutes from downtown Southern Pines!
2.0 star property
The price is HK$614
HK$1,633 total
includes taxes & fees
5 Dec - 6 Dec
Cozy cottage minutes from downtown Southern Pines!
Charming Countryside Stay
Charming Countryside Stay
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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Other property types in Southern Pines

Peaceful Southern Pines Home w/ Pool + Yard!
9.6 out of 10, Exceptional, (29)
"My family and I thoroughly enjoyed our stay here. Pristine, spacious and comfortable. "
Peaceful Southern Pines Home w/ Pool + Yard!
Hot Tub Golf Retreat -Walk or Bike to Downtown - Golf, Breweries, Restaurants!
10.0 out of 10, Exceptional, (3)
"Had a very enjoyable stay at this house in Southern Pines. Location was perfect for taking walks into town for dining, shopping and exploring. Having the bikes to use was a bonus. The yard was beautiful and peaceful and the hot tub was a lot of fun and very relaxing. The interior was clean and decorated nicely. The layout of the house feels a little disjointed. Would be great to have furnishings in the room with the fireplace. Disappointed we couldn’t use that room or the fireplace. And maybe...
Hot Tub Golf Retreat -Walk or Bike to Downtown - Golf, Breweries, Restaurants!
Cottage on Ridge- Short & Extended Stays
9.8 out of 10, Exceptional, (20)
"Nice little place, not far from downtown Southern Pines "
The price is HK$738
HK$1,444 total
includes taxes & fees
4 Dec - 5 Dec
Cottage on Ridge- Short & Extended Stays
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.

Frequently asked questions

How much do cottages in Southern Pines cost?
You can expect to pay between HK$614 and HK$1,236 per night for cottages in Southern Pines. No matter your budget, an epic stay is only clicks away on Expedia. 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?
Lock in your holiday dates and then pick from 34 cottages in Southern Pines. Thinking about a place where you can get in touch with nature? Expedia will help you find the ideal property in a few simple clicks.
Why book your cottage in Southern Pines with Expedia?
We think a getaway should be simple, so if you’re on the lookout for cottages in Southern Pines at a nice price, Expedia has your back. Save money and opt for a cheap option surrounded by wilderness, or book an upmarket cottage to spoil your loved ones.
How can I find cheap cottages in Southern Pines?
With Expedia’s user-friendly filter tool, scoring cheap cottages in Southern Pines couldn’t be simpler. To find properties that are very pocket friendly, refine your search results by budget, amenities and star rating.
What is there to do in Southern Pines near my cottage?
Once you’ve unpacked your bags, venture out and discover the fantastic things Southern Pines has for you to experience. Pine Needles Golf Club is a top attraction to add to your travel itinerary.