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Compare 45 Cottages in Southern Pines with updated reviews, rates, and availability.

The Robin's Egg -Walk to the Village!

9.8 out of 10, Exceptional, (130)
"Nice, neat cottage in a great location, convenient to Village Arboretum (which is perfect for walking dogs), the village center, restaurants and other places. Easy check-in and check-out. Layout and amenities as described. Would stay there again if in the sandhills and definitely recommend to others! "
The Robin's Egg -Walk to the Village!

It is the best little stay in The Village Convenient, clean, and comfortable....

10.0 out of 10, Exceptional, (98)
"Restful place & so convenient to everything!!"
It is the best little stay in The Village Convenient, clean, and comfortable....

Mystical Cottage in Southern Pines

9.8 out of 10, Exceptional, (41)
" Cottage was perfect and host was accommodating. Loved our stay."
The price is SAR 596
SAR 949 total
includes taxes & fees
31 Mar - 1 Apr
Mystical Cottage in Southern Pines

The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+

10.0 out of 10, Exceptional, (69)
"Second year in a row staying at this outstanding property. Looking forward to more stays ahead. "
The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+

The Loft and Mane Cottage - Romantic Getaway

The price is SAR 378
SAR 1,056 total
includes taxes & fees
26 Mar - 27 Mar
The Loft and Mane Cottage - Romantic Getaway

Cozy Southern Pines Retreat 1 Mi to Downtown!

2.0 star property
Cozy Southern Pines Retreat 1 Mi to Downtown!

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

The Cottage at Knollwood Manor

2.0 star property
10.0 out of 10, Exceptional, (3)
"The attention to quality and detail were perfect for our taste. Getting to and from Pinehurst and Southern Pines was perfect and we felt secluded and quiet for our restful evenings. Highly recommend this location and cottage…very pleased with it on many fronts"
The price is SAR 300
SAR 702 total
includes taxes & fees
26 Mar - 27 Mar
The Cottage at Knollwood Manor

SoPi Cottage - Walk to Town - King Bed

10.0 out of 10, Exceptional, (27)
"this was a great property and we will be back!"
SoPi Cottage - Walk to Town - King Bed

Historic Cottage in the heart of Pinehurst Village

9.8 out of 10, Exceptional, (21)
"Nicely updated, perfect space for our group of 5 and easy walk to village and the Holly Inn. Only thing I'd note is that the upstairs bedroom doesn't have a door and has a skylight in the ceiling. And while there was shampoo/conditioner/body wash, didn't like the scents. We loved playing cards game at the dining table with all the windows!"
Historic Cottage in the heart of Pinehurst Village

Pinehurst Golf Retreat

10.0 out of 10, Exceptional, (14)
"The home was perfect and in the best location. The host was beyond accommodating !"
Pinehurst Golf Retreat

Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+

10.0 out of 10, Exceptional, (62)
"The location is perfect. The house is everything that you could hope for. Plenty of room and spacious. This is the second time we stay at this property and I suspect thar we will again. Hopefully soon!"
Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+

Historic Tremont Cottage with Private Pool

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...
Historic Tremont Cottage with Private Pool

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!!

Beautiful 4- Bedroom Cottage (WITH X2 QUEEN BEDS IN EACH BEDROOM) overlooking the 9th Green at Pinehurst National No.9

9.6 out of 10, Exceptional, (30)
"We spent 4 nights at this property. It was beautiful!! The setting on the golf course cannot be beat...Great! The home was very clean and a bathroom for every bedroom is the best. The guys played three rounds of golf at three different Pinehurst courses and enjoyed them all. Mr Hanna was very helpful setting up all the tee times.All in all it is a great spot and looking forward to going back. Cathy, Steve and family"
Beautiful 4- Bedroom Cottage (WITH X2 QUEEN BEDS IN EACH BEDROOM) overlooking the 9th Green at Pinehurst National No.9

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!

'sandhills Sanctuary' Home Near Golfing!

3.0 star property
'sandhills Sanctuary' Home Near Golfing!

Spacious and Luxurious 4BR Cottage (WITH X2 DOUBLE BEDS IN EACH BEDROOM) Located on Pinehurst National No. 9

9.8 out of 10, Exceptional, (8)
"We love Batten Cottage! Our 2nd stay…I would give it 5 stars again, but only some minor issues. The back sliding door can hardly open but the deck and view, seating is awesome. We love the location, quiet and clean. The bathrooms can use a little updating, our toilet didn’t flush well. Just little things, but overall a ton of space, we love the 2 beds in each bedroom. Hope to be back! "
Spacious and Luxurious 4BR Cottage (WITH X2 DOUBLE BEDS IN EACH BEDROOM) Located on Pinehurst National No. 9

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!

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!
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

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (61)
"Enjoyed our stay with a great yard for the dog. Jim was an excellent host, he went above and beyond!"
The price is SAR 525
SAR 1,188 total
includes taxes & fees
26 Mar - 27 Mar
Beautiful 1920's Craftsman-Downtown Southern Pines

Loft Cottage on Ridge<br>? Short & Extended Stays?

9.8 out of 10, Exceptional, (17)
"Very cool, cozy place. Was just what we needed for a short getaway. "
The price is SAR 225
SAR 525 total
includes taxes & fees
26 Mar - 27 Mar
Loft Cottage on Ridge<br>? Short & Extended Stays?

Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

10.0 out of 10, Exceptional, (11)
"This place is ideal for large group of golfers. Accommodations work for large groups interested in large group meals and plenty of places to hang-out and catch-up. The only drawback was no large screen TV( which we knew going into rental, so for us it was not a negative). We did not mind as the group was playing 36 holes of golf per day and re-connecting each evening."
The price is SAR 3,189
SAR 4,952 total
includes taxes & fees
26 Mar - 27 Mar
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
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?
Cottages in Southern Pines range between SAR 345 and SAR 596 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 45 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!
How can I find cheap cottages in Southern Pines?
A great way to find cheap cottages in Southern Pines is with Expedia’s user-friendly filter tool. Narrow your search results by amenities, star rating and budget to access unbeatable deals in a few clicks.