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Check prices for these dates

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Cottages in Southern Pines

The Cottage at Knollwood Manor
Exterior

The Cottage at Knollwood Manor

2.0 star property
10.0 out of 10, Exceptional, (8)
"Beautiful cottage and well managed. Close to great food and golf. Would definitely stay again!"
The price is ￥14,400
￥30,387 total
includes taxes & fees
Aug 25 - Aug 26
The Cottage at Knollwood Manor
The Robin's Egg -Walk to the Village!
Exterior

The Robin's Egg -Walk to the Village!

9.8 out of 10, Exceptional, (137)
"Great little cottage convenient to everything in Pinehurst"
The Robin's Egg -Walk to the Village!
Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+
Exterior

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

10.0 out of 10, Exceptional, (62)
"Great location"
Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+
It's just right. Relax you will enjoy it....convenient, clean, and comfortable!
Exterior

It's just right. Relax you will enjoy it....convenient, clean, and comfortable!

10.0 out of 10, Exceptional, (105)
"Super cute"
It's just right. Relax you will enjoy it....convenient, clean, and comfortable!
The Loft and Mane Cottage - Romantic Getaway
Property grounds

The Loft and Mane Cottage - Romantic Getaway

10.0 out of 10, Exceptional, (2)
"We went up to watch Golf and we found this cute little cottage. It was very clean and cozy!"
The price is ￥13,114
￥39,305 total
includes taxes & fees
Aug 10 - Aug 11
The Loft and Mane Cottage - Romantic Getaway
The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+
Exterior

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

10.0 out of 10, Exceptional, (71)
"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+
SoPi Cottage - Walk to Town - King Bed
Outdoor dining

SoPi Cottage - Walk to Town - King Bed

10.0 out of 10, Exceptional, (29)
"this was a great property and we will be back!"
SoPi Cottage - Walk to Town - King Bed
Pinehurst Golf Retreat
Exterior

Pinehurst Golf Retreat

9.8 out of 10, Exceptional, (16)
"We loved this house! It was so clean and the location was great. I definitely would recommend to anyone looking to stay in Pinehurst!"
Pinehurst Golf Retreat
Historic Cottage in the heart of Pinehurst Village
Exterior

Historic Cottage in the heart of Pinehurst Village

9.8 out of 10, Exceptional, (22)
"We enjoyed our visit very much. Lovely cottage, nice location."
Historic Cottage in the heart of Pinehurst Village
'sandhills Sanctuary' Home Near Golfing!
Interior

'sandhills Sanctuary' Home Near Golfing!

3.0 star property
'sandhills Sanctuary' Home Near Golfing!
Cozy Southern Pines Retreat 1 Mi to Downtown!
Exterior

Cozy Southern Pines Retreat 1 Mi to Downtown!

2.0 star property
Cozy Southern Pines Retreat 1 Mi to Downtown!
Charming 3BR/2BA Cottage in the Village of Pinehurst –Walk to Almost Everything!
Exterior

Charming 3BR/2BA Cottage in the Village of Pinehurst –Walk to Almost Everything!

10.0 out of 10, Exceptional, (2)
"Reunion with a longtime friend. We have met here in Pinehurst on golf related visits over the years."
Charming 3BR/2BA Cottage in the Village of Pinehurst –Walk to Almost Everything!
Mystical Cottage in Southern Pines
Exterior

Mystical Cottage in Southern Pines

9.8 out of 10, Exceptional, (42)
" Cottage was perfect and host was accommodating. Loved our stay."
The price is ￥21,027
￥33,796 total
includes taxes & fees
Aug 16 - Aug 17
Mystical Cottage in Southern Pines
Historic Tremont Cottage with Pool
Exterior

Historic Tremont Cottage with Pool

10.0 out of 10, Exceptional, (93)
"Wonderful location, charming and comfortable"
Historic Tremont Cottage with Pool
Spacious Home w/ Fireplace - Near Pinehurst Golf!
Exterior

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!
Chestnut and Bay - perfect for equine and golf events - ask about discount
Exterior

Chestnut and Bay - perfect for equine and golf events - ask about discount

10.0 out of 10, Exceptional, (3)
"Max was inviting and accommodating when we arrived, made us feel right at home. Very calm and quiet location. So conveniently located near Southern Pines and all the local shoping places."
Chestnut and Bay - perfect for equine and golf events - ask about discount
Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!
Property grounds

Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!

10.0 out of 10, Exceptional, (83)
"Loved the decor, location and waking up to the singing cardinals!"
Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!
Pinehurst Golf Paradise - 2 Mi to Clubhouse!
Terrace/patio

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!
Exterior

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!
Exterior

Idyllic Pinehurst Home, Near Golf Course!

3.0 star property
Idyllic Pinehurst Home, Near Golf Course!
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

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

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

10/10 Excellent
"Beautiful stay! "
Jennifer K. 2-night trip
Posted 1 day ago
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Frequently asked questions

How much do cottages in Southern Pines cost?
Cottages in Southern Pines range between ￥13,114 and ￥21,027 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!