Photo by Eric Mondres

Search Cottages in Southern Pines

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Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

Compare 46 Cottages in Southern Pines with updated reviews, rates, and availability.

The Robin's Egg -Walk to the Village!
Property grounds

The Robin's Egg -Walk to the Village!

10.0 out of 10, Exceptional, (132)
"Great little cottage convenient to everything in Pinehurst"
The Robin's Egg -Walk to the Village!
It is the best little stay in The Village Convenient, clean, and comfortable....
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (100)
"I’ve stayed here "
It is the best little stay in The Village Convenient, clean, and comfortable....
Mystical Cottage in Southern Pines
Pool

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 957 total
includes taxes & fees
11 May - 12 May
Mystical Cottage in Southern Pines
The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+
Fridge, microwave, oven, stovetop

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+
The Loft and Mane Cottage - Romantic Getaway
Interior

The Loft and Mane Cottage - Romantic Getaway

10.0 out of 10, Exceptional, (1)
"We went up to watch Golf and we found this cute little cottage. It was very clean and cozy!"
The price is SAR 335
SAR 1,007 total
includes taxes & fees
5 May - 6 May
The Loft and Mane Cottage - Romantic Getaway
Cozy Southern Pines Retreat 1 Mi to Downtown!
House (3 Bedrooms) | Private kitchen | Paper towels

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
Fridge, microwave, oven, stovetop

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
Fridge, microwave, oven, stovetop

The Cottage at Knollwood Manor

2.0 star property
10.0 out of 10, Exceptional, (7)
"We loved this place! It was so comfortable and clean. It had everything we needed and the attention to detail was incredible. I wish we could have stayed longer. "
The price is SAR 293
SAR 693 total
includes taxes & fees
5 May - 6 May
The Cottage at Knollwood Manor
SoPi Cottage - Walk to Town - King Bed
Fridge, microwave, oven, stovetop

SoPi Cottage - Walk to Town - King Bed

10.0 out of 10, Exceptional, (29)
"Great house, location, amenities and communication. Will definitely book again. "
SoPi Cottage - Walk to Town - King Bed
Historic Cottage in the heart of Pinehurst Village
Fridge, microwave, oven, stovetop

Historic Cottage in the heart of Pinehurst Village

9.8 out of 10, Exceptional, (21)
"We enjoyed our visit very much. Lovely cottage, nice location."
Historic Cottage in the heart of Pinehurst Village
Pinehurst Golf Retreat
Fridge, microwave, oven, stovetop

Pinehurst Golf Retreat

10.0 out of 10, Exceptional, (14)
"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
Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+
Terrace/patio

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+
Historic Cottage with Private Pool in Pinehurst
Terrace/patio

Historic Cottage with Private Pool in Pinehurst

10.0 out of 10, Exceptional, (93)
"Wonderful location, charming and comfortable"
Historic Cottage with Private Pool in Pinehurst
Beautiful 4- Bedroom Cottage (WITH X2 QUEEN BEDS IN EACH BEDROOM) overlooking the 9th Green at Pinehurst National No.9
Outdoor dining

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)
"Excellent airbnb and Ms. Kim was a great host."
Beautiful 4- Bedroom Cottage (WITH X2 QUEEN BEDS IN EACH BEDROOM) overlooking the 9th Green at Pinehurst National No.9
Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (81)
"Loved the decor, location and waking up to the singing cardinals!"
Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!
'sandhills Sanctuary' Home Near Golfing!
TV

'sandhills Sanctuary' Home Near Golfing!

3.0 star property
'sandhills Sanctuary' Home Near Golfing!
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!
Spacious and Luxurious 4BR Cottage (WITH X2 DOUBLE BEDS IN EACH BEDROOM) Located on Pinehurst National No. 9
Exterior

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)
"This was the perfect spot for our whole family. We were visiting family that lives in National and this made the trip so simple. The rooms were big with private baths off of each which was a plus. The beds were comfortable and the house clean."
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!
Exterior

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!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

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

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Fridge, microwave, oven, stovetop

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

9.6 out of 10, Exceptional, (10)
"We had 5 adults visiting our family in Pinehurst. The house was well stocked and beds comfortable. Would stay here again."
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Exterior

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

10.0 out of 10, Exceptional, (11)
"This location and property served our needs very well thank you!"
The price is SAR 4,500
SAR 5,206 total
includes taxes & fees
6 May - 7 May
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4
Fridge, microwave, oven, stovetop

52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4

9.4 out of 10, Exceptional, (46)
"Very comfortable and clean. Nice location."
52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4
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.