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Search Cottages in Southern Pines

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Compare 35 Cottages in Southern Pines with updated reviews, rates, and availability.

It really is the best little stay in The Village! Close, clean, and comfortable
Newest member of The Cottage family. Born June 2019. Too cute!

It really is the best little stay in The Village! Close, clean, and comfortable

10.0 out of 10, Exceptional, (94)
"I’ve stayed here "
It really is the best little stay in The Village! Close, clean, and comfortable
Cozy Southern Pines Retreat 1 Mi to Downtown!
Living area

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
Pool

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 AED 584
AED 941 total
includes taxes & fees
29 Nov - 30 Nov
Mystical Cottage in Southern Pines
SoPi Cottage - Walk to Town - King Bed
Living area

SoPi Cottage - Walk to Town - King Bed

10.0 out of 10, Exceptional, (24)
"Great house, location, amenities and communication. Will definitely book again. "
SoPi Cottage - Walk to Town - King Bed
Pinehurst Golf Retreat
Living area

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
Interior

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!
Living area

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
Play a game of pool

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
Exterior

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!!
The Carriage House in Summer

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!
Living area

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!
Exterior

Idyllic Pinehurst Home, Near Golf Course!

3.0 star property
Idyllic Pinehurst Home, Near Golf Course!
Rustic Pinehurst House w/ Fire Pit & Game Room
Game room

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!
Private kitchen

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!
Exterior

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!
Historic 1890 Cottage in the Heart of Downtown Southern Pines, NC!
Property grounds

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!
Living area

Cozy cottage minutes from downtown Southern Pines!

2.0 star property
The price is AED 290
AED 772 total
includes taxes & fees
3 Dec - 4 Dec
Cozy cottage minutes from downtown Southern Pines!
Charming Countryside Stay
Welcome to the Birdie Cottage!

Charming Countryside Stay

Charming Countryside Stay
Golf cottage for 2024 US Open in Pinehurst NC
Bathroom

Golf cottage for 2024 US Open in Pinehurst NC

Golf cottage for 2024 US Open in Pinehurst NC
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

Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course
Exterior

Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course

10.0 out of 10, Exceptional, (34)
"The house was perfect. We had no idea this place had so much history! Plenty of room for our 14 guests, both inside (Dining table sat all of us comfortably too!) and on the back patio/yard. The owner was helpful and sent a message during our stay, to see if we needed anything. You won’t be disappointed. We found a gem and will definitely book this again in the future. "
The price is AED 2,255
AED 3,984 total
includes taxes & fees
1 Dec - 2 Dec
Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course
Two blocks from downtown! Charming, cozy home close to everything!
Dining

Two blocks from downtown! Charming, cozy home close to everything!

2.0 star property
10.0 out of 10, Exceptional, (4)
"The home was clean, uncluttered, and offered a fantastic fenced in yard for our 2 dogs. Our host was welcoming and kind. We are so glad we found this charming home!"
Two blocks from downtown! Charming, cozy home close to everything!
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Living area

Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.

9.8 out of 10, Exceptional, (7)
"The house was more than adequate for us. We got more than we expected. Clean, comfortable and located near to the golf courses."
The price is AED 422
AED 1,111 total
includes taxes & fees
23 Nov - 24 Nov
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
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 AED 290 and AED 584 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 vacation dates and then pick from 35 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.