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Compare 48 Cottages in Rockingham with updated reviews, rates, and availability.

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

Ripple Pond Retreat Charlotte Monroe The Cozy Cottage, On The Water, Family Fun

10.0 out of 10, Exceptional, (4)
"There were a few hiccups but, the owner took care of things quickly!"
The price is SAR 492
SAR 1,395 total
includes taxes & fees
3 Dec - 4 Dec
Ripple Pond Retreat Charlotte Monroe The Cozy Cottage, On The Water, Family Fun

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 SAR 597
SAR 962 total
includes taxes & fees
29 Nov - 30 Nov
Mystical Cottage in Southern Pines

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

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!!

Troy Cabin w/ River Access: Fish, Kayak & More!

3.0 star property
Troy Cabin w/ River Access: Fish, Kayak & More!

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!

Rockingham Cabin on 75 Acres w/ Lake Access!

3.0 star property
Rockingham Cabin on 75 Acres w/ Lake Access!

Idyllic Pinehurst Home, Near Golf Course!

3.0 star property
Idyllic Pinehurst Home, Near Golf Course!

Bright Converted Schoolhouse in Chesterfield!

3.0 star property
Bright Converted Schoolhouse in Chesterfield!

Central Wadesboro Home: Walk to Downtown Shops!

3.0 star property
8.0 out of 10, Very Good, (1)
Central Wadesboro Home: Walk to Downtown Shops!

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!
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 Rockingham

Luxurious, peaceful and cozy townhome in the heart of Pinehurst

10.0 out of 10, Exceptional, (45)
"We made a last-minute decision to go play golf in Pinehurst and I checked to see if this property was available on the days we wanted, and it was! We stayed here before and loved it so much that we wanted to stay again. It's only 5 minutes to Pinehurst and it's perfect for two. We will be staying again in the future! Thanks again."
Luxurious, peaceful and cozy townhome in the heart of Pinehurst

Golfers Dream at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (39)
"Great property clean and great location "
Golfers Dream at Pinehurst No. 6 with Pool Table

Large House w/ Private pool - perfect for Golfing Groups (12) beds

10.0 out of 10, Exceptional, (68)
"This property is perfectly set-up to handle a large group of family members, groups of families, or a large group of golfers coming to enjoy the great golf options in Pinehurst, like us. We had 12 guys as par of our golfing group. There was plenty of space, beds for everyone, and an unbelievable set of amenities to entertain us when we were not golfing. From the pool, to the pool table, ping pong, arcade games, and the large family room with a big screen tv, this house had it all. The...
Large House w/ Private pool - perfect for Golfing Groups (12) beds
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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