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Compare 62 Cottages in Rockingham 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....

Cozy Waterfront Retreat at McMichael Farms

2.0 star property
10.0 out of 10, Exceptional, (8)
"Our stay absolutely beautiful and serene. Host was very quick to respond with any questions. Beds were comfortable home was clean and comfortable property was amazing very relaxing and beautiful.. will definitely definitely stay again"
Cozy Waterfront Retreat at McMichael Farms

Mystical Cottage in Southern Pines

9.8 out of 10, Exceptional, (41)
"Enjoyed our stay! In a great location, close to everything. Communication with host was excellent. Will definitely recommend and return. "
The price is SAR 597
SAR 962 total
includes taxes & fees
3 May - 4 May
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

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 1,000 total
includes taxes & fees
15 Apr - 16 Apr
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, (6)
"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 323
SAR 727 total
includes taxes & fees
21 Apr - 22 Apr
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

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

10.0 out of 10, Exceptional, (6)
"Very Secure and a very beautiful property."
Ripple Pond Retreat Charlotte Monroe The Cozy Cottage, On The Water, Family Fun

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 Pool 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...
Historic Tremont Cottage with Pool Pinehurst

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

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!!

'sandhills Sanctuary' Home Near Golfing!

3.0 star property
'sandhills Sanctuary' Home Near Golfing!

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

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
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

Bulldog Bungalow - Walk to Wingate, Pet Friendly, Private Patio & Grill, 15% Off April Stays!

10.0 out of 10, Exceptional, (3)
"My parents and brother really enjoyed their stay. The location was great for all of the family events we had this weekend. The host was so attentive to all our needs and friendly."
Bulldog Bungalow - Walk to Wingate, Pet Friendly, Private Patio & Grill, 15% Off April Stays!

Cozy 1 bedroom condo in walking distance to the Club, the Cradle & the Village!

9.6 out of 10, Exceptional, (145)
"Great location, nice and clean, perfect for us."
Cozy 1 bedroom condo in walking distance to the Club, the Cradle & the Village!

Lakefront Pinehurst Condo 2BD/2BA

10.0 out of 10, Exceptional, (47)
"Only issue was the washer and dryer. It didn’t drain my jacket , as far as spinning. The dryer also was cold. "
Lakefront Pinehurst Condo 2BD/2BA
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.