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Compare 375 Vacation Homes in Rockingham with updated reviews, rates, and availability.

NEW! Pinehurst Eight Sleeps 10!
Primary Bedroom with en suite

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (73)
"What a beautiful place!!! It’s just as gorgeous as the photos! I highly recommend this property! I made a booking blunder and the host went above and beyond to help me get it fixed. The communication was amazing throughout the stay. The house was stocked with everything you would need. The location is great! I would definitely book this property again. "
The price is SAR 434
SAR 1,721 total
includes taxes & fees
14 Jan - 15 January 2025
NEW! Pinehurst Eight Sleeps 10!
Beautiful 1920's Craftsman-Downtown Southern Pines
Kitchen area

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (55)
"Location of this traditional home in So Pines was great. Beds were very comfy and our host was attentive to our every need. Would definitely stay again. "
The price is SAR 507
SAR 1,178 total
includes taxes & fees
31 Dec - 1 January 2025
Beautiful 1920's Craftsman-Downtown Southern Pines
Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Spacious Living Room

Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (40)
"The house was clean, well appointed and comfortable. It was the perfect spot for our girls weekend!"
Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses,
Welcome to Enchanted Escape - a beautiful 1917 bungalow and 2 tiny homes.

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses,

10.0 out of 10, Exceptional, (104)
"Great"
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses,
Lake Escape on Lake Tillery / Gated Community / High Speed Internet
Pool

Lake Escape on Lake Tillery / Gated Community / High Speed Internet

10.0 out of 10, Exceptional, (116)
"Amazing spot to stay for smaller groups of people. Love the place!"
Lake Escape on Lake Tillery / Gated Community / High Speed Internet
Peaceful Southern Pines Home w/ Pool + Yard!
Southern Pines Vacation Rental | 4BR | 3.5BA | 2,560 Sq Ft | Stairs Required

Peaceful Southern Pines Home w/ Pool + Yard!

9.4 out of 10, Exceptional, (31)
"My family and I thoroughly enjoyed our stay here. Pristine, spacious and comfortable. "
Peaceful Southern Pines Home w/ Pool + Yard!
Putt in the Pines
Living area

Putt in the Pines

9.8 out of 10, Exceptional, (10)
"House was great for our stay during USKids tournament. Great location, central to all the courses. Quick response from manager. Comfy home and super clean."
The price is SAR 409
SAR 1,219 total
includes taxes & fees
26 Dec - 27 Dec
Putt in the Pines
North Carolina Home ~ 2 Mi to Pinehurst Resort
Pinehurst Vacation Rental | 4BR | 3.5BA | 2,700 Sq Ft | 5 Steps Required

North Carolina Home ~ 2 Mi to Pinehurst Resort

10.0 out of 10, Exceptional, (11)
"This beautiful home is well-appointed and just as described. Everything was clean and fresh and the decor is lovely. The layout accommodated our group of lady golfers perfectly. The neighborhood is very nice and quiet and conveniently located to the village. We would definitely return! "
North Carolina Home ~ 2 Mi to Pinehurst Resort
Charming 4-bedroom, Pet Friendly House in Downtown Southern Pines
Exterior

Charming 4-bedroom, Pet Friendly House in Downtown Southern Pines

Charming 4-bedroom, Pet Friendly House in Downtown Southern Pines
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

10.0 out of 10, Exceptional, (71)
"Everyone loved the house! A must rent again for another gathering! "
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village
Private kitchen

Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village

9.8 out of 10, Exceptional, (19)
"Hreat timevplenty of room Cool house"
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village
235 SW Lake Forest: 6 BR, 5.5 BA House in Pinehurst, Sleeps 13

235 SW Lake Forest: 6 BR, 5.5 BA House in Pinehurst, Sleeps 13

9.0 out of 10, Wonderful, (26)
"Very nice home that is spacious and can accommodate a large group. A lot of amenities provided as well to entertain guests. Really enjoyed my stay and will recommend. "
235 SW Lake Forest: 6 BR, 5.5 BA House in Pinehurst, Sleeps 13
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
bright and airy open concept living space

The 19th Hole: Sleeps 10. Pool Table, Fire Pit

10.0 out of 10, Exceptional, (25)
"We absolutely loved this house!!! We were in town for a wedding and it was a perfect location to get to everything!! I just wish we could have been able to spend more time there, it is a perfect place to stay, hope we can get back sometime! Highly recommend!!!"
The price is SAR 845
SAR 1,880 total
includes taxes & fees
5 Jan - 6 January 2025
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays

10.0 out of 10, Exceptional, (21)
"Nice little place, not far from downtown Southern Pines "
Cottage on Ridge- Short & Extended Stays
#6 near Village w/ King * Pinehurst Brews and Snooze * EV Charger * 4 Beds
Open the doors to the decks to let the fresh scent of pine trees in!

#6 near Village w/ King * Pinehurst Brews and Snooze * EV Charger * 4 Beds

10.0 out of 10, Exceptional, (30)
"Everything we needed in the process and stay "
#6 near Village w/ King * Pinehurst Brews and Snooze * EV Charger * 4 Beds
Beautiful 1 Bed Condo on Pinehurst Course No.5!
Living area

Beautiful 1 Bed Condo on Pinehurst Course No.5!

10.0 out of 10, Exceptional, (6)
"Cozy and comfortable. Great location. Will stay here again."
The price is SAR 394
SAR 922 total
includes taxes & fees
4 Jan - 5 January 2025
Beautiful 1 Bed Condo on Pinehurst Course No.5!
Double Bronze. Fairway home with Golf Cart!
Living area

Double Bronze. Fairway home with Golf Cart!

9.4 out of 10, Exceptional, (34)
"We didn’t want to check out! Very homey and great neighborhood! The golf cart was a nice touch although this isn’t really what I would call a golf cart community so we really couldn’t drive it too far but took it for a spin and found a path to take it up to the resort without getting on main roads. "
The price is SAR 373
SAR 1,411 total
includes taxes & fees
13 Jan - 14 January 2025
Double Bronze. Fairway home with Golf Cart!
The Chatham House-Pinehurst.....
Welcome!

The Chatham House-Pinehurst.....

10.0 out of 10, Exceptional, (34)
"Beautiful location and very comfortable place to stay! We thoroughly enjoyed the week!"
The Chatham House-Pinehurst.....
Luxury Golf Simulator, Golden Tee, Shuffleboard, Hot Tub and Stunning Views!
Interior

Luxury Golf Simulator, Golden Tee, Shuffleboard, Hot Tub and Stunning Views!

10.0 out of 10, Exceptional, (19)
"We came down for the US Kids golf tournament. This was perfect for our family. Simulator, games, hot tub, and spacious. We had some difficulty getting the simulator started and the communication with the owner was great! Quick response! We will definitely stay here again!"
Luxury Golf Simulator, Golden Tee, Shuffleboard, Hot Tub and Stunning Views!
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Pool

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

2.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed here for a show at Carolina Horse Park. My only hesitation in leaving this review is we may not get to reserve it again. It was just perfect (they even left us sunscreen!). "
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
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

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses,
Welcome to Enchanted Escape - a beautiful 1917 bungalow and 2 tiny homes.

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses,

10.0 out of 10, Exceptional, (104)
"Great"
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses,
Newly Renovated Property.
Living area

Newly Renovated Property.

10.0 out of 10, Exceptional, (96)
"We.had a wonderful time. Pinehurst is beautiful. "
The price is SAR 432
SAR 1,017 total
includes taxes & fees
1 Jan - 2 January 2025
Newly Renovated Property.
Pinehurst Tree House

Pinehurst Tree House

9.6 out of 10, Exceptional, (100)
"Mushroom house was so cute and comfortable for our fam of 3."
Pinehurst Tree House
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.