A highway exit sign for Exit 306, Business 74, indicating Rockingham is 2 miles ahead.

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Rockingham holiday homes

A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

1. The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (20 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is £188
includes taxes & fees
3 Sept - 4 Sept
The McCaskill Cottage in the Village of Pinehurst!
A spacious living room with a fireplace, a ceiling fan, a sofa, a coffee table, and a rug.

2. Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck

Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
Pinehurst
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful property situated in a highly convenient area. Everything was exceptionally clean and well-maintained. Definitely recommend this property to any family."
United States
Bo B.
The price is £316
includes taxes & fees
3 Sept - 4 Sept
Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
A dining area with a round table, chairs, a woven basket, and a view of trees through large windows.

3. Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Pinehurst
8.8 out of 10, Excellent, (18 reviews)
"Clean, space looked just like the description. Great location "
United States
Eli J.
The price is £177
includes taxes & fees
3 Sept - 4 Sept
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

4. Isle of the Pines, 1 mile from The Village of Pinehurst!

Isle of the Pines, 1 mile from The Village of Pinehurst!
Pinehurst
10.0 out of 10, Exceptional, (32 reviews)
"Amazing place!"
United States
Jeremy
The price is £219
includes taxes & fees
14 Sept - 15 Sept
Isle of the Pines, 1 mile from The Village of Pinehurst!
A spacious living room with a fireplace, a dining area, and a view of the outdoors.

5. The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (39 reviews)
"Great location to get to all of the golf courses we played. Plenty of room for the 6 of us. Host very attentive."
United States
James N.
The price is £327
includes taxes & fees
7 Sept - 8 Sept
The Mulligan!

6. Beautiful 1 Bed Condo on Pinehurst Course No.5!

Beautiful 1 Bed Condo on Pinehurst Course No.5!
Pinehurst
9.0 out of 10, Wonderful, (18 reviews)
"Enjoyed our time here!"
United States
Scot W.
The price is £247
includes taxes & fees
6 Sept - 7 Sept
Beautiful 1 Bed Condo on Pinehurst Course No.5!
A two-story house with a white exterior, a brick chimney, and a covered porch.

7. Upstairs at the Estate - Across from SP Golf Club

Upstairs at the Estate - Across from SP Golf Club
Southern Pines
10.0 out of 10, Exceptional, (46 reviews)
"Great stay, just one night but had everything we needed. Queen beds are very comfortable!"
United States
Gaynell B.
The price is £154
includes taxes & fees
3 Sept - 4 Sept
Upstairs at the Estate - Across from SP Golf Club
A deck with a glass table and chairs overlooking a golf course.

8. Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8

Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8
Pinehurst
10.0 out of 10, Exceptional, (63 reviews)
"Perfect for our golf trip. Loved it and will be back."
United States
John M.
The price is £272
includes taxes & fees
7 Sept - 8 Sept
Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a large island with bar stools.

9. NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (99 reviews)
"VRBO was clean and a good size for our family. Everything mentioned in the listing is as seen. Home appears to be newly remodeled. We had a nice weekend family gathering of 5."
United States
Wendy A.
The price is £332
includes taxes & fees
9 Sept - 10 Sept
NEW! Pinehurst Eight Sleeps 10!
A bedroom with a sloped ceiling, wooden beams, a bed, and a dresser.

10. Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst

Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
Taylortown
8.8 out of 10, Excellent, (3 reviews)
"Really pretty place. The loft was very very small. I’m 5’4” and had to bend at the waist to get to the bed. Wish the front door had a way to cover it (full see through glass). The beds and couch were very comfortable. House was clean and decorated very nicely. Bathroom is a dream!!"
United States
Matthew C.
The price is £117
includes taxes & fees
14 Sept - 15 Sept
Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
A rustic wooden cabin with a black door, a window with colorful mugs, and a welcome mat on the deck.

11. Loft Cottage on Ridge<br>? Short & Extended Stays?

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
9.8 out of 10, Exceptional, (42 reviews)
"The loft cottage was perfect for my visit with children's families in the area. It provided an quiet off the street place to sleep and recover from full days with grandchildren. I especially enjoyed the small second floor deck in the trees for morning coffee. I hope to stay there again when in the area!"
United States
Ted D.
The price is £109
includes taxes & fees
3 Sept - 4 Sept
Loft Cottage on Ridge<br>? Short & Extended Stays?

12. Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce

Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
Raeford
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful property! I look forward to staying there again for the next horse show. "
United States
Kathryn G.
The price is £275
includes taxes & fees
8 Sept - 9 Sept
Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
A modern kitchen with white cabinets, a granite countertop, and three grey bar stools.

13. Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
Pine Hurst
10.0 out of 10, Exceptional, (52 reviews)
"Great host, great house. Plenty of amenities. This was our third time staying at this location, we will be back"
United States
Randy F.
The price is £341
includes taxes & fees
14 Sept - 15 Sept
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
A spacious living area with a wooden coffee table, a sofa, and a dining table. There is a green-framed window and a wall-mounted artwork.

14. Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
Pinehurst
10.0 out of 10, Exceptional, (50 reviews)
"So spacious and clean, family friendly, easy check in process "
United States
Shanna C.
The price is £247
includes taxes & fees
14 Sept - 15 Sept
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
A covered outdoor patio with a fire pit, seating area, and a grill.

15. Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf

Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
Pinehurst
9.4 out of 10, Exceptional, (19 reviews)
"Great place for a family or golf getaway! "
United States
Mike S.
The price is £255
includes taxes & fees
8 Sept - 9 Sept
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
A spacious living room with a blue sofa, a dining area with a wooden table, and a kitchen with modern appliances.

16. A Home in One ⛳️ Sleeps 10 & 🎱 Table!

A Home in One ⛳️ Sleeps 10 & 🎱 Table!
West End
9.8 out of 10, Exceptional, (44 reviews)
"Great house and location. "
United States
Billy P.
The price is £326
includes taxes & fees
3 Sept - 4 Sept
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
A single-story house with a gray exterior, white trim, and a front porch.

17. Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
10.0 out of 10, Exceptional, (15 reviews)
"Perfect little place to stay with our dog! Would stay again."
United States
Katrina M.
The price is £124
includes taxes & fees
3 Sept - 4 Sept
Walkable Cottage, Pet Friendly with Fenced Patio
A brick building with a covered porch, two wooden chairs, and a wooden bench.

18. The 19th Hole - Poker Table - 2 mins to Pinehurst

The 19th Hole - Poker Table - 2 mins to Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (11 reviews)
"The host was incredibly accommodating and the location was perfect (nearby all the necessary golf courses). Would certainly stay here again."
United States
Tyler S.
The price is £426
includes taxes & fees
7 Sept - 8 Sept
The 19th Hole - Poker Table - 2 mins to Pinehurst
A bedroom with a large bed, two bedside tables with lamps, a nightstand, a dresser, and a window with curtains.

19. Charming Downtown Cottage

Charming Downtown Cottage
Southern Pines
9.8 out of 10, Exceptional, (58 reviews)
"Comfortable, convenient and all around enjoyable stay! Thank you to the hosts!"
United States
Jennifer G.
The price is £220
includes taxes & fees
9 Sept - 10 Sept
Charming Downtown Cottage
A modern kitchen with wooden cabinets, a central island, and a dining area with chairs.

20. Relaxing home w/ putting green 5 min to Pinehurst

Relaxing home w/ putting green 5 min to Pinehurst
Pinehurst
9.8 out of 10, Exceptional, (8 reviews)
"A great place to stay in Pinehurst!!!"
United States
tyler c.
The price is £417
includes taxes & fees
14 Sept - 15 Sept
Relaxing home w/ putting green 5 min 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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Top Rockingham Hotel Reviews

Springhill Suites by Marriott Cheraw

Springhill Suites by Marriott Cheraw

10/10 Excellent
"The breakfast was better on the second stay.."
Kearrow 1-night trip
Posted 8 hours ago
Springhill Suites by Marriott Cheraw

Find out more about Rockingham

Rockingham Holiday Homes information

Number of reviews
450
Accommodation
410 Holiday Homes
Lowest Price
£109
Highest Price
£426