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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 378 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, (76)
"Cannot say enough wonderful things! We were a family group of 10 coming for a graduation. The house was perfect for us! Very clean, cozy, and great location close to good food, beautiful golf, and great to walk in the neighborhood too. The host was very responsive and helpful during the stay. Well stocked kitchen too!!! "
The price is AED 512
AED 1,775 total
includes taxes & fees
18 Feb - 19 Feb
NEW! Pinehurst Eight Sleeps 10!
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, (108)
"This property offers 3 different lodging options, all beautifully appointed, along with a pool, hot tub, grill and seating of all sorts outdoors. The original cottage is straight from the 1800s with 3BRs, 2.5 BAs, vintage aura and charm. The guest house is cozy with a large bed/full BA, mini kitchen, tv and comfy living space. Even the pool house has a large bed, living space, kitchenette and BA. Ideally sited within 5 min walk to town, on route to Pinehurst Greenway trail. Host was super...
The price is AED 1,095
AED 3,842 total
includes taxes & fees
18 Feb - 19 Feb
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
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, (73)
"Spacious, clean, entertaining well stocked place. We would definitely come back."
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12
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, (26)
"House was perfect! We would definitely come back!"
The price is AED 826
AED 1,822 total
includes taxes & fees
23 Feb - 24 Feb
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Beautiful 1920's Craftsman-Downtown Southern Pines
Kitchen area

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (59)
"We stayed for a short golf trip . The house is full of characters. Clean and nicely decorated. We loved it and will return for longer stay . "
The price is AED 496
AED 1,152 total
includes taxes & fees
23 Feb - 24 Feb
Beautiful 1920's Craftsman-Downtown Southern Pines
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Gather around the breakfast bar to enjoy that first cup of coffee!

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

10.0 out of 10, Exceptional, (26)
"This property is conveniently located in Pinehurst. It has great amenities, is adorably decorated and just a cozy spot. My husband, daughter and I stayed here for 4 nights. There was "
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
The Mulligan!
Game room

The Mulligan!

9.8 out of 10, Exceptional, (15)
"Overall perfect placeGreat location SpotlessComfortable Would definitely stay again "
The price is AED 468
AED 1,727 total
includes taxes & fees
24 Feb - 25 Feb
The Mulligan!
Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Spacious Living Room

Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (42)
"Super great home! Friends from all over the nation including Australia came to support my soldiers “SF” donning. So proud! Your house was even better in person. Pinehurst is great! "
Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
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, (2)
"This house was perfect for our group's needs. With all beds in each of the bedrooms and bathrooms throughout the house, we settled in comfortably. The house was wonderful for gathering in the common areas as well. It was in a neighborhood, but still felt somewhat secluded. Everything felt clean and well maintained. "
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
235 SW Lake Forest - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms

235 SW Lake Forest - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms

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 - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Private kitchen

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

9.8 out of 10, Exceptional, (7)
"We had 5 adults visiting our family in Pinehurst. The house was well stocked and beds comfortable. Would stay here again."
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Pinehurst Lake House Retreat - Pinehurst Lake Front Property With a Pool

Pinehurst Lake House Retreat - Pinehurst Lake Front Property With a Pool

9.4 out of 10, Exceptional, (27)
"This house was a great place for our group. Well located to golf, plenty of beds and good areas for gathering our group together for activities (pool, cards, swimming). 5/5 stars all around!"
Pinehurst Lake House Retreat - Pinehurst Lake Front Property With a Pool
600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

9.8 out of 10, Exceptional, (58)
"This place has it all. 11 guys coming together for a weekend of golf and this place provided everything we needed to enjoy ourselves all weekend. The house was in fantastic condition, all of the amenities were accounted for and is a 10 out of 10 on the luxury scale. Recommend to anyone. "
600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20
#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, (32)
"Pinehurst Brews and Snooze was very clean and spacious! The kitchen was well equipped. We loved that parking was easy and right in front of the property. The one thing I would recommend is ceiling fans in the bedrooms or an oscillating fan. Lovely condo! We would definitely recommend to family and friends. "
#6 near Village w/ King * Pinehurst Brews and Snooze * EV Charger * 4 Beds
Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!
Living area

Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!

The price is AED 881
AED 2,258 total
includes taxes & fees
26 Feb - 27 Feb
Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!
Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms
Terrace/patio

Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms

10.0 out of 10, Exceptional, (14)
"Great house for a holiday week with family. Lots of beds and baths, two living rooms, well stocked kitchen, quiet neighborhood, great communication with host. Poker table, darts, board games, tvs provided lots of things to do indoors. Although we didn’t have time this visit, there was a large outdoor yard, screened patio, hot tub, grill, fireplace, etc outside. Great stay. "
Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms
The Perfect Swing: Sleeps 8 with pool table and fire pit
Property grounds

The Perfect Swing: Sleeps 8 with pool table and fire pit

10.0 out of 10, Exceptional, (4)
"We had an amazing stay, we were in town for a funeral and the property was so homey and just what we needed! Host was very helpful and responsive and their property is well stocked and so worth the price. Would stay again! "
The price is AED 591
AED 1,579 total
includes taxes & fees
18 Feb - 19 Feb
The Perfect Swing: Sleeps 8 with pool table and fire pit
The Scotsman Cottage - Half a mile to Downtown Shops & Restaurants

The Scotsman Cottage - Half a mile to Downtown Shops & Restaurants

10.0 out of 10, Exceptional, (33)
"Near Camelot playground. Super property."
The Scotsman Cottage - Half a mile to Downtown Shops & Restaurants
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Golf View

A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

10.0 out of 10, Exceptional, (53)
"Property was very nice and quiet. Matched the description and owner was very responsive."
The price is AED 511
AED 1,220 total
includes taxes & fees
10 Mar - 11 Mar
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
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

2.0 star property
9.2 out of 10, Wonderful, (7)
"Great place, great hosts, great location. 5 Stars couldn’t ask for more !"
The price is AED 301
AED 783 total
includes taxes & fees
18 Feb - 19 Feb
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
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, (108)
"This property offers 3 different lodging options, all beautifully appointed, along with a pool, hot tub, grill and seating of all sorts outdoors. The original cottage is straight from the 1800s with 3BRs, 2.5 BAs, vintage aura and charm. The guest house is cozy with a large bed/full BA, mini kitchen, tv and comfy living space. Even the pool house has a large bed, living space, kitchenette and BA. Ideally sited within 5 min walk to town, on route to Pinehurst Greenway trail. Host was super...
The price is AED 1,095
AED 3,842 total
includes taxes & fees
18 Feb - 19 Feb
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Lakefront peace among the pines

Lakefront home in a Gated Community, 10 miles from Pinehurst Village

9.8 out of 10, Exceptional, (179)
"My siblings and significant others gathered at the cabin for the weekend. All of us had stayed there before, as our sister lives nearby. As always, we find it clean, comfortable, and well equipped. The new deck was a great addition and we took full advantage of it! We are grateful to have such a lovely place. "
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Newly Renovated Property.
Living area

Newly Renovated Property.

10.0 out of 10, Exceptional, (99)
"If you’re a golf fanatic this place is perfect. Nestled between 17 green on No 5 and 18 green on No 3 this condo is a golfers’ paradise. 5 min walk to Cradle, Thistle Dhu, main Pinehurst Clubhouse, No 2 & No 4, the Deuce restaurant and more. Inside the condo is golf theme and decor everywhere. The condo the clean, comfortable and perfect for our needs. 4 people total. 2 dads and 2 sons (kids age 12) for a golf trip. Will definitely stay here again."
The price is AED 496
AED 1,067 total
includes taxes & fees
23 Feb - 24 Feb
Newly Renovated Property.
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.