Rockingham Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Rockingham Vacation Homes

NEW! Pinehurst Eight Sleeps 10!
Interior

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (85)
"This was a perfect place for 6 friends to spend time together without any distractions. The house was fully stocked and the walking paths were a great hit! Wonderful stay. "
The price is CA $178
CA $649 total
includes taxes & fees
Aug 13 - Aug 14
NEW! Pinehurst Eight Sleeps 10!
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
Exterior

NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room

10.0 out of 10, Exceptional, (4)
"Great place and even better host! "
The price is CA $790
CA $1,719 total
includes taxes & fees
Aug 18 - Aug 19
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
Exterior

SPECTACULAR PINEHURST #5 GOLF VIEW VILLA

9.8 out of 10, Exceptional, (33)
"Great house for a buddies golf trip. Plenty of beds, huge tv to watch sports. Ideal location on Pinehurst #5. Would stay here again. "
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
Moonshine Cottage - Time to GOLF!
Dining

Moonshine Cottage - Time to GOLF!

9.8 out of 10, Exceptional, (200)
"Close to everything."
Moonshine Cottage - Time to GOLF!
The Barn @ Fairway Farm - 5 miles to Pinehurst CC
Pool

The Barn @ Fairway Farm - 5 miles to Pinehurst CC

10.0 out of 10, Exceptional, (18)
"This is the only place I will stay in the Pinehurst area. Owners were dynamite!"
The Barn @ Fairway Farm - 5 miles to Pinehurst CC
Cottage on Ridge- Short & Extended Stays
TV

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (32)
"Would definitely stay again! Very nice, clean and great location!"
The price is CA $114
CA $240 total
includes taxes & fees
Aug 11 - Aug 12
Cottage on Ridge- Short & Extended Stays
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Fridge, microwave, oven, stovetop

Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

10.0 out of 10, Exceptional, (41)
"Staying in Southern Pines is a great choice if visiting the Pinehurst area. Our VRBO was as advertised and we had a perfect stay."
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (57)
"Perfect for our golf trip. Loved it and will be back."
The price is CA $167
CA $464 total
includes taxes & fees
Aug 11 - Aug 12
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Albatross! - 5 Bedroom (8 bed) House on Pinehurst No. 5
Outdoor dining

Albatross! - 5 Bedroom (8 bed) House on Pinehurst No. 5

9.0 out of 10, Wonderful, (6)
"We travel to Pinehurst annually for a golf trip. This year we had 8 of us and this house was perfect for our accommodations."
Albatross! - 5 Bedroom (8 bed) House on Pinehurst No. 5
Pinehurst Golf Retreat, Pool Table, Fire Pit!
Exterior

Pinehurst Golf Retreat, Pool Table, Fire Pit!

10.0 out of 10, Exceptional, (21)
"A skip and a jump from pine hurst. Practically can walk into town…nice place for a short stay."
Pinehurst Golf Retreat, Pool Table, Fire Pit!
Charming Downtown Cottage
Terrace/patio

Charming Downtown Cottage

9.8 out of 10, Exceptional, (47)
"Perfect location with everything we needed close by. "
The price is CA $205
CA $421 total
includes taxes & fees
Aug 29 - Aug 30
Charming Downtown Cottage
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, (131)
"Great host, very clean place. Easy to get to places"
Lake Escape on Lake Tillery / Gated Community / High Speed Internet
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Property grounds

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

10.0 out of 10, Exceptional, (123)
"Our group really enjoyed the home and the property. The outdoor hot tub was amazing!"
The price is CA $777
CA $1,901 total
includes taxes & fees
Aug 12 - Aug 13
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Pinehurst Vacation House w/ pool & (9) beds
Outdoor pool

Pinehurst Vacation House w/ pool & (9) beds

10.0 out of 10, Exceptional, (141)
"Excellent stay for a friend's wedding with 8 adults. Plenty of beds as the place is set up for big groups/golf trips. Pool and chairs and outdoor bar were all excellent. Very responsive and helpful hosts."
Pinehurst Vacation House w/ pool & (9) beds
Lakefront Retreat on Lake Tillery – Cozy family Getaway with Dock & Scenic Views
Terrace/patio

Lakefront Retreat on Lake Tillery – Cozy family Getaway with Dock & Scenic Views

10.0 out of 10, Exceptional, (35)
"Home was lively and well stocked just as described. The photos were exactly as the listing (which almost never happens!)We are looking to book it again for the fall!"
Lakefront Retreat on Lake Tillery – Cozy family Getaway with Dock & Scenic Views
Peaceful Southern Pines Home w/ Pool + Yard!
Terrace/patio

Peaceful Southern Pines Home w/ Pool + Yard!

9.6 out of 10, Exceptional, (42)
"Great place for me, my wife and kids. "
Peaceful Southern Pines Home w/ Pool + Yard!
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Terrace/patio

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

2.0 star property
9.8 out of 10, Exceptional, (6)
"This is the perfect golf weekend house, everyone. Super close to all the courses, super responsive owners, and is fairly priced.One note: Bring your own soap and shampoo."
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
New! Insane Golf Retreat & Simulator - Bogey Bunks
Exterior

New! Insane Golf Retreat & Simulator - Bogey Bunks

2.5 star property
10.0 out of 10, Exceptional, (9)
"The home was great and the location was even better for the rounds of golf we played. "
New! Insane Golf Retreat & Simulator - Bogey Bunks
Cypress Creek golf retreat. Pool and minutes from downtown!
Fridge, microwave, oven, stovetop

Cypress Creek golf retreat. Pool and minutes from downtown!

9.4 out of 10, Exceptional, (20)
"Great stay. Just need more towels in the bathroom. On my return trip hope to stay here"
The price is CA $187
CA $475 total
includes taxes & fees
Sep 7 - Sep 8
Cypress Creek golf retreat. Pool and minutes from downtown!
Lakefront Retreat on Lake Tillery
Fridge, microwave, oven, stovetop

Lakefront Retreat on Lake Tillery

10.0 out of 10, Exceptional, (12)
"Great place to stay with family great spot on the water and all store you need to shop at are close by."
Lakefront Retreat on Lake Tillery
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

Holiday Inn Express Pembroke by IHG

Holiday Inn Express Pembroke by IHG

10/10 Excellent
"As a disabled person I needed a chair for walk in shower. I was provided a temporary fix that allowed me to shower comfortably & safely. Staff were friendly & very accommodating. Will definitely stay at this hotel again."
Juanita 3-night trip
Posted 2 days ago
Holiday Inn Express Pembroke by IHG