Rockingham Holiday Rentals

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Holiday Rentals in Rockingham

The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf

10.0 out of 10, Exceptional, (36)
"Had a great time staying here. Played No. 3 and No. 1 then hung out at the cradle for a few drinks and then just walked back. Top notch location."
The price is AU$427
includes taxes & fees
20 Aug - 21 Aug
The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (86)
"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 AU$727
includes taxes & fees
25 Aug - 26 Aug
NEW! Pinehurst Eight Sleeps 10!

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

9.8 out of 10, Exceptional, (189)
"We enjoyed our stay it was a very quiet,cozy,peaeful location. Made memories with our grand baby cousins from WI & NC met in person fir the first time. Hope to come again. "
Lakefront home in a Gated Community, 10 miles from Pinehurst Village

Golf front home with 8 beds

9.8 out of 10, Exceptional, (148)
"The house was beautiful and had all we needed for our stay. The golf memorabilia that the owner had on display was fantastic. We had a great time. "
Golf front home with 8 beds

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

10.0 out of 10, Exceptional, (59)
"The property was so clean and had so baby thoughtful touches. The kitchen was well stocked to make simple meals. The air-conditioning and fan made it a cool retreat in the unbreable heat! "
The price is AU$326
includes taxes & fees
24 Aug - 25 Aug
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses

10.0 out of 10, Exceptional, (57)
"This was our third time staying at Mr Henry’s cabin and once again it was fabulous. So clean and everything ready for us. True rustic meets modern cabin. We love it and will be back soon. "
Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses

Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

10.0 out of 10, Exceptional, (124)
"Our group really enjoyed the home and the property. The outdoor hot tub was amazing!"
The price is AU$2,147
includes taxes & fees
19 Aug - 20 Aug
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

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

10.0 out of 10, Exceptional, (5)
"I’ve stayed at a lot of rentals in Pinehurst and all over the world and this has to be #1Every room is unique and comfortable.It is decked out with amenities that are well taken care of! It feels like a high end hotel but can sleep 14!We looked at others that were lower priced but so glad we chose this one because it’s well worth it!"
The price is AU$1,806
includes taxes & fees
19 Aug - 20 Aug
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room

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

2.0 star property
9.8 out of 10, Exceptional, (7)
"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

Lakeside Condo on Pinehurst #5

10.0 out of 10, Exceptional, (20)
"Great location, quiet building, easy instructions, clean and updated, comfortable beds and plenty of space. As advertised. Would stay again. "
The price is AU$437
includes taxes & fees
31 Aug - 1 Sept
Lakeside Condo on Pinehurst #5

The Holiday House - 5 Bedroom Pinehurst Home

10.0 out of 10, Exceptional, (23)
"Beautiful property and very clean. Very close to Pinehurst golf courses "
The Holiday House - 5 Bedroom Pinehurst Home

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

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

10.0 out of 10, Exceptional, (132)
"Great host, very clean place. Easy to get to places"
Lake Escape on Lake Tillery / Gated Community / High Speed Internet

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

Peaceful Southern Pines Home w/ Pool + Yard!

9.6 out of 10, Exceptional, (42)
"House was perfect for what we wanted "
Peaceful Southern Pines Home w/ Pool + Yard!

The Robin's Egg -Walk to the Village!

9.8 out of 10, Exceptional, (139)
"Great little cottage convenient to everything in Pinehurst"
The Robin's Egg -Walk to the Village!

Lake Front House with Dock, Kayaks, and Boat Slip

10.0 out of 10, Exceptional, (32)
"We had an awesome family time, it was 10 of us and the set up was perfect, enjoyed water and the kayaks, nice screaned back porch, will definitely rent it again "
The price is AU$830
includes taxes & fees
19 Aug - 20 Aug
Lake Front House with Dock, Kayaks, and Boat Slip

Lake Tillery Area, 4-bedroom house in charming Norwood with WiFi, Deck and AC

10.0 out of 10, Exceptional, (2)
"It was a very spacious home. Clean! Well stocked! A Coffee station and games for the kids !It’s close to the town, and the lake. a very nice furnished deck! We were very pleased! I will try to rent again!"
Lake Tillery Area, 4-bedroom house in charming Norwood with WiFi, Deck and AC

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!

9.4 out of 10, Exceptional, (20)
"Great stay. Just need more towels in the bathroom. On my return trip hope to stay here"
Cypress Creek golf retreat. Pool and minutes from downtown!
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

Frequently asked questions

Can I find a holiday rental in Rockingham?

Yes, there are holiday rentals in Rockingham close to Steele Street Park, or you can select a more secluded option if you're looking for a relaxing stay. Rockingham is known for its sporting events and entertainment choices. Make sure you have time to check out the theatres and gardens during your trip.

What are some of the best holiday rentals that Rockingham has to offer?

Historic Cottage with Private Pool, Firepit, EV Charging Walk to Village: This holiday home rental outside of Rockingham offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Rockingham?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Rockingham stay.

What’s there to see and do in Rockingham?

Hitchcock Creek Trail and East Side Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Richmond Community Theatre is one of the cultural attractions. While here, Rockingham Dragway and Rotary Lodge are other places worth a visit.

What’s a holiday rental in Rockingham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rockingham. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family getaway.