Rockingham Vacation Rentals

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Vacation Rentals in Rockingham

Fridge, microwave, oven, stovetop
Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5

Pinehurst
10.0 out of 10, Exceptional, (23)
"Great location for a golf outing to Pinehurst. "
United States
Charles C.
$267 nightly
The price is $294
Nov 11 - Nov 12
Total with taxes and fees
Lakeside Condo on Pinehurst #5
Fridge, microwave, oven, stovetop
FREE USE OF OUR 2022 23’ TRITOON EVERY RENTAL DAY

FREE USE OF OUR 2022 23’ TRITOON EVERY RENTAL DAY

Albemarle
10.0 out of 10, Exceptional, (129)
"Awesome outdoor areas to enjoy"
United States
Kari S.
FREE USE OF OUR 2022 23’ TRITOON EVERY RENTAL DAY
Terrace/patio
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village

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

Pinehurst
9.6 out of 10, Exceptional, (28)
"Beautiful home. The host was helpful and very accommodating. Would recommend this property to anyone that has a large group. "
United States
June L.
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village
Fridge, microwave, oven, stovetop
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Southern Pines
9.8 out of 10, Exceptional, (16)
"Renting this property was an awesome experience for my mother’s 80th birthday celebration"
United States
Philip & Della H.
$1,696 nightly
The price is $1,837
Nov 9 - Nov 10
Total with taxes and fees
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Outdoor dining
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

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

Pinehurst
9.8 out of 10, Exceptional, (47)
"Perfect place! Highly recommend! House is much bigger than the pictures show and the beds are amazing"
United States
Jason S.
$427 nightly
The price is $469
Nov 9 - Nov 10
Total with taxes and fees
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Smart TV, fireplace
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

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

Pinehurst
10.0 out of 10, Exceptional, (42)
"Love the place. Nice neighborhood and very comfortable.Excellent host!"
United States
Ronald T.
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Exterior
The Mulligan!

The Mulligan!

Pinehurst
9.8 out of 10, Exceptional, (26)
"Great house. Host was easy to communicate with. Everything was great and will stay here again!"
United States
Jason L.
$434 nightly
The price is $477
Nov 12 - Nov 13
Total with taxes and fees
The Mulligan!
Pool
Lake Escape on Lake Tillery / Gated Community / High Speed Internet

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

Mount Gilead
10.0 out of 10, Exceptional, (140)
"The property is well maintained and situated in a beautiful gated community with many scenic views and a nice swimming pool. The property owner was helpful and made sure our vacation went smoothly. There are many fun activities to do near by, as well. We hope to stay there again soon."
United States
Susen H.
Lake Escape on Lake Tillery / Gated Community / High Speed Internet
Dining
Moonshine Cottage - Time to GOLF!

Moonshine Cottage - Time to GOLF!

Old Town Pinehurst
9.8 out of 10, Exceptional, (208)
"Close to everything."
United States
Larry D.
Moonshine Cottage - Time to GOLF!
Interior
Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24

Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24

Pinehurst
9.8 out of 10, Exceptional, (33)
"Great stay for golf team "
United States
Scott K.
$1,337 nightly
The price is $1,410
Nov 9 - Nov 10
Total with taxes and fees
Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24
Property grounds
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

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

Old Town Pinehurst
10.0 out of 10, Exceptional, (129)
"Located two minutes from Pinehurst resort, we found the accommodations to benefit for our group of two families. With a main house with three bedrooms and two guest houses surrounding the pool, it would be a great option for any combination of golf groups or families. The pool and backyard was a great place to relax after golf and the property management was responsive and professional."
United States
Richard H.
$1,025 nightly
The price is $1,128
Nov 19 - Nov 20
Total with taxes and fees
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Interior
Welcome to the Castle, Private Pool spacious

Welcome to the Castle, Private Pool spacious

Carthage
10.0 out of 10, Exceptional, (19)
"Beautiful place we loved every min of being there we had so much fun by the pool it was so peaceful for the whole family to enjoy we was all sad to leave such a huge amazing house."
United States
Shawn M.
Welcome to the Castle, Private Pool spacious
Interior
Kenwood Villa - Spectacular Golf Views - Sleeps 22

Kenwood Villa - Spectacular Golf Views - Sleeps 22

Pinehurst
10.0 out of 10, Exceptional, (47)
"Property was exactly as advertised and comfortably fit our group of 12 adult men. Place was immaculate, location was excellent for our trip, and located right on the golf course with an amazing view. Will definitely stay again when with a large group in the area. "
United States
Michael S.
$1,371 nightly
The price is $1,446
Nov 9 - Nov 10
Total with taxes and fees
Kenwood Villa - Spectacular Golf Views - Sleeps 22
Outdoor dining
Ramsey Cottage on Pinehurst No 9 - Spectacular️ Golf Views - Sleeps 26

Ramsey Cottage on Pinehurst No 9 - Spectacular️ Golf Views - Sleeps 26

Pinehurst
10.0 out of 10, Exceptional, (40)
"Great house, great location, owner/ manager/ team was extremely responsive at all times and made thing very easy. Would happily stay there again. "
United States
Poras D.
$1,371 nightly
The price is $1,446
Nov 9 - Nov 10
Total with taxes and fees
Ramsey Cottage on Pinehurst No 9 - Spectacular️ Golf Views - Sleeps 26
Outdoor pool
Pinehurst Vacation House w/ pool & (9) beds

Pinehurst Vacation House w/ pool & (9) beds

Pinehurst
10.0 out of 10, Exceptional, (152)
"1st golf trip with 8 guys and the house was everything we could have asked for…from the bedrooms to the kitchen, plus the pool and tiki bar were perfect with the weather we had during our stay. Definitely will be back, the location to everything is ideal."
United States
Bryan S.
Pinehurst Vacation House w/ pool & (9) beds
Fridge, microwave, oven, stovetop
Great golf property - walking distance to Pinehurst Resort

Great golf property - walking distance to Pinehurst Resort

Pinehurst
10.0 out of 10, Exceptional, (102)
"Really enjoyed our stay!"
United States
Bailey B.
$261 nightly
The price is $287
Nov 9 - Nov 10
Total with taxes and fees
Great golf property - walking distance to Pinehurst Resort
Paper towels
Casa Minimal Cottage Pet Friendly w/ Fenced Yard

Casa Minimal Cottage Pet Friendly w/ Fenced Yard

Raeford
10.0 out of 10, Exceptional, (1)
"To be honest, it was a very nice stay. Very quiet, store's were within a 2 mile radius and the home was very nice. Kudos on the Torani syrups! I would definitely use again. "
United States
Orza S.
$132 nightly
The price is $141
Nov 9 - Nov 10
Total with taxes and fees
Casa Minimal Cottage Pet Friendly w/ Fenced Yard
Fridge, microwave, oven, stovetop
Cozy cabin on 16.5 acres with a stocked fishing pond. Close to Charlotte.

Cozy cabin on 16.5 acres with a stocked fishing pond. Close to Charlotte.

Polkton
10.0 out of 10, Exceptional, (25)
"Great experience overall. Accurate listing. Clean place. Good communications. Highly recommend this cozy cabin."
United States
John G.
Cozy cabin on 16.5 acres with a stocked fishing pond. Close to Charlotte.
1 bedroom, desk, iron/ironing board, free WiFi
The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst

Pinehurst
9.8 out of 10, Exceptional, (47)
"Perfect place for our stay in Pinehurst!"
United States
Justin C.
$212 nightly
The price is $244
Nov 17 - Nov 18
Total with taxes and fees
The Lucky Lie - Entire Condo in Pinehurst
Fridge, microwave, oven, stovetop
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

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

southern pines
10.0 out of 10, Exceptional, (46)
"We had a great stay while our daughters were showing at the Carolina horse Park, which was about 15 minutes away. It was the perfect location! It was very clean and comfortable and had everything we needed! We would stay again next time!"
United States
Charlotte G.
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
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
"yes"
don 1-night trip
Posted 3 days ago
Springhill Suites by Marriott Cheraw

Find out more about Rockingham

Everything you need to know about Rockingham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rockingham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rockingham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rockingham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rockingham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rockingham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $141 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rockingham rentals

At Expedia, we put the best Rockingham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rockingham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rockingham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rockingham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Rockingham?

Yes, we have vacation rentals in Rockingham close to Steele Street Park, or you can select a more remote 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 theaters and gardens during your trip.

What are some of the best vacation rentals in Rockingham?

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village! : This vacation home near Rockingham offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Rockingham?

With 3 Expedia vacation rentals, you're sure 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 Discovery Place KIDS-Rockingham are other places worth a visit.

What’s a vacation rental in Rockingham like?

Vacation rentals are private properties you can book for a couple of days or more in Rockingham. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.