Rockingham Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Rockingham vacation rentals

A modern living room with a ceiling fan, a dining area with a table and chairs, and a gray sofa with a coffee table.

1. Skipper 2: Chic 1-bedroom apartment with AC, WiFi in charming Rockingham

Skipper 2: Chic 1-bedroom apartment with AC, WiFi in charming Rockingham
Rockingham
9.4 out of 10, Exceptional, (9 reviews)
"The stay was great, had no issues "
United States
Evan J.
$138 nightly
The price is $156
Nov 29 - Nov 30
Total with taxes and fees
Skipper 2: Chic 1-bedroom apartment with AC, WiFi in charming Rockingham
A kitchen with grey cabinets, a stainless steel oven, and a granite countertop.

2. The Cove #2. Lovely 2-bedroom apartment with AC in charming Rockingham.

The Cove #2. Lovely 2-bedroom apartment with AC in charming Rockingham.
Rockingham
$197 nightly
The price is $222
Nov 10 - Nov 11
Total with taxes and fees
The Cove #2. Lovely 2-bedroom apartment with AC in charming Rockingham.
A white fireplace with a welcome sign, a clock, and framed pictures on the wall.

3. Delightful 2 bedroom townhouse in Hamlet

Delightful 2 bedroom townhouse in Hamlet
Hamlet
$143 nightly
The price is $161
Nov 30 - Dec 1
Total with taxes and fees
Delightful 2 bedroom townhouse in Hamlet
A wooden deck with a view of a lake and trees, a bench, and a table.

4. Cozy 1-bedroom 1 bath barndominium on 60 acre farm

Cozy 1-bedroom 1 bath barndominium on 60 acre farm
Ellerbe
$173 nightly
The price is $196
Nov 8 - Nov 9
Total with taxes and fees
Cozy 1-bedroom 1 bath barndominium on 60 acre farm
A brown door with a 'welcome' sign and a small plant decoration.

5. Tranquil 3-bedroom house in Hamlet perfect for relaxing stay

Tranquil 3-bedroom house in Hamlet perfect for relaxing stay
Hamlet
10.0 out of 10, Exceptional, (2 reviews)
"Great host great enjoyable home "
United States
Jeremy P.
$466 nightly
The price is $526
Nov 8 - Nov 9
Total with taxes and fees
Tranquil 3-bedroom house in Hamlet perfect for relaxing stay
A living room with a television on a stand, a grey sofa, and a beige carpet.

6. Gibson Country Cottage

Gibson Country Cottage
Gibson
$136 nightly
The price is $153
Nov 30 - Dec 1
Total with taxes and fees
Gibson Country Cottage
A kitchen with a wooden island, white cabinetry, and a stainless steel refrigerator.

7. Family Laurinburg Home w/ Private Yard & BBQ

Family Laurinburg Home w/ Private Yard & BBQ
Laurinburg
9.8 out of 10, Exceptional, (30 reviews)
"This house is fantastic and the host is very accommodating. Perfect for a family gettogether."
United States
Daniel B.
$702 nightly
The price is $792
Nov 8 - Nov 9
Total with taxes and fees
Family Laurinburg Home w/ Private Yard & BBQ
A modern kitchen with grey cabinets, a black door, and a wooden dining table with chairs.

8. The Cove #3, Adorable 2-bedroom apartment with AC in Rockingham

The Cove #3, Adorable 2-bedroom apartment with AC in Rockingham
Rockingham
$210 nightly
The price is $237
Nov 10 - Nov 11
Total with taxes and fees
The Cove #3, Adorable 2-bedroom apartment with AC in Rockingham
A spacious room with large windows, a wooden desk, a rocking chair, and a chandelier.

9. Family Laurinburg Home w/ Private Yard & BBQ

Family Laurinburg Home w/ Private Yard & BBQ
3.0 star property
Laurinburg
10.0 out of 10, Exceptional, (1 review)
"This home is so beautiful. I will definitely be staying here again."
United States
Gail
$742 nightly
The price is $837
Nov 8 - Nov 9
Total with taxes and fees
Family Laurinburg Home w/ Private Yard & BBQ
Entrance / Reception

10. Queen Bed Non-Smoking

Queen Bed Non-Smoking
Chesterfield, SC
10.0 out of 10, Exceptional, (123 reviews)
"Felt at home right away!"
United States
Anonymous traveler
$67 nightly
The price is $74
Nov 8 - Nov 9
Total with taxes and fees
Queen Bed Non-Smoking
A hotel room with a bed, a chair, a lamp, and a view of the outdoors through a sliding door.

11. Quiet Condo on Golf Course with EV Plug near Pinehurst

Quiet Condo on Golf Course with EV Plug near Pinehurst
Foxfire
9.6 out of 10, Exceptional, (24 reviews)
"We had a wonderful stay here! The house was very clean, spacious, and had plenty of room for our family of 5. Our children especially loved the convenience of being right next to the pickleball court. The host was extremely accommodating and always quick to respond to any questions we had. We truly enjoyed our stay and would absolutely recommend this rental to anyone looking for a comfortable and family friendly place to stay!"
United States
Britany H.
$223 nightly
The price is $251
Nov 8 - Nov 9
Total with taxes and fees
Quiet Condo on Golf Course with EV Plug near Pinehurst
A compact kitchen with a refrigerator, microwave, stove, and a small dining area.

12. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.8 out of 10, Exceptional, (66 reviews)
"Always a wonderful stay!"
United States
Whitney S.
$215 nightly
The price is $243
Nov 8 - Nov 9
Total with taxes and fees
The Lucky Lie - Entire Condo in Pinehurst
A white metal archway surrounded by greenery, with a house in the background.

13. The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet

The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
Bennettsville
9.8 out of 10, Exceptional, (38 reviews)
"I was very impressed by the cleanliness of all the rooms. Gave you the home feeling away from home. Very nice place"
United States
robert m.
$68 nightly
The price is $76
Nov 16 - Nov 17
Total with taxes and fees
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

14. Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (50 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
$138 nightly
The price is $142
Nov 8 - Nov 9
Total with taxes and fees
Cottage on Ridge- Short & Extended Stays
A bedroom with a bed, a desk, a chair, a ceiling fan, and a view through a glass door.

15. Located in # 6 golf community, close to First Health Moore Regional Hospital.

Located in # 6 golf community, close to First Health Moore Regional Hospital.
Pinehurst
10.0 out of 10, Exceptional, (80 reviews)
"Nice cozy suite, just right for two people. Wife and I were in town for a nearby wedding and stayed here. Excellent place to stay."
United States
Thomas M.
$132 nightly
The price is $149
Nov 8 - Nov 9
Total with taxes and fees
Located in # 6 golf community, close to First Health Moore Regional Hospital.
A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

16. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.6 out of 10, Exceptional, (15 reviews)
"Great stay"
United States
Lauren
$145 nightly
The price is $164
Nov 9 - Nov 10
Total with taxes and fees
Studio Seven at Pine Valley
A modern kitchen with a white island, yellow bar stools, stainless steel appliances, and large windows with curtains.

17. The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Pinehurst
10.0 out of 10, Exceptional, (54 reviews)
"Very clean, great location, minutes from Pinehurst main complex, perfect for our stay"
United States
James D.
$220 nightly
The price is $249
Nov 8 - Nov 9
Total with taxes and fees
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
A modern kitchen with a double sink, a coffee maker, and a variety of snacks on the counter.

18. Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (57 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
$175 nightly
The price is $198
Nov 10 - Nov 11
Total with taxes and fees
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a large window with a view of the outside.

19. The Perfect Lie in Pinehurst! A golfer's paradise!

The Perfect Lie in Pinehurst! A golfer's paradise!
Pinehurst
9.8 out of 10, Exceptional, (82 reviews)
"Great location"
United States
Launi M.
$227 nightly
The price is $256
Nov 17 - Nov 18
Total with taxes and fees
The Perfect Lie in Pinehurst! A golfer's paradise!
A house with a front porch, steps leading to a green door, and a welcome mat.

20. The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
10.0 out of 10, Exceptional, (21 reviews)
"This is a favorite place for us to stay when in Southern Pines. It is lovely, comfortable, the host is very helpful and the location is great. "
United States
Tracey W.
$178 nightly
The price is $201
Nov 8 - Nov 9
Total with taxes and fees
The Cottage at Knollwood Manor
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.
View all properties

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Top Rockingham Hotel Reviews

An outdoor seating area with wicker furniture and stone walls.
Hilton Garden Inn Southern Pines Pinehurst, NC

Hilton Garden Inn Southern Pines Pinehurst, NC

Hilton Garden Inn Southern Pines Pinehurst, NC
Aberdeen

10/10 Excellent

Great stay
United States
steven
Reviewed October 15, 2026
Hilton Garden Inn Southern Pines Pinehurst, NC

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 $74 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.

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?

FREE USE OF OUR 2022 23’ TRITOON EVERY RENTAL DAY May 1st- Oct 31st: This vacation home near Rockingham is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Rockingham?

With 4 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 Rotary Lodge 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.

Explore a world of travel with Expedia