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Oak Island Vacation Rentals

250+ Oak Island Beach Home Rentals, Including Pet Friendly, Oceanfront, Condos & More

Whether you're looking to plan a week at the beach with family or just a quick get-away with friends and furry friends, you’ve earned it! At Margaret Rudd & Associates, Inc. we offer the full spectrum of Oak Island rental accommodations throughout Caswell Beach, the communities formerly known as Yaupon Beach and Long Beach and nearby historic Southport, NC. From large beach houses to simple cottages or a convenient condo by the week, night or even the month, we offer the best of Oak Island and Brunswick County beach vacation rentals, at great rates! Browse our extensive list of Oak Island vacation homes now, or contact us to speak with a reservation specialist. 

Plan Your Dream Oak Island NC Vacation

With the 40-plus-year experts at Margaret Rudd & Associates, Inc., planning the perfect North Carolina beach vacation is easy. We offer vacation condos and homes with amenities to accomodate every need. Bringing your furry friend along? Browse our pet-friendly Oak Island vacation condos. Want a front row seat? Reserve one of our Oceanfront vacation rentals. Looking to stay in a specific Oak Island community or complex? We can do that too! If you can't find what you're looking for, just give us a call and one of our experts will find the perfect beach house for you and your family. Remember to check out our vacation guide for all the details on what to do in town, where to eat and which events to attend.

Featured Properties

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Rainbow's End
1116 E Dolphin Dr
Oak Island , NC
4 Bedrooms
3 Bathrooms
Sleeps 9

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5 Pinehurst
5 Pinehurst Dr
Caswell Beach , NC
3 Bedrooms
2 Bathrooms
Sleeps 6

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Sandy Cheeks
7402 E Beach Dr
Oak Island , NC
4 Bedrooms
3.5 Bathrooms
Sleeps 12
Browse All Properties

What Our Owners & Guests Are Saying

First as a renter, later as an owner, I always appreciated the service offered by your staff: fast, courteous, and always helpful.

Jocelyn Brault, Owner of Oak Island Beach Villa 1007

For over 20 years I have had the most professional and honest management of our beach house "A Beach Retreat". I am totally satisfied with this company. From Buddy down to all the staff, they are great.

Thom Cook

Amazing and very helpful staff! Within an hour of calling this office (after a terrible arrival to a rental with another company/owner) these ladies had 3 properties in my email ready for a last minute, same day, weekend rental! Getting the keys and rental paperwork was...

Heather Rudder

Collaborative and professional. The online portal made reservations a breeze. Kept us updated on the status of island restrictions for COVID-19. Responded to email inquiries in less than 24 hours. Will certainly use again!

Carolyn Shoaf

We have been using them for my entire life and never had a problem with their services...great place and wonderful people

Jennifer Brindle, Guest of MRA

Thank you again for a job well done! You and your team at Margaret Rudd rock! You always have! Most professional, efficient, and hospitable rental property team we've encountered on the island. We look forward to another year at Oak Island!

Former Loggers Nest Guest

My family and I want to say that the service we received from Margaret Rudd has always been exemplary! Everyone is friendly and helfpul. So, thank you very much for your kindness and commitment to your clientele.

Former Harrell Johnson Guest

The Rudd team is always very helpful with resolving any concerns or issues in a timely manner, always very courteous and professional with owners and tenants.

Owners of Southern Shore Villa 3203

Oak Island Property Management

If you're looking for the best in Oak Island Property Management, look no further than Margaret Rudd & Associates, Inc. As a second generation family-owned and -operated business, we take pride in our extensive area knowledge, exceptional customer service, and our dedication to strong professional ethics and integrity. We offer over 30 years of experience and know-how, and can help you add value to your investment while reducing the stress, time and money involved in managing a vacation rental property. Learn more about our property management offerings today.

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