Cottage vacation rentals in Oak Island

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Top-rated cottage rentals in Oak Island

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Guest favorite

Cottage in Oak Island

4.85 out of 5 average rating, 171 reviews

Cozy Rustic OCEAN FRONT Cottage

Enjoy this old-school cottage with knotty pine walls. Pet friendly. Deck seating, gorgeous sunrise/sunset views. Walk directly to beach. Half mile walk to pier. Spacious open living area. Large dining table for games and puzzles. 3 BR (2 full, 4 twin). 1 Full bath, one half bath. During the season rents by the week with SUNDAY CHECK-IN only. -Check in ANY DAY during the off season and stay for as little as three days. Pets allowed with pet fee. Please provide your linens (sheets and towels)

Jan 7 – 14

G$46,517 GYD per night

Guest favorite

Cottage in Southport

4.96 out of 5 average rating, 356 reviews

Happy's Place Downtown Southport

This is my uncle Happy's place. It is in historic downtown Southport. Walking distance from restaurants, shopping, and the Cape Fear river. Located on a quaint alley just off the Main Street of town. This happy little cottage is nestled amongst large live oaks and in the shadow of Southport's iconic water tower. The home has one bedroom with a queen bed. The living area has a twin bed and two chairs. There is a full kitchen and small bathroom. Southport’s beautiful waterfront and parks await.

Aug 26 – Sep 2

G$40,756 GYD per night

Guest favorite

Cottage in Oak Island

4.99 out of 5 average rating, 145 reviews

Whimsy Cottage By the Sea, Oceanview, Fenced Yard

We’d love for your happy beach memories to be made here at our cottage by the sea, The Whimsy Whale. Our island cottage is perfectly placed under a canopy of magnificent live oaks, just steps away from the ocean. Nestled on a quiet beach access street central to all the best attractions, shopping and eateries on Oak Island; close to attractions in Southport too. It is one of our favorite places to spend time together and we look forward to sharing it with you, your loved ones and friends.

Aug 3 – 10

G$73,496 GYD per night

Guest favorite

Cottage in Oak Island

4.99 out of 5 average rating, 233 reviews

Charming Oak Island Bungalow - Great Location!

Our 3BR cottage promises a fresh and clean experience that is ideal for your family beach week or weekend getaway. Close to everything Oak Island has to offer - sand, surf, fishing, boating and biking - whatever your heart desires. A well stocked kitchen to enjoy a dinner in or treat yourself to one of the many Oak Island and Southport restaurants. Guests rave about the screen porch with the "Where Have You Been All My Life" hanging bed and the new backyard firepit. Come, relax and enjoy!

Dec 30 – Jan 6

G$33,506 GYD per night

Guest favorite

Cottage in Oak Island

4.89 out of 5 average rating, 219 reviews

Its a "Sweet Little Cottage On Oak Island"

Oak Island; a serene south facing beach you will love to stroll. "Sweet Little Cottage" is so close -1 1/3 short blocks away with no major street to cross. Stroll or bike the tree lined streets.Feel cool ocean breezes, hear soothing ocean sounds.Within walking distance to library, shopping, eateries, oceanfront dining coffee shop, ice cream parlor, Yaupon Pier Short drive to Community Center Exercise/Weight Room, tennis, basketball,Oak Island Golf Course. Small and medium dogs allowed.

Nov 9 – 16

G$31,970 GYD per night

Guest favorite

Cottage in Wilmington

4.93 out of 5 average rating, 107 reviews

Island hopping & fishing on Masonboro Sound

Winter fishing at its best! Pick your adventure in this 1-of-a-kind cottage on the Masonboro Island Estuarine Reserve. Get your SUP or kayak ‘on’ and in just a 300m paddle (5 min) you can be lounging on one of the dozens of secluded tiny island beaches surrounding the cottage. Make the ~20 min paddle to experience the unspoilt beauty of Masonboro Island’s pristine, 9 mile white sand beach. Or chill on the dock (shared with owners) and take in the jaw dropping views with a glass of wine.

Nov 3 – 10

G$45,165 GYD per night

Guest favorite

Cottage in Oak Island

4.86 out of 5 average rating, 136 reviews

Pinch of Peace, Dogs Welcome!

This is a custom built dog friendly family beach house on the quiet west side of Oak Island, a five minute drive or bike ride to the beach, and one block to the Intercostal Waterway. Artfully decorated, with a fully equipped kitchen, safely fenced back yard for dogs, screened back porch, super dog friendly beach, and a tiny house in back with more sleeping capacity; this house is a place for beach lovers who appreciate comfort and art and want their pooches along with them.

Sep 3 – 10

G$36,707 GYD per night

Superhost

Cottage in Oak Island

4.88 out of 5 average rating, 135 reviews

Donkeys Inn

Come enjoy a peaceful place with a front porch swing, two chairs where you can hear the Ocean. Walk to the park, walk to kids splash pad, basketball courts, pickle courts, soccer field, and a short walk to the beach all within 3 blocks from the house. Washer/dryer, all appliances, WiFi, cable, three bedrooms have queen size beds. Lots of good eating places close by. A Publix, a Food Lion all with in a few block also. Fishing at piers and/or in the suef. Great year round!

Sep 19 – 26

G$28,527 GYD per night

Guest favorite

Cottage in Oak Island

4.92 out of 5 average rating, 300 reviews

Beachy Cottage w/ screened porch & outdoor shower

Located in a quiet neighborhood with a cute screened in porch, private outdoor shower, open rinse off shower side of house, deck with grill, and privacy fence. A short drive to the beach, a 5-10 minute bike ride over the canal at 20th St or walk over to enjoy the sunset. Bring bikes and ride all over the island. Kitchen is fully equipped. We even have cornhole and a couple of other outdoor games to play in the backyard. Our goal is to make our guest feel at home. Enjoy !

Oct 7 – 14

G$30,187 GYD per night

Guest favorite

Cottage in Carolina Beach

4.98 out of 5 average rating, 129 reviews

One Beach’in Cottage, walk to the beach!

Relax in our Remodeled 1940s Cottage! Walking distance to public beach access and restaurants. The Cottage offers guests a relaxing front porch with a table, chairs and a porch swing. The cottage sleeps 4 guest comfortably with 2 bedrooms with queen beds. The kitchen has been remodeled with new cabinets and appliances. We offer books, games, wifi and a roku to sign in and watch your favorite streaming apps. A tall privacy fence encloses a cozy back yard for your pet.

Mar 14 – 21

G$36,401 GYD per night

Guest favorite

Cottage in Carolina Beach

4.93 out of 5 average rating, 197 reviews

The Mariner's Cottage

203 steps from the sand! The Mariner's Cottage is a downstairs efficiency with full size appliances in kitchen. There is a pantry, storage closet, bath and washer/dryer unit. Pets considered at owner's discretion. Carolina Beach is located on Pleasure Island and is the perfect place for your next relaxing vacation. If chilled out and relaxing on the sand is not your thing, Carolina Beach and Pleasure Island have lots of fun activities for adults and children.

May 14 – 21

G$25,309 GYD per night

Guest favorite

Cottage in Lockwoods Folly

4.98 out of 5 average rating, 212 reviews

MILE TO THE ISLE 1.8 miles to Holden Beach bridge

Renovated and Immaculate comfortable beach cottage in a quiet neighborhood yet just 1.8 miles from the Holden Beach bridge. Shopping and dining are 15 minutes away in Shallotte. Myrtle Beach and Wilmington are both within an hours drive. If you prefer to relax, you can sit on the 10' x 22' deck just outside the kitchen door, or by the fire pit, on a rocking chair or the swing in the open back yard, which is ideal for playing fetch with your dog.

Apr 14 – 21

G$32,137 GYD per night