House From The Oceanfront
Oceanfront strand
Tanning Ledges On The Sides
House From The Streetside
Picnic Table on Oceanside Porch

Wind Beneath My Wings-Upstairs Unit

3 bedrooms·2 baths
Holden Beach • North Carolina
4.95(116 reviews)

$4,062.38 USD $3,866.62 USD total for 7 nights

Oct 20 – 27, 2026

Wind Beneath My Wings-Downstairs Unit
Wind Beneath My Wings-Downstairs Unit
Wind Beneath My Wings-Downstairs Unit
Wind Beneath My Wings-Downstairs Unit
Wind Beneath My Wings-Downstairs Unit

Wind Beneath My Wings-Downstairs Unit

2 bedrooms·1 bath
Holden Beach • North Carolina
4.76(82 reviews)

$2,590.50 USD total for 7 nights

Oct 24 – 31, 2026

Beach Days & Fairways ! Ready for Summer fun!
Dedicated workspace just in case you need to check those emails! The desk lamp has a Qi charging station on the base.
Beach Days & Fairways ! Ready for Summer fun!
Beach Days & Fairways ! Ready for Summer fun!
Beach Days & Fairways ! Ready for Summer fun!

Beach Days & Fairways ! Ready for Summer fun!

2 bedrooms·2 baths
Calabash • North Carolina

$586.25 USD total for 3 nights

Oct 20 – 23, 2026

Beach Days & Fairways ! Ready for Summer fun!
Dedicated workspace just in case you need to check those emails! The desk lamp has a Qi charging station on the base.
Beach Days & Fairways ! Ready for Summer fun!
Beach Days & Fairways ! Ready for Summer fun!
Beach Days & Fairways ! Ready for Summer fun!

Beach Days & Fairways ! Ready for Summer fun!

2 bedrooms·2 baths
Calabash • North Carolina

$509.00 USD total for 3 nights

Oct 20 – 23, 2026

Welcome to Anchor's Away
Come sit and relax on our front porch
5 minute walk to public beach access and fishing pier
Quick boat/kayak ride to the intercoastal waterway
Master Bedroom w/ Ensuite

Anchor's Away Canal Home- Private Dock

3 bedrooms·2½ baths
Holden Beach • North Carolina
5(44 reviews)

$1,272.84 USD total for 3 nights

Oct 20 – 23, 2026

Welcome to The C's By The Sea - your pool awaits your arrival
Nigh time swim anyone?
Rocking your cares away looking at over the beach!
Welcome to The C's By The Sea
Front porch sitting area looking over ocean

The C's By The Sea

5 bedrooms·4½ baths
Holden Beach • North Carolina
5(18 reviews)

$2,590.50 USD total for 3 nights

Oct 20 – 23, 2026

Tucked Inn Calabash | Coastal Home w/ Fire Pit
Tucked Inn Calabash | Coastal Home w/ Fire Pit
Cozy living room with spacious sectional and warm, inviting decor
Bright farmhouse-style kitchen with island and ample storage
Bright farmhouse-style kitchen and dining area with natural light

Tucked Inn Calabash | Coastal Home w/ Fire Pit

3 bedrooms·2 baths
Calabash • North Carolina

$613.25 USD total for 3 nights

Oct 20 – 23, 2026

This open-concept floor plan with ceiling fans, large windows with blinds, and a sky-blue ceiling induces calm.
Living area with peek-a-boo views of the ocean.
This living space includes a large smart TV, cabinet with games, whole house wifi, and seating for nine.
There is no reason to go out. The kitchen-dining area has full-sized appliances, a table with six chairs, and extras like an air fryer, electric pressure cooker, and crock pot.
Beach House! Views! Steps to Ocean! Amenities!

Steps to Beach! Sunset Views! Kayaks & Games!

3 bedrooms·2 baths
Oak Island • North Carolina
4.88(43 reviews)

$3,190.00 USD total for 7 nights

Oct 24 – 31, 2026

West end, great views, steps to beach, new rental! image 1
West end, great views, steps to beach, new rental! image 2
West end, great views, steps to beach, new rental! image 3
West end, great views, steps to beach, new rental! image 4
West end, great views, steps to beach, new rental! image 5

West end, great views, steps to beach, new rental!

4 bedrooms·2 baths
Oak Island • North Carolina
4.86(7 reviews)

$1,135.00 USD $1,090.75 USD total for 3 nights

Oct 20 – 23, 2026

The living room seats seven comfortably, with additional seating at the high table and counter.
The living room includes two full size couches and one corner chair, with additional seating available at the table and counter. The high table includes cables for charging iPhone and Android phones.
The Roku tv provides access to all your Netflix, Prime, and Hulu streaming. Local channels (NBC, CBS, ABC, FOX, etc) are available via antenna-connected live TV.
With the blinds open there is plenty of natural light.
The counter chairs are a great place to stay out of the way of whoever is preparing dinner. :-)

Pet-Friendly Oak Island Home Rental - Monthly Stay

3 bedrooms·2 baths
Oak Island • North Carolina
4.94(36 reviews)

$11,269.50 USD $6,849.70 USD total for 28 nights

May 1 – 29, 2027

Long Beach Cottage
Rocking chair front porch
Long Beach Cottage
Long Beach Cottage
Long Beach Cottage

Long Beach Cottage

4 bedrooms·2 baths
Oak Island • North Carolina
5(30 reviews)

$1,274.31 USD total for 3 nights

Oct 20 – 23, 2026

Hot tub -Open March thru October
Our Happy Place
La-z-Boy leather recliner.
Open floor plan with vaulted ceilings. Large Smart tv.
Record player with vinyl and cds.

Our Happy Place

2 bedrooms·2 baths
Oak Island • North Carolina
5(11 reviews)

$1,936.11 USD total for 5 nights

Jan 24 – 29, 2027

Steps to the Sea: Newly built in Fall 2021
Relaxing porch for morning coffee
Large Living Area with open plan: Living room, dining area, and kitchen.
Steps to the Sea ~Walk to the Beach~
Large open living area

Steps to the Sea ~Walk to the Beach~

3 bedrooms·2 baths
Oak Island • North Carolina
5(28 reviews)

$1,018.71 USD total for 3 nights

Oct 20 – 23, 2026

Resort style pool
Resort style outdoor space
View of the decks and screened lounge areas
Aerial view of pool
Front porch

The Salty Oak - OKI

3 bedrooms·2 baths
Oak Island • North Carolina
$450 – $750/ night(excl. fees & taxes)
Palmbrook One: Coastal Retreat on Oak Island
Palmbrook One: Coastal Retreat on Oak Island
Palmbrook One: Coastal Retreat on Oak Island
Palmbrook One: Coastal Retreat on Oak Island
Palmbrook One: Coastal Retreat on Oak Island

Palmbrook One: Coastal Retreat on Oak Island

3 bedrooms·2 baths
Oak Island • North Carolina
5(2 reviews)

$1,005.00 USD total for 4 nights

Oct 20 – 24, 2026

Living room with plenty of seating and open floor plan.
Lots of natural light and bright open floor plan!
Plenty of storage and little extras including books for adults and kids.
Livingroom Smart TV includes Netflix, Hulu, Disney + and HBO
1st Bedroom- Full sized bed

Stylish ranch home near Middleton Park

3 bedrooms·2 baths
Oak Island • North Carolina
4.94(18 reviews)

$1,127.50 USD total for 3 nights

Nov 1 – 4, 2026

Our Home is your home. Welcome!
The Naked Bean
Spacious open kitchen
A new kitchen with everything you would need on vacation.
Table for 4 in the kitchen, 3 more bar stools and an extendable table for 6 on the screened porch.

The Naked Bean

3 bedrooms·3 baths
Oak Island • North Carolina
5(92 reviews)

$661.96 USD total for 3 nights

Oct 20 – 23, 2026

Sunny Daze Main Entrance and 6-Seater Golf Cart
Cute OKI Cottage: Walk to Beach, Town + Golf Cart image 2
Fully Equipped Gourmet Kitchen with Breakfast Bar for Your Cooking Experience
King Bed - Sea Life Themed Bedroom, Bright Airy Design with Colors of Blues and Vibrant Coral
Sip Morning or afternoon refreshment in a sunny, flower-filled veranda retreat.

SunnyDaze Cottage: Walk to Beach, Town + Golf Cart

4 bedrooms·3 baths
Oak Island • North Carolina
5(15 reviews)

$1,385.00 USD total for 3 nights

Oct 20 – 23, 2026

Welcome to 'Happy Hour' at Oak Island, NC
Welcome to 'Happy Hour' at Oak Island, NC
Walking distance to the sandy shores of OKI !
Walking distance to the sandy shores of OKI !
Heated Pool waiting for you and your family to start your vacation!

Happy Hour at Oak Island, NC

3 bedrooms·2½ baths
Oak Island • North Carolina
4.89(83 reviews)

$1,536.93 USD total for 3 nights

Oct 20 – 23, 2026

Exterior
Pool
Interior
Living area
Exterior

Living Water ~ Luxury Ocean Views ~ Steps to the Sand ~ 10BR 9.5 BA

10 bedrooms·9 baths
Oak Island • North Carolina

$4,550.00 USD total for 3 nights

Oct 20 – 23, 2026

Herons Rest, 6 guests, lovely beach, 2 pools, golf
Herons Rest, 6 guests, lovely beach, 2 pools, golf
Herons Rest, 6 guests, lovely beach, 2 pools, golf
Herons Rest, 6 guests, lovely beach, 2 pools, golf
Herons Rest, 6 guests, lovely beach, 2 pools, golf

Herons Rest, 6 guests, lovely beach, 2 pools, golf

3 bedrooms·2 baths
Caswell Beach • North Carolina
5(4 reviews)

$757.70 USD total for 3 nights

Oct 20 – 23, 2026

Private Condo | Ocean + Pool Getaway for 8
Private Condo | Ocean + Pool Getaway for 8
Private Condo | Ocean + Pool Getaway for 8
Private Condo | Ocean + Pool Getaway for 8
Private Condo | Ocean + Pool Getaway for 8

Private Condo | Ocean + Pool Getaway for 8

3 bedrooms·2 baths
Caswell Beach • North Carolina
5(4 reviews)

$800.00 USD total for 3 nights

Mar 15 – 18, 2027