April Fools' Flash Sale - Save 20%* Today Only!

Read More

Fairwinds

Refine Search

You are here

7 Bedrooms
6 Full, 2 Half Bathrooms
20 Guests
Beach Access / Exterior - OceanfrontClick to View Virtual TourWalkway / Exterior - OceanfrontCovered Porch / WalkwayCovered Porch / ViewCovered Porch / ViewLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestDining Area - 1st Floor SoutheastKitchen - 1st Floor NortheastKitchen - 1st Floor NortheastKitchen Nook - 1st Floor NortheastKitchen Nook - 1st Floor NortheastMaster Bedroom #1 - 2nd Floor SoutheastMaster Bedroom #1 - 2nd Floor SoutheastMaster Bedroom #1 - 2nd Floor SoutheastMaster Bedroom #1 - 2nd Floor SoutheastMaster Bath #1 - 2nd Floor EastMaster Bath #1 - 2nd Floor EastMaster Bath #1 - 2nd Floor EastMaster Bath #1 - 2nd Floor EastBedroom #2 - 2nd Floor SouthwestBedroom #2 - 2nd Floor SouthwestBedroom #2 - 2nd Floor SouthwestBedroom #2 - 2nd Floor SouthwestBedroom #2 - 2nd Floor SouthwestBedroom #2 - 2nd Floor SouthwestBath #2 - 2nd Floor WestBath #2 - 2nd Floor WestBedroom #3 - 2nd Floor NortheastBedroom #3 - 2nd Floor NortheastBedroom #3 - 2nd Floor NortheastBath #3 - 2nd Floor NorthBath #3 - 2nd Floor NorthBedroom #4 - 2nd Floor NorthwestBedroom #4 - 2nd Floor NorthwestBedroom #4 - 2nd Floor NorthwestBath #4 - 2nd Floor WestBath #4 - 2nd Floor WestBath #4 - 2nd Floor WestHallway / Elevator - 2nd FloorBedroom #5 - 1st Floor NorthwestBedroom #5 - 1st Floor NorthwestBedroom #5 - 1st Floor NorthwestBath #5 - 1st FloorBath #5 - 1st FloorBath #5 - 1st FloorBath #5 - 1st FloorBedroom #6 - 1st Floor WestBedroom #6 - 1st Floor WestBedroom #6 - 1st Floor WestBedroom #7 - Ground Level SoutheastBedroom #7 - Ground Level SoutheastBedroom #7 - Ground Level SoutheastBath #6 - Ground Level EastBath #6 - Ground Level EastBath #6 - Ground Level EastHalf Bath / Laundry - Ground Level NortheastHalf Bath / Laundry - Ground Level NortheastHallway - Ground LevelLounge / Game Room - Ground Floor SouthwestLounge / Game Room - Ground Floor SouthwestLounge / Game Room - Ground Floor SouthwestLounge / Game Room - Ground Floor SouthwestLounge / Game Room - Ground Floor SouthwestKitchenette / Entry - Ground Floor SouthKitchenette / Entry - Ground Floor SouthKitchenette / Entry - Ground Floor SouthHalf Bath #7 - 1st FloorKitchen Nook - 1st Floor NortheastKitchen - 1st Floor NortheastKitchen - 1st Floor NortheastKitchen - 1st Floor NortheastKitchen - 1st Floor Northeast074Dining Area - 1st Floor SoutheastDining Area - 1st Floor SoutheastDining Area - 1st Floor SoutheastDining Area - 1st Floor SoutheastLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestLiving Room - 1st Floor SouthwestElevator / Hallway - 1st FloorFoyer / Hallway - 1st Floor NorthFoyer / Hallway - 1st Floor NorthFoyer / Hallway - 1st Floor NorthDSC_3680Covered Porch / ViewCovered Porch / ViewCovered Porch / ViewCovered Porch / ViewPergolas Deck / ViewCovered Porch / ViewWrapround PorchWrapround PorchFront Pergolas DeckWraparound PorchClothesline / PorchWalkway / Outside ShowerOutside Shower / WalkwayWalkway / Oceanfront DeckWalkway / Oceanfront DeckWalkway / Oceanfront DeckOceanfront DeckOceanfront DeckWalkway / Exterior - OceanfrontOceanfront Deck / Exterior - OceanfrontOceanfront Deck / Exterior - OceanfrontOceanfront DeckOceanfront Deck / Built-in Oyster BarBeach AccessBeach AccessBeach AccessBeach Access / Exterior - OceanfrontBeachBeach / Exterior - OceanfrontBeachBeachWalkway / Exterior - OceanfrontEntrance / Enclosed Shower - Ground FloorBBQ Cooking and Social AreaBBQ Cooking and Social AreaBBQ Cooking and Social AreaEnclosed Shower - Ground FloorEnclosed Shower - Ground FloorEnclosed Shower - Ground FloorView from Front PorchFront EntranceFront EntranceExterior - StreetsideExterior - StreetsideExterior - StreetsideExterior SignAerial View of Fairwinds, Caswell Beach and Atlantic OceanAerial View of Fairwinds, Caswell Beach and Atlantic Ocean
Request info

Search Availability

Description

7 Bedrooms | 6 Full Bathrooms | 2 Half Bathrooms
2 Kings | 2 Queens | 5 Doubles | 1 Twin-over-twin Bunk Bed

Ensure your next island vacation is blessed with Fairwinds and following seas by booking a stay at this stately and spacious home nestled among the dunes of Caswell Beach. Featuring expansive deck spaces both open and covered, a massive open-concept main living area and a downstairs den/game room, there’s plenty of space for your entire crew to spread out and enjoy life on island time! You can even bring Fido along, as this home will allow up to one dog per stay.

The main living space is located on the second floor. The tile-walled kitchen is equipped with a center island gas range and plenty of counterspace. In addition to desirable features like a free-standing ice maker and wine cooler, you’ll find everything you need to prepare the catch of the day or a family-favorite recipe, and enough space for everyone to eat comfortably. A sturdy square wooden dining table seats 12, and the round glass table with corner bench seating and additional chairs is the perfect spot for the younger group members to gather for more lively conversation.

The kitchen flows into the huge living area, flooded with natural light and featuring views straight across the decks to the rolling waves of the Atlantic. Spread out across two couches, a love seat and plenty of arm chairs to while away the hours in conversation, or enjoy a movie or favorite show on the wall-mounted flatscreen TV, which includes a YouTube TV account for guest access and the ability to sign into your personal accounts on other streaming platforms. For your convenience, you’ll also find a half bath located on this floor, along with two bedrooms connected by a full bathroom. All full bathrooms in this home feature a step-in shower. The first bedroom is furnished with one double bed, while the second bedroom contains two double beds. Each room features its own TV for personal entertainment.

The third floor is dedicated to sleeping spaces. The east side oceanfront bedroom is considered the primary suite, with a king size bed, flat screen TV, and seating area with chaise. The attached private bath features a shower with multiple jets for a spa-like experience. The west oceanfront bedroom was added as a second master suite in 2024 and features its own king size bed, flat screen TV, additional seating and attached private bath with luxurious tile shower. On the sound-side on this floor, you’ll find two additional bedrooms, each equipped with a queen bed and a flatscreen TV. While one of these rooms has access to an attached private bath, the other uses a full bathroom with hall access.

The final bedroom is located on the first level and is a bunk room featuring two double beds and an offset twin-over-twin bunk bed with an attached private full bath. Also on this level is the den/game room, where you’ll find plenty of fun for any rainy days you might encounter! Gather around the card table for a game of poker or have the ultimate family ping pong tournament. This room also features seating for relaxing or snacking and an additional flatscreen TV. There is a second full-sized refrigerator and microwave in the entry way beyond this room to make grabbing a drink or a quick snack a breeze, and down the hall you’ll find a final half bathroom that also contains the washer and dryer.

Of course, you’re almost guaranteed to spend as much time outside this home as you are inside! Expansive porches wrap around three sides of this home. The front porch facing the sound is partially covered and has a pergola with an outdoor dining set situated beneath. The side porch is partially shaded and features a pair of Adirondak chairs. The oceanfront covered porch offers front row seats to watch for dolphins playing in the waves beyond, and a second pergola complete with another dining set allows for intimate sunset dinners al fresco.

Your private wooden beach access beckons to the dune top deck, with built-in bench seating located at the halfway point. The multi-level platform deck with wooden baby gates has plenty of sturdy chairs and provides the perfect perch to watch older kids on the beach without worry that your dog or toddlers will make a sudden break for the waves beyond. There’s even a built-in oyster bar to make this the ultimate seaside dinner spot. On the ground level of the home, you’ll find an additional seating and BBQ area to enjoy. There’s also an enclosed outdoor shower with hot and cold water and a dedicated changing space, allowing you to rinse off the sand in privacy and comfort as soon as you return from the beach. The driveway and enclosed two car garage provide plenty of parking for your vehicles.

Inside and out, this gorgeous home stands ready to welcome your family to the vacation of a lifetime. Book today and let Fairwinds fill your sails and buoy your soul after a well-deserved respite with the ones you love.

This home is event-friendly and is also available for off-season monthly rentals.

Amenities

Accessibility

  • Elevator

Entertainment

  • Television(s)
  • Game Room
  • DVD Player
  • Book(s)
  • Card Table
  • Blu-ray Player
  • DVD Library
  • Streaming Services (Guest Account Available)
  • Streaming Services (Personal Account Required)

Family

  • Board Games
  • Pack & Play Travel Crib

General

  • Bed Linens
  • Departure Cleaning
  • Heating
  • Towel Sets
  • Private Entrance
  • Living Room
  • Saturday Check-in
  • Keyless Entry
  • Internet (Wireless)
  • Washer
  • Telephone
  • Garage
  • Iron & Ironing Board
  • Air Conditioning
  • Parking (Covered)
  • Ceiling Fan(s)
  • Dining Table
  • Dryer

House Rules

  • Children Welcome
  • No Smoking
  • Events Allowed
  • Off-season Monthly Rentals
  • Dogs Allowed Year-round
  • Nightly Rentals

Kitchen

  • Kitchen
  • Cooking Basics
  • Dishes & Silverware
  • Dishwasher
  • Garbage Disposal
  • Wine Fridge
  • Coffee Maker (Drip)
  • Microwave
  • Oven
  • Refrigerator
  • Toaster
  • Stove

Outdoor Living

  • Outdoor Shower (Hot and Cold Water)
  • Outdoor Shower (Cold Water Only)
  • Porch (Covered)
  • Deck
  • Gazebo
  • Picnic Table

Safety

  • Smoke Detector

Promotions

  • Military Discount

Location

  • Oceanfront

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
April 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
May 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
August 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
September 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
October 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
November 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
December 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
January 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
February 2026
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
March 2026
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
April 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
May 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 

Location

653 Caswell Beach Road, Caswell Beach, NC 28465 US

Get Directions

Reviews

Four Stars!

Reviewed on 2024-08-27 by Jennifer R.
Overall
4

We loved the beach access and size of kitchen/dining.

5 Stars!

Reviewed on 2024-06-24 by Michael S.
Overall
5

Beautiful home Beach Front very spacious Great location

"Can't be beat"

Reviewed on 2023-11-25 by Bethany H. , US
Overall
3

Location is great and views can't be beat.

Great house set up for family and dogs!

Reviewed on 2023-02-07 by Brink J.
Overall
4

Great house set up for family and dogs!

Ease of Working with OIA

Reviewed on 2023-01-03 by Tim V.
Overall
5

Ease of working with OIA and the quality of the rental property

Great place for a large group

Reviewed on 2022-12-16 by Francine F.
Overall
4

Great place for a large group

Alice Wallace - 11/9/19

Reviewed on 2019-11-10 by Alice Wallace , United States
Overall
5

The home was beautiful and the

Reviewed on 2019-10-13 by Patti Morgan , United States
Overall
5

The home was beautiful and the amenities were amazing. You just felt comfortable the minute you walked in. The home, unfortunately, was not very clean when we arrived and had to do quite a bit of sweeping and wiping down before we were able to really start enjoying the home.

Fairwinds is an amazing property.

Reviewed on 2019-09-22 by Julia McMinn , United States
Overall
5

Fairwinds is an amazing property. It met all our families expectations. We thouraly enjoyed our stay there in Sept, 2019. The decks were very generously furnished. The house was decorated very nice with plenty of seating room and eating room. We are a family of 12 and we all had ample room to spread out and do our thing. It is close to activities and shopping.

Mary Gillespie - 8/31/19

Reviewed on 2019-09-02 by Mary Gillespie , United States
Overall
5

Great house, great location.

Reviewed on 2019-08-27 by Paul Kedrow , United States
Overall
5

Great house, great location. Awesome porch and outside shower. Plenty of beds and baths.

Fairwinds is a wonderful house with

Reviewed on 2019-07-14 by Andrea Nelson , United States
Overall
5

Fairwinds is a wonderful house with plenty of room. The deck is perfect and the two refrigerators and ice maker make this house perfect for families that cook most meals at the house.

Margaret Pipkin - 7/6/19

Reviewed on 2019-07-07 by Margaret Pipkin , United States
Overall
5

Fairwinds was as lovely,

Reviewed on 2018-09-09 by Patsy (Clyde) Griffin , United States
Overall
5

Fairwinds was as lovely, accommodating and spacious as any vacation rental I've experienced. The inside decor was beautiful, tasteful, comfortable with so much space for privacy or large numbers in one location. The decks, porches, gazebos, seating were expansive and allowed also for privacy where desired. Of course, the privacy almost always expected on Caswell was there as well. A great place to vacation.

Wonderful property. Lots of beds,

Reviewed on 2018-08-26 by Paul Kedrow , United States
Overall
5

Wonderful property. Lots of beds, lots of baths, outdoor shower fabulous. Tons of outdoor space, tables and seating. Our favorite place for 2 families.<BR>

Beautiful house, had everything one

Reviewed on 2018-07-29 by Carol Vance , United States
Overall
4

Beautiful house, had everything one would need for a fun week at the beach. We loved the seating area at the end of walkway. Since we had small children with us, it was nice to have the gates wherever there were streps on the outdoor walkways. The kitchen was well equipped, loved the extra ice maker and wine cooler. Great house!

Andrea Nelson - 7/14/18

Reviewed on 2018-07-15 by Andrea Nelson , United States
Overall
5

Scott Harward - 6/9/18

Reviewed on 2018-06-10 by Scott Harward , United States
Overall
5

Awesome house. Large enough to

Reviewed on 2017-09-05 by Martha Gaut , United States
Overall
5

Awesome house. Large enough to accommodate large all adult families. We love Oak Island and have returned year after year for 25 years.<BR><BR>

5 Stars!

Reviewed on 2016-08-28 by Linda Swers , United States
Overall
5

Excellent home. Very roomy and the

Reviewed on 2016-06-27 by Dianna Caldwell , United States
Overall
5

Excellent home. Very roomy and the decor was unbelievable. Would highly recommend this property.

"Location"

Reviewed on 1969-12-31 by Patrick W. , Evington, VA
Overall
5

Loved the location.

"We absolutely loved it"

Reviewed on 1969-12-31 by Joy B. , Rutherfordton, NC
Overall
5

Every year I take my 90+ year-old mom to the beach and we invite a few girlfriends. This was our first time on Oak Island and we absolutely loved it. The house was the cleanest that we have ever rented and the amount of cooking utensils rivaled home. The beach was lovely. And the weather was good. My only criticism was all the bathroom doors were about 20 inches wide and my mother is on a walker or a wheelchair so that presented a few problems, but none that we could not work out. I would definitely recommend this house to families or families and friends

"Lovely house"

Reviewed on 1969-12-31 by Joy B. , Rutherfordton, NC
Overall
4

Lovely house and great location. Housekeeping gets a gold star as it was spotless when we arrived! The kitchen was well-stocked.

Receive Exclusive Offers