Whalehead, NC Vacation Rentals


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Discover all the rentals that can help you save from $1,300-$11,000, TODAY.
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  • Pine Island
  • Oceanfront
  • 9 beds (9 MBR)
  • 11 baths (2 half)
  • Saturday Check-In

$2,990 – $16,180/wk

  • Pine Island
  • Oceanfront
  • 7 beds (3 MBR)
  • 6 baths (1 half)
  • Saturday Check-In

$2,055 – $11,340/wk

  • Pine Island
  • Less than 500 feet
  • 8 beds (3 MBR)
  • 7 baths (2 half)
  • Saturday Check-In

$1,890 – $9,100/wk

  • Pine Island
  • Semi-Oceanfront
  • 5 beds (3 MBR)
  • 5 baths (1 half)
  • Sunday Check-In

$1,525 – $6,895/wk

  • Pine Island
  • Oceanfront
  • 7 beds (4 MBR)
  • 8 baths (1 half)
  • Sunday Check-In

$2,680 – $15,365/wk

  • Pine Island
  • Oceanfront
  • 9 beds (6 MBR)
  • 9 baths (1 half)
  • Saturday Check-In

$2,450 – $14,955/wk

  • Pine Island
  • Semi-Oceanfront
  • 6 beds (2 MBR)
  • 5 baths (1 half)
  • Sunday Check-In

$1,530 – $7,310/wk

  • Pine Island
  • Oceanfront
  • 6 beds (3 MBR)
  • 6 baths (1 half)
  • Saturday Check-In

$2,495 – $11,645/wk

  • Pine Island
  • Oceanfront
  • 8 beds (7 MBR)
  • 10 baths (1 half)
  • Saturday Check-In

$3,645 – $19,035/wk

  • Pine Island
  • Oceanfront
  • 7 beds (4 MBR)
  • 7 baths (1 half)
  • Saturday Check-In

$2,925 – $14,250/wk

  • Pine Island
  • Oceanfront
  • 7 beds (5 MBR)
  • 9 baths (2 half)
  • Saturday Check-In

$2,500 – $12,930/wk

  • Pine Island
  • Less than 500 feet
  • 5 beds (4 MBR)
  • 6 baths (1 half)
  • Sunday Check-In

$1,300 – $5,495/wk

  • Pine Island
  • Oceanfront
  • 9 beds (7 MBR)
  • 11 baths (2 half)
  • Saturday Check-In

$6,065 – $25,000/wk

  • Pine Island
  • Oceanfront
  • 8 beds (6 MBR)
  • 9 baths (2 half)
  • Sunday Check-In

$3,700 – $18,500/wk

  • Pine Island
  • Oceanfront
  • 8 beds (7 MBR)
  • 10 baths (2 half)
  • Sunday Check-In

$3,445 – $19,325/wk

  • Pine Island
  • Oceanfront
  • 8 beds (7 MBR)
  • 10 baths (2 half)
  • Saturday Check-In

$2,450 – $14,330/wk

  • Pine Island
  • Semi-Oceanfront
  • 7 beds (4 MBR)
  • 8 baths (1 half)
  • Saturday Check-In

$1,645 – $8,430/wk

  • Pine Island
  • Oceanfront
  • 6 beds (4 MBR)
  • 7 baths (1 half)
  • Friday Check-In

$2,100 – $11,750/wk

  • Pine Island
  • Oceanfront
  • 9 beds (6 MBR)
  • 9 baths (2 half)
  • Sunday Check-In

$3,700 – $17,000/wk

  • Pine Island
  • Oceanfront
  • 10 beds (10 MBR)
  • 13 baths (3 half)
  • Sunday Check-In

$5,000 – $39,270/wk

  • Pine Island
  • Oceanfront
  • 6 beds (5 MBR)
  • 8 baths (1 half)
  • Friday Check-In

$2,590 – $12,830/wk

  • Pine Island
  • Oceanfront
  • 6 beds (4 MBR)
  • 6 baths (1 half)
  • Sunday Check-In

$6,150 – $12,750/wk

  • Pine Island
  • Less than 500 feet
  • 8 beds (6 MBR)
  • 9 baths (2 half)
  • Saturday Check-In

$1,955 – $8,920/wk

  • Pine Island
  • Oceanfront
  • 6 beds (3 MBR)
  • 6 baths (1 half)
  • Saturday Check-In

$1,970 – $10,965/wk

  • Pine Island
  • Less than 500 feet
  • 6 beds (2 MBR)
  • 7 baths (2 half)
  • Sunday Check-In

$1,270 – $5,995/wk

  • Pine Island
  • Oceanfront
  • 9 beds (6 MBR)
  • 8 baths (1 half)
  • Saturday Check-In

$3,295 – $18,030/wk

  • Pine Island
  • Oceanfront
  • 5 beds (2 MBR)
  • 5 baths (1 half)
  • Saturday Check-In

$1,755 – $8,980/wk

  • Pine Island
  • Semi-Oceanfront
  • 6 beds (4 MBR)
  • 6 baths (1 half)
  • Sunday Check-In

$1,435 – $8,050/wk

  • Pine Island
  • Oceanfront
  • 9 beds (9 MBR)
  • 12 baths (1 half)
  • Sunday Check-In

$4,455 – $21,000/wk

  • Pine Island
  • Oceanfront
  • 8 beds (7 MBR)
  • 9 baths (1 half)
  • Sunday Check-In

$3,485 – $15,300/wk

  • Pine Island
  • Semi-Oceanfront
  • 5 beds (3 MBR)
  • 6 baths (2 half)
  • Sunday Check-In

$1,575 – $7,975/wk

  • Pine Island
  • Oceanfront
  • 9 beds (6 MBR)
  • 9 baths (1 half)
  • Saturday Check-In

$3,250 – $16,365/wk

  • Pine Island
  • Semi-Oceanfront
  • 5 beds (2 MBR)
  • 5 baths (1 half)
  • Sunday Check-In

$1,430 – $7,155/wk

  • Pine Island
  • Oceanfront
  • 10 beds (10 MBR)
  • 12 baths (1 half)
  • Sunday Check-In

$4,945 – $24,480/wk

  • Pine Island
  • Oceanfront
  • 10 beds (6 MBR)
  • 10 baths (1 half)
  • Saturday Check-In

$3,200 – $18,450/wk

  • Pine Island
  • Semi-Oceanfront
  • 6 beds (3 MBR)
  • 6 baths (1 half)
  • Sunday Check-In

$1,395 – $7,805/wk

  • Pine Island
  • Less than 500 feet
  • 6 beds (2 MBR)
  • 5 baths (1 half)
  • Sunday Check-In

$1,180 – $6,620/wk

  • Pine Island
  • Semi-Oceanfront
  • 8 beds (3 MBR)
  • 7 baths (1 half)
  • Sunday Check-In

$1,410 – $9,950/wk

  • Pine Island
  • Less than 500 feet
  • 4 beds (2 MBR)
  • 5 baths (1 half)
  • Saturday Check-In

$890 – $5,100/wk

  • Pine Island
  • Oceanfront
  • 7 beds (6 MBR)
  • 8 baths (1 half)
  • Friday Check-In

$2,450 – $12,965/wk

  • Pine Island
  • Oceanfront
  • 8 beds (7 MBR)
  • 9 baths (1 half)
  • Saturday Check-In

$3,970 – $19,095/wk

  • Pine Island
  • Oceanfront
  • 9 beds (6 MBR)
  • 10 baths (1 half)
  • Saturday Check-In

$3,405 – $18,380/wk

  • Pine Island
  • Semi-Oceanfront
  • 5 beds (4 MBR)
  • 6 baths (1 half)
  • Saturday Check-In

$1,550 – $7,280/wk

  • Pine Island
  • Oceanfront
  • 7 beds (4 MBR)
  • 7 baths (1 half)
  • Sunday Check-In

$1,995 – $11,950/wk

  • Pine Island
  • Less than 500 feet
  • 8 beds (5 MBR)
  • 8 baths (1 half)
  • Saturday Check-In

$1,690 – $9,675/wk

  • Pine Island
  • Less than 500 feet
  • 8 beds (6 MBR)
  • 9 baths (2 half)
  • Saturday Check-In

$1,880 – $8,950/wk

  • Pine Island
  • Oceanfront
  • 8 beds (7 MBR)
  • 9 baths (1 half)
  • Sunday Check-In

$2,995 – $15,950/wk

  • Pine Island
  • Oceanfront
  • 8 beds (6 MBR)
  • 9 baths (2 half)
  • Sunday Check-In

$2,950 – $15,995/wk

  • Pine Island
  • Less than 500 feet
  • 8 beds (6 MBR)
  • 9 baths (2 half)
  • Saturday Check-In

$1,835 – $8,375/wk

  • Pine Island
  • Semi-Oceanfront
  • 6 beds (2 MBR)
  • 5 baths (1 half)
  • Saturday Check-In

$1,395 – $7,449/wk


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We have more homes that match your search in the OBX, outside of Whalehead.


Recent Whalehead Area Reviews


Beach Chalet was wonderful!! Our group of seven enjoyed the pool in the backyard immensely. It was the perfect size and the seats at the end were perfect for sitting, cooling off, and visiting in the heat of the day. The house itself was a nice size -- not too big but not too small. There were no issues whatsoever with the house or appliances. It was nicely decorated and well maintained.

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Kevin G.   •   June 12, 2018

Review for Beach Chalet, in Whalehead, NC.


Casa Playa was an excellent fit for our large group. With 18 in the house, the three spacious floors allowed privacy for adults upstairs while the lower level provided a great hangout for a lot of teens with pool table, theatre and bar room that spilled out into the pool, hot tub and grassy backyard for volley ball--excellent design--actually best design for a house that I have seen in over 30 years of visiting the Outer Banks. For a semi-ocean front home its location made you feel like you were on the beach which was a 1 minute walk and great views. No complaints and many accolades from all who participated.

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Greg L.   •   June 5, 2018

Review for Casa Playa, in Whalehead, NC.


This is a great home for a larger family or group. We especially love the pool access via the lower level. It's location allows easy access both north and south and beach access is just across the street. We enjoy the "crows nest" for morning sunrise with our coffee and evening gatherings as well. It's high enough that the views of the ocean are amazing. Since this is a pet friendly home, and having the large front yard is a real plus.

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Pamela R.   •   June 4, 2018

Review for Seas the Memories, in Whalehead, NC.


We absolutely loved the home. Gorgeous inside and out. The pool area with the grass was great for little kids. The upstairs deck was also great since there was no areas the kids could get out. But large enough to run around. Plenty of space in the kitchen and dining area. All the bedrooms were beautiful and loved that they are all master suites.

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Nicole H.   •   May 30, 2018

Review for Take it Easy, in Whalehead, NC.


This home was perfectly located and offered great views of the ocean even though it was an ocean side home. The size was perfect for our extended family. The kids/adults loved the pool which had a perfect depth for the little ones The hot tub was fun and often used. We brought yard games so the lawn area was perfect to be outside and run around. The boys loved the pool table and kids the theatre. The elevator came in super handy when checking in with heavy luggage or for large grocery runs. The place offered bright open spaces and plenty of seating. Only a few negatives. The 2 grills are both charcoal fired and didn't heat up enough to cook our food. Also, the master bedroom has the tiniest closet and only offers 6 hangers. Beside that everything was perfect. Recommendations: Family dining..Black Pelican Restaurant; Aqua Rest for waterfront dining in Duck; Mike Dianna's at Timbuck II. Horse Tours: Safari Tours.. be sure the negotiate the price.

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Paula S.   •   May 28, 2018

Review for Chillin' The Most, in Whalehead, NC.