
Deep Hole Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Deep Hole Holiday
Our pick of the best Deep Hole Hotel Deals

Quaint Cottages Near Everything on Beach Road
Chincoteague
9.4/10 Exceptional! (38 reviews)
"This was a charming little place! Our host was very communicative and the check-in and check-out processes were easy. It was clean and tidy and perfect for a weekend stay."
Reviewed on 17 Aug 2025

Sunrise Shore - Waterfront; Private pool & hot tub!
Chincoteague Island
9/10 Wonderful! (15 reviews)
"We Loved Staying at Sunrise Shore ! The view from inside the Home is so much better then the pictures !! Our Family/Grandchildren had a Wonderful time in the Pool and the Jacuzzi is very much a Great Perk !"
Reviewed on 17 July 2025

The Blue Crab - Your Dream Vacation awaits you!
Chincoteague Island
9.6/10 Exceptional! (12 reviews)
"The Blue Crab was perfect for our family vacation. It was beautiful, clean, spacious, and had everything we needed to enjoy our stay. If we come back, we’ll be staying at The Blue Crab again!"
Reviewed on 22 July 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.