Deep Hole Travel Guide

Tourist Guide



Our pick of the best Deep Hole Hotel Deals

Oyster Catcher | Deep Creek Waterfront w/ Deep Water Dock, Screened Porch, Guest Cottage & Pets

Oyster Catcher | Deep Creek Waterfront w/ Deep Water Dock, Screened Porch, Guest Cottage & Pets

Chincoteague Island VA
Stay at this holiday home in Chincoteague. Enjoy laundry facilities, cable/satellite TV service and an in-room coffee maker. Popular attractions Captain Timothy ...
10/10 Exceptional! (4 reviews)
Sunrise views from the porch were breathtaking.

Reviewed on 30 Sept 2025

Oyster Catcher | Deep Creek Waterfront w/ Deep Water Dock, Screened Porch, Guest Cottage & Pets
Sunrise Shore | Waterfront Oyster Bay Home w/ Pool, Hot Tub, Panoramic Views & Modern Luxury

Sunrise Shore | Waterfront Oyster Bay Home w/ Pool, Hot Tub, Panoramic Views & Modern Luxury

Chincoteague Island VA
Stay at this holiday home in Chincoteague. Enjoy private pools, laundry facilities and patios. Our guests praise the helpful staff in their reviews. Popular ...
8.8/10 Excellent! (35 reviews)
The hot tub was advertised as a key amenity but wasn’t working during our stay — management did issue a partial refund, which we appreciated. Some areas of the house also felt like they needed attention: an upstairs sink that didn’t drain, soap dispensers that were empty or had an off smell, a dingy ...

Reviewed on 2 Apr 2026

Sunrise Shore | Waterfront Oyster Bay Home w/ Pool, Hot Tub, Panoramic Views & Modern Luxury
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
The price is NZ$296 per night from 14 May to 15 May
NZ$296
per night
14 May - 15 May
Stay at this holiday home in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
9.6/10 Exceptional! (246 reviews)
Clean and spacious but uncomfortable beds and pillow. Could of been time of year but there was no staff at property. We were given 1 towel each over a 5 night stay and asked for a refresh twice but nothing.

Reviewed on 8 May 2026

Blufin Bungalows & Marina
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
The price is NZ$365 per night from 26 May to 27 May
NZ$365
per night
26 May - 27 May
Stay at this cottage in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the pool and the helpful staff in their reviews. ...
9.8/10 Exceptional! (557 reviews)
Everything was just like how they described it!! Beautiful location

Reviewed on 10 May 2026

Key West Cottages
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
The price is NZ$338 per night from 31 May to 1 June
NZ$338
per night
31 May - 1 June
Stay at this hotel in Chincoteague. Enjoy free breakfast, free parking and a 24-hour fitness centre. Our guests praise the breakfast and the helpful staff in ...
Comfort Suites Chincoteague Island Bayfront Resort
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
The price is NZ$233 per night from 16 May to 17 May
NZ$233
per night
16 May - 17 May
Stay at this hotel in Chincoteague. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the helpful staff in their reviews. Popular ...
9/10 Wonderful! (1,009 reviews)
The staff was very friendly and accommodating, and the room was spacious and clean. The balconies have a pretty waterfront view. You can walk right out on the nearby pier and sit by the water. For a simple breakfast they offer eggs, sausage, and waffles, with coffee and orange juice. I would recommend ...

Reviewed on 10 May 2026

Waterside Inn
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.

Other neighbourhoods around Deep Hole

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Piney Island

While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.

Piney Island
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Up the Neck

While Up the Neck isn't home to many top sights, Oyster Bay and Captain Timothy Hill House are some notable places to visit nearby.

Up the Neck
Downtown Chincoteague

Downtown Chincoteague

While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

Downtown Chincoteague
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Birch Town

Though Birch Town may not have many top sights, you can venture to the surrounding area to see attractions like Maui Jack's Waterpark and Museum of Chincoteague.

Birch Town
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Snotty Ridge

Snotty Ridge might not have many top sights, but Robert N. Reed Downtown Waterfront Park and Assateague Point are two attractions nearby that you can check out.

Snotty Ridge
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Down the Marsh

While there might not be top attractions in Down the Marsh, you can explore the larger area and discover places like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

Down the Marsh


Deep Hole Travel Guide

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