Deep Hole Travel Guide

Tourist Guide



Our pick of the best Deep Hole Hotel Deals

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
Fully refundable
The price is AU$485 per night from 4 June to 5 June
AU$485
4 June - 5 June
includes taxes & fees
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! (258 reviews)
"Sitting on the deck of a bungalow was so amazing! We were watching the sea turtles swim by us right by our bungalow! The unit was very clean when we arrived. I can't say nothing bad about the place. We definitely want to return! Nicely stocked kitchenette! Extra blanket towls wash cloths. The only ..."

Reviewed on 26 May 2026

Blufin Bungalows & Marina
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
The price is AU$465 per night from 17 June to 18 June
AU$465
17 June - 18 June
includes taxes & fees
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! (567 reviews)
"The cottage was adorable and very clean,the pool was beautiful unfortunately it rained most of the weekend so we couldn't take full advantage of it but we still enjoyed our stay.Everyone was very nice.We will definitely be coming back."

Reviewed on 26 May 2026

Key West Cottages
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
The price is AU$265 per night from 22 June to 23 June
AU$265
22 June - 23 June
includes taxes & fees
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! (1,002 reviews)
"Easy check-in and large, clean room with comfortable beds. Continental breakfast was adequate for our one-night stay."

Reviewed on 29 May 2026

Waterside Inn
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
The price is AU$131 per night from 8 June to 9 June
AU$131
8 June - 9 June
includes taxes & fees
Stay at this motel in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.4/10 Very Good! (1,003 reviews)
"It was fine , rooms were updated , within walking distance of just about everything"

Reviewed on 29 May 2026

Chincoteague Inn
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 AU$327 per night from 7 June to 8 June
AU$327
7 June - 8 June
includes taxes & fees
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 ...
9.6/10 Exceptional! (1,000 reviews)
"This is a beautiful property at an excellent location and first rate staff. Amenities were beautiful and well maintained. The staff was friendly and attentive. Landscaping beautiful. Pools clean and in excellent working order. I can’t say enough good things."

Reviewed on 26 May 2026

Comfort Suites Chincoteague Island Bayfront Resort
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 Assateague Lighthouse.

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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