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Tonight
Check prices in Deep Hole for tonight, Mar. 11 - Mar. 12
Mar. 11 - Mar. 12
Tomorrow night
Check prices in Deep Hole for tomorrow night, Mar. 12 - Mar. 13
Mar. 12 - Mar. 13
This weekend
Check prices in Deep Hole for this weekend, Mar. 14 - Mar. 16
Mar. 14 - Mar. 16
Next weekend
Check prices in Deep Hole for next weekend, Mar. 21 - Mar. 23
Mar. 21 - Mar. 23

Most frequently booked Deep Hole hotels

Oyster Bay Hideaway on Chincoteague Island!

Oyster Bay Hideaway on Chincoteague Island!

0.99 km from city centre
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Stay at this vacation home in Chincoteague. Enjoy a water park, a garden, and an in-room coffeemaker. Popular attractions Maui Jack's Waterpark and Museum of Chincoteague are located nearby.
Kitchen
Washer
Sunrise Shore - Waterfront; Private pool & hot tub!

Sunrise Shore - Waterfront; Private pool & hot tub!

0.83 km from city centre
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Stay at this vacation home in Chincoteague. Enjoy private pools, a water park, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Captain Timothy Hill House and Oyster Bay are located nearby.
Pool
Hot tub
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

0.29 km from city centre
The price is CA $201 per night
CA $201
CA $554 total
includes taxes & fees
24 Mar - 25 Mar
Book a stay at this family-friendly vacation home in Chincoteague. Enjoy free WiFi, a water park, and a garden. Popular attractions Maui Jack's Waterpark and Captain Timothy Hill House are located nearby.
Kitchen
Washer
Waterfowl Watch Chincoteague Island Great Rates Quiet area, 2 night stays, bikes

Waterfowl Watch Chincoteague Island Great Rates Quiet area, 2 night stays, bikes

0.27 km from city centre
Get rates
Stay at this cottage in Chincoteague. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Captain Timothy Hill House and Maui Jack's Waterpark are located nearby.
Kitchen
Washer
Quaint Cottages Near Everything on Beach Road

Quaint Cottages Near Everything on Beach Road

1.02 km from city centre
Get rates
Stay at this vacation home in Chincoteague. Enjoy free WiFi, a water park, and cable/satellite TV service. Popular attractions Maui Jack's Waterpark and Museum of Chincoteague are located nearby.
Kitchen
Pet-friendly
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street, Chincoteague, VA
1.87 km from city centre
The price is CA $193 per night
CA $193
CA $216 total
includes taxes & fees
24 Mar - 25 Mar
Stay at this 3-star cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Robert N. Reed Downtown Waterfront Park and Maui Jack's Waterpark are located nearby.
Pool
Kitchen
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St, Chincoteague, VA
Free cancellation
Reserve now, pay when you stay
1.88 km from city centre
The price is CA $145 per night
CA $145
CA $164 total
includes taxes & fees
17 Mar - 18 Mar
Stay at this hotel in Chincoteague. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Robert N. Reed Downtown Waterfront Park and Maui Jack's Waterpark are located nearby.
Pool
Hot tub
Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

2.5 out of 5
125 Newtowne Blvd, Pocomoke City, MD
Free cancellation
Reserve now, pay when you stay
23.59 km from city centre
The price is CA $139 per night
CA $139
CA $155 total
includes taxes & fees
18 Mar - 19 Mar
Book a stay at this business-friendly hotel in Pocomoke City. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pocomoke Branch - Worcester County Library and Costen House Museum are located nearby.
Pool
Parking included
Refuge Inn

Refuge Inn

3 out of 5
7058 Maddox Blvd., Chincoteague, VA
Free cancellation
Reserve now, pay when you stay
1.52 km from city centre
The price is CA $155 per night
CA $155
CA $174 total
includes taxes & fees
20 Mar - 21 Mar
Stay at this 3-star business-friendly hotel in Chincoteague. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Museum of Chincoteague and Maui Jack's Waterpark are located nearby.
Pool
Breakfast included
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See all available properties in Deep Hole
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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.

Top hotels in Deep Hole for Extended Stay

Assateague Inn #209 Cozy Efficiency Suite w/ Shared Pool, Crabbing Pier & Wi-Fi

Assateague Inn #209 Cozy Efficiency Suite w/ Shared Pool, Crabbing Pier & Wi-Fi

Chincoteague
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.

Deep Hole hotels essential information

Accommodation
726 hotels
Lowest Price
CA $139
Highest Price
CA $201
Popular hotels
Oyster Bay Hideaway on Chincoteague Island!, Sunrise Shore - Waterfront; Private pool & hot tub!, Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!, Waterfowl Watch Chincoteague Island Great Rates Quiet area, 2 night stays, bikes, Quaint Cottages Near Everything on Beach Road , Key West Cottages, Comfort Suites Chincoteague Island Bayfront Resort, Best Western Plus Pocomoke City, Refuge Inn

Frequently asked questions

What are the top kid-friendly hotels in Deep Hole?
Villa Annick - Waterfront - Single Family Home is the perfect choice for families planning to visit Deep Hole. With handy amenities like a barbecue grill, this kid-friendly retreat makes guests of all ages feel at home.
Where can I find cheap hotels in Deep Hole?
At Travelocity you’ll find really nice hotels in Deep Hole at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Deep Hole rather than in Deep Hole. We may find you even better rates, too.
How do I find the best Deep Hole hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Deep Hole then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Deep Hole?
The cheapest hotel in Deep Hole is CA $139 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Deep Hole?
There are 726 hotels in Deep Hole on Travelocity.
What are the best hotels in Deep Hole?
Deep Hole has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Deep Hole for you!
When is the best time to visit Deep Hole?
If you want the joy of a fun-filled trip in peak season, visit Deep Hole during May, June and July. If you’d prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Deep Hole?
Based on historic data is usually the cheapest month to visit Deep Hole. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Deep Hole?
There are multiple hotels in Deep Hole that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Deep Hole. We have plenty of kid-friendly hotels in Deep Hole to choose from on Travelocity!
Why book a hotel in Deep Hole through Travelocity?
Because we have the top hotels in Deep Hole! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Deep Hole on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Deep Hole hotel reviews by fellow wanderers

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"I’m satisfied with the hotel "
A verified traveller stayed at Best Western Plus Pocomoke City
Best Western Plus Pocomoke City

Hotels near…

Areas of Deep Hole