Book Hotels in Deep Hole, VA

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Deep Hole

Tonight
Check prices in Deep Hole for tonight, Apr 16 - Apr 17
Apr 16 - Apr 17
Tomorrow night
Check prices in Deep Hole for tomorrow night, Apr 17 - Apr 18
Apr 17 - Apr 18
This weekend
Check prices in Deep Hole for this weekend, Apr 18 - Apr 20
Apr 18 - Apr 20
Next weekend
Check prices in Deep Hole for next weekend, Apr 25 - Apr 27
Apr 25 - Apr 27

Top Deep Hole hotels

Oyster Bay Hideaway on Chincoteague Island!

Oyster Bay Hideaway on Chincoteague Island!

0.61 mi from city center
Get rates
This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Villa Annick - 3BR Waterfront home with dock. NO LINENS PROVIDED

Villa Annick - 3BR Waterfront home with dock. NO LINENS PROVIDED

0.49 mi from city center
Get rates
This vacation home features barbecue grills.
Sunrise Shore - Waterfront; Private pool & hot tub!

Sunrise Shore - Waterfront; Private pool & hot tub!

0.51 mi from city center
Get rates
A water park and a hot tub are featured at this smoke-free vacation home. Barbecue grills are provided for your convenience.
Pool
Hot Tub
Summer Creek - Waterview - Shared Dock, LINENS & TOWELS

Summer Creek - Waterview - Shared Dock, LINENS & TOWELS

0.63 mi from city center
Get rates
Stay at this vacation home in Chincoteague. Enjoy in-room jetted tubs, an in-room coffeemaker, and air conditioning. Popular attractions Maui Jack's Waterpark and Museum of Chincoteague are located nearby.
Kitchen
Washer
An Unfettered View - Beautiful ranch w/ boat dock!

An Unfettered View - Beautiful ranch w/ boat dock!

0.31 mi from city center
Get rates
Stay at this vacation home in Chincoteague. Enjoy a water park, patios, and cable/satellite TV service. Popular attractions Maui Jack's Waterpark and Museum of Chincoteague are located nearby.
Kitchen
Washer
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street, Chincoteague, VA
1.16 mi from city center
The price is $252 per night
$252
includes taxes & fees
$224 per night
Apr 20 - Apr 21
A private beach and an outdoor pool are featured at this smoke-free cottage. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A terrace, a snack bar/deli, and a picnic area are also on offer.
Pool
Kitchen
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St, Chincoteague, VA
3.38 mi from city center
The price is $229 per night
$229
includes taxes & fees
$204 per night
Apr 18 - Apr 19
A seasonal outdoor pool is featured at this vacation home, along with free self parking. WiFi in public areas is free. A convenience store is also provided.
Pool
Kitchen
Refuge Inn

Refuge Inn

3 out of 5
7058 Maddox Blvd., Chincoteague, VA
Free Cancellation
Reserve now, pay when you stay
0.94 mi from city center
The price is $153 per night
$153
includes taxes & fees
$136 per night
May 7 - May 8
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
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
1.17 mi from city center
The price is $124 per night
$124
includes taxes & fees
$110 per night
Apr 27 - Apr 28
This hotel features an outdoor pool and an indoor pool. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. There's a hot tub on site, and laundry facilities and concierge services are also offered.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Deep Hole
View all properties
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.

Seize your some day

Deep Hole hotels essential information

Accommodation
732 hotels
Lowest Price
$124
Highest Price
$252
Popular hotels
Oyster Bay Hideaway on Chincoteague Island!, Villa Annick - 3BR Waterfront home with dock. NO LINENS PROVIDED, Sunrise Shore - Waterfront; Private pool & hot tub!, Summer Creek - Waterview - Shared Dock, LINENS & TOWELS, An Unfettered View - Beautiful ranch w/ boat dock!, Key West Cottages, Blufin Bungalows & Marina, Refuge Inn, Comfort Suites Chincoteague Island Bayfront Resort

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 $124. 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 732 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

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Spring Break stay to see the ponies. What a lovely remodeled hotel. We had a king suite with a living area right on the water. The front desk ladies were very helpful with dining suggestions and actually cared that we had a good time. What a nice find. We would stay here again in a minute. "
A verified traveler stayed at Comfort Suites Chincoteague Island Bayfront Resort
Comfort Suites Chincoteague Island Bayfront Resort

Hotels near…

Areas of Deep Hole