Find hotels in Deep Hole, VA from $78

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Compare 725 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Welcome to the TIKIBar…
Property grounds
Welcome to the TIKIBar…
10.0 out of 10, Exceptional, (1)
"We stayed here for several days during Pony Penning Week. The cottage is small, but cute, comfortable, and well appointed. We had a minor plumbing issue on day 2, and our host responded immediately and rectified the problem with no interruption to our plans. AC units in each room kept us cool, despite hot, muggy weather. You'll want bug spray; the mosquitoes are fierce at dawn and dusk. (The island is on a salt marsh after all.) The cottage location is convenient to plenty of restaurants, shops,...
Welcome to the TIKIBar…
Only 5 min to Assateague National Seashore!
Property grounds
Only 5 min to Assateague National Seashore!
10.0 out of 10, Exceptional, (5)
"Check in process was easy, unit was as described, very clean. Perfect location. Would definitely request the same unit"
The price is $101
$188 total
includes taxes & fees
May 6 - May 7
Only 5 min to Assateague National Seashore!
Small cottage for those little getaways
Exterior
Small cottage for those little getaways
10.0 out of 10, Exceptional, (89)
"Enjoyed our time great bang for the buck."
Small cottage for those little getaways
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Assateague Inn 107 on Chincoteague!
Property grounds
Assateague Inn 107 on Chincoteague!
10.0 out of 10, Exceptional, (2)
"Quiet, clean, everything worked; not sure about tv in bedroom as we don’t typically watch in there."
The price is $101
$190 total
includes taxes & fees
May 5 - May 6
Assateague Inn 107 on Chincoteague!
The Hideaway Cottage
Beach nearby
The Hideaway Cottage
10.0 out of 10, Exceptional, (68)
"Enjoy Don's cottage - the screened in patio was lovely to enjoy coffee and do some light office work. Kitchen had enough of everything to heat or prepare simple meals. Hot water was plentiful and pressure good in the shower. Bed was comfortable. The area is very quiet at night but during the day there is a small business next door that you do hear light people chatter/deliveries. I would say this location is like a modern cabin - just enough of everything but still feels rustic."
The Hideaway Cottage
Kick back and relax at “Knot Stressed” in total comfort.
Fridge, microwave, oven, stovetop
Kick back and relax at “Knot Stressed” in total comfort.
10.0 out of 10, Exceptional, (18)
"We were visiting family in Pocomoke City and this was the perfect place for us to stay. Comfortable beds. Bright and spacious. Great area! We enjoyed nice walks in the morning."
Kick back and relax at “Knot Stressed” in total comfort.
Chanceford Hall Bed & Breakfast
Grand Room, 1 King Bed | Free WiFi
Chanceford Hall Bed & Breakfast
2.0 star property
10.0 out of 10, Exceptional, (3)
"A great experience! The home is historical, the owners are a delight, it was very clean and the food was delicious!!!! Highly recommend "
Chanceford Hall Bed & Breakfast
Bliss on the Bay - Perfect Beach Getaway
TV
Bliss on the Bay - Perfect Beach Getaway
10.0 out of 10, Exceptional, (2)
"Clean, quaint, quiet! Just what we wanted!"
Bliss on the Bay - Perfect Beach Getaway
Camping at its best
View from property
Camping at its best
10.0 out of 10, Exceptional, (12)
"It was a lot nicer than we thought it would be. The owners are fantastic people. We hope to stay again next year. The pool and boat ramps are great. The store is well stocked. We would recommend it to everyone. Except the weeks we want it. Lol"
Camping at its best
Hampton Inn & Suites Chincoteague Waterfront
Exterior
Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
9.8 out of 10, Exceptional, (557)
"Great hotel. Again disappointed that we could not access the Amazon Prime app or use our fire stick. Toilet is low flow and low to the ground. Water pressure is not the best. Towels are not plush. Gym and breakfast good. WiFi good, parking good. Location good. We had a good sized balcony and had a slight view of water. They were nice and let us take some ice for our cooler. "
The price is $160
$179 total
includes taxes & fees
May 12 - May 13
Hampton Inn & Suites Chincoteague Waterfront
Garden and Sea Inn
Front of property
Garden and Sea Inn
3.5 star property
9.6 out of 10, Exceptional, (23)
"The place is beautiful!!! The proprietor (Grace) was very sweet and helpful. If ever I come back to this area, this would be my stay of choice!! First class and lovely!"
The price is $219
$242 total
includes taxes & fees
May 5 - May 6
Garden and Sea Inn
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Property grounds
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
9.6 out of 10, Exceptional, (124)
"We only had a short stay to relax away from work but the weather didn’t cooperate (rainy and windy). Luckily the cottage was cozy and we enjoyed our books and each other. Only suggestion, need a sponge or brush to help in cleaning up after meals. Would definitely recommend to others"
The price is $222
$432 total
includes taxes & fees
May 5 - May 6
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Hidden Gem ! Clean & Cozy and Family Friendly !
Pool
Hidden Gem ! Clean & Cozy and Family Friendly !
9.6 out of 10, Exceptional, (49)
"The house is in a very nice community campground! It made me miss camping and the restaurant there is super good and there’s even a crab guy within the park that will cook up your crabs that you buy from him and there’s a launch place for your boat. So many things but not close to many stores, very peaceful and relaxing!!!!"
Hidden Gem ! Clean & Cozy and Family Friendly !
Caprecia's Castle-Waterfront w/shared crabbing/fishing pier
Interior
Caprecia's Castle-Waterfront w/shared crabbing/fishing pier
9.4 out of 10, Exceptional, (3)
"If taking a vacation to Chincoteague, there is no better location than this small island. Easy parking and traveling in and out of this property. Well worth it."
Caprecia's Castle-Waterfront w/shared crabbing/fishing pier
Island Resort
Exterior
Island Resort
2.0 star property
9.2 out of 10, Wonderful, (381)
"Quiet and peaceful Clean the perfect weekend getaway and a good breakfast daily."
The price is $150
$168 total
includes taxes & fees
May 6 - May 7
Island Resort
Only 5 min. from the Beach!
Microwave, stovetop, coffee/tea maker, toaster
Only 5 min. from the Beach!
9.2 out of 10, Wonderful, (5)
"The suite was cute and well stocked!"
The price is $101
$190 total
includes taxes & fees
May 5 - May 6
Only 5 min. from the Beach!
Marina Bay Hotel & Suites, Ascend Hotel Collection
Aerial view
Marina Bay Hotel & Suites, Ascend Hotel Collection
2.5 star property
9.0 out of 10, Wonderful, (804)
"Breakfast needs improvement. Everything else was fine."
The price is $119
$144 total
includes taxes & fees
May 5 - May 6
Marina Bay Hotel & Suites, Ascend Hotel Collection
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Outdoor pool
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
2.5 star property
9.0 out of 10, Wonderful, (449)
"Pleasant staff, very clean, nice hot breakfast"
The price is $155
$174 total
includes taxes & fees
May 7 - May 8
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
5 minutes to Assateague National Seashore!
Property grounds
5 minutes to Assateague National Seashore!
9.0 out of 10, Wonderful, (4)
"Great location on Chincoteague Island, in between downtown and the beach. Quiet property. Lovely path to small deck, just beware of droppings everywhere!😂 We booked a 2 bedroom through Vrbo, but got there to find only one. Owner knows so this discrepancy should be rectified.Definitely will come back:)"
The price is $101
$190 total
includes taxes & fees
May 5 - May 6
5 minutes to Assateague National Seashore!
A Beach Bargain min from Assateague!
Beach
A Beach Bargain min from Assateague!
9.0 out of 10, Wonderful, (2)
"Our stay was nice. Location was perfect. The pool and decks need work."
The price is $101
$190 total
includes taxes & fees
May 5 - May 6
A Beach Bargain min from Assateague!
Don't see what you're looking for?
See all available properties in Deep Hole
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.

More cheap stays in Deep Hole

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

4195 Main St, Chincoteague, VA
The price is $124 per night from May 6 to May 7
$124
$141 total
includes taxes & fees
May 6 - May 7
9.4/10 Exceptional! (1,004 reviews)

Deep Hole Travel Info

Number of reviews
4,487
Accommodation
725 hotels
Highest price
$222
Lowest price
$78

Frequently asked questions

What's the best place to stay in Deep Hole?

Based on Expedia's traveler preferences, Quaint Cottages Near Everything on Beach Road is a top place to stay in Deep Hole. Other good choices for your stay include Oyster Bay Hideaway on Chincoteague Island! and ★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★. See all available top hotels, or vacation rentals in Deep Hole.

What are some of the best vacation rentals in Deep Hole?

Blufin Bungalows & Marina: You might want to consider this vacation rental near Deep Hole, which has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Other favorite homes for rent in Deep Hole are Quaint Cottages Near Everything on Beach Road and Oyster Bay Hideaway on Chincoteague Island!. See all vacation rentals in Deep Hole.

If I need to cancel my hotel reservation in Deep Hole, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Deep Hole.

Where can I learn more about changing or cancelling my trip to Deep Hole?

To access more information about changing or cancelling your trip to Deep Hole, click here.

What are some accommodations with pools in Deep Hole?

Refuge Inn: Offers a seasonal outdoor pool, an indoor pool, and a sauna. Comfort Suites Chincoteague Island Bayfront Resort and Key West Cottages are a couple of other choices that offer an onsite pool. View all hotels with pools in Deep Hole.

What's the most popular hotel in Deep Hole with a water park on-site or close by?

Jays Waterfront Retreat: Fire-pit-kayaks-bikes-beach-pet Friendly is a popular vacation home featuring in-room kitchens and water park access. You'll find Maui Jack's Waterpark within 5 minutes by car.

What's it like to stay in Deep Hole?

Visitors to Deep Hole are sure to find plenty to explore and enjoy. In Deep Hole, there are 79 hotels and other accommodations to choose from. Find out more about Deep Hole.

What should I see while I'm in Deep Hole?

A favorite place to visit is Oyster Bay. You'll also find Maui Jack's Waterpark and Chincoteague National Wildlife Refuge in the area. Check out what more to see and do in Expedia's Deep Hole guide.

What's the weather like in Deep Hole?

The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 43°F. Average annual precipitation for Deep Hole is 48 inches.

Recent reviews of Deep Hole hotels
Expedia verified reviews

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

5/5 Excellent
"The location was excellent, the staff was very accommodating & delightful. The beds were very comfortable & the pillows we’re amazingly soft!"
A verified traveler stayed at Comfort Suites Chincoteague Island Bayfront Resort
Posted 2 days ago
Comfort Suites Chincoteague Island Bayfront Resort