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Top hotels and accommodation in Deep Hole

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (307)
"It’s really nice, clean, and new. We have a toddler, so for families with little kids, this is a great place to stay (especially enough space for little kids to walk around! The deck is a big plus!) The communication could be better on how to checkin and checkout but it was easy to figure out. Not much around, highly recommend to bring your own food/cook. "
The price is AU$218
includes taxes & fees
14 Jan - 15 Jan 2025
Key West Cottages

Waterside Inn

2.0 star property
8.8 out of 10, Excellent, (1000)
"Winter trip detour. Nice view. Old facility but very clean. Staff were very helpful. Late arrival arrangement was easy to follow. "
The price is AU$114
includes taxes & fees
1 Jan - 2 Jan 2025
Waterside Inn

Hampton Inn & Suites Chincoteague Waterfront

2.5 star property
9.8 out of 10, Exceptional, (634)
"Amazing anniversary retreat... we enjoyed everything from lobby check in to our checkout time . The room with jetted tub was wonderful with an amazing view over looking the bay. I strongly recommend a stay here to unwind. "
The price is AU$183
includes taxes & fees
17 Jan - 18 Jan 2025
Hampton Inn & Suites Chincoteague Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

2.5 star property
9.2 out of 10, Wonderful, (517)
"Good breakfast!"
The price is AU$181
includes taxes & fees
3 Jan - 4 Jan 2025
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Comfort Suites Chincoteague Island Bayfront Resort

2.5 star property
9.6 out of 10, Exceptional, (1003)
"I’m glad we chose to stay on that side of the island as we usually stay near Maui Jacks. There is so much more that we never explored before. Which also lead us to try other restaurants. This place is perfectly located. Check in was fast and convenient. Breakfast was good. The beds are very hard, if you have back issues you might want to bring something soft to lay on the bed. One downside was a 5ish year old that was screaming and yelling the whole time we were eating. So expect nothing to be...
The price is AU$192
includes taxes & fees
14 Jan - 15 Jan 2025
Comfort Suites Chincoteague Island Bayfront Resort

Refuge Inn

3.0 star property
9.8 out of 10, Exceptional, (1000)
"Very clean, quiet, and front desk staff are great"
The price is AU$197
includes taxes & fees
8 Jan - 9 Jan 2025
Refuge Inn

Marina Bay Hotel & Suites, Ascend Hotel Collection

2.5 star property
9.0 out of 10, Wonderful, (899)
"Stayed here last year around the same time of year. My room this year wasn't quite as clean. Considering that there was no one in the hotel they kind of gave us a crappy room. I don't know if it was close to the elevator or what but I kept hearing thumping in the middle of the night and it was mechanical thumping. There was supposed to be a continental breakfast and instead we got two $15 certificates to access what amounted to some fruit, some cereal, some breakfast bars,and some juice/coffee....
The price is AU$180
includes taxes & fees
7 Jan - 8 Jan 2025
Marina Bay Hotel & Suites, Ascend Hotel Collection

Blufin Bungalows & Marina

3.0 star property
9.4 out of 10, Exceptional, (85)
"Great stay! Our family had a great time!"
Blufin Bungalows & Marina

Americas Best Value Inn & Suites Chincoteague Island

2.0 star property
7.2 out of 10, Good, (676)
"Good value, coffee and pastry at the bakery a nice touch. "
The price is AU$100
includes taxes & fees
1 Jan - 2 Jan 2025
Americas Best Value Inn & Suites Chincoteague Island

Days Inn by Wyndham Chincoteague Island

2.0 star property
6.6 out of 10, (1001)
"I want to have a great time"
The price is AU$112
includes taxes & fees
2 Jan - 3 Jan 2025
Days Inn by Wyndham Chincoteague Island

Best Western Chincoteague Island

2.5 star property
9.4 out of 10, Exceptional, (674)
"Very nice property Fantastic and helpful staff outdoor hallway and access is a bit different. Good location ! "
The price is AU$215
includes taxes & fees
3 Jan - 4 Jan 2025
Best Western Chincoteague Island

Island Resort

2.0 star property
9.4 out of 10, Exceptional, (412)
"This hotel is quietly located on the main street, providing access to downtown activities and restaurants. "
The price is AU$235
includes taxes & fees
1 Jan - 2 Jan 2025
Island Resort

Atlantic Shores Inn and Suites

2.0 star property
7.2 out of 10, Good, (1000)
"Wonderful stay"
The price is AU$112
includes taxes & fees
1 Jan - 2 Jan 2025
Atlantic Shores Inn and Suites

Anchor Inn

2.0 star property
8.8 out of 10, Excellent, (515)
"This was a nice place at a reasonable price. I was housed in the adjoining property, the Marina Inn, since the Anchor Inn was closed. The Manager, Chloe, was wonderful, and very helpful. Overall, a nice experience at a quiet time of the year. Charles Jamison."
The price is AU$161
includes taxes & fees
2 Jan - 3 Jan 2025
Anchor Inn

Birchwood Inn

2.5 star property
7.0 out of 10, Good, (318)
"the room was nice"
The price is AU$91
includes taxes & fees
1 Jan - 2 Jan 2025
Birchwood Inn

Garden and Sea Inn

3.5 star property
9.6 out of 10, Exceptional, (24)
"We had a lovely time staying at the Inn. Grace, our host, was fun to talk to and the room and bed were both very comfortable. I particularly enjoyed the little touches around the property, especially the night lighting, as well as the full service breakfasts. The B&B is a bit far from the local attractions, but it does make for a good central location for day excursions. Would recommend!"
The price is AU$353
includes taxes & fees
2 Jan - 3 Jan 2025
Garden and Sea Inn

Chincoteague Inn

2.0 star property
8.2 out of 10, Very good, (1000)
"My wife and I stayed at this hotel during the annual pony swim. We found the room clean neat and nice and was exactly what we needed for our short stay. The employees were professional and courtious. We would definitely stay again. "
Chincoteague Inn

Snug Harbor Marina and Hotel

2.5 star property
8.6 out of 10, Excellent, (93)
"Very cute little suites. Loved the tiki area and we were able to hang there with some friends we traveled with. Would def. stay again!"
Snug Harbor Marina and Hotel

Only 5 min. from the Beach!

9.2 out of 10, Wonderful, (13)
"Kismet was perfect for what we needed on this weekend getaway. We received warm-welcoming and departing messages, as well as offers to...reach out if there was anything we needed. These are definitely attentive hosts! This is a cooozy stay! The entire place is CLEAN, and the beds are QUITE comfortable! We loved that there are two bathrooms (sinks are on the outside), but that was a non-issue for us. The two fridges (one has a freezer) are not full size but should do the trick for a few days. It...
The price is AU$306
includes taxes & fees
6 Jan - 7 Jan 2025
Only 5 min. from the Beach!

Waterfowl Watch Chincoteague Jan Feb Rates Quiet area, 2 night stays, bikes

10.0 out of 10, Exceptional, (11)
"Cozy and clean cottage with all the amenities. Close to everything!"
Waterfowl Watch Chincoteague Jan Feb Rates Quiet area, 2 night stays, bikes
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.
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Frequently asked questions

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

Located 1.2 mi (1.9 km) from the heart of Deep Hole, Key West Cottages is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Refuge Inn and Holiday Inn Express Pocomoke, an IHG Hotel. See all available top hotels, or vacation rentals in Deep Hole.

What are some of the best holiday rentals that Deep Hole has to offer?

Blufin Bungalows & Marina: This holiday home rental outside Deep Hole is on the beach, and equipped with 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 favourite homes for rent in Deep Hole are Oyster Bay Hideaway on Chincoteague Island! and Quaint Cottages Near Everything on Beach Road . See all vacation rentals in Deep Hole.

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

Yes! The majority of hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Deep Hole.

What are some accommodation options with pools in Deep Hole?

Key West Cottages: Offers a private beach, a seasonal outdoor pool and a snack bar/deli. Refuge Inn and Holiday Inn Express Pocomoke, an IHG Hotel are a couple of other choices with an on-site pool. View all hotels with pools in Deep Hole.

How is it to stay in Deep Hole?

Visitors to Deep Hole will definitely find plenty to explore and enjoy. In Deep Hole, there are 81 hotels and other accommodation options to choose from. Find out more about Deep Hole.

What should I do while I'm visiting Deep Hole?

A favourite place to visit is Oyster Bay. You'll also find Captain Timothy Hill House and Maui Jack's Waterpark in the area. Take a look at what more there is to see and do in Expedia's Deep Hole guide.

What's the seasonal weather in Deep Hole?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Deep Hole is 1225 mm.