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May 15 - May 16
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May 16 - May 17
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May 17 - May 19
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Top hotels and accommodation in Deal Island

Indoor pool
Holiday Inn Express Pocomoke, an IHG Hotel
2.5 star property
8.4 out of 10, Very good, (676)
"It was a newly renovated room fresh and clean "
The price is NZ$246
includes taxes & fees
27 May - 28 May
Holiday Inn Express Pocomoke, an IHG Hotel
Reception
Econo Lodge Pocomoke City Hwy 13
2.0 star property
5.6 out of 10, (639)
"Nothing fancy, just what we wanted, A ROOM! Very clean, fridge, ice machine in good order."
The price is NZ$125
includes taxes & fees
19 May - 20 May
Econo Lodge Pocomoke City Hwy 13
Room, 1 King Bed, Accessible, Non Smoking
Econo Lodge Princess Anne
2.0 star property
6.6 out of 10, (544)
"Had the basics for an overnight stay. Room somewhat dated but reasonably clean and comfortable. I would stay again for the price "
The price is NZ$149
includes taxes & fees
19 May - 20 May
Econo Lodge Princess Anne
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Room, 2 Double Beds, Non Smoking
Americas Best Value Inn Princess Anne
2.0 star property
6.0 out of 10, (33)
"It was ok- Won’t return."
The price is NZ$138
includes taxes & fees
16 May - 17 May
Americas Best Value Inn Princess Anne
Lake
The Whitehaven Hotel
3.5 star property
10.0 out of 10, Exceptional, (72)
"Everything was outstanding! Wonderfully restored historical hotel was run by an excellent inn keeper!!!"
The price is NZ$315
includes taxes & fees
17 May - 18 May
The Whitehaven Hotel
House, Accessible, Private Bathroom (Kingsbay Dockside) | Miscellaneous
Kingsbay Mansion & Vacation Houses
3.5 star property
9.8 out of 10, Exceptional, (26)
"Our trip to Kingsbay was amazing! You cannot even imagine how great it is until you drive down the road to the mansion. David and Jerry have done an amazing job restoring this jewel. An experience that is not to be missed if you are in the area. EXCELLENT!"
The price is NZ$564
includes taxes & fees
16 May - 17 May
Kingsbay Mansion & Vacation Houses
Private kitchen
Cottage near the Bay
9.0 out of 10, Wonderful, (13)
"Come stay at this wonderful house in lovely Crisfield Maryland. You won't be sorry. The host is fantastic and gets back to you quickly if you have questions. Thank you for everything."
The price is NZ$326
includes taxes & fees
16 May - 17 May
Cottage near the Bay
Outdoor dining
Beautiful Bayfront with Sanctuary Private Beach
9.2 out of 10, Wonderful, (10)
"House was exactly as advertised and expected. Would stay agian for sure"
The price is NZ$656
includes taxes & fees
19 May - 20 May
Beautiful Bayfront with Sanctuary Private Beach
Porch
Princess Anne Book Lovers Inn
4.0 star property
10.0 out of 10, Exceptional, (20)
"Home Away From Home I had the pleasure of staying at Heidi’s property for three lovely nights in July. From the moment I stepped into her foyer I felt welcomed, comfortable and safe. I stayed in the Robert Louis Stevenson room- It was absolutely perfect! Breakfasts were amazing and delicious, lots of friendly conversations, books everywhere which was so fun and Heidi offered great tips for the local area. As a solo traveler, I always appreciate, feeling safe and getting to meet some very...
Princess Anne Book Lovers Inn
Fridge, microwave, oven, dishwasher
The Sportman's Cottage House- Perfect for relation, fun and enjoying beautiful views
10.0 out of 10, Exceptional, (2)
"Nice house. Great location for fishing plenty of room for a boat. Quiet area."
The price is NZ$734
includes taxes & fees
16 May - 17 May
The Sportman's Cottage House- Perfect for relation, fun and enjoying beautiful views
Property grounds
Cozy Contemporary Home
The price is NZ$848
includes taxes & fees
16 May - 17 May
Cozy Contemporary Home
Smart TV, fireplace
Simply the best...Beautiful condo overlooking the Chesapeake bay.
10.0 out of 10, Exceptional, (101)
"The condo was perfect. Checkin was easy, was as described and the view was amazing. Would recommend to anyone looking for a relaxing getaway"
Simply the best...Beautiful condo overlooking the Chesapeake bay.
Terrace/patio
Come, sit back and relax at the "Catch of the Bay"
10.0 out of 10, Exceptional, (3)
"It was very good, very clean and cozy. I would recommend the place for sure."
Come, sit back and relax at the "Catch of the Bay"
View from property
Home of the Terrapin King
9.4 out of 10, Exceptional, (103)
"Very relaxing spot and the view is spectacular!"
Home of the Terrapin King
Pool
Breathtaking Top Floor Waterfront Condo with Boat Slip in Crisfield
9.8 out of 10, Exceptional, (59)
"Great location and views. Condo was clean and exactly as the description says. Owners were quick to call back when I reached out. Would definitely rent again."
Breathtaking Top Floor Waterfront Condo with Boat Slip in Crisfield
Interior
Beautiful Waterfront Condo w/ Community Pool!
3.5 star property
Beautiful Waterfront Condo w/ Community Pool!
SPECTACULAR CORNER UNIT - Direct Waterfront Condo in Crisfield, Md
10.0 out of 10, Exceptional, (199)
"Very clean, amazing views, great small town restaurants, and amazing host."
SPECTACULAR CORNER UNIT - Direct Waterfront Condo in Crisfield, Md
Interior
Pet-friendly Quantico Home w/ River Views!
3.0 star property
Pet-friendly Quantico Home w/ River Views!
Beach nearby, sun-loungers
Quaint Island Getaway
10.0 out of 10, Exceptional, (9)
"This was a very nice well kept home in historical Deal Island. This home was very well equipped with everything you need to make your stay comfortable. Which was really appreciated because there is no stores really close. I would definitely stay here again."
Quaint Island Getaway
Property grounds
Direct Waterfront Chesapeake Bay Condo
9.8 out of 10, Exceptional, (9)
"Beautiful views , plenty of room, we had 6 in our group 4 adults and 2 teenagers , spacious condo. Amazing patio. Quiet comfortable condo and relaxing quiet area."
Direct Waterfront Chesapeake Bay Condo
Don't see what you're looking for?
See all available properties in Deal Island
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.

Frequently asked questions

What's the best place to stay in Deal Island?

Based on Expedia's traveller preferences, Cozy Waterfront Cottage is a top place to stay in Deal Island. Other good choices for your trip to the area are Hampton Inn & Suites Salisbury/Fruitland and Holiday Inn Express Pocomoke, an IHG Hotel. See all available top hotels, or vacation rentals in Deal Island.

What are some of the best holiday rentals that Deal Island has to offer?

Quaint Island Getaway: This highly rated holiday home rental in Deal Island is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. See all vacation rentals in Deal Island.

If I need to cancel my hotel reservation in Deal Island, will I receive a refund?

Yes, most hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Deal Island.

What are some accommodation options with pools in Deal Island?

Hampton Inn & Suites Salisbury/Fruitland: Hotel located near Salisbury University. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express Pocomoke, an IHG Hotel and Econo Lodge Princess Anne are a couple of other choices that feature an on-site pool. View all hotels with pools in Deal Island.

What is staying in Deal Island like?

Visitors can enjoy all that Deal Island has to offer, including the beaches, seafood restaurants and bars. The relaxing and walkable setting also entices those visiting the city. In Deal Island, there are 6 hotels and other accommodation options to choose from. Find out more about Deal Island.

What should I see while I'm in Deal Island?

A favourite place to visit is Shark Fin Shoal. You'll also find Lower Hooper Island and Smith Island in the area. Take a look at what more there is to see and do in Expedia's Deal Island guide.

What's the seasonal weather like in Deal Island?

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 5°C. Average annual precipitation for Deal Island is 1302 mm.