Deal Island Hotels

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

Filter by

Popular filters
Popular filters
Total price
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top 10 trending Deal Island hotels

The Whitehaven Hotel
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 €177
includes taxes & fees
7 May - 8 May
The Whitehaven Hotel
Princess Anne Book Lovers Inn
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
The Sportman's Cottage House- Perfect for relation, fun and enjoying beautiful views
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 €398
includes taxes & fees
7 May - 8 May
The Sportman's Cottage House- Perfect for relation, fun and enjoying beautiful views
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Simply the best...Beautiful condo overlooking the Chesapeake bay.
Smart TV, fireplace
Simply the best...Beautiful condo overlooking the Chesapeake bay.
10.0 out of 10, Exceptional, (100)
"Beautifully decorated and having an awesome view, this condo brings pure Joy!"
Simply the best...Beautiful condo overlooking the Chesapeake bay.
Come, sit back and relax at the "Catch of the 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"
SPECTACULAR CORNER UNIT - Direct Waterfront Condo in Crisfield, Md
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
Quaint Island Getaway
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
Pet-Friendly Quantico Home w/ River Views!
Property grounds
Pet-Friendly Quantico Home w/ River Views!
10.0 out of 10, Exceptional, (2)
"Beautifully decorated and clean spacious waterfront house with plenty of amenities. Plenty of rooms and outdoor areas to enjoy."
Pet-Friendly Quantico Home w/ River Views!
Spectacular Waterfront on the Pocomoke River!
Exterior
Spectacular Waterfront on the Pocomoke River!
10.0 out of 10, Exceptional, (1)
"Our stay at Casa Del Rio was perfect in every way. The house, location, and nights by the firepit on the banks of the Pocomoke River was simply perfect. Looking forward to our next visit!"
Spectacular Waterfront on the Pocomoke River!
Home in historic Whitehaven Village.
Fridge, microwave, oven, stovetop
Home in historic Whitehaven Village.
10.0 out of 10, Exceptional, (1)
"We thoroughly enjoyed our time in Whitehaven. It was a nice place to unwind and unplug."
Home in historic Whitehaven Village.
No longer taking reservations at this time. Our apologies.
Fridge, microwave, oven, stovetop
No longer taking reservations at this time. Our apologies.
10.0 out of 10, Exceptional, (4)
"Great communication from host. Cleanliness of the property, quiet. Great views of the water. Would definitely book again"
No longer taking reservations at this time. Our apologies.
Kingsbay Mansion & Vacation Houses
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 €318
includes taxes & fees
9 May - 10 May
Kingsbay Mansion & Vacation Houses
Breathtaking Top Floor Waterfront Condo with Boat Slip in Crisfield
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."
The price is €471
includes taxes & fees
27 May - 28 May
Breathtaking Top Floor Waterfront Condo with Boat Slip in Crisfield
Direct Waterfront Chesapeake Bay Condo
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
Beautiful Waterfront Condo w/ Community Pool!
Outdoor dining
Beautiful Waterfront Condo w/ Community Pool!
9.8 out of 10, Exceptional, (8)
"Very nice condo with everything you need."
Beautiful Waterfront Condo w/ Community Pool!
Home of the Terrapin King
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
Beautiful Bayfront with Sanctuary Private Beach
Outdoor dining
Beautiful Bayfront with Sanctuary Private Beach
9.2 out of 10, Wonderful, (9)
"Delightful little place for a getaway. Truly uncrowded ...we sat on the beach all day, reading and other than the neighbor going for a beach walk, saw no one. So if you're looking for a Ocean City experience, this is not the place for you!!"
The price is €379
includes taxes & fees
5 May - 6 May
Beautiful Bayfront with Sanctuary Private Beach
Cottage near the Bay
Private kitchen
Cottage near the Bay
9.0 out of 10, Wonderful, (12)
"Came to md duck. Very nice and convenient place to stay. Would definitely stay there again"
The price is €187
includes taxes & fees
2 Jun - 3 Jun
Cottage near the Bay
SummerSets!! On the river bend…
Dining
SummerSets!! On the river bend…
9.0 out of 10, Wonderful, (4)
"Cool cabin, great location. The beds weren't great, I expected better overall accomodations for the price."
SummerSets!! On the river bend…
Holiday Inn Express Pocomoke, an IHG Hotel
Indoor pool
Holiday Inn Express Pocomoke, an IHG Hotel
2.5 star property
8.4 out of 10, Very good, (670)
"Friendly staff and clean rooms. Construction is underway but that’s ok. Coffee and juice machine and waffle machine were broken. "
The price is €120
includes taxes & fees
9 May - 10 May
Holiday Inn Express Pocomoke, an IHG Hotel
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.

More cheap stays in Deal Island

Econo Lodge Princess Anne

Econo Lodge Princess Anne

10936 Market Lane US 13, Princess Anne, MD
The price is €79 per night from May 5 to May 6
€79
per night
5 May - 6 May
6.6/10 (541 reviews)

Deal Island hotels information

Number of reviews
2,313
Accommodation
108 hotels
Lowest Price
€79
Highest Price
€471

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: 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.

Recent Reviews in Deal Island
Expedia verified reviews

Simply the best...Beautiful condo overlooking the Chesapeake bay.

Simply the best...Beautiful condo overlooking the Chesapeake bay.

5/5 Excellent
A Peace of Heaven
"Beautifully decorated and having an awesome view, this condo brings pure Joy!"
A verified traveller stayed at Simply the best...Beautiful condo overlooking the Chesapeake bay.
Posted 8 days ago
Simply the best...Beautiful condo overlooking the Chesapeake bay.
Econo Lodge Princess Anne

Econo Lodge Princess Anne

5/5 Excellent
"Quickly made a last minute reservation. They had new upgraded rooms. Pretty comfortable for a comfortable price. "
A verified traveller from Princess Anne stayed at Econo Lodge Princess Anne
Posted 2 months ago
Econo Lodge Princess Anne