Book Hotels in Deal Island, MD

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Top Deal Island hotels

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

3 out of 5
Deal Island
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A computer station and barbecue grills are also provided.
"The most well stocked property we've ever stayed! everything from extra phone chargers to blankets, tons of games and the kitchen as well."

Reviewed on Jul 7, 2025

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Opens in a new windowMaryland Retreat: Walk to Bay, Beach & Boat Ramp!
Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island
$248 nightly
The price is $263 total per night from Sep 28 to Sep 29
$263 total
Sep 28 - Sep 29
Total with taxes and fees
This cottage featured laundry facilities and barbecue grills.
Great Stay!
"We got every year and stay here, it’s great!"

Reviewed on Oct 30, 2024

Opens in a new windowDeal Island Bay Cottage
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

2 out of 5
Deal Island Historic District
This vacation home featured laundry facilities and barbecue grills.
"Loved the location and property, very welcoming and quiet. Perfect for a little get away"

Reviewed on Aug 24, 2025

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Opens in a new windowSet Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD
Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

2.5 out of 5
125 Newtowne Blvd, Pocomoke City, MD
$122 nightly
The price is $136 total per night from Oct 12 to Oct 13
$136 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, ...
"Nice and clean, and exactly what we needed for a weekend wedding. Free coffee and breakfast were awesome too! Thank You!"

Reviewed on Sep 21, 2025

Opens in a new windowBest Western Plus Pocomoke City
Quaint Island Getaway

Quaint Island Getaway

Deal Island Historic District
This vacation home features a garden, laundry facilities, and barbecue grills.
Always a pleasure!
"Staying at the Quaint Island Getaway is always a pleasure! Sarah is an accessible host, the property is cozy and clean. My party loved the new firepit."

Reviewed on Sep 24, 2024

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Opens in a new windowQuaint Island Getaway
Reel Relaxation-Waterfront 3-bedroom house in Deal Island Historic District

Reel Relaxation-Waterfront 3-bedroom house in Deal Island Historic District

Deal Island Historic District
This vacation home includes a garden and laundry facilities.
Beautiful oasis
"The home was beautiful, the owner was lovely, and the views were spectacular. If you like spending your days on the dock and your nights surrounded by a gorgeous colorful home this is the place for you!"

Reviewed on Jul 17, 2025

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Opens in a new windowReel Relaxation-Waterfront 3-bedroom house in Deal Island Historic District
1 Mi to Boat Ramp: Peaceful Deal Island Home!

1 Mi to Boat Ramp: Peaceful Deal Island Home!

3 out of 5
Deal Island
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.
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Opens in a new window1 Mi to Boat Ramp: Peaceful Deal Island Home!
Waterfront Maryland Retreat w/ Dock & Bay View!

Waterfront Maryland Retreat w/ Dock & Bay View!

3 out of 5
10478 Cassandra Dr, Deal Island, MD
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
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Opens in a new windowWaterfront Maryland Retreat w/ Dock & Bay View!
Tangier Escape, great place get away from it all on Deal Island, MD.

Tangier Escape, great place get away from it all on Deal Island, MD.

Deal Island Historic District
$193 nightly
The price is $205 total per night from Oct 3 to Oct 4
$205 total
Oct 3 - Oct 4
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Opens in a new window Tangier Escape, great place get away from it all on Deal Island, MD.
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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 are the top kid-friendly hotels in Deal Island?
Family trips are where the best memories are made, but traveling with young ones can be stressful. These kid-friendly Deal Island hotels offer perks designed to keep travelers of all ages comfortable and happy: Quaint Island Getaway will help make your trip the most memorable one yet. It features a range of nice touches, such as a playground and a nearby beach. Also check out the deals at Cozy Cottage rental with kayaks. It offers a nearby beach, a firepit and plenty of opportunities to hang out together.
Where can I find cheap hotels in Deal Island?
At Travelocity you'll find really nice hotels in Deal Island 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 Deal Island rather than in Deal Island. We may find you even better rates, too.
How do I find the best Deal Island hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Deal Island 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 Deal Island?
The cheapest hotel in Deal Island is $136. 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 Deal Island?
There are 112 hotels in Deal Island on Travelocity.
What are the best hotels in Deal Island?
Deal Island 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 Deal Island for you!
When is the best time to visit Deal Island?
If you want the joy of a fun-filled trip in peak season, visit Deal Island during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Deal Island?
Based on historic data is usually the cheapest month to visit Deal Island. 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 Deal Island?
There are multiple hotels in Deal Island 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 Deal Island. We have plenty of kid-friendly hotels in Deal Island to choose from on Travelocity!
Why book a hotel in Deal Island through Travelocity?
Because we have the top hotels in Deal Island! 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 Deal Island 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 Deal Island hotel reviews by fellow wanderers

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

5 out of 5
Posted 5 days ago
Travelocity Verified Review
"Nice and clean, and exactly what we needed for a weekend wedding. Free coffee and breakfast were awesome too! Thank You! "
A verified traveler stayed at Best Western Plus Pocomoke City
Best Western Plus Pocomoke City
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