Deal Island Vacation Rentals

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Vacation Rentals in Deal Island

Cottage in Deal Island

9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
United States
Margaret H.
$248 nightly
The price is $263
Nov 23 - Nov 24
Total with taxes and fees
Deal Island Bay Cottage

Vacation Home in Deal Island Historic District

$193 nightly
The price is $205
Nov 26 - Nov 27
Total with taxes and fees
Tangier Escape, great place get away from it all on Deal Island, MD.

Cottage in Deal Island

3.0 star property
10.0 out of 10, Exceptional, (2)
"Osprey House was the perfect location for our getaway! The owners were amazing and the house was gorgeous! The view from the back yard was exactly what we needed after a long day at a wrestling tournament! "
United States
Jessica
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

Vacation Home in Deal Island Historic District

2.0 star property
9.8 out of 10, Exceptional, (11)
"Very clean and charming home we will be back again! "
United States
Sarafina D.
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Vacation Home in Deal Island Historic District

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay. The property was clean and cozy."
United States
Tammy S.
Quaint Island Getaway

Cottage in Deal Island

3.0 star property
1 Mi to Boat Ramp: Peaceful Deal Island Home!

Cottage in Deal Island

3.0 star property
Waterfront Maryland Retreat w/ Dock & Bay View!

Cottage in Fishing Creek

10.0 out of 10, Exceptional, (51)
"Nice "
United States
Henry
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Cottage in Saxis

9.4 out of 10, Exceptional, (3)
"Lovely, small but cozy, great place to bond and enjoy good food and drink."
United States
Bob H.
Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Vacation Home in Vienna

2.0 star property
9.8 out of 10, Exceptional, (10)
"This is a new home in an ideal setting with fantastic views of the Bay. Very peaceful, lovely setting and very relaxing. If you are looking for a quiet getaway in a lovely spot with a very up to date home, this is your place!"
United States
Glen C.
Fabulous Beach House on Elliott Island -beautiful sandy beach, tranquil 6 acres

Cottage in Fishing Creek

10.0 out of 10, Exceptional, (81)
"Beautiful location, so peaceful and quiet, we loved our stay! "
United States
Janna C.
Waterfront Cottage in Beautiful Hoopers Island

Vacation Home in Quantico

10.0 out of 10, Exceptional, (5)
"Wonderful house and a amazing stay!"
United States
Miloandshanda W.
Home in historic Whitehaven Village.

Cottage in Smith Island

10.0 out of 10, Exceptional, (18)
"The Jazzy 6 loved the accommo- dations and the kitchen was great. Stocked with seasonings, coffee and tea. Marykim was a wonderful hostess. She had our golf cart delivered to Idol Hour and our Smith Island Strawberry cake was in the refrigerator waiting for us. We loved Idol Hour and would stay again. Thank you Marykim for everything!The Jazzy 6"
United States
Eva P.
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

Vacation Home in Eden

10.0 out of 10, Exceptional, (2)
"We srayed at this property due to number of guests and proximity to the college. It was a great mix of old and new. This house was wonderfully appointed and everyone enjoyed their stay. The views were spectacular and we had everything we needed and more. It was unexpectedly remote, but once we got used to it, it was barely noticeable. We are even considering staying here again "
United States
Stephanie M.
Riverfront Gem w/ Fire Pit in Eden

Vacation Home in Crisfield

8.8 out of 10, Excellent, (51)
"We had a great time! Everything went smoothly from beginning to end! We would definitely stay here again. "
United States
Jennifer J.
$178 nightly
The price is $189
Nov 21 - Nov 22
Total with taxes and fees
Cottage near the Bay

Vacation Home in Saxis

9.2 out of 10, Wonderful, (24)
"It was very easy to check-in to the home. The kitchen is well-equipped & all was very clean. It's a very nice home. We enjoyed it there. Nice & quiet. "
United States
CHERYL F.
Beautiful Bayfront with Sanctuary Private Beach

Vacation Home in Fishing Creek

10.0 out of 10, Exceptional, (66)
"An amazing family getaway. Laura was beyond wonderful and gracious. Laura took my family fishing and they cannot wait to do it again. People are friendly and wave as you pass them by. Food was great. Thank you to the owners of Old Salty’s who were kind to us. The view the food the drinks…top notch. The house had everything we needed. Would go again!!! "
United States
Dorothy F.
BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!

Vacation Home in Smith Island

9.8 out of 10, Exceptional, (15)
"The perfect place to wind down, reconnect with people, culture and a way of life we’ve strayed away from. The house was amazing! The town, the good people and the atmosphere just as much. "
United States
David
$296 nightly
The price is $314
Nov 20 - Nov 21
Total with taxes and fees
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

Vacation Home in Marion Station

10.0 out of 10, Exceptional, (9)
"This is such a lovely place for families to unwind and enjoy time together!"
United States
Greg
Secluded waterfront getaway with hot tub,fire pit, and private dock.

Vacation Home in Fishing Creek

10.0 out of 10, Exceptional, (11)
"My best friend and I spent a weekend at the lodge and had a wonderful time. We were welcomed by Debbie and she gave us a nice tour of the place. We love sea glass hunting and there is a great spot not far from the lodge where we found TONS. I also found shark teeth! The lodge was very clean, unique, and in a beautiful location. We can't wait to come back with our husbands!"
United States
Ashley F.
$309 nightly
The price is $328
Nov 20 - Nov 21
Total with taxes and fees
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
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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Top Deal Island Hotel Reviews

Find out more about Deal Island

Everything you need to know about Deal Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Deal Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Deal Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Deal Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Deal Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Deal Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $189 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Deal Island rentals

At Expedia, we put the best Deal Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Deal Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Deal Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Deal Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Deal Island?

Yes, we offer vacation rentals near well known sights in Deal Island, or you can go with a more secluded option if you'd like a relaxing place to stay. Deal Island is known for its beaches and seafood restaurants. Make sure you have time to check out the bars while you're in the area.

How many vacation rentals will I find in Deal Island?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Deal Island stay.

What’s there to see and do in Deal Island?

Crab Island and Franks Island are a couple of lovely local spots to get outside and enjoy nature. Rock Island and Shark Fin Shoal are other places to visit while you're in town.

What’s a vacation rental in Deal Island like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Deal Island. Vacation rentals feature extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.