Holiday Rentals in Deal Island

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Holiday Rentals in Deal Island

Deal Island Bay Cottage

Deal Island
9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is €232
includes taxes & fees
7 Dec - 8 Dec
Deal Island Bay Cottage

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

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

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

3.0 star property
Deal Island
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!

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

2.0 star property
Deal Island Historic District
9.8 out of 10, Exceptional, (11)
"Loved the location and property, very welcoming and quiet. Perfect for a little get away "
United States
Clarky
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Quaint Island Getaway

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

1 Mi to Boat Ramp: Peaceful Deal Island Home!

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

Waterfront Maryland Retreat w/ Dock & Bay View!

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

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

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

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

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

Fabulous Beach House on Elliott Island -beautiful sandy beach, tranquil 6 acres

2.0 star property
Vienna
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

Century-old home with fenced yard, great front porch & small-town charm

Hebron
9.8 out of 10, Exceptional, (8)
"The inside of the home was very clean with cute decor."
United States
April
Century-old home with fenced yard, great front porch & small-town charm

Waterfront Cottage in Beautiful Hoopers Island

Fishing Creek
10.0 out of 10, Exceptional, (82)
"Beautiful location, so peaceful and quiet, we loved our stay! "
United States
Janna C.
Waterfront Cottage in Beautiful Hoopers Island

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

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

Riverfront Gem w/ Fire Pit in Eden

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

Cottage near the Bay

Crisfield
8.8 out of 10, Excellent, (52)
"We had a great time! Everything went smoothly from beginning to end! We would definitely stay here again. "
United States
Jennifer J.
The price is €166
includes taxes & fees
8 Dec - 9 Dec
Cottage near the Bay

Beautiful Bayfront with Sanctuary Private Beach

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

Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

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
The price is €277
includes taxes & fees
7 Dec - 8 Dec
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

Secluded waterfront getaway with hot tub,fire pit, and private dock.

Marion Station
10.0 out of 10, Exceptional, (10)
"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.

The Blackwater refuge country house on a quiet 12 acres

Crapo
10.0 out of 10, Exceptional, (11)
"Very nice home with close proximity to Blackwater National Wildlife Refuge. Very quiet and peaceful. The instructions were very simple and clear. Thank you so much!"
United States
Erica S.
The Blackwater refuge country house on a quiet 12 acres

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

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.
The price is €289
includes taxes & fees
7 Dec - 8 Dec
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Deal Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Deal Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Deal Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Deal Island holiday rentals we have selected for you start as low as €166 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Deal Island rentals

At Expedia, we put the best Deal Island holiday 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 holiday.

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 holiday rental in Deal Island?

Yes, there are holiday rentals close to the most popular sights in Deal Island, or you can select a more secluded option if you're looking for a relaxing 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.

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

Paradise Awaits........: This holiday home rental outside of Deal Island is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Deal Island?

With 9 Expedia holiday rentals, you're guaranteed 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 holiday rental in Deal Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Deal Island. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.