Deal Island Holiday Rentals from €166: Search Short-Term Rentals

Q: 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.

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Holiday Rentals in Deal Island

Our top choices for Deal Island holiday rentals

"We enjoyed our stay. The property was clean and cozy."

"The most well stocked property we've ever stayed! everything from extra phone chargers to blankets, tons of games and the kitchen as well."

"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! "

"Very clean and charming home we will be back again! "

"We got every year and stay here, it’s great! "

includes taxes & fees

2 Sept - 3 Sept

Cottage (3 Bedrooms) | Front of property

"great, peaceful "

includes taxes & fees

2 Sept - 3 Sept

"This property was perfect for a family of 4. It was very clean, the kitchen was well stocked and the neighbors were amazing and helpful. Visit the arcade by the marina right before sunset!"

"We had a very nice stay and enjoyed the quiet environment and the amenities of the property. Lots of great area for walking. "

"The house was very nicely done and extremely well stocked and the host was very friendly and super easy to deal with. We especially like the location for sunrise walks with the dogs and easy access to the national parks. "

"Smith island is lovely! This house was perfectly located and furnished and the owner super helpful."

includes taxes & fees

20 Sept - 21 Sept

"good place to fish good place to enjoy with family quiet and very clean place"

"Took my grandson for a weekend trip to Smith Island to celebrate his HS graduation. My daughter, also, accompanied us, since I am a 90 year old "Grammy", and need some assistance. Our cottage was clean, comfortable and had all of our needs. The host, Kim, was extremely attentive, and made our dinner the night we arrived so we could just relax. I would highly recommend Idle Hour as the place to stay on Smith Island. Pat Reynolds, Ellicott City, MD"

"very clean and neat, quiet. just what i needed"

"The property is beautiful and it was so nice to be so close to the water. Sunset view and fire pit out back were fun bonuses. Everything went smoothly and as expected. We enjoyed our stay, thank you!"

"The house was exactly how the pictures showed !Cute and cozy ,and clean ! Im a country girl and felt at home sitting on the porch,enjoying the breeze. The sound of the ocean was a bonus!! Quiet and peaceful. I enjoyed the beautiful sunrises and morning walk on the dock. Overall i enjoyed my stay appreciate the hospitality of the host and would booked again !! "

"Very happy with this place, quiet, clean, all good. "

"The house was beautiful and our stay was great. Looking forward to future visits. "

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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?

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.

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?

Rock Island and Crab Island are a couple of lovely local spots to get outside and enjoy nature. Shark Fin Shoal and Franks Island 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.

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Holiday Rentals in Deal Island

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Holiday Rentals in Deal Island

Our top choices for Deal Island holiday rentals

Quaint Island Getaway

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

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

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

Deal Island Bay Cottage

1 Mi to Boat Ramp: Peaceful Deal Island Home!

Waterfront Maryland Retreat w/ Dock & Bay View!

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

Cottage near the Bay

Historic home on Smith Island w/ dock!

Waterfront Cottage in Beautiful Hoopers Island

Single family home with screened porch.

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

Cottage on the Bay

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

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Beautiful Bayfront with Sanctuary Private Beach

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

The Blackwater refuge country house on a quiet 12 acres

Par-Lon - Private Raised Waterfront Home on the Pocomoke River

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Frequently asked questions