Deal Island Holiday Rentals

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Holiday Rentals in Deal Island

Deal Island Bay Cottage

9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
The price is NZ$452
includes taxes & fees
5 Oct - 6 Oct
Deal Island Bay Cottage

Quaint Island Getaway

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

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

3.0 star property
10.0 out of 10, Exceptional, (2)
"The most well stocked property we've ever stayed! everything from extra phone chargers to blankets, tons of games and the kitchen as well."
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
9.6 out of 10, Exceptional, (10)
"Very clean and charming home we will be back again! "
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

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

The price is NZ$353
includes taxes & fees
4 Nov - 5 Nov
Tangier Escape, great place get away from it all on Deal Island, MD.

Waterfront Maryland Retreat w/ Dock & Bay View!

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

1 Mi to Boat Ramp: Peaceful Deal Island Home!

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

Cottage near the Bay

8.8 out of 10, Excellent, (49)
"great, peaceful "
The price is NZ$321
includes taxes & fees
16 Oct - 17 Oct
Cottage near the Bay

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (79)
"We had a very nice stay and enjoyed the quiet environment and the amenities of the property. Lots of great area for walking. "
Waterfront Cottage in Beautiful Hoopers Island

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

9.0 out of 10, Wonderful, (2)
"very clean and neat, quiet. just what i needed"
Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Walk to Main Street: Family-Friendly Crisfield Gem

10.0 out of 10, Exceptional, (2)
"Beautiful property"
Walk to Main Street: Family-Friendly Crisfield Gem

Walk to Main St: Condo w/ Pool Access in Crisfield

9.2 out of 10, Wonderful, (7)
"Great location. Needed to be cleaned a bit better. Lots of dust. Fridge and the utensils needed to be cleaned….. One small tv in the living room was not enough. Needed a tv in the bedroom. Good overall. "
Walk to Main St: Condo w/ Pool Access in Crisfield

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

10.0 out of 10, Exceptional, (49)
"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 !! "
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

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

2.0 star property
9.8 out of 10, Exceptional, (8)
"Everything was perfect. Thank you very much"
Fabulous Beach House on Elliott Island -beautiful sandy beach, tranquil 6 acres

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

10.0 out of 10, Exceptional, (18)
"Micky and Kim were great hosts and the house was awesome. They were very accommodating. Will definitely be back! "
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

Single family home with screened porch.

10.0 out of 10, Exceptional, (14)
"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. "
Single family home with screened porch.

Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD

8.6 out of 10, Excellent, (4)
"Our stay was amazing. The cabin was exactly as described. 9 family member stayed at the cabin comfortably. The view of the lake was breathtaking, the property was quiet and inviting with plenty of space for celebrating. We came to attend the Crab and Cruise experience which was a short drive from tge property. The surrounding city was quaint and friendly."
Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD

Home in historic Whitehaven Village.

10.0 out of 10, Exceptional, (5)
"Great stay! Nice and relaxing and owner fast response with questions!"
Home in historic Whitehaven Village.

Riverfront Gem w/ Fire Pit in Eden

10.0 out of 10, Exceptional, (1)
"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 "
Riverfront Gem w/ Fire Pit in Eden

BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!

10.0 out of 10, Exceptional, (64)
"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!!! "
BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!
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

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, 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 NZ$321 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.