Deal Island Vacation Rentals

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Check prices for these dates

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Deal Island vacation rentals

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

Vacation Home in Deal Island Historic District

Tangier Escape, great place get away from it all on Deal Island, MD.
10.0 out of 10, Exceptional, (1)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is ￥14,814
￥32,067 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Tangier Escape, great place get away from it all on Deal Island, MD.
Fridge, microwave, oven, stovetop
Deal Island Bay Cottage

Cottage in Deal Island

Deal Island Bay Cottage
9.6 out of 10, Exceptional, (58)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is ￥24,794
￥43,638 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Deal Island Bay Cottage
Dining
Cottage near the Bay

Vacation Home in Crisfield

Cottage near the Bay
8.8 out of 10, Excellent, (52)
"Could use some fixing here and there which was addressed to owner and handicap accessibility would be great, like a ramp from outside into sunroom entrance. Was very quiet and relaxing, overall had a wonderful stay"
United States
Amy C.
The price is ￥12,631
￥29,092 total
includes taxes & fees
Dec 27 - Dec 28
Cottage near the Bay
Exterior detail
Salisbury Hideaway

Vacation Home in Salisbury

Salisbury Hideaway
10.0 out of 10, Exceptional, (20)
"This property was wonderful for our trip to Salisbury for my daughter's travel softball tournament. It was only 30-45 minutes from Ocean City (give or take traffic), and very close to many shopping areas and restaurants. The property itself was very clean and provided many necessities. "
United States
Lisa H.
The price is ￥21,052
￥53,640 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Salisbury Hideaway
Exterior
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Vacation Home in Fishing Creek

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
10.0 out of 10, Exceptional, (11)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
The price is ￥42,104
￥51,077 total
includes taxes & fees
Dec 27 - Dec 28
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fridge, microwave, oven, stovetop
Salisbury Cottage

Vacation Home in Salisbury

Salisbury Cottage
10.0 out of 10, Exceptional, (34)
"Very clean, great communication and fabulous location close to SU!"
United States
Anne M.
The price is ￥22,876
￥56,013 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Salisbury Cottage
Smart TV, fireplace, table tennis, books
Come escape to Smith Island for the winter and enjoy nature, peace and quiet

Vacation Home in Smith Island

Come escape to Smith Island for the winter and enjoy nature, peace and quiet
9.8 out of 10, Exceptional, (15)
"Such a lovely, cozy little house. Right in town. We could walk to restaurants and the bakery. We really enjoyed talking with the islanders and the walk out to Rhodes Point was beautiful. "
United States
Debra M.
The price is ￥28,069
￥45,126 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Come escape to Smith Island for the winter and enjoy nature, peace and quiet
Exterior
Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Vacation Home in Fishing Creek

Riverside Lodge Bed & Breakfast on the Honga River UNIT E
10.0 out of 10, Exceptional, (1)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
The price is ￥42,104
￥51,077 total
includes taxes & fees
Dec 27 - Dec 28
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
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

Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

10/10 Excellent
"Great breakfast, heated pool, hotel was decorated for Christmas, even smelled like Christmas! Had a wonderful stay here!"
Jennifer 1-night trip
Posted 9 days ago
Hampton Inn & Suites Salisbury/Fruitland

Find out more about Deal Island

Search for holiday rentals in Deal Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Deal Island using one of the methods below:

  • View our selection of featured holiday rentals in Deal Island
  • Use the map to find apartments and other holiday homes in the Deal Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Deal Island while they last

Look no further and take a look at our great range of rental properties in Deal Island!

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.

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

Paradise Awaits........: This vacation home rental outside of Deal Island is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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