A beach with several boats and people fishing.

Deal Island Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Deal Island vacation rentals

Fridge, microwave, oven, stovetop

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (60 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is ￥23,247
￥42,379 total
includes taxes & fees
Jul 16 - Jul 17
Deal Island Bay Cottage
Private kitchen

Saltwater Serenity Waterfront Cottage

Saltwater Serenity Waterfront Cottage
Deal Island Historic District
Saltwater Serenity Waterfront Cottage
Beach

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

Tangier Escape, great place get away from it all on Deal Island, MD.
Deal Island Historic District
10.0 out of 10, Exceptional, (1 review)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is ￥17,870
￥39,950 total
includes taxes & fees
Jul 21 - Jul 22
Tangier Escape, great place get away from it all on Deal Island, MD.
Interior

Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (58 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
The price is ￥13,158
￥30,651 total
includes taxes & fees
Jul 26 - Jul 27
Cottage near the Bay
Marina

Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Summer is here on Smith Island! Come out and enjoy a great season on the Bay
Smith Island
9.8 out of 10, Exceptional, (15 reviews)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
United States
Samantha J.
The price is ￥36,378
￥57,831 total
includes taxes & fees
Jul 27 - Jul 28
Summer is here on Smith Island! Come out and enjoy a great season on the Bay
House (6 Bedrooms) | Front of property

'the Bayside Escape' Remote Chesapeake Bay Estate

'the Bayside Escape' Remote Chesapeake Bay Estate
3.0 star property
Fishing Creek
The price is ￥74,077
￥148,401 total
includes taxes & fees
Jul 29 - Jul 30
'the Bayside Escape' Remote Chesapeake Bay Estate
Smart TV, books, offices

Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (39 reviews)
"Super convenient to campus and everything was clean and worked perfectly. Overall, a great stay and met all of our expectations."
United States
Matthew B.
The price is ￥43,330
￥81,748 total
includes taxes & fees
Aug 11 - Aug 12
Salisbury Cottage
Exterior

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
10.0 out of 10, Exceptional, (11 reviews)
"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 ￥43,654
￥52,614 total
includes taxes & fees
Jul 29 - Jul 30
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Exterior

Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (22 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
The price is ￥26,804
￥61,818 total
includes taxes & fees
Jul 19 - Jul 20
Salisbury Hideaway
Exterior

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Fishing Creek
10.0 out of 10, Exceptional, (1 review)
"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 ￥43,654
￥52,957 total
includes taxes & fees
Jul 17 - Jul 18
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

Americas Best Value Inn Princess Anne

Americas Best Value Inn Princess Anne

8/10 Good
"Ok stay short term"
Tengiz 2-night trip
Posted 2 days ago
Americas Best Value Inn Princess Anne

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?

Cottage near the Bay: This vacation home rental outside of Deal Island is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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.