A beach with several boats and people fishing.

Deal Island Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Deal Island vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. 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 ￥25,027
￥43,880 total
includes taxes & fees
Aug 27 - Aug 28
Deal Island Bay Cottage
Beach

2. 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 ￥17,314
￥38,708 total
includes taxes & fees
Aug 9 - Aug 10
Tangier Escape, great place get away from it all on Deal Island, MD.
Cottage (2 Bedrooms) | Interior

3. Pet-friendly Smith Island Cottage w/ Golf Cart!

Pet-friendly Smith Island Cottage w/ Golf Cart!
3.0 star property
Smith Island
10.0 out of 10, Exceptional, (1 review)
"We had a lovely 2 night stay. The owners and host were wonderful. We were so happy to have use of the golf cart and bicycles. The cottage is adorable with beautiful touches all around."
United States
Karl
Pet-friendly Smith Island Cottage w/ Golf Cart!
Interior

4. 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 ￥12,749
￥29,698 total
includes taxes & fees
Aug 9 - Aug 10
Cottage near the Bay
Marina

5. 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 ￥35,415
￥56,300 total
includes taxes & fees
Aug 2 - Aug 3
Summer is here on Smith Island! Come out and enjoy a great season on the Bay
Exterior

6. 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 ￥42,498
￥51,555 total
includes taxes & fees
Aug 5 - Aug 6
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Exterior

7. Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
The price is ￥20,305
￥53,057 total
includes taxes & fees
Aug 2 - Aug 3
Salisbury Hideaway
Exterior

8. 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 ￥42,498
￥51,555 total
includes taxes & fees
Aug 5 - Aug 6
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Smart TV, offices

9. 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 ￥29,591
￥64,235 total
includes taxes & fees
Aug 25 - Aug 26
Salisbury Cottage
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

Econo Lodge Princess Anne

Econo Lodge Princess Anne

10/10 Excellent
"Nice breakfast. Property clean but need to be updated."
Carlos 1-night trip
Posted 15 hours ago
Econo Lodge 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?

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly: This vacation home rental outside of Deal Island is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like 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.