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Vacation Rentals in Deal Island, Maryland

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about Deal Island

Deal Island Vacation Rental Deals

Enjoy one of the last Bay type water areas on the East Coast of the United State with a stay at one of our amazing low-cost Deal Island vacation rentals. You can take advantage of our Deal Island discounted rates during a vacation in the Chesapeake Bay area. You don’t have a reason not save money on a Deal Island getaway that is as cheap as it is fun. If you are looking for Deal Island last minute deals, we have what you are looking for. So, Deal Island is aptly-named after all - plenty of affordable Deal Island vacation homes are available. 

Whether you come from the western shore of Maryland or the Eastern Shore of Virginia, or anywhere else in the United States of America, you will not find another place on earth like Somerset County, Maryland. Spend one day on Deal Island and you may never want to leave. Sample the sunset; it's yours, take the memory home with you. Or, better yet, settle down here and enjoy for always!

When you cross the Deal Island Bridge, you enter a different way of life. Deal Island is the home of the Labor Day Skipjack Races and Land Festival, and also home to some of the men who make their living from the bountiful waters of the Chesapeake Bay -- this is watermen's country. At the foot of the bridge you can see local watermen unload their day's catch observe a soft crab shedding operation, see how an oyster hatchery works, watch crab pickers' fingers fly, or take pictures of a skipjack. All of this can be done at Deal Island Harbor. Park the car and enjoy. Catch crab from the bulk-head.

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

Deal Island things to do

 

Janes Island State Park

Chesapeake Living.. Rented a full service cabin right on the canal. Quite pleased with the set up... the cabin was no frills but it does sleep up to 6 and...read more

 

Crisfield Boat Rentals

Friendly and helpful folks running this place. Had a great time on the water, no problems, would definitely do it again!read more

 

Tangier Sound Outfitters

They are no longer in business but Carol was a good help directing me to: Crisfieldkayaking.comread more

 

Chincoteague Island

It's a REFUGE with a public beach. You can't really get lost, but you can get really isolated if you want too. Or you can hang with the rest of the tourist.read more

 

Assateague Island National Seashore

If you've ever heard bad things about Assateague, it's probably about two things: 1) They forgot to bring bugspray or 2) Waking up to horse whinnying was...read more

 

Calvert Marine Museum

Just visited the museum for the first time last Sunday. It far exceeded my expectations. The museum covers a little of everything about the river,...read more

 

Globe Theatre

The Globe, in Berlin, MD, is a very warm and cozy venue. The bar is dark and intriguing, oozing with history and class. They maintain local, popular brews...read more

 

Sail Selina II

Sail Selina is a flawless vessel, and the five stars above, barely do her justice. I chartered Sail Selina II in order to propose marriage. Captain Iris...read more

 

Point Lookout State Park

Great place for families who like to camp with amenities - and with campsites starting at $20/night, it's a steal. The camp sites are very well maintained...read more

 

Cupcakes In Bloom

This cupcake shop is pretty good. Located in downtown berlin it's small and cozy and I've been there twice. Both times the cupcakes were delicious. On...read more

 

SuperFun Eco Tours

SuperFun Eco Tours are actually super fun! (Ha, I crack myself up.) I had the pleasure of going on a Discovery tour at the end of April and it was a blast....read more

 

Blackwater National Wildlife Refuge

Talk about a hidden diamond, we were there today and it was only because we decided not to make a long day commute to DC from the Hyatt. This place looks...read more

 

Frontier Town

Hands down the best family camp-ground I have ever been to. So many things to talk about. It's clean, the Mosquitos are not unbearable compared to other...read more

 

Running Hare Vineyard

I love visiting vineyards and wineries, so I snapped up this Groupon when I saw it. The location is lovely, especially the outside seating area. There was...read more

 

Snug Harbor Marina & Hotel

This place is awesome! It was our first time in Chincoteague and it couldn't have been better. Basha, the lady at the front desk was very welcoming and...read more

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

Deal Island Bay Cottage
Deal Island Cottage Rental Picture
  • bedrooms 3
  • community Chance
  • rental type Cottage
  • sleeps 6
  • baths 2
  • rates (USD) $105 - $125 /nt
    $725 - $750 /wk
 
 
 
 
 

3 reviews write a review

Villa Wenona
Deal Island House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $225 - $250 /nt
    $1,100 - $1,500 /wk
 
 
 
 
 

31 reviews write a review

Chesapeake Bay Waterfront Home
Deal Island House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $130 - $170 /nt
    $800 - $1,200 /wk
 
 
 
 
 

3 reviews write a review

Vintage Waterfront Cottage with Fishing Pier on the Bay
Deal Island Cottage Rental Picture
  • bedrooms 2
  • community
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $625 - $775 /wk
    $1,500 - $2,000 /mth
 
 
 
 
 

11 reviews write a review

Island Getaway
Deal Island House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 5
  • baths 1
  • rates (USD) $50 - $75 /nt
    $350 - $525 /wk
    $650 - $750 /mth
 
 
 
 
 

2 reviews write a review

Lighthouse Cottage Waterfront
Deal Island House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $120 - $150 /nt
    $750 - $950 /wk
 
 
 
 
 

8 reviews write a review

Little House in Wenona
Deal Island House Rental Picture
  • bedrooms 2
  • community Wenona
  • rental type House
  • sleeps 4
  • baths 1
  • rates (USD) $50 - $95 /nt
 
 
 
 
 

1 reviews write a review