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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

 

Chincoteague Island

I have been coming to Chincoteague since I was a baby this is the only beach I'll stay at, mainly because I've had so many great memories here. It is the...read more

 

Calvert Marine Museum

Yesterday was our second trip to the Calvert Marine Museum and we really enjoyed ourselves. This trip was even better than the first one. The inside of the...read more

 

Assateague Island National Seashore

The GOOD: The ranger at the station was friendly and helpful and it was very easy to find our campsite. We camped in Loop C - I think we had campsite C40....read more

 

Captain Dan's Around the Island Tours

If you're looking for a boat tour to see the Island, and guaranteed viewing of the wild ponies, definitely go with Captain Dan! He is an Island native, as...read more

 

SuperFun Eco Tours

The philosophy of ecotourism is simple. Observe, learn, and leave a minimal footprint. So when we killed dozens of fish with a trawling net during this...read more

 

The Globe

I absolutely love this adorable restaurant in the heart of America's Coolest Small Town. This place is just too adorable - fresh made chips and delicious...read more

 

Blackwater National Wildlife Refuge

We toured this wildlife refuge on our motorcycles and found it to be a great visit. We came down MD Rt-16 to Golden Hill Road from Cambridge and did the...read more

 

Sail Selina II

We decided to do our wedding ceremony aboard the Salina II on our anniversary. Capt. Iris and crew were amazing! Despite the bleak weather and diminishing...read more

 

Cupcakes In Bloom

Not sure if we were there on a bad day or not but we bought two cupcakes. I was excited to try them because they were on cupcake wars, we were truly...read more

 

Athena Vineyards

Popped in on a Saturday en route to an event in the area. I can't say I was all that excited. We "crashed" a bachelorette party in the middle of their...read more

 

Point Lookout State Park

A very nice park. Each campsite has a very nice pad for tents, a fire ring, and a picnic table. The rest rooms are very nice and very clean. I loved the...read more

 

Good Luck Cellars

Very beautiful property, large deck and wood stoves inside and out. Seating inside as well. Very friendly and informative staff. Left with Four blondes,...read more

 

Running Hare Vineyard

So the wine is pretty good (we are not in Napa - we are in Southern Maryland). But I found the prices for the wine and snacks to be more than reasonable....read more

 

Dancenter Salisbury

Great place right in the heart of downtown salisbury- Mary Norton is a teaching marvel and the kids love her and her staff!read more

 

Snug Harbor Marina & Hotel

Rented a pontoon boat for a few hours. As it was the end of the day, the one guy there seemed a little irritated. He was not very clear on the instructions...read more

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Lighthouse Cottage Waterfront
Deal Island House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $85 - $120 /nt
    $550 - $820 /wk
 
 
 
 
 

8 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
 
 
 
 
 

12 reviews write a review

Deal Island Bay Cottage
Deal Island Cottage Rental Picture
  • bedrooms 3
  • community Chance
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $105 - $125 /nt
    $750 - $800 /wk
 
 
 
 
 

4 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) $120 - $170 /nt
    $700 - $1,100 /wk
 
 
 
 
 

3 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) $60 - $85 /nt
 
 
 
 
 

1 reviews write a review

The Relax-Inn Deal Island
Deal Island Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $107 - $110 /nt
    $650 - $750 /wk
 
 
 
 
 

10 reviews write a review

Elegant, waterview, villa by the Chesapeake Bay
Deal Island House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 3
  • rates (USD) $214 - $250 /nt
    $1,100 - $1,500 /wk
 
 
 
 
 

36 reviews write a review

Lovely Custom Built Chesapeake Bay Cottage with be beautiful water views!
Deal Island House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $95 - $155 /nt
    $600 - $895 /wk
 
 
 
 
 

38 reviews write a review