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Vacation Homes in Deal Island

Cottage near the Bay

9.0 out of 10, Wonderful, (38)
"First time trying this style rental and I’m absolutely happy with the decision. The host was very accommodating and available to answer questions I had plenty of local information on hand to do things very family-friendly fun. "
The price is AED 331
AED 720 total
includes taxes & fees
1 Sep - 2 Sep
Cottage near the Bay

The Blackwater refuge country house on a quiet 12 acres

9.8 out of 10, Exceptional, (10)
"Very happy with this place, quiet, clean, all good. "
The Blackwater refuge country house on a quiet 12 acres

Beautiful Bayfront with Sanctuary Private Beach

9.2 out of 10, Wonderful, (20)
"The property is beautiful and it was so nice to be so close to the water. Sunset view and fire pit out back were fun bonuses. Everything went smoothly and as expected. We enjoyed our stay, thank you!"
Beautiful Bayfront with Sanctuary Private Beach

Walk to Main Street: Family-Friendly Crisfield Gem

10.0 out of 10, Exceptional, (2)
"Beautiful property"
Walk to Main Street: Family-Friendly Crisfield Gem

Waterfront Historic Gem w/ Kayaks & Fire Pit

8.8 out of 10, Excellent, (3)
"Great house. Clean. Had everything we needed."
Waterfront Historic Gem w/ Kayaks & Fire Pit

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

9.8 out of 10, Exceptional, (11)
"Smith island is lovely! This house was perfectly located and furnished and the owner super helpful."
The price is AED 731
AED 1,149 total
includes taxes & fees
11 Aug - 12 Aug
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Quaint Island Getaway

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay. The property was clean and cozy."
Quaint Island Getaway

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

2.0 star property
10.0 out of 10, Exceptional, (5)
"Perfect home for family gathering. Kitchen well equipped with all appliances and condiments. Bedrooms clean, with comfortable beds and linens. Beautiful views from the screened porch in backyard of Tanger Sound and colorful sunsets in hues of red, orange and yellow. Quick communication with owner. Would definitely stay again!"
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

Secluded waterfront getaway with hot tub,fire pit, and private dock.

10.0 out of 10, Exceptional, (8)
"This is such a lovely place for families to unwind and enjoy time together!"
Secluded waterfront getaway with hot tub,fire pit, and private dock.

Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

2.0 star property
9.8 out of 10, Exceptional, (8)
"Very clean and charming home we will be back again! "
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Riverfront Gem w/ Fire Pit in Eden

10.0 out of 10, Exceptional, (1)
"We srayed at this property due to number of guests and proximity to the college. It was a great mix of old and new. This house was wonderfully appointed and everyone enjoyed their stay. The views were spectacular and we had everything we needed and more. It was unexpectedly remote, but once we got used to it, it was barely noticeable. We are even considering staying here again "
Riverfront Gem w/ Fire Pit in Eden

Historic home on Smith Island w/ dock!

9.6 out of 10, Exceptional, (43)
"This property was perfect for a family of 4. It was very clean, the kitchen was well stocked and the neighbors were amazing and helpful. Visit the arcade by the marina right before sunset!"
Historic home on Smith Island w/ dock!

Historic Hoopersville Getaway on Chesapeake Bay!

9.8 out of 10, Exceptional, (12)
"I really can’t say enough about this place! The house has so much charm! The island is very quiet! Great place to just get away and spend quality time with your family! Can’t wait to go back!"
Historic Hoopersville Getaway on Chesapeake Bay!

The Schultz Estate

7.6 out of 10, Good, (19)
"Had a great stay! Beautiful location! House was clean roomy, overall had a great time! The only thing I would say is work on the doors closing. In restrooms."
The Schultz Estate

Par-Lon - Private Raised Waterfront Home on the Pocomoke River

2.0 star property
10.0 out of 10, Exceptional, (3)
"Had an amazing time here very piecefull and beautiful "
Par-Lon - Private Raised Waterfront Home on the Pocomoke River

Cottage on the Bay

9.8 out of 10, Exceptional, (7)
"good place to fish good place to enjoy with family quiet and very clean place"
Cottage on the Bay

BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!

10.0 out of 10, Exceptional, (63)
"A wonderful long weekend getaway on Hoopers Island--close to the bay and to the attractions of the island. Laura is a great host who ensured we had everything we needed for our stay--a roomy house with a great screened in gazebo and plenty of activities for our elementary school aged kids. Highly recommend it!"
BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!

Bayfront Beauty with Beach and Boatslip!!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Highly recommend, very communicative host, the place is better than shown. Great views, private boat slip. The community right next to it is nice with a little local pub. "
Bayfront Beauty with Beach and Boatslip!!

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

10.0 out of 10, Exceptional, (10)
"Had such an enjoyable time over the weekend with the gracious hosts Peggy and Gary. Tidy and clean property in a beautiful area. Great food and great company. Definitely recommend for anyone looking for a nice peaceful getaway."
The price is AED 992
AED 1,203 total
includes taxes & fees
6 Aug - 7 Aug
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Single family home with screened porch.

10.0 out of 10, Exceptional, (12)
"The house was very nicely done and extremely well stocked and the host was very friendly and super easy to deal with. We especially like the location for sunrise walks with the dogs and easy access to the national parks. "
Single family home with screened porch.
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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