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Aug 22 - Aug 24
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Featured Cottages in Deal Island

Pet-friendly Smith Island Cottage w/ Golf Cart!
Interior

Pet-friendly Smith Island Cottage w/ Golf Cart!

3.0 star property
10.0 out of 10, Exceptional, (1)
"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."
Pet-friendly Smith Island Cottage w/ Golf Cart!
Dog-friendly Westover Cottage w/ River Access!
Interior

Dog-friendly Westover Cottage w/ River Access!

3.0 star property
8.0 out of 10, Very Good, (1)
"It was great and family enjoyed our relaxation "
Dog-friendly Westover Cottage w/ River Access!
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
Interior

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

3.0 star property
10.0 out of 10, Exceptional, (2)
"The most well stocked property we've ever stayed! everything from extra phone chargers to blankets, tons of games and the kitchen as well."
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
Walk to Main Street: Family-friendly Crisfield Gem
Interior

Walk to Main Street: Family-friendly Crisfield Gem

3.0 star property
Walk to Main Street: Family-friendly Crisfield Gem
Private Beach & Fishing Pier: Wicomico River House
Interior

Private Beach & Fishing Pier: Wicomico River House

3.0 star property
Private Beach & Fishing Pier: Wicomico River House
1 Mi to Boat Ramp: Peaceful Deal Island Home!
Front of property

1 Mi to Boat Ramp: Peaceful Deal Island Home!

3.0 star property
1 Mi to Boat Ramp: Peaceful Deal Island Home!
Historic Hoopersville Getaway on Chesapeake Bay!
Dining

Historic Hoopersville Getaway on Chesapeake Bay!

3.0 star property
Historic Hoopersville Getaway on Chesapeake Bay!
Waterfront Maryland Retreat w/ Dock & Bay View!
Front of property

Waterfront Maryland Retreat w/ Dock & Bay View!

3.0 star property
Waterfront Maryland Retreat w/ Dock & Bay View!
Riverfront Gem w/ Fire Pit in Eden
Interior

Riverfront Gem w/ Fire Pit in Eden

3.0 star property
Riverfront Gem w/ Fire Pit in Eden
Waterfront Marion Station Retreat w/ Private Dock!
Interior

Waterfront Marion Station Retreat w/ Private Dock!

3.0 star property
Waterfront Marion Station Retreat w/ Private Dock!
Updated Home - Walk to Salisbury University!
Private kitchen

Updated Home - Walk to Salisbury University!

3.0 star property
Updated Home - Walk to Salisbury University!
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

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

10/10 Excellent
"We enjoyed our 2 night stay at the Best Western Plus! It was clean, the staff was friendly and helpful, beds and pillows were very comfy and nice amenities. "
Debra 2-night trip
Posted 6 days ago
Best Western Plus Pocomoke City

Frequently asked questions

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