Book Holiday Homes in Deal Island

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Featured Holiday Homes in Deal Island

Cottage near the Bay

Cottage near the Bay

Crisfield
The price is AU$322 per night from 4 Jan to 5 Jan
AU$322
includes taxes & fees
4 Jan - 5 Jan 2025
With a stay at this vacation home in Crisfield, you'll be within a 5-minute drive of McCready Health Pavilion and J. Millard Tawes Museum.
Cottage near the Bay
Sunset Retreat on the Nanticoke

Sunset Retreat on the Nanticoke

Quantico
When you stay at this vacation home in Quantico, you'll be on the waterfront and 12 minutes by car from Cedar Hill Marina.
Sunset Retreat on the Nanticoke
Waterfront Marion Station Retreat w/ Private Dock!

Waterfront Marion Station Retreat w/ Private Dock!

Marion Station
When you stay at this vacation home in Marion Station, you'll be 15 minutes by car from Great Hope Golf Course.
Waterfront Marion Station Retreat w/ Private Dock!
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Home in the Heart of Salisbury 3BR 4 Beds Sleeps 8 Blocks from SU and Downtown

Home in the Heart of Salisbury 3BR 4 Beds Sleeps 8 Blocks from SU and Downtown

Salisbury
Located in Salisbury, this vacation home is within a 5-minute drive of Salisbury University and Downtown Salisbury Bark Park.
Home in the Heart of Salisbury 3BR 4 Beds Sleeps 8 Blocks from SU and Downtown
The Blackwater refuge country house on a quiet 12 acres

The Blackwater refuge country house on a quiet 12 acres

Crapo
When you stay at this vacation home in Cambridge, you'll be within a 5-minute drive of Blackwater National Wildlife Refuge.
The Blackwater refuge country house on a quiet 12 acres
Cottage on the Bay

Cottage on the Bay

Fishing Creek
Located in Fishing Creek, this vacation home is on the waterfront, a 3-minute drive from Lower Hooper Island and 6 minutes from Middle Hooper Island.
Cottage on the Bay
Spectacular Waterfront on the Pocomoke River!

Spectacular Waterfront on the Pocomoke River!

Pocomoke City
When you stay at this vacation home in Pocomoke City, you'll be on the waterfront, within a 5-minute drive of Delmarva Discovery Center and Cypress Park.
Spectacular Waterfront on the Pocomoke River!
The Schultz Estate

The Schultz Estate

Fishing Creek
When you stay at this vacation home in Fishing Creek, you'll be 11 minutes by car from Middle Hooper Island.
The Schultz Estate
Beautiful Bayfront with Sanctuary Private Beach

Beautiful Bayfront with Sanctuary Private Beach

Saxis
With a stay at this vacation home in Saxis, you'll be 16 mi (25.7 km) from Virginia Welcome Center at New Church and 16.1 mi (25.9 km) from Bloxom Winery.
Beautiful Bayfront with Sanctuary Private Beach
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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.

Deal Island Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Deal Island vacation homes are the perfect way for you to wing it.

Holiday houses in Deal Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Deal Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Deal Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Deal Island with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Deal Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Deal Island Holiday Homes essential information

Accommodation
41 Holiday Homes
Lowest Price
AU$200
Highest Price
AU$370
Popular accommodation
Cottage near the Bay, Sunset Retreat on the Nanticoke, Waterfront Marion Station Retreat w/ Private Dock!, Home in the Heart of Salisbury 3BR 4 Beds Sleeps 8 Blocks from SU and Downtown , The Blackwater refuge country house on a quiet 12 acres, Cottage on the Bay, Spectacular Waterfront on the Pocomoke River!, The Schultz Estate , Beautiful Bayfront with Sanctuary Private Beach

Top trending hotels in Deal Island

Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island
The price is AU$370 per night from 7 Jan to 8 Jan
AU$370
includes taxes & fees
7 Jan - 8 Jan 2025
When you stay at this cottage in Deal Island, you'll be near the beach and within a 5-minute drive of Shark Fin Shoal.
Deal Island Bay Cottage
Quaint Island Getaway

Quaint Island Getaway

Deal Island Historic District
When you stay at this vacation home in Deal Island, you'll be near the beach and 7 minutes by car from Shark Fin Shoal.
Quaint Island Getaway
Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

2.5 out of 5
304 Prosperity Lane, Fruitland, MD
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 5 Jan to 6 Jan
AU$200
includes taxes & fees
5 Jan - 6 Jan 2025
A stay at Hampton Inn & Suites Salisbury/Fruitland places you in the heart of Fruitland, a 3-minute drive from Salisbury University and 5 minutes from Pemberton ...
Hampton Inn & Suites Salisbury/Fruitland
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Holiday Inn Express Pocomoke, an IHG Hotel

Holiday Inn Express Pocomoke, an IHG Hotel

2.5 out of 5
125 Newtown Blvd, Pocomoke City, MD
The price is AU$204 per night from 1 Jan to 2 Jan
AU$204
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Pocomoke City, Holiday Inn Express Pocomoke, an IHG Hotel is in a rural location, within a 5-minute drive of Delmarva Discovery Center and Cypress ...
Holiday Inn Express Pocomoke, an IHG Hotel
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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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^Subject to availability and chosen travel dates.