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 NZ$353 per night from 24 Dec to 25 Dec
NZ$353
includes taxes & fees
24 Dec - 25 Dec
Stay at this vacation home in Crisfield. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Somers Cove Marina and J. Millard ...
Cottage near the Bay
Sunset Retreat on the Nanticoke

Sunset Retreat on the Nanticoke

Quantico
Stay at this vacation home in Quantico. Enjoy a garden, patios, and an in-room coffeemaker. Popular attraction Cedar Hill Marina is located nearby.
Sunset Retreat on the Nanticoke
Waterfront Marion Station Retreat w/ Private Dock!

Waterfront Marion Station Retreat w/ Private Dock!

Marion Station
Stay at this vacation home in Marion Station. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Somers Cove Marina ...
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
Stay at this vacation home in Salisbury. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Poplar Hill Mansion and Salisbury Zoo are located ...
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
Stay at this vacation home in Cambridge. Enjoy a garden and air conditioning. Popular attractions Blackwater National Wildlife Refuge and Harriet Tubman Underground ...
The Blackwater refuge country house on a quiet 12 acres
Cottage on the Bay

Cottage on the Bay

Fishing Creek
Stay at this vacation home in Fishing Creek. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Middle Hooper Island and Lower Hooper ...
Cottage on the Bay
Spectacular Waterfront on the Pocomoke River!

Spectacular Waterfront on the Pocomoke River!

Pocomoke City
Stay at this vacation home in Pocomoke City. Enjoy a water park, a garden, and patios. Popular attractions Cypress Park and Delmarva Discovery Center are located ...
Spectacular Waterfront on the Pocomoke River!
The Schultz Estate

The Schultz Estate

Fishing Creek
Stay at this vacation home in Fishing Creek. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attraction Middle Hooper Island is located ...
The Schultz Estate
Beautiful Bayfront with Sanctuary Private Beach

Beautiful Bayfront with Sanctuary Private Beach

Saxis
Stay at this vacation home in Saxis. Enjoy patios, in-room fireplaces, and air conditioning.
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
NZ$222
Highest Price
NZ$405
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 NZ$405 per night from 7 Jan to 8 Jan
NZ$405
includes taxes & fees
7 Jan - 8 Jan 2025
Stay at this cottage in Deal Island. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attraction Shark Fin Shoal is located ...
Deal Island Bay Cottage
Quaint Island Getaway

Quaint Island Getaway

Deal Island Historic District
Stay at this vacation home in Deal Island. Enjoy free WiFi, a garden, and patios. Popular attraction Shark Fin Shoal is located nearby.
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 NZ$222 per night from 5 Jan to 6 Jan
NZ$222
includes taxes & fees
5 Jan - 6 Jan 2025
Book a stay at this business-friendly hotel in Fruitland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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 NZ$226 per night from 1 Jan to 2 Jan
NZ$226
includes taxes & fees
1 Jan - 2 Jan 2025
Book a stay at this business-friendly hotel in Pocomoke City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
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.