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$339 per night from 5 May to 6 May
NZ$339
includes taxes & fees
5 May - 6 May
Stay at this vacation home in Crisfield. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Gov. Tawes Library and Crisfield ...
Cottage near the Bay
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 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 attractions P. L. Jones Marina and Gunners Island ...
The Schultz Estate
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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. Popular attractions Langford Sand and Big Island are located ...
Beautiful Bayfront with Sanctuary Private Beach
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

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

2 out of 5
Deal Island Historic District
Stay at this vacation home in Deal Island. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Rock Island and Crab Island are located ...
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD
Secluded waterfront getaway with hot tub,fire pit, and private dock.

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

Marion Station
Stay at this vacation home in Marion Station. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Jackson Island and Fairmount State Wildlife ...
Secluded waterfront getaway with hot tub,fire pit, and private dock.
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
Salisbury Cottage

Salisbury Cottage

Salisbury
Stay at this vacation home in Salisbury. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Salisbury Zoo and Poplar Hill Mansion are ...
Salisbury Cottage
Single family home with screened porch.

Single family home with screened porch.

Fishing Creek
Stay at this vacation home in Fishing Creek. Enjoy free WiFi, a garden, and patios. Popular attractions P. L. Jones Marina and Gunners Island are located ...
Single family home with screened porch.
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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
51 Holiday Homes
Lowest Price
NZ$339
Highest Price
NZ$479
Popular accommodation
Cottage near the Bay, Home in the Heart of Salisbury 3BR 4 Beds Sleeps 8 Blocks from SU and Downtown , The Schultz Estate , Beautiful Bayfront with Sanctuary Private Beach , Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD, Secluded waterfront getaway with hot tub,fire pit, and private dock. , The Blackwater refuge country house on a quiet 12 acres, Salisbury Cottage, Single family home with screened porch.

Top trending hotels in Deal Island

Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island
The price is NZ$479 per night from 6 Apr to 7 Apr
NZ$479
includes taxes & fees
6 Apr - 7 Apr
Stay at this cottage in Deal Island. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Rock Island and Crab Island ...
Deal Island Bay Cottage
Waterfront Maryland Retreat w/ Dock & Bay View!

Waterfront Maryland Retreat w/ Dock & Bay View!

Deal Island Historic District
Stay at this cottage in Deal Island. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Rock Island and Crab Island are located ...
Waterfront Maryland Retreat w/ Dock & Bay View!
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

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

2 out of 5
Deal Island Historic District
Stay at this vacation home in Deal Island. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Rock Island and Crab Island are located ...
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
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1 Mi to Boat Ramp: Peaceful Deal Island Home!

1 Mi to Boat Ramp: Peaceful Deal Island Home!

Deal Island Historic District
Stay at this vacation home in Deal Island. Enjoy private pools, a garden, and an in-room coffeemaker. Popular attractions Rock Island and Crab Island are located ...
1 Mi to Boat Ramp: Peaceful Deal Island Home!
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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.