Deal Island Vacation Rentals

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Vacation Rentals in Deal Island

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

2.0 star property
9.4 out of 10, Exceptional, (3)
"The house worked out good for 4 hunters."
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Deal Island Bay Cottage

9.8 out of 10, Exceptional, (56)
"We got every year and stay here, it’s great! "
The price is CA $171
CA $336 total
includes taxes & fees
Feb 3 - Feb 4
Deal Island Bay Cottage

Waterfront Maryland Retreat w/ Dock & Bay View!

9.8 out of 10, Exceptional, (6)
"Beautiful sunset views and well accommodating house. "
Waterfront Maryland Retreat w/ Dock & Bay View!

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"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!

Quaint Island Getaway

10.0 out of 10, Exceptional, (13)
"Staying at the Quaint Island Getaway is always a pleasure! Sarah is an accessible host, the property is cozy and clean. My party loved the new firepit."
Quaint Island Getaway

Beautiful Bayfront with Sanctuary Private Beach

9.0 out of 10, Wonderful, (17)
"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

The Schultz Estate

8.4 out of 10, Very good, (15)
"What a wonderful stay we had! The house was so comfortable with plenty of space for everyone to relax and enjoy each other's company. We enjoyed the brisk mornings on the porch and the gorgeous sunsets in the evenings. Very comfortable beds and linens. The scenery and landscape in the area are breathtaking. Every turn provided another incredible view of the water. Fishing Creek is close to so many beautiful, quaint towns along the Chesapeake Bay. Highly recommend!"
The Schultz Estate

Cottage near the Bay

8.8 out of 10, Excellent, (29)
"Great time"
The price is CA $130
CA $287 total
includes taxes & fees
Jan 31 - Feb 1
Cottage near the Bay

Waterfront Marion Station Retreat w/ Private Dock!

8.6 out of 10, Excellent, (4)
"Home offers breathtaking views of the bay. Plenty of space for two families with children. Would love to come back!"
Waterfront Marion Station Retreat w/ Private Dock!

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

10.0 out of 10, Exceptional, (9)
"Our own home was too small for our growing family. The rental allowed our adult children to be home for the holidays comfortably. Perfect location and close to “home base”.Will use again in the future!!!! "
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

9.8 out of 10, Exceptional, (9)
"Listing and photos accurately describe accommodations. We were comfortable and satisfied. A nice rural location for perusing outdoor activities - fishing, hunting, boating, paddling, birdwatching. Good parking for a boat trailer. "
The Blackwater refuge country house on a quiet 12 acres

Spectacular Waterfront on the Pocomoke River!

9.8 out of 10, Exceptional, (6)
"Such a lovely home on the perfect piece of property. We loved the porch and the firepit. Enough room for 8 people and a dog!"
Spectacular Waterfront on the Pocomoke River!

Pet-Friendly Quantico Home w/ River Views!

9.6 out of 10, Exceptional, (9)
"Well kept property with very comfortable beds! Breathtaking views of the Wicomico River!!"
Pet-Friendly Quantico Home w/ River Views!

Cottage on the Bay

9.8 out of 10, Exceptional, (6)
"Clean and accommodating host. Has many of the necessities for the home, including washer/dryer , soaps , trash bags , cleaning essentials , plates/bowls/cups, kitchen gadgets , and more. Home feels safe away from predator animals . Couple deers around. Bring insect repellent."
Cottage on the Bay

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (66)
"the Hoopers Island area is amazingly wild and beautiful. we loved the Harriet Tubman visitors center just a short trip away, and the Blackwater Refuge just incredibly beautiful. the winter birds! we learned so much about the history and culture of the lower islands.the house is more cabin style, smaller than we anticipated, but we got used to that. it was full-on winter weather and wind, so we couldn't kayak as we'd hoped, and the coast was mostly rocks so hard to walk along. it's a place for...
Waterfront Cottage in Beautiful Hoopers Island

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Historic Hoopersville Getaway on Chesapeake Bay!

9.6 out of 10, Exceptional, (10)
"We had a lovely time on this trip. The house is spacious and the yard/location is great. The kitchen needed a few more things that we could have used but overall we would definitely return. There are no stores nearby so buy everything you need before arriving. You will not regret coming to this house. We made a lot of memories and enjoyed every minute. The host was very attentive and helpful."
Historic Hoopersville Getaway on Chesapeake Bay!

Salisbury Hideaway

10.0 out of 10, Exceptional, (15)
"We appreciated how clean the house was! It was a perfect place to come back to after a full day of exploring Maryland Definitely would stay there again."
The price is CA $179
CA $476 total
includes taxes & fees
Feb 25 - Feb 26
Salisbury Hideaway

Off-season prices! Waterfront Cottage on Hoopers Island. Pet friendly. 🏝️🦀🎣

10.0 out of 10, Exceptional, (47)
"The views of the bay are magnificent, sunrise and sunset. The property is spotless. Toby and Kim, the hosts, could not be more accommodating. "
Off-season prices! Waterfront Cottage on Hoopers Island. Pet friendly. 🏝️🦀🎣

Sunset Retreat on the Nanticoke

10.0 out of 10, Exceptional, (12)
"This is a great rental for getting away for a few days. You just can’t beat the view. Will be back. "
Sunset Retreat on the Nanticoke
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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Other types of properties in Deal Island you may be interested in

Deal Island Bay Cottage

9.8 out of 10, Exceptional, (56)
"We got every year and stay here, it’s great! "
The price is CA $171
CA $336 total
includes taxes & fees
Feb 3 - Feb 4
Deal Island Bay Cottage

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

2.0 star property
9.4 out of 10, Exceptional, (3)
"The house worked out good for 4 hunters."
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Waterfront Maryland Retreat w/ Dock & Bay View!

9.8 out of 10, Exceptional, (6)
"Beautiful sunset views and well accommodating house. "
Waterfront Maryland Retreat w/ Dock & Bay View!
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.

Frequently asked questions

Can I find a vacation rental in Deal Island?

Yes, we offer vacation rentals near well known sights in Deal Island, or you can go with a more secluded option if you'd like a relaxing place to stay. Deal Island is known for its beaches and seafood restaurants. Make sure you have time to check out the bars while you're in the area.

How many vacation rentals will I find in Deal Island?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Deal Island stay.

What’s there to see and do in Deal Island?

Rock Island and Shark Fin Shoal are a couple of lovely local spots to get outside and enjoy nature. Crab Island and Franks Island are other places to visit while you're in town.

What’s a vacation rental in Deal Island like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Deal Island. Vacation rentals feature extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.