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Compare 51 Vacation Homes in Deal Island with updated reviews, rates, and availability.

Cottage near the Bay

8.8 out of 10, Excellent, (29)
"We have stayed here before and will again."
The price is AED 331
AED 724 total
includes taxes & fees
3 May - 4 May
Cottage near the Bay

This stunning home is in one of the most desirable neighborhoods of Salisbury

10.0 out of 10, Exceptional, (12)
"We enjoyed the welcoming basket and the aesthetics of the home. The home is pleasantly located near dinning, grocery, and the Civic Center where we had events throughout the weekend. "
This stunning home is in one of the most desirable neighborhoods of Salisbury

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

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

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

2.0 star property
9.8 out of 10, Exceptional, (6)
"We wanted a low key place to use as a base for exploring the Eastern Shore, and this was a great spot! An hour or so from almost everything you might want to do, and Deal Island is a relaxing place in its own right, with a little beach and pleasant views of the bay."
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

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

10.0 out of 10, Exceptional, (6)
"Beautiful house and great location! We really enjoyed our time. Would definitely recommend to others."
Secluded waterfront getaway with hot tub,fire pit, and private dock.

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

Salisbury Cottage

10.0 out of 10, Exceptional, (26)
"We came to see my some who attends Salisbury University and it was so nice to have a house to stay in and not a hotel. Highly recommend!"
The price is AED 503
AED 1,268 total
includes taxes & fees
28 Apr - 29 Apr
Salisbury Cottage

Single family home with screened porch.

10.0 out of 10, Exceptional, (11)
"Stayed for a week while hunting with my buddy. It had everything we needed to be comfortable and cook some meals. Definitely enjoyed the view from the porch."
Single family home with screened porch.

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

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!

Historic home on Smith Island w/ dock!

9.6 out of 10, Exceptional, (36)
"The location was perfect, our host was extremely responsive and helpful. Chris gave us tips and set us up with the ferry Captain. Even though the large restaurant was closed there are 2 chefs that prepare wonderful meals! The srore/museum was ooen go meet the sweet manager! Thank you Chris for a wonderful family vacation!"
Historic home on Smith Island w/ dock!

Sunset Retreat on the Nanticoke

10.0 out of 10, Exceptional, (13)
"All the best things! The long driveway leading to the impressive waterfront home. Eagles soarijg overhead daily. The water was amazing and even inside the views were so amazing you could have been outdpors. The house was spacious, beautiful, comfortable furniture, and everything was easy to use. The fireplaces indoor and out were a pleasure. Communitcation was excellent and timely. The house and yard could have used a quick last minute spiffing up before we arrived, but overall clean and...
Sunset Retreat on the Nanticoke

BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!

10.0 out of 10, Exceptional, (62)
"A wonderful long weekend getaway on Hoopers Island--close to the bay and to the attractions of the island. Laura is a great host who ensured we had everything we needed for our stay--a roomy house with a great screened in gazebo and plenty of activities for our elementary school aged kids. Highly recommend it!"
BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!

Salisbury Hideaway

10.0 out of 10, Exceptional, (16)
"We came to Salisbury to take a tour and this was the perfect place to stay. I was just about to book a hotel room when I found the Salisbury Hideaway. We appreciated how clean and fresh everything was. The kitchen and bathroom were well appointed and the beds were so comfortable. It was nice to have our own space. We woud definitely stay here again and recommend to friend's who have kids at SU. "
The price is AED 459
AED 1,211 total
includes taxes & fees
28 Apr - 29 Apr
Salisbury Hideaway

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!

Come, sit back and relax at the "Catch of the Bay"

10.0 out of 10, Exceptional, (5)
"This was a great place to stay and I highly recommend it to anyone. We were really impressed with all the "extras" that were included. We didn't need to go out any buy anything unexpected."
Come, sit back and relax at the "Catch of the Bay"

Par-Lon - Private Raised Waterfront Home on the Pocomoke River

2.0 star property
Par-Lon - Private Raised Waterfront Home on the Pocomoke River

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

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

10.0 out of 10, Exceptional, (5)
"This beautiful house is perfect for two or three travellers who want to be in the heart of a sleepy waterfront town with lots of heritage. The house is nicely updated and has all the necessary creature comforts and is a very short walk from the town's waterfront. "
The price is AED 826
AED 1,269 total
includes taxes & fees
28 Apr - 29 Apr
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included
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 property types in Deal Island

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!

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

2.0 star property
9.8 out of 10, Exceptional, (6)
"We wanted a low key place to use as a base for exploring the Eastern Shore, and this was a great spot! An hour or so from almost everything you might want to do, and Deal Island is a relaxing place in its own right, with a little beach and pleasant views of the bay."
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.