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Deale Beach Vacation Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Deale Beach vacation rentals

Exterior detail

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very Good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is SAR 422
SAR 1,150 total
includes taxes & fees
22 Jul - 23 Jul
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Exterior

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (48 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
The price is SAR 365
SAR 1,090 total
includes taxes & fees
22 Jul - 23 Jul
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Beach nearby

Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (22 reviews)
"Although the house itself could use some maintenance, our stay was very comfortable. The rooms were spacious and it had all the amenities we needed. "
United States
Donovan B.
The price is SAR 690
SAR 1,702 total
includes taxes & fees
24 Jul - 25 Jul
Beachside Oasis with Beach Passes & King Suite by A Haven Away
Terrace/patio

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Shady Side
The price is SAR 646
SAR 1,387 total
includes taxes & fees
22 Jul - 23 Jul
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Interior

Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Our family enjoyed staying at the Sunset Cottage. It was clean, had everything we needed for a great trip and the communion was amazing."
United States
Michelle H.
The price is SAR 1,239
SAR 2,270 total
includes taxes & fees
28 Jul - 29 Jul
Sunset Cottage - West River Access and Views!
Exterior

Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (41 reviews)
"Lovely, spacious home in a quiet setting. Ken Island is a beautiful, relaxing spot. Adam was so accommodating and easy to communicate with. The house is well stocked, clean, and comfortable. You’ll enjoy your stay there!"
United States
Susan
The price is SAR 553
SAR 1,318 total
includes taxes & fees
3 Aug - 4 Aug
Charming Coastal/Country Home w/3 Acres & Sauna!
Coffee/tea maker, fridge, microwave, oven

Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.6 out of 10, Exceptional, (9 reviews)
"This is a cute place. Well stocked nicely renovated kitchen. Having coffee and a bottle of wine was a definite plus. "
United States
Diane D.
The price is SAR 725
SAR 2,076 total
includes taxes & fees
23 Jul - 24 Jul
Renovated Bungalow | Walk to Beach | Dog-Friendly
TV, offices

Family Home on Mayo Peninsula | Deck | Sleeps 10

Family Home on Mayo Peninsula | Deck | Sleeps 10
Edgewater
10.0 out of 10, Exceptional, (4 reviews)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is SAR 991
SAR 2,710 total
includes taxes & fees
2 Aug - 3 Aug
Family Home on Mayo Peninsula | Deck | Sleeps 10
Interior

Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is SAR 732
SAR 2,106 total
includes taxes & fees
18 Aug - 19 Aug
Annapolis Retreat - 7 mins from downtown Annapolis!
Exterior

Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is SAR 1,023
SAR 1,731 total
includes taxes & fees
22 Jul - 23 Jul
Plum Point Cottage #17
Outdoor dining

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (37 reviews)
"Such a great house! "
United States
Stephanie V.
The price is SAR 2,024
SAR 3,631 total
includes taxes & fees
31 Jul - 1 Aug
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Pool

Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is SAR 1,100
SAR 2,409 total
includes taxes & fees
12 Aug - 13 Aug
Family Beach House: Spacious Deck, Grill & Views
Outdoor dining

Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home
Arundel on the Bay
9.8 out of 10, Exceptional, (73 reviews)
"We enjoyed our stay! The property has a beautiful view of the bay. It was a perfect set up for our family of four. "
United States
Jen M.
The price is SAR 1,498
SAR 2,877 total
includes taxes & fees
1 Aug - 2 Aug
Charming Annapolis WaterVIEW Home
Beach nearby, sun loungers, beach towels

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (16 reviews)
"The perfect off-season get-away! "
United States
Pamela B.
The price is SAR 1,371
SAR 2,642 total
includes taxes & fees
18 Aug - 19 Aug
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Coffee/tea maker, fridge, microwave, oven

Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (5 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is SAR 785
SAR 1,875 total
includes taxes & fees
1 Aug - 2 Aug
Pool Loft Suite | Bay Access & Beach Passes
Outdoor pool, a heated pool

Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star
Annapolis
10.0 out of 10, Exceptional, (84 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is SAR 1,035
SAR 1,886 total
includes taxes & fees
2 Aug - 3 Aug
Waterfront Oasis of Annapolis Star
Marina

Sailboat Experience in Annapolis

Sailboat Experience in Annapolis
Parole
10.0 out of 10, Exceptional, (1 review)
The price is SAR 808
SAR 1,029 total
includes taxes & fees
23 Jul - 24 Jul
Sailboat Experience in Annapolis
Living area

Cozy 3BR Annapolis sleeps 6 Private Deck, Parking

Cozy 3BR Annapolis sleeps 6 Private Deck, Parking
Annapolis
The price is SAR 925
SAR 2,403 total
includes taxes & fees
18 Aug - 19 Aug
Cozy 3BR Annapolis sleeps 6 Private Deck, Parking
Dining

Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis
Historic District
The price is SAR 699
SAR 2,119 total
includes taxes & fees
27 Jul - 28 Jul
Historic Row Home in Downtown Annapolis
Coffee/tea maker, fridge, microwave, oven

Cute bungalow blocks to Stadium

Cute bungalow blocks to Stadium
Admiral Heights
9.8 out of 10, Exceptional, (10 reviews)
"Great property. Third time staying at property while visiting Annapolis. "
United States
Holly W.
The price is SAR 777
SAR 1,990 total
includes taxes & fees
22 Jul - 23 Jul
Cute bungalow blocks to Stadium
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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Top Deale Beach Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Good value"
Don 1-night trip
Posted less than an hour ago
Crowne Plaza Annapolis by IHG

Frequently asked questions

Are there vacation rentals in Deale Beach?

Yes, you can find vacation rentals near the most popular points of interest in Deale Beach, or you can choose a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Deale Beach?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This vacation home rental near Deale Beach is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Deale Beach?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Deale Beach stay.

What’s there to see and do in Deale Beach?

Northern Chesapeake Bay and Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. Parker Creek and Chesapeake Beach Water Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Deale Beach like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Deale Beach. Vacation rentals feature amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for small groups.