Deale Beach Vacation Rentals from CA $490: Short-Term Rentals for 2026

Q: 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.

Q: 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.

Q: 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.

Q: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Deale Beach vacation rentals

A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

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

North Beach

Johanna S.

CA $440 total

includes taxes & fees

Dec 2 - Dec 3

A house with a yellow door and a window with a lamp outside.

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

Deale

Maude H.

CA $453 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with a central island, stainless steel appliances, and a window with butterfly decals.

3. The Cozy Crab- Your Charming Haven in Lovely North Beach!

North Beach

James L.

CA $437 total

includes taxes & fees

Nov 10 - Nov 11

A living room with a sofa, coffee table, fireplace, and artwork on the wall.

4. 3-bedroom house in Deale located on Bay many amenities and great views

Deale

"Everything at this location was as shown on the listing and it was very clean. We were very satisfied with all elements of this stay. We were there for a weekend and did not use the place heavily, but it suited our needs. It's a quiet location. They had all the major points covered. The only negative comment I have is that the water out of the tap was smelly. I suggest bringing a couple of bottles of water and not drinking the water out of the taps. This is obviously a well maintained home...

Amelia

CA $586 total

includes taxes & fees

Nov 14 - Nov 15

A modern kitchen with a large window, a dishwasher, and a ceiling fan.

5. Sunset Cottage - West River Access and Views!

Shady Side

Michelle H.

CA $610 total

includes taxes & fees

Dec 1 - Dec 2

An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

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

North Beach

Sarah

CA $651 total

includes taxes & fees

Nov 16 - Nov 17

A deck with outdoor furniture, a red door, and a house with windows.

7. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

Shady Side

David S.

CA $502 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a sofa, armchair, and coffee table. A kitchen with white cabinets and appliances is visible in the background.

8. Family Home on Mayo Peninsula | Deck | Sleeps 10

Edgewater

Kristin G.

CA $932 total

includes taxes & fees

Nov 12 - Nov 13

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

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

Stevensville

Anthony P.

CA $490 total

includes taxes & fees

Nov 23 - Nov 24

10. Family Beach House: Spacious Deck, Grill & Views

Chesapeak beach

Ben W.

CA $561 total

includes taxes & fees

Dec 2 - Dec 3

A lighthouse with a white exterior, a balcony, and a metal roof.

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

Stevensville

Michael V.

CA $429 total

includes taxes & fees

Nov 9 - Nov 10

A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

12. Renovated Bungalow | Walk to Beach | Dog-Friendly

Edgewater

Diane D.

CA $739 total

includes taxes & fees

Nov 12 - Nov 13

A beach with chairs and a pier in the background.

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

Arundel on the Bay

Ryan C.

CA $645 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

14. Annapolis Retreat - 7 mins from downtown Annapolis!

Hillsmere

Paul C.

CA $776 total

includes taxes & fees

Nov 11 - Nov 12

A calm lake with a sandy shore, surrounded by trees and houses.

15. Londontowne Home | Beach | 3BR

Edgewater

Sam A.

CA $980 total

includes taxes & fees

Nov 12 - Nov 13

A waterfront town with historic buildings, a dock with boats, and a prominent white dome structure in the background.

16. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Annapolis

"A nice, clean, roomy place at a good price--gotta love that. The walk-out basement apartment was located in a compound of units on a quiet dead-end street. This unit is actually toward the back and I spent a little time searching for it. Once there, access to the key and apartment was no problem.The home was well-stocked with kitchen and bathroom supplies, and bedding. Would definitely stay there again."

Rob L.

CA $736 total

includes taxes & fees

Nov 10 - Nov 11

A living room with a beige sofa, two framed floral pictures, a wooden cabinet, and a small table with a lamp.

17. Cozy 1-bedroom studio in pleasant Crofton with AC

Crofton

Michaela C.

CA $191 total

includes taxes & fees

Nov 11 - Nov 12

A spacious living room with a large sofa, a coffee table, and a chandelier. There is a kitchen in the background with a dining area.

18. Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Homewood

Dan B.

CA $773 total

includes taxes & fees

Nov 10 - Nov 11

A spacious living room with a sofa set, a coffee table, and a chair. There is a painting on the wall and a window providing natural light.

19. Londontowne Rancher | 3BR | Near Waterfront

Edgewater

"The house was much smaller then it originally appeared to be in the listing photos and what they had available was the bare minimum. The neighborhood was rowdy and there was screaming late into the night. The shower also sprayed water all over the floor and caused a massive puddle. The house was overall nice and clean but not worth the price that it was listed for. A hotel would have much better accommodated our needs. "

rebekah h.

CA $1,018 total

includes taxes & fees

Nov 30 - Dec 1

A spacious living room with a high ceiling, large windows, and a ceiling fan.

20. The Harness Creek Retreat in Annapolis

Hillsmere

CA $575 total

includes taxes & fees

Nov 6 - Nov 7

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Top Deale Beach Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Staff was Great, Great Location. Nice Restaurant Bartender was great!"

Find out more about Deale Beach

Everything you need to know about Deale Beach vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Deale Beach vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Deale Beach vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Deale Beach vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Deale Beach. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Deale Beach vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Deale Beach vacation rentals we have selected for you start as low as CA $490 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Deale Beach rentals

At Expedia, we put the best Deale Beach vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Deale Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Deale Beach vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Deale Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

Room 1

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Check prices for these dates

Our top choices for Deale Beach vacation rentals

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

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

3. The Cozy Crab- Your Charming Haven in Lovely North Beach!

4. 3-bedroom house in Deale located on Bay many amenities and great views

5. Sunset Cottage - West River Access and Views!

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

7. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

8. Family Home on Mayo Peninsula | Deck | Sleeps 10

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

10. Family Beach House: Spacious Deck, Grill & Views

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

12. Renovated Bungalow | Walk to Beach | Dog-Friendly

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

14. Annapolis Retreat - 7 mins from downtown Annapolis!

15. Londontowne Home | Beach | 3BR

16. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

17. Cozy 1-bedroom studio in pleasant Crofton with AC

18. Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

19. Londontowne Rancher | 3BR | Near Waterfront

20. The Harness Creek Retreat in Annapolis

Find vacation rentals that suit your style

Top Deale Beach Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

Graduate by Hilton Annapolis

Sonesta ES Suites Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

St Michaels Inn

Find out more about Deale Beach

Frequently asked questions

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