Deale Holiday Rentals

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Our top choices for Deale holiday rentals

9.6 out of 10, Exceptional, (32)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is NZ$457
includes taxes & fees
4 Jan - 5 Jan
Charming Coastal/Country Home w/3 Acres & Sauna!
9.8 out of 10, Exceptional, (43)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is NZ$426
includes taxes & fees
4 Jan - 5 Jan
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
10.0 out of 10, Exceptional, (17)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
The price is NZ$560
includes taxes & fees
11 Jan - 12 Jan
Walk to Beach! King Bed & Free Beach Passes
10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is NZ$678
includes taxes & fees
4 Jan - 5 Jan
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
10.0 out of 10, Exceptional, (14)
"Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend "
United States
Jill C.
The price is NZ$923
includes taxes & fees
11 Jan - 12 Jan
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
10.0 out of 10, Exceptional, (7)
"Very clean and very convenient location for our trip. "
United States
Greg S.
The price is NZ$977
includes taxes & fees
4 Jan - 5 Jan
Charming Pet-Friendly Stay - Near Bay & Beaches.
9.6 out of 10, Exceptional, (4)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is NZ$480
includes taxes & fees
3 Jan - 4 Jan
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
9.8 out of 10, Exceptional, (7)
"Enjoyed the stay"
United States
Kedra B.
The price is NZ$632
includes taxes & fees
5 Jan - 6 Jan
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
10.0 out of 10, Exceptional, (81)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is NZ$719
includes taxes & fees
3 Jan - 4 Jan
Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is NZ$517
includes taxes & fees
4 Jan - 5 Jan
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Condo in Historic District

Upscale Condo in Annapolis
10.0 out of 10, Exceptional, (2)
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."
United States
Scott P.
The price is NZ$1,047
includes taxes & fees
8 Jan - 9 Jan
Upscale Condo in Annapolis

Holiday Home in Cape Saint Claire

Neptune by the Water - Pet Friendly Fenced Yard
9.8 out of 10, Exceptional, (11)
"Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! "
United States
Lisa S.
The price is NZ$1,069
includes taxes & fees
5 Jan - 6 Jan
Neptune by the Water - Pet Friendly Fenced Yard
9.4 out of 10, Exceptional, (36)
"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."
United States
Jim G.
The price is NZ$548
includes taxes & fees
4 Jan - 5 Jan
Large 2 bedroom house with private parking in a nice neighborhood
9.8 out of 10, Exceptional, (11)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is NZ$899
includes taxes & fees
4 Jan - 5 Jan
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
9.6 out of 10, Exceptional, (5)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is NZ$676
includes taxes & fees
7 Jan - 8 Jan
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
9.0 out of 10, Wonderful, (6)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is NZ$720
includes taxes & fees
1 Feb - 2 Feb
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
10.0 out of 10, Exceptional, (5)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is NZ$921
includes taxes & fees
4 Jan - 5 Jan
Annapolis Retreat - 7 mins from downtown Annapolis!

Holiday Home in Edgewater

Holly Hill Haven - Sleeps 10
10.0 out of 10, Exceptional, (3)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is NZ$982
includes taxes & fees
2 Feb - 3 Feb
Holly Hill Haven - Sleeps 10
10.0 out of 10, Exceptional, (8)
"Everything was amazing. "
United States
Lorie S.
The price is NZ$709
includes taxes & fees
15 Jan - 16 Jan
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Holiday Home in Odenton

Charming Home Away From Home
2.0 star property
9.4 out of 10, Exceptional, (6)
"My family and I stayed here over the weekend while visiting Gambrills and really enjoyed our stay. The hosts were very responsive and accommodating. It was exactly the type of space we needed. The apartment was clean and nicely furnished. Very comfortable! We would definitely stay again."
United States
Dorina I.
The price is NZ$560
includes taxes & fees
4 Jan - 5 Jan
Charming Home Away From Home
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 Hotel Reviews

Find out more about Deale

Everything you need to know about Deale holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Deale holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Deale holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Deale. 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Deale holiday rentals we have selected for you start as low as NZ$2,208 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Deale rentals

At Expedia, we put the best Deale holiday 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 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 holiday.

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. 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 holiday rentals in Deale?

Yes, there are holiday rentals close to the most popular sights in Deale, or you can select a more secluded option if you're looking for a relaxing stay. Deale is known for its waterfront and bars. Make sure you have time to check out the shopping and live music during your trip.

What are some of the best holiday rentals that Deale has to offer?

Million Dollar View of the Chesapeake Bay: This highly rated holiday home rental in Deale is located on the waterfront, and has a balcony, a private garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Deale?

Choose from 6 Expedia holiday rentals in Deale for a memorable holiday.

What’s there to see and do in Deale?

Northern Chesapeake Bay and Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Shadyside Park and Chesapeake Beach Water Park.

What’s a holiday rental in Deale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Deale. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family getaway.