Deale holiday rentals

We found 183 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Deale that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a pool. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Deale

Showing deals for:6 Nov - 13 Nov

Reverse Kitchen table
Front of House
Foyer
Great Room
Exceptional
(15 reviews)

Waterfront Architectural Masterpiece with private dockage available.

Annapolis

7% off
AU$14,462
for 7 nights, 1 home
AU$2,066 per night
includes taxes & fees
Waterfront Architectural Masterpiece with private dockage available.
Living Room
Exterior Rear of House and Dock
Front of house
Swimming Pool
Exceptional
(33 reviews)

Waterfront Home near Annapolis, MD

Harwood

8% off
AU$19,154
for 7 nights, 1 home
AU$2,736 per night
includes taxes & fees
Waterfront Home near Annapolis, MD
Living area
Exterior
Private kitchen
Private kitchen
Exceptional
(12 reviews)

The General's House-Spacious Home w/Pool & Hot Tub

Annapolis

8% off
AU$13,025
for 7 nights, 1 home
AU$1,861 per night
includes taxes & fees
The General's House-Spacious Home w/Pool & Hot Tub
Private kitchen
Dining
Private kitchen
Private kitchen
Exceptional
(11 reviews)

Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access

Riva

21% off
AU$4,085
for 7 nights, 1 home
AU$584 per night
includes taxes & fees
Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access
Dining area with table for 6 and breakfast bar with 4 barstools
You can't get much closer to the Chesapeake Bay than this 2-bed/1-bath gem that sleeps 6!
Open-concept living area and kitchen
Beautiful views from your own private balcony!
Exceptional
(17 reviews)

Unbelievable beach views for 6

North Beach

8% off
AU$3,190
for 7 nights, 1 apartment
AU$456 per night
includes taxes & fees
Unbelievable beach views for 6
Room
Kitchen
Property grounds
Beach
Exceptional
(18 reviews)

Cute, Cozy 2-bedroom house near Annapolis with water access

Crownsville

7% off
AU$2,494
for 7 nights, 1 home
AU$356 per night
includes taxes & fees
Cute, Cozy 2-bedroom house near Annapolis with water access
Outdoor dining
Living area
Interior
Living area
Exceptional
(9 reviews)

Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!

Riva

8% off
AU$5,835
for 7 nights, 1 home
AU$834 per night
includes taxes & fees
Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!
Room
Exterior
Property grounds
Room
Exceptional
(18 reviews)

Guest Quarters at the Inn - 101

North Beach

8% off
AU$2,086
for 7 nights, 1 apartment
AU$298 per night
includes taxes & fees
Guest Quarters at the Inn - 101
Outdoor dining
Outdoor dining
Property grounds
Property grounds
Exceptional
(10 reviews)

Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck

Huntingtown

8% off
AU$4,794
for 7 nights, 1 cottage
AU$685 per night
includes taxes & fees
Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck
If you catch a good sunset photo, please share and I will post.
Exterior
July 2023
Miscellaneous
Exceptional
(52 reviews)

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

West River

12% off
AU$1,810
for 7 nights, 1 cottage
AU$259 per night
includes taxes & fees
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Room
Exterior
Room
Room
Exceptional
(26 reviews)

Guest Quarters at the Inn - 102

North Beach

8% off
AU$2,086
for 7 nights, 1 apartment
AU$298 per night
includes taxes & fees
Guest Quarters at the Inn - 102
Bathroom
Exterior
Room
Bathroom
Exceptional
(18 reviews)

Guest quarters at the inn - 205

North Beach

8% off
AU$2,518
for 7 nights, 1 apartment
AU$360 per night
includes taxes & fees
Guest quarters at the inn - 205
Living area
Exterior
Room
Bathroom
Exceptional
(20 reviews)

Guest quarters at the inn - 204

North Beach

8% off
AU$2,518
for 7 nights, 1 apartment
AU$360 per night
includes taxes & fees
Guest quarters at the inn - 204
Room
Exterior
Room
Room
Exceptional
(29 reviews)

Guest Quarters at the Inn - 103

North Beach

8% off
AU$2,086
for 7 nights, 1 apartment
AU$298 per night
includes taxes & fees
Guest Quarters at the Inn - 103

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Friendly Deale will entice you

Enjoy the live music and other features of Deale. Revered for its bars, lake and shopping, this city is both welcoming and relaxing. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Deale

Do you want to discover things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Deale a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Chesapeake Beach Water Park (5.9 mi / 9.6 km)
  • Thanksgiving Farm Wines (7.5 mi / 12.1 km)
  • South River Golf Links (9.9 mi / 15.9 km)
  • Lake Presidential Golf Club (10.6 mi / 17 km)
  • Renditions Golf Club (11 mi / 17.7 km)
  • Maryland Renaissance Festival (15.4 mi / 24.8 km)

Exploring the natural landscape of Deale

Whether you're an active traveller or just want to spend some time taking in the scenery, Deale is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Breezy Point Beach (11 mi / 17.7 km)
  • Maryland Quiet Waters Park (12 mi / 19.3 km)
  • Spa Creek (13.9 mi / 22.3 km)
  • Allen Pond Park (14.6 mi / 23.4 km)
  • Largo-Northampton Urban Center (17 mi / 27.3 km)
  • Northern Chesapeake Bay (17.2 mi / 27.7 km)

How to get to and around Deale

Fly into Fort Meade, MD (FME-Tipton), the closest airport, located 24.2 mi (38.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into College Park, MD (CGS), which is 24.3 mi (39.1 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Deale?
The most sought-after types of holiday homes in Deale are houses. After something a little different? Stayz has numerous options to match the unique needs of our guests, so you'll see holiday properties in lots of sizes and shapes. The perfect fit is ready and waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Deale?
Different factors can influence what you'll pay for your holiday home in Deale, like the length of stay, season and type of property. However, all of our holiday homes have one thing in common — unbeatable value. Simply enter your travel dates to find your perfect match.
How much does it cost to rent a beach house in Deale?
When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Put in your Deale travel dates to see your options on Stayz. Can't live without a private pool? Use our filters to select the features and amenities you want in your home.
Are there pet-friendly holiday homes in Deale?
With three properties that allow pets, your furry best friend can join you on your Deale holiday. Use our filter tool to search our pet-friendly holiday homes and find your pawfect digs on Stayz.
What are popular home amenities in Deale?
A barbecue grill, a fireplace and a firepit are the most popular home amenities in Deale. Whether you're travelling on your own, with your sweetheart or as a family, Stayz will help you find a holiday home that matches your tastes with all the features you're looking for.
Are there large group holiday homes in Deale?
There are two holiday properties in Deale that can accommodate 10 or more people. Whether you're planning time away with the family or a celebration like an anniversary, there's plenty of space to get your loved ones together under one roof.
Are there holiday homes in Deale that welcome kids?
Gather your whole family for an epic adventure in Deale at one of our three family-friendly holiday homes. These stays offer conveniences that are ideal for trips with the kids, including dining rooms, extra bedrooms and swimming pools. Simply check the "Properties good for families" filter box and decide on your favourite.
What are the top attractions for families in Deale?
Keep the kids amused at these awesome family-friendly attractions in Deale:
  • Chesapeake Beach Water Park
  • Bayside History Museum
  • Triton Beach
Are there holiday homes with WiFi in Deale?
Deale has two holiday homes with WiFi, so you'll be able to stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with the family to catching up on social media, these Stayz homes make it a cinch to get online.
How can I find holiday homes with air conditioning in Deale?
Pick your travel dates and then make use of our filters to locate holiday homes with ac in Deale on Stayz. With three air-conditioned properties to choose from here, you can enjoy a cool and comfortable break.
How old do you have to be to rent a holiday home in Deale?
The minimum age is generally 16, 18 or 21. It can vary across properties on Stayz, so check the rules of your chosen Deale holiday home before booking your stay.
How long can I rent a holiday home in Deale for?
It's really down to the Deale property. To see a list of options offering extended stays, simply type your travel dates and number of people into Stayz. You can look forward to having the whole place to yourself, along with home comforts such as a fully-equipped kitchen and an outdoor space where the kids can run around and play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.

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