Vacation Rentals in Anne Arundel County

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Top Cities in Anne Arundel County

Top Vacation Rentals in Anne Arundel County

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Pasadena
9.4 out of 10, Exceptional, (89)
"This property was a great place for a family to all relax together, play games, and enjoy the water!"
United States
Armando V.
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Historic District
9.4 out of 10, Exceptional, (19)
"Great place, excellent location!"
United States
Joseph C.
$1,047 nightly
The price is $1,194
Dec 9 - Dec 10
Total with taxes and fees
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic District
10.0 out of 10, Exceptional, (33)
"Beautiful home in a great central location for walking to most downtown and USNA destinations. "
United States
Hunter S.
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Charming brick home with patio, WiFi, AC, & W/D - walk to everything

Historic District
9.2 out of 10, Wonderful, (28)
"Didn’t really use the (small) kitchen because we were just steps from everything and all the restaurants. Impossible to beat the location. "
United States
Chris A.
Charming brick home with patio, WiFi, AC, & W/D - walk to everything

Charming 2-bedroom house with fitness room and AC in Glen Burnie

2.0 star property
Glen Burnie
10.0 out of 10, Exceptional, (1)
"Everything was clean and comfortable, and the slight door code issue at check in was quickly resolved."
United States
Quinn S.
Charming 2-bedroom house with fitness room and AC in Glen Burnie

Waterfront Getaway, Dock Your Boat & Play!

Edgewater
10.0 out of 10, Exceptional, (3)
"Great place to stay. It is clean, comfortable, and not lacking convenience.Quick communication with the host. We would definitely recommend!"
United States
Daniel K.
Waterfront Getaway, Dock Your Boat & Play!

Historic Annapolis Home 1.5 blocks from center of town.

Historic District
9.8 out of 10, Exceptional, (44)
"Great location in DTA! Short walk to bars restaurants and USNA! "
United States
Liz D.
Historic Annapolis Home 1.5 blocks from center of town.

Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!

North Beach
10.0 out of 10, Exceptional, (8)
"Excellent location to family & wedding"
United States
Charles S.
Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Tracys Landing
9.8 out of 10, Exceptional, (50)
"Our week at Jacob's property was excellent. It was the perfect location for a family getaway, and Jacob was helpful and responsive."
United States
Brett F.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Pasadena
9.6 out of 10, Exceptional, (22)
"Excellent Property"
United States
Buu T.
$583 nightly
The price is $665
Dec 8 - Dec 9
Total with taxes and fees
Chesapeake Cottages- 2 Quaint Waterfront Retreats

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Cape Saint Claire
10.0 out of 10, Exceptional, (39)
"Fabulous place. We’ll be booking again next year. "
United States
Steve R.
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

The Hideaway Spot- Waterfront w/ Dock on Long Cove

Glen Burnie
8.6 out of 10, Excellent, (8)
"This place had everything we needed for a great family Christmas. Responsive host. Fun times! "
United States
Tammy A.
$305 nightly
The price is $348
Dec 8 - Dec 9
Total with taxes and fees
The Hideaway Spot- Waterfront w/ Dock on Long Cove

Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay

Glen Burnie
8.0 out of 10, Very Good, (2)
"No problems close to everything, only gripe was it being a basement and little feet upstairs tend to be a bit lohd. However, just the bathroom alone made this property worth another stay"
United States
James D.
$110 nightly
The price is $125
Dec 8 - Dec 9
Total with taxes and fees
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay

Paradise of Pasadena

2.0 star property
Lake Shore
8.0 out of 10, Very Good, (1)
"Charming house, quiet location, responsive host. We were the first renters as it came to market, so think there are a few details that they will get ironed out, but overall enjoyed our time there!"
United States
Angie B.
Paradise of Pasadena

Holiday Promo: Get 10% Off Holiday Stays

Historic District
10.0 out of 10, Exceptional, (34)
"We had an excellent stay with iTrip Annapolis! Location was 10/10. Walking distance to the main circle with tons of bars, restaurants, and shops. House was clean, comfortable, and well cared for."
United States
Taylor H.
Holiday Promo: Get 10% Off Holiday Stays

Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis

Annapolis
9.4 out of 10, Exceptional, (36)
"Very communicative host and the in apartment sauna and jacuzzi tub really helped us relax. A great stay overall!"
United States
George H.
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis

Large 2 bedroom house with private parking in a nice neighborhood

Arnold
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.
$287 nightly
The price is $327
Dec 8 - Dec 9
Total with taxes and fees
Large 2 bedroom house with private parking in a nice neighborhood

Charming garden row home, easy 4 block walk to the heart of Annapolis.

Historic District
10.0 out of 10, Exceptional, (125)
"Great location, very clean house, wonderful stay"
United States
Kathryn O.
Charming garden row home, easy 4 block walk to the heart of Annapolis.

Walk to the stadium! - Lighthouse on Glenwood

Annapolis
10.0 out of 10, Exceptional, (6)
$286 nightly
The price is $326
Dec 8 - Dec 9
Total with taxes and fees
Walk to the stadium! - Lighthouse on Glenwood

Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport

Severna Park
9.8 out of 10, Exceptional, (23)
"Easy trip to Annapolis and property was very clean. Would definitely stay there again"
United States
Jonathan L.
Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport
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 Anne Arundel County Hotel Reviews

Find out more about Anne Arundel County

Discover your perfect Anne Arundel County vacation rental with Expedia

How many vacation rentals are available in Anne Arundel County?


Expedia has plenty of vacation rentals to choose from in and around  Anne Arundel County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Anne Arundel County?


The selection of Anne Arundel County vacation rentals we have selected for you start as low as $125 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Anne Arundel County?


Vacation rentals in Anne Arundel County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Anne Arundel County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Anne Arundel County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Anne Arundel County 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. 


How do I find the best deal on a vacation rental in Anne Arundel County?


Find vacation rentals in Anne Arundel County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Anne Arundel County.  


What amenities are available in a vacation rental in Anne Arundel County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Anne Arundel County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Anne Arundel County?   


Everytime is a great time to head to Anne Arundel County! Staying in a Anne Arundel County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Anne Arundel County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Anne Arundel County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Anne Arundel County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Anne Arundel County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.