Find Vacation Homes in Anne Arundel County, MD from $327

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Top Cities in Anne Arundel County

Vacation Homes in Anne Arundel County

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

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

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!

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Eastport
10.0 out of 10, Exceptional, (126)
"We had a great stay! The house was adorable and the pool was awesome!"
United States
Kathleen J.
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

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.

Location is perfect and a big bonus we have our own parking at the home!

Historic District
10.0 out of 10, Exceptional, (41)
"Perfect location and parking was a big bonus!"
United States
Angela H.
Location is perfect and a big bonus we have our own parking at the home!

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 ! ! !

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Crofton
9.8 out of 10, Exceptional, (101)
"Lovely place, family friendly, clean and wonderful host. Location was also a plus with a close proximity to restaurants and shops and only 20 min from Annapolis.We would definitely stay here again!"
United States
Brenda R.
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Cozy Private Family Palace near BWI, Pet-Friendly

Glen Burnie
9.8 out of 10, Exceptional, (21)
"Quiet area house was clean close to everything we needed"
United States
Kimberly S.
$339 nightly
The price is $386
Dec 8 - Dec 9
Total with taxes and fees
Cozy Private Family Palace near BWI, Pet-Friendly

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

Edgewater/Mayo Gateaway w/ Hot Tub

Edgewater
9.8 out of 10, Exceptional, (25)
"Very clean, had everything we needed for our stay!"
United States
Jackie R.
$657 nightly
The price is $712
Jan 7 - Jan 8, 2026
Total with taxes and fees
Edgewater/Mayo Gateaway w/ Hot Tub

Luxury Waterfront Executive Family Home Annapolis with All Amenities

Annapolis
7.4 out of 10, Good, (8)
"Very beautiful, uniquely designed home on the water. There were 2 bedrooms on the first floor making in it easy for our elderly quests. The main suite was great for our young adults to stay in together with 2 kings, sectional and multiple love sacs. Plenty of seating throughout the home both inside and out. "
United States
Kristin W.
Luxury Waterfront Executive Family Home Annapolis with All Amenities

Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis

Cape St. John
10.0 out of 10, Exceptional, (111)
"We had a wonderful stay. The house was beautiful, clean, fully equipped and the views out back are magnificent. We all loved the pool. The host was very helpful with any issues & requests. All in all we truly enjoyed our time there. Highly recommend."
United States
Zev K.
Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis

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

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

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

PERFECT LOCATION in the heart of history

Historic District
10.0 out of 10, Exceptional, (214)
"Perfect location! Ample room for our family of five.. can’t wait to return. "
United States
Christine A.
PERFECT LOCATION in the heart of history

Beautiful 2-bedroom water view house in Annapolis

Arundel on the Bay
10.0 out of 10, Exceptional, (4)
"Great location, super clean. Great value!"
United States
Chris K.
Beautiful 2-bedroom water view house in Annapolis

Holiday Promo: Get 10% Off Holiday Stays

Historic District
10.0 out of 10, Exceptional, (54)
"House was great, incredibly clean and well maintained. It’s right down the block from USNA gate 1 and easy walk into town. Highly recommend to anyone looking at houses in town/near the academy. We will definitely rent again if it’s ever available!"
United States
Graziano
Holiday Promo: Get 10% Off Holiday Stays

Nice 5 BDR / 3 BATH Home near BWI Airport with WIFI, Beach, Parking, Ambiance

Pasadena
10.0 out of 10, Exceptional, (5)
"Stay was great"
United States
David W.
Nice 5 BDR / 3 BATH Home near BWI Airport with WIFI, Beach, Parking, Ambiance
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

Booking Tips to Find the Best Anne Arundel County Vacation Homes


How much does it cost to rent a vacation home in Anne Arundel County?

You can find incredible Anne Arundel County vacation homes for all types of budgets: between $327 and $1,194 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Anne Arundel County?

If you are looking for a great deal on your vacation home in Anne Arundel County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Anne Arundel County?

There are 471 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Anne Arundel County?

Begin by entering your trip dates to see what type of Anne Arundel County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Anne Arundel County?

Booking Anne Arundel County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Anne Arundel County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Anne Arundel County along with your vacation property, into a Anne Arundel County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Anne Arundel County Vacation Homes information

Number of reviews
1,026
Accommodation
471 Vacation Homes
Lowest Price
$327
Highest Price
$1,194

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