Anne Arundel County Holiday Rentals

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Top Holiday Rentals Destinations in Anne Arundel County

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (36)
"Fabulous place. We’ll be booking again next year. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (236)
"This was a wonderful historic home to vacation in"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
9.8 out of 10, Exceptional, (49)
"Our large family of adults and two one-year-olds and a dog had a perfect week. The hosts were kind and responsive, and the home was spacious with lots of room for privacy and being all together. Looking forward to going again!"
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Waterfront Getaway, Dock Your Boat & Play!
10.0 out of 10, Exceptional, (2)
"Lovely stay, don't let the RV aspect.of it scare you. Nicer than most other bnbs ice stayed in. Quiet, clean and beautiful view of the water. "
The price is NZ$566
includes taxes & fees
28 Oct - 29 Oct
Waterfront Getaway, Dock Your Boat & Play!
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
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!"
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Romantic Two Bedroom Condo
9.8 out of 10, Exceptional, (88)
"The accommodations met and even exceeded my expectations! Location was perfect with restaurants and grocery shopping nearby while still located in a quiet area! Communication with the host was great and the place was super clean! Would stay here again if in the area!"
Romantic Two Bedroom Condo
Charming townhome with AC and WiFi in delightful Annapolis
3.0 out of 10, (2)
"This is a room, property owner will be there during your stay. Mattress on The floor. Single pillow, comforter, no top sheet. No curtans, and in a mildly questionable part of town. Owner was very "
The price is NZ$145
includes taxes & fees
10 Nov - 11 Nov
Charming townhome with AC and WiFi in delightful Annapolis
Luxury Waterfront Executive Family Home Annapolis with All Amenities
7.6 out of 10, Good, (4)
"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. "
Luxury Waterfront Executive Family Home Annapolis with All Amenities
18th Cent. Charm in Historic Downtown Annapolis
9.0 out of 10, Wonderful, (12)
"Property description is accurate, host is quickly responsive."
The price is NZ$649
includes taxes & fees
19 Oct - 20 Oct
18th Cent. Charm in Historic Downtown Annapolis
Million Dollar View of the Chesapeake Bay
9.8 out of 10, Exceptional, (129)
"We just enjoyed our fourth year at Million Dollar View of the Chesapeake Bay and already look forward to our next vacation at this wonderful home!"
Million Dollar View of the Chesapeake Bay
Large 2 bedroom house with private parking in a nice neighborhood
9.4 out of 10, Exceptional, (28)
"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."
The price is NZ$569
includes taxes & fees
11 Nov - 12 Nov
Large 2 bedroom house with private parking in a nice neighborhood
Historic Row Home 1 Block from Gate 1 at USNA!
10.0 out of 10, Exceptional, (2)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
The price is NZ$1,285
includes taxes & fees
21 Oct - 22 Oct
Historic Row Home 1 Block from Gate 1 at USNA!
Charming Historic Annapolis Home With Two Off-street Parking Places!
10.0 out of 10, Exceptional, (198)
"Really lovely stay! Such a perfect location, and has lovely home-y touches, we thoroughly enjoyed our time. The extra parking was really helpful!"
Charming Historic Annapolis Home With Two Off-street Parking Places!
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (219)
"We had a wonderful time. Hosts were very kind and responsive! Beautiful property "
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
8.0 out of 10, Very good, (1)
"The property itself was very clean and cozy, and having our own private entry was also very nice. Towels and shower supplies were provided, and the bed was nice and comfortable. The host was also very kind and answered any questions we had. However, every morning we were woken up at around 7:30 am by someone (I assume children) stomping around right over our heads. There were also times we didn't really feel comfortable hanging out to watch TV in the living room area, because we could hear the...
The price is NZ$219
includes taxes & fees
15 Oct - 16 Oct
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
Edgewater/Mayo Gateaway w/ Hot Tub
9.8 out of 10, Exceptional, (23)
"Very clean, had everything we needed for our stay!"
The price is NZ$1,062
includes taxes & fees
11 Nov - 12 Nov
Edgewater/Mayo Gateaway w/ Hot Tub
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
9.8 out of 10, Exceptional, (41)
"Perfectly situated on the water for a fair price and plenty of room for me and my husband would recommend to anybody who wants a quiet stay with a amazing view "
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium
9.2 out of 10, Wonderful, (15)
"Clean, affordable, and a great location that allowed us to easily walk downtown and to the naval academy."
Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
9.8 out of 10, Exceptional, (94)
"The home is in a really nice neighborhood, very convenient to the locations"
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
2.5 star property
10.0 out of 10, Exceptional, (31)
"Absolutely the best Vrbo we have ever encountered! Beautiful, charming, accommodating, family friendly and in an excellent location. Our stay was exceptional. "
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
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

Everything you need to know about Anne Arundel County 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 Anne Arundel County 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 Anne Arundel County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Anne Arundel County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anne Arundel County. 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 Anne Arundel County 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 Anne Arundel County holiday rentals we have selected for you start as low as NZ$145 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Anne Arundel County rentals

At Expedia, we put the best Anne Arundel County 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 Anne Arundel County 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 Anne Arundel County 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 Anne Arundel County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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