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Vacation rentals in Anne Arundel County

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Top-rated vacation rentals in Anne Arundel County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Arnold
Old Bay Bungalow
This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!
Guest favourite
Cottage in Annapolis
Wright’s Cottage, Pets Welcome!
We offer a very tiny, mostly original, cottage built in the 1940’s. Located in the community of Bon Haven, large properties and big trees gives one a cozy, country feel, yet so close to bustling Annapolis! There is RV/EV hookup, an outdoor woodstove, and a propane grill for your use. The yard in the back of the cottage is fully fenced so your dog, cat, or maybe, pig or rabbit 🤔can freely play. Everything is very laid back at Wright’s cottage. Come stay and take the time to enjoy being you!
Guest favourite
Guesthouse in Annapolis
Calico Cottage Guest House, king bed, free parking
Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Popular amenities for Anne Arundel County vacation rentals

Other great vacation rentals in Anne Arundel County

Guest favourite
Guest suite in Severn
Separate entry, close to Annapolis,Baltimore,Meade
Superhost
Guest suite in Severn
Fun and Cozy
Guest favourite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
Guest favourite
Cottage in Edgewater
Charming water access cottage for you and your dog
Guest favourite
Apartment in Edgewater
Pet Friendly Garden Apartment Near Annapolis
Guest favourite
Home in Annapolis
Charming Annapolis Escape - 3BR/2BA House
Guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
Guest favourite
Guest suite in Bowie
Modern studio near UMD hospital
Superhost
Apartment in Hanover
Private and remodeled one-bedroom apartment.
Guest favourite
Guesthouse in Bowie
Renovated Basement with Private Entrance
Guest favourite
Apartment in Bowie
Cozy Trendy Bowie 1 Bedroom Basement Getaway Suite
Guest favourite
Guest suite in Bowie
Cozy 1B w/70+ stores & DC nearby

Destinations to explore