
Condo holiday rentals in Anne Arundel County
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Top-rated condo rentals in Anne Arundel County
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Popular amenities for Anne Arundel County condo rentals
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New Downtown Annapolis Condo With Free Parking
The entire unit was immaculate & super comfortable. Great location & easily walkable to restaurants, shopping & USNA. Ellen was a pleasure to deal with & always communicated on a timely basis. We had a fabulous stay!

Brand New Reno in Historic Dist w 2 Parking spots
Comfortable is the word to describe this place. Cute, cozy, clean with great walkability. Megan’s instructions were clear, easy and she was more than very responsive. We meandered through galleries, coffee shops and local restaurants. The Navel Academy tour was outstanding. The weather got in the way of our boat cruise. Plenty to see and do with great recommendations from our Airbnb host. Thank you Megan for a great weekend!

Capts Qrtrs - Awesome downtown Annapolis location!
The place had exactly what you need. The home is clean, comfortable, and right in the heart of all the action. As described the parking is a challenge. We parked in the Hillman garage cause it was easy/safe and about $24 a day. Great place for early risers as the loading zone out front started getting loud at 7am every morning but we were up so it didn’t matter. The owners were super responsive but we didn’t have any issues.

Annapolis @Gate 1 steps to the Harbor Free parking
Place is perfect and right in town. Excellent for visiting Navy or any reason to be in the heart of downtown Annapolis.

Charming Annapolis Waterfront Condo
Would recommend for a group of 3-4 people! Beautiful location, and central to downtown but still far away enough that you can enjoy some quiet time and privacy. Excellent restaurants and so much to do/see. Would stay here again. It has everything you need for the night while you’re out and about during the day.

Cozy Annapolis Condo
The stay here was great. Close to the Annapolis harbor, and felt totally safe. Apartment was super comfortable and cozy. Thanks for a great stay!

Newly Renovated 1-Bedroom on Spa Creek
To say this place was perfect is an understatement! I didn’t want to leave! The apartment is equipped with everything you need. Some highlights: a location near the water with great views, extremely clean and beautifully decorated, easy parking and walkable to EVERYTHING! Marie is the perfect host - proactive with all the information and reachable with any questions! Even better, the per night cost is about half that of a hotel in town! There is no doubt I will be staying here again on my next Annapolis adventure. :)

Funky Uptown Apt meets Downtown - Hist District
Just what it looks like, easy nice walk to city docks with lots of restaurants on the way. Had all the amenities you need
Condo rentals with a pool

La posada de Jorge
Jorge has a great spot for you and is one of the nicest people you will ever meet … 100% recommend!!

Upscale Waterfront Condo Annapolis
What a beautiful setting! As the others have said, it's in the perfect location with a beautiful view of St. Mary's church and the Maryland statehouse dome. Freshly renovated, you'll find a fully-tiled shower in place of the usual tub/shower combo. This is a perfect place for someone who does not like stairs. Easy access in and about the condo complex. The kitchen is fully equipped for anything you'd like to do, if cooking in. There are no curtains in the windows of the living space. There is a shade in the bedroom. The bed is comfortable, as are the sofa and loveseat. My husband and I stayed here for 6 months while our house was being renovated, and we felt quite at home.

1st Floor Condo in Annapolis
We are returning visitors to Annapolis but not stayed Eastport side before. Lovely neighbourhood. We really loved Scott’s place, exactly as described and we felt right at home. Scott was very responsive when we needed to ask anything. We cannot wait to visit again and will definitely look to repeat book.

A Waterfront Upscale Annapolis Condo
We stayed a week in Annapolis in November 2021. We wanted to use this location as our base to explore the Annapolis area, the Eastern Shore and see our son in D.C. Location was excellent. Historical District, City Dock and Eastport restaurants all very walkable. Condo was on a marina and fine for our needs. Kitchen was well stocked with with pots, pans and utensils (we stayed in for dinner a couple of times). A suggestion would be to have some glassware that is not plastic and some sort of additional lighting for the dining area. Small suggestions to an otherwise very pleasant stay.
Private condo rentals

New Downtown Annapolis Condo With Free Parking
The entire unit was immaculate & super comfortable. Great location & easily walkable to restaurants, shopping & USNA. Ellen was a pleasure to deal with & always communicated on a timely basis. We had a fabulous stay!

Brand New Reno in Historic Dist w 2 Parking spots
Comfortable is the word to describe this place. Cute, cozy, clean with great walkability. Megan’s instructions were clear, easy and she was more than very responsive. We meandered through galleries, coffee shops and local restaurants. The Navel Academy tour was outstanding. The weather got in the way of our boat cruise. Plenty to see and do with great recommendations from our Airbnb host. Thank you Megan for a great weekend!

Capts Qrtrs - Awesome downtown Annapolis location!
The place had exactly what you need. The home is clean, comfortable, and right in the heart of all the action. As described the parking is a challenge. We parked in the Hillman garage cause it was easy/safe and about $24 a day. Great place for early risers as the loading zone out front started getting loud at 7am every morning but we were up so it didn’t matter. The owners were super responsive but we didn’t have any issues.

Annapolis @Gate 1 steps to the Harbor Free parking
Place is perfect and right in town. Excellent for visiting Navy or any reason to be in the heart of downtown Annapolis.

3 Bedroom Apartment in DC Metro
This property is located in a safe area and only a two minute drive to the nearest grocery store. The neighbors were quiet and non-disruptive. The property was odor free and very clean aside from a few bugs in the basement but that is to be expected. The interior was true to its listed description. I enjoyed my stay.

Anchors Away
Sandra was a wonderful host, and the apartment was perfect for our stay–clean and well appointed.

Charming Annapolis Waterfront Condo
Would recommend for a group of 3-4 people! Beautiful location, and central to downtown but still far away enough that you can enjoy some quiet time and privacy. Excellent restaurants and so much to do/see. Would stay here again. It has everything you need for the night while you’re out and about during the day.

Newly Renovated 1-Bedroom on Spa Creek
To say this place was perfect is an understatement! I didn’t want to leave! The apartment is equipped with everything you need. Some highlights: a location near the water with great views, extremely clean and beautifully decorated, easy parking and walkable to EVERYTHING! Marie is the perfect host - proactive with all the information and reachable with any questions! Even better, the per night cost is about half that of a hotel in town! There is no doubt I will be staying here again on my next Annapolis adventure. :)
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- Nationals Park
- Betterton Beach
- The White House
- Lincoln Park
- National Mall
- Hampden
- National Museum of African American History and Culture
- Georgetown University
- Sandy Point State Park
- Oriole Park at Camden Yards
- District Wharf
- Smithsonian National Museum of Natural History
- Six Flags America
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Smithsonian American Art Museum
- Patterson Park
- National Air and Space Museum
- National Harbor
- Meridian Hill Park
- Great Falls Park
- M&T Bank Stadium
- Congressional Country Club