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Condo holiday rentals in Anne Arundel County

Find and book unique condos on Airbnb

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Popular amenities for Anne Arundel County condo rentals

Weekly condo rentals

Top Guest favourite
Condo in Annapolis
4.99 out of 5 average rating, 146 reviews

New Downtown Annapolis Condo With Free Parking

MikeRating, 5 stars5 days ago
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!
Guest favourite
Condo in Annapolis
4.94 out of 5 average rating, 390 reviews

Brand New Reno in Historic Dist w 2 Parking spots

CamilleRating, 5 stars4 weeks ago
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!
Superhost
Condo in Annapolis
4.86 out of 5 average rating, 145 reviews

Capts Qrtrs - Awesome downtown Annapolis location!

MarkRating, 5 stars3 weeks ago
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.
Superhost
Condo in Annapolis
4.86 out of 5 average rating, 88 reviews

Annapolis @Gate 1 steps to the Harbor Free parking

TedRating, 5 stars2 weeks ago
Place is perfect and right in town. Excellent for visiting Navy or any reason to be in the heart of downtown Annapolis.
Top Guest favourite
Condo in Annapolis
4.99 out of 5 average rating, 77 reviews

Charming Annapolis Waterfront Condo

DanielleRating, 5 stars6 days ago
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.
Guest favourite
Condo in Annapolis
4.96 out of 5 average rating, 52 reviews

Cozy Annapolis Condo

Erin ScordoRating, 5 stars6 days ago
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!
Guest favourite
Condo in Annapolis
4.94 out of 5 average rating, 18 reviews

Newly Renovated 1-Bedroom on Spa Creek

Courtney LynnRating, 5 stars6 months ago
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. :)
Top Guest favourite
Condo in Annapolis
4.96 out of 5 average rating, 91 reviews

Funky Uptown Apt meets Downtown - Hist District

SophieRating, 5 stars2 weeks ago
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

Private room in Annapolis
4.68 out of 5 average rating, 158 reviews

La posada de Jorge

SeanRating, 5 stars2 months ago
Jorge has a great spot for you and is one of the nicest people you will ever meet … 100% recommend!!
Condo in Annapolis
4.2 out of 5 average rating, 10 reviews

Upscale Waterfront Condo Annapolis

LaurieRating, 5 stars36 months ago
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.
Top Guest favourite
Condo in Annapolis
4.96 out of 5 average rating, 50 reviews

1st Floor Condo in Annapolis

LucyRating, 5 stars4 days ago
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.
Condo in Annapolis
4.4 out of 5 average rating, 15 reviews

A Waterfront Upscale Annapolis Condo

BruceRating, 5 stars42 months ago
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

Top Guest favourite
Condo in Annapolis
4.99 out of 5 average rating, 146 reviews

New Downtown Annapolis Condo With Free Parking

MikeRating, 5 stars5 days ago
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!
Guest favourite
Condo in Annapolis
4.94 out of 5 average rating, 390 reviews

Brand New Reno in Historic Dist w 2 Parking spots

CamilleRating, 5 stars4 weeks ago
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!
Superhost
Condo in Annapolis
4.86 out of 5 average rating, 145 reviews

Capts Qrtrs - Awesome downtown Annapolis location!

MarkRating, 5 stars3 weeks ago
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.
Superhost
Condo in Annapolis
4.86 out of 5 average rating, 88 reviews

Annapolis @Gate 1 steps to the Harbor Free parking

TedRating, 5 stars2 weeks ago
Place is perfect and right in town. Excellent for visiting Navy or any reason to be in the heart of downtown Annapolis.
Condo in Odenton
4.67 out of 5 average rating, 3 reviews

3 Bedroom Apartment in DC Metro

RyanRating, 5 stars9 months ago
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.
Guest favourite
Condo in Annapolis
4.83 out of 5 average rating, 69 reviews

Anchors Away

IzaakRating, 5 stars6 days ago
Sandra was a wonderful host, and the apartment was perfect for our stay–clean and well appointed.
Top Guest favourite
Condo in Annapolis
4.99 out of 5 average rating, 77 reviews

Charming Annapolis Waterfront Condo

DanielleRating, 5 stars6 days ago
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.
Guest favourite
Condo in Annapolis
4.94 out of 5 average rating, 18 reviews

Newly Renovated 1-Bedroom on Spa Creek

Courtney LynnRating, 5 stars6 months ago
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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