
Condo vacation rentals in Annapolis
Find and book unique condos on Airbnb
Top-rated condo rentals in Annapolis
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Annapolis condo rentals
Weekly condo rentals

Crystal City Charm 2BR / Free Parking 104
Fantastic spot for our DC vacation. Appreciated that it had linens and towels. The coffee and espresso already in the kitchen was a nice touch. Parking also a huge plus.

Historic Federal hills urban lifestyle
I didn't ha e to contact Ricky for anything. Everything was as described. Instructions were on point. Great location we walked every where.

Downtown Bethesda | 2 Bedrooms + Parking
My family and I loved our time at Leslie's rental! The location was fantastic, the apartment was beautiful, and Leslie was very responsive (and her instructions were very helpful). We would love to stay again!

Beautiful, Private 3BR. 3BA with Gated Parking
The place is absolutely beautiful-honestly even better than the pictures in the listing! Peter and Terri were great hosts, very welcoming and responsive. The location is perfect, just a short walk to the Shaw Metro station and surrounded by great nightlife and party spots. Highly recommend for anyone visiting the area! Would love to visit again.

One bedroom apartment for rent, 4 sleeper
I had a wonderful stay at this apartment. The host provided very detailed instructions that made the check-in process seamless and stress-free. The home was exceptionally clean, well-maintained, and comfortable. Communication with the host was excellent—they were very quick to respond to any questions I had. I truly enjoyed my time here and will definitely consider booking this unit again in the future.

Sunny studio condo in heart of DC
Great experience! The location was walkable, and close to a great variety of restaurants and transportation. Would definitely come back!

Luxury & Comfort, 2BR, 1 BA Columbia, Town Center
Our recent stay at this Airbnb was truly exceptional, especially for families with young children. From the moment we arrived, we were struck by how clean and incredibly well-equipped the space was. It felt like the hosts had thought of everything! Traveling with little ones can be challenging, but this Airbnb made it a breeze. We were so impressed with the thoughtful touches like the provided crib, toddler-proof plates and cups, and even a selection of toys to keep the kids entertained. They even had baby shampoo on hand – it's those little details that really make a difference. Beyond being fantastic for kids, I have to rave about the bed. Seriously, it was one of the most comfortable beds I've ever slept in. After a long day of exploring, sinking into that mattress was heavenly. Overall, we had a wonderful experience and would highly recommend this Airbnb, particularly for families. The cleanliness, the incredible amenities tailored for children, and that amazing bed made for

Club Wyndham National Harbor, 2 BR Deluxe
Excellent host, very communicative throughout the process. I’ve stayed at the Wyndham several times and this was easily the most pleasant reservation process I’ve had with them.
Pet-friendly condo rentals

New Downtown Annapolis Condo With Free Parking
We loved our stay here! The place was super walkable and area surrounded it was so cute. The place itself was really nice and clean, we especially loved the balcony! Will definitely be coming back!

Spacious Bloomingdale 1BR; garage parking included
This was perfect for us, way cheaper than a hotel, able to cook a few meals here, was clean and safe area, local restaurants were good! It is about two miles from then downtown mall attractions, so we parked in the garage attached to the unit and used uber to get to attractions, way cheaper and easier than driving/parking. Hosts were responsive. Would stay here again.

Trendy retreat in Bloomingdale with free parking
Wow- where to start! Our stay was fantastic! Aleksa and Sophia’s space was clean and comfortable, full of amenities, and 100% photo accurate. The neighborhood was incredibly walkable with shops and restaurants scattered throughout. It was also closely connected to several bus lines, making it very convenient to travel throughout the city without the added cost of a car service/parking. Sophia and Aleksa were very responsive and kind- checkout was a breeze! Our stay reminded us of the early days of Airbnb and we will 100% be visiting again if they’ll have us! Thank you!

Hill East BnB - Modern Style and Comfort 3BR/3BA
Hill East BNB was a wonderful place to stay for our family trip to Washington DC. We chose this AirBNB instead of a couple of hotel rooms because it gave us more space, flexibility and was close to the Metro which connects to the National Mall and Downtown but also directly to Dulles Airport. It is in a lovely leafy (and cherry blossom) area, very peaceful and close to Safeway (loyalty card also provided in box by TV) and a few good places to eat (The Roost at Potomac Ave was our favourite). The apartment was very well presented with good beds, great bathrooms, fantastic kitchen (I want an American pod coffee machine!) We were very very comfortable and enjoyed returning there to relax after a hard days sightseeing. We had a memorable holiday, enjoyed DC with its many great attractions and would not hesitate to return to George’s place or recommend to friends and family. Thank you George!

Cozy Old Town Apartment
Kayne's home was just as the photos, I appreciated how clean and nice the whole place was. I had a private parking spot behind the home for a small car. Place was perfect for 3-4 people with a spacious bedroom and full kitchen, and a smaller living room. Nice perks are the 2.5 bathrooms, a washer/dryer combo and an air mattress to use. After a day of walking 4+ hours around DC and Alexandria, the home's location was quiet enough to relax (even close to busy Henry St). Kanye's place was only 4 blocks away from the metro station taking you to DC or to Alexandria's King St. In walking distance there's some decent restaurants and a mile away a Trader's Joes. Communication with the hosts was very responsive, I did not have any issues. I had a wonderful stay and would definitely recommend!

Sunny, New 2BR w/ 65" TV, Firepit, Patio & Parking
Christopher's place was perfect for our weekend girls trip to DC. It was just outside of the city, which meant less traffic and noise. The neighborhood felt very safe and parking was easy to find at all times. The unit itself is cozy - kitchen was very clean and beds were comfy. Board games and local food recommendations were also provided and were much appreciated! Overall, we had a great time!

Spacious 2-bedroom apartment with loft
Our family of four (one five year old, one seven year old, and two parents) wanted to spend the week of February break touring Washington DC, and this was the perfect unit for us! Commuting to and from the city via public transportation was especially easy.

Entire 2 Bedroom/ 2 Bathroom unit (Heart of SHAW)
I’m recommend this place. I enjoyed my stay because it was clean and the instructions very clear and the place easy to find.And you have privacy to stay and enjoy
Condo rentals with a pool

1 BR National Harbor near D.C.
Great place, super close to Gaylord where our conference was held. Lots of places to shop and eat within walking distance!

Waterfront Baltimore 2 Bedroom 2 bathroom Apt
The house look just like the pictures wonder view from the roof, and it was relatively clean… I have no complaints. It’s a nice place if you wanna stay near Baltimore Harbor. A+

Lovely 1-Bedroom Condo with Pool and City View
Great home and such a smooth and easy process!!

GREAT LOCATION ON SPA CREEK
We’ve stayed here for a few years now. His place is always clean and quiet. Beautiful location and very comfortable.

1st Floor Condo in Annapolis
This place was amazing! Great location, you can walk to a lot of great restaurants.

Luxurious Suite King/Queen Beds in North Bethesda
We stayed with two adults and two kids and really enjoyed the stay at the apartment. The room is very clean and neat. The host, Oleg, is kind and responsive and tried to address our requests immediately. There is a Whole Foods and CSV in the same building complex, which enabled us to get everything we wanted. I highly recommend the apartment to those who plan to stay in the North Bethesda area.

Wyndham National Harbor | 2BR/2BA King Bed Suite
Great 2 bedroom/ 2 bathroom condo in National Harbor - close to restaurants and bars.
Quick stats about condo rentals in Annapolis
Total rentals
30 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
2.2K reviews
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Nationals Park
- Lincoln Park
- National Mall
- Hampden
- Georgetown University
- National Museum of African American History and Culture
- Arlington National Cemetery
- Georgetown Waterfront Park
- Sandy Point State Park
- M&T Bank Stadium
- Patterson Park
- National Air and Space Museum
- Columbia Country Club
- Gerry Boyle Park
- Great Falls Park
- American African Museum
- Congressional Country Club
- Smithsonian American Art Museum
- Crystal Beach Manor, Earleville, MD
- Washington Monument
- Idlewilde Restoration Project
- United States National Arboretum
- Smithsonian National Museum of Natural History
- Six Flags America