
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
Get the amount of space that is right for you
Popular amenities for Annapolis condo rentals
Weekly condo rentals

Crystal City Charm 2BR / Free Parking 104
Will book this again! Quiet, easy access to everything! Great value!

Downtown Bethesda | 2 Bedrooms + Parking
This was our first time in Bethesda. The condo was perfect for our family’s needs. It was spacious, squeaky clean, and well stocked with essentials. Not only was there easy access to the Metro and DC, we were pleasantly surprised by the vibrancy of downtown Bethesda. Leslie was a fantastic host—she was friendly and super responsive with detailed instructions for check in and recommendations for restaurants in the neighborhood. We would definitely stay there again!

Lovely 1-Bedroom Condo with Pool and City View
This was our second stay at Tunji’s place and we loved it again! Super easy to walk out the door to the metro, Compass Coffee, Sweet Greens and many more fun places. There’s a great little residential neighborhood just up the street, perfect for peaceful morning runs or walks. We’re looking forward to another stay in June!

One bedroom apartment for rent, 4 sleeper
Was a comfortable and convenient stay!

Chic 2-bedroom condo in the heart of Shaw.
The apartment was well equipped and cosy, great location and nice neighbourhood. Thank You for a welcoming stay!

Charming Renovated Condo+Full Home+Free St Parking
Great Airbnb! Would stay again!

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
Absolutely amazing place, a must stay if you're in Annapolis. Couldn't be a better location - the apartment is great for short and long stays alike. Fantastic and responsive host!

Spacious Bloomingdale 1BR; garage parking included
Stayed for a last minute weekend trip, beautiful neighborhood! Very dog friendly & the hosts were lovely and gave great recommendations. Would stay here again whenever we come back to DC!

Trendy retreat in Bloomingdale with free parking
We had a fantastic experience! Our hosts Aleksa and Sophia were absolutely fantastic - responsive with any questions and also very helpful with our stay in DC with recommendations on food and transportation etc. They even helped us get a free street parking permit after it was difficult for me to get our big van in the garage. Aleksa even has his own Creperie just around the corner called “The Big Chef” and it’s absolutely fantastic. We couldn’t have picked a better spot for our weeklong vacation in DC. Very easy to get to public transportation and easy to take a taxi/uber (I would recommend the “Curb” app if taking taxis - much cheaper than Uber. We would love to visit again! Thanks for a great experience!

Hill East BnB - Modern Style and Comfort 3BR/3BA
George was a great host and his place was very nice. Quiet neighborhood and convenient location.

Cozy Old Town Apartment
Kayne was welcoming, responsive and friendly. He offered assistance with location, parking and anything else I’d need. The condo was exactly as described, well appointed, comfortably furnished and inviting. The location is perfect for a stay in Alexandria; slightly off the main road, with everything within walking distance and easy access to DC, if desired. Check in and check out instructions were clear. We loved our stay here and would not hesitate to return!

Sunny, New 2BR w/ 65" TV, Firepit, Patio & Parking
Christopher is a great host. He responded immediately to my messages. His place was perfect for our needs. The kitchen was fully equipped and the beds were the most comfortable of any AirBnB I've stayed in. We will return when we visit Washington D.C. again.

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)
Four of us stayed for the weekend. Plenty of room and possibility the cleanest Airbnb I’ve ever booked. The pictures don’t do it justice. The deck is an added bonus. We enjoyed our coffee out there each morning. Came for a show and all the sights so we didn’t explore the neighborhood but walked to brunch after checking out and wished we had more time in Shaw. We would definitely book this place again if we get an opportunity to return. The 2 flights of stairs are the only deterrent if you are someone who has a problem climbing them.
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!

Central & cozy studio steps to Rosslyn metro
Certainly! Here’s a draft for your review: I had an amazing 4-month stay at this apartment! The location was absolutely perfect—close to everything I needed, with easy access to shops, restaurants, and public transport. It made exploring the area so convenient and enjoyable. The apartment itself was lovely—well-maintained, comfortable, and exactly as described. It truly felt like a home away from home. A huge bonus was the host’s responsiveness. Any time I had a question or needed assistance, they were quick to reply and super helpful. Overall, I couldn’t have asked for a better experience. Highly recommend this place for anyone looking for a fantastic stay in a prime location!

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+

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
Scott’s condo was perfect a retreat for my sister and I. We were there in April to see a concert at rams head on stage venue. We walked to the venue and were able to see much of shops and restaurants in Annapolis. Scott was helpful in getting us into the property. The property is great for two people; very tastefully decorated. Also, the rooftop to the condo is nice to see the Annapolis harbor. We didn’t use the pool because it was not in season. We walked down to the water and sat on the bench; very quiet. I can see why it’s a favorite for travelers. I highly recommend.

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
ﺩ.ﺇ147 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
- Smithsonian American Art Museum
- Congressional Country Club
- Crystal Beach Manor, Earleville, MD
- Washington Monument
- Cove Point Beach
- Idlewilde Restoration Project
- United States National Arboretum
- Matapeake Clubhouse and Beach