
Condo vacation rentals in Annapolis
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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
Condo rentals with a pool

2BDRM, 2BA near MGM, Gaylord, Top Golf & Shopping!
Stayed here with two of my friends for a long weekend and we had a wonderful time! Room was incredibly clean and very spacious, with a lovely kichenette. Staff were amazing, amenities like the pool and hot tub were great, and overall a great experience. Janee was also super helpful, kind, and responsive!

Wyndham National Harbor- 1 bdrm
Brooke's place was fantastic and it was easy to communicate with her. Everything was clear and as expected. Thanks Brooke!

Lovely 1-Bedroom Condo with Pool and City View
Tunji’s place was near everything I had to do and had secure parking garage. He was very helpful and responsive. This was all a last minute booking and he made it very smooth. Thank you for the hospitality!

The Fountains condo one bedroom 2 level apartment
The host was more than accommodating and the condo Is exactly as pictured . Great stay

Magnificent fully furnished, parking, Metro
This condo is highly recommended. The host is very easy to work with and provides beautiful and comfortable accommodations. The condo is incredibly close to the Friendship Heights Metro stop along with a list of other shops, restaurants, and grocers. The building is easy to navigate and quiet. Everyone really keeps to themselves. I truly enjoyed my stay, felt safe, and would absolutely stay here again.

1st Floor Condo in Annapolis
We rents this for my parents (both 80) for the USNA Commissioning week. The place was very clean, exactly as described and Scott was very responsive to any questions. Highly recommended commend!

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
My family & I booked for three nights. Thought it was a beautiful and private little area, and just a couple steps away from the beach and a pool. Very quiet and away from noise which was a plus. The house itself was lovely and mostly clean. There were board games available and my kids had a fun time playing with them. We enjoyed barbecuing using the grill provided on the balcony which was nice as well. A plenty of towels and anything you need in the kitchen! Other than a full trash bag left over in the kitchen, finding some clothing items from other guests (I’m assuming) in drawers, and the keurig having what looked like mold inside. Pretty small things when looking at the big picture though. Will most likely come again & we enjoyed our stay!

Wyndham National Harbor ツ 3 Bedroom Deluxe!
Very nice place to stay near Gaylord convention center. Super clean condo. All the essentials are there. Lots to do at the resort as well as nearby walking distance. Having a baby in the group we did quite a bit of laundry. A laundry room was on our floor with two washers and four dryers and free of charge. We barely passed anyone on the seventh floor. We would def stay here again.
Weekly condo rentals

Urban Haven with Modern Charm and Lots of Space
Abs has a beautiful place and I loved being there. The neighborhood is lively and interesting. The Metro stop is about 10 minutes away. Entry into the home was easy based on clear instructions. The home is clean and has beautiful art and furnishings. I was in D.C. for a business event but I wish I could have stayed longer. The place is absolutely gorgeous, clean, and comfortable, and Abs is a wonderful and responsive host. I'm grateful for the experience.

Lovely 1BR condo in quiet neighborhood
Very nice and clean space. The condo was equipped with everything we needed and the sheets and towels were freshly washed. The hosts were sweet as well.

Cozy Capitol Hill Row Home
I stayed for a couple nights at Dan's place. It was very comfy and very safe. He is highly responsive and helpful. I will definitely try and stay here again next time im in town!

Private Condo with Parking/Patio Near 14th and U
Ian was very courteous. His place was clean. I loved the shades and decor. Hated all the steps but I loved that so much was in walking distance.

Historic Loft w/ Park View & Spa Access
If you’re lucky enough to find Mandi’s place available during your preferred dates, don’t wait and just book it. This spot is adorable, comfy, across the green space from restaurants and shops, and walking distance to the water as well. Also be sure to make your booking for a salt water float at Mandi’s spa on the ground floor. I booked an hr for Mother’s Day and I felt like a leaf floating on the top of a pond in a tranquil cave. Even more relaxing than a massage in my book. I’m already hoping to come back as soon as I can. Thanks Mandi for being such a lovely person on top of all that!

Downtown Bethesda | 2 Bedrooms + Parking
We had a great weekend stay-cation in this condo! The location is great and very walkable to many different things - restaurants, grocery stores, convenient stores, etc. The check-in process was seamless with Leslie’s thorough instructions. The condo was extremely clean and tidy. There were snacks and waters available as well as plenty of towels and toiletries. Leslie was very easy to get a hold of and very timely with responses to any questions we had. Overall we felt very safe and comfortable here and would absolutely book this location again!

NorthWest Jewelbox Deluxe 1BDR DC
My partner and I thoroughly enjoyed the spacious place with (private) parking just right across the street from us. It was quiet and the hosts were extremely responsive and super helpful and friendly! When we come to DC again, we'll definitely book if available :)

Penn Branch Gem: Near Capitol Hill - Easy Parking
My friend and I had a wonderful stay at Joe’s Airbnb when we came into town for Project Glow! The place was exactly as it was shown in the listing, super easy to access, and had lots of great amenities that made our trip very comfy. We made full use of the kitchen, which included a coffee maker, water boiler, and a nice assortment of teas, and the place also had a washer/dryer and nice shower. The place was absolutely spotless when we arrived and had plenty of space for the two of us. It’s a quick rideshare to the downtown area; the surrounding area isn’t the nicest, but the Airbnb was in a quiet area and we felt safe during our time there. Joe was also super responsive and helpful during our stay. Overall, would definitely stay again if in the area!
Pet-friendly condo rentals

Spacious Bloomingdale 1BR; garage parking included
Great stay! Allan’s place was comfortable and relaxing. It was literally a 15min drive to the downtown area and 5min away from the grocery store. There was a great coffee spot on the corner and a dog friendly park in close proximity. Clean, inviting and cozy! We’ll be back again.

Wonderful BWI Studio, no cleaning fee!
Make this your top choice if you are looking for an efficient and pristine suite right around the corner from the airport! I was in town for my mothers memorial and not only was the space even better than the photos but James was incredibly welcoming, helpful, and even had a thoughtful card for the occasion waiting for me when I arrived. I have two small dogs and he was also excellent with them. If you need a stay near BWI, this place is well worth the money! I’ll for sure be coming back!

Bright, large zen studio on historic Logan Circle
Perfect spot and highly recommended for visiting the area that is dotted with well restored vintage homes, massive oaks, and beautiful gardens. One minute walk to Logan Circle and then onto the commercial area beyond. Lots of space, hip & modern, and squeaky clean. Everything was provided for kitchen and bathroom needs. We loved the front garden with the table and 2 chairs where you can sit and watch the world go by. Thank you Benjamin for being a great host.

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC
Love this clean calm space-the balcony was wonderful. Mark was super responsive, checked in on us and we had everything we needed-especially in the kitchen. Great location for walking to restaurants and stores. Will definitely stay again!

Family Friendly HQ - Historic DC 3BR & 3BA
The place was central to where we wanted to visit and the parking by the roadside was free . Home was good and comfortable except for some amenities that were missing . Other than that the home is very comfortable !

Lovely 1-bedroom condo w/ 2 parking spots near DC
I definitely loved this home soooo spotless felt right at home. You might hear people walking here and there BUT it’s not an all the time thing, other than that it’s so peaceful. Kitchen is beautiful and has all the spices you kinda need if you wanna cook, bed was sooooooo comfortable and the living room was so inviting. It’s close to food spots banks grocery stores, etc. I’m definitely booking again.

Sunny, New 2BR w/ 65" TV, Firepit, Patio & Parking
My girlfriends and I were in Washington DC for National Police Week & were looking for a place close to the city but reasonably priced. We found Chris’s place. It had everything we needed. It was clean, modern, just as described & came with a book of recommendations. The area is nice & we felt safe. Great restaurants. The bus & train r walking distance. We learned how to use public transportation instead to taking our car to avoid traffic and parking fees. My bedroom window faced the street so I could hear the cars & people walk by but when I turned on the fan I didn’t hear anything. Also this is a Renovated basement & have upstairs neighbors & can hear them walking around so if u r looking for a super silent place then this isn’t the place for u. It didn’t bother us. It has a private entrance and it was super easy to find. Chris was so attentive & helped with whatever we needed. He was an awesome host!

DTSS LuxePad 2B2B w/ Rooftop Pool + DC View Lounge
Trip went very well worth every penny. Owner was very helpful answered whenever we called to help with check in gave us no problems about playing music on their Alexa or living room tv. Would get again for another trip.
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
- The White House
- Betterton Beach
- National Mall
- Georgetown University
- Hampden
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Smithsonian National Museum of Natural History
- District Wharf
- M&T Bank Stadium
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- Great Falls Park
- National Harbor
- Smithsonian American Art Museum
- Meridian Hill Park
- Lincoln Park
- Congressional Country Club
- Crystal Beach Manor, Earleville, MD