Search Condo Rentals in Annapolis

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Annapolis condo rentals

1. Chapel Gate 3BR Steps to City Dock & Naval Academy

Chapel Gate 3BR Steps to City Dock & Naval Academy
Historic District
10.0 out of 10, Exceptional, (1 review)
"Very cute home in great proximity to naval academy"
United States
JENNIFER E.
The price is AED 742
AED 1,997 total
includes taxes & fees
30 Nov - 1 Dec
Chapel Gate 3BR Steps to City Dock & Naval Academy

2. Upscale Condo in Annapolis w/Private Parking

Upscale Condo in Annapolis w/Private Parking
Historic District
10.0 out of 10, Exceptional, (5 reviews)
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."
United States
Scott P.
The price is AED 1,319
AED 2,588 total
includes taxes & fees
1 Dec - 2 Dec
Upscale Condo in Annapolis w/Private Parking

3. Luxe downtown Annapolis condo! On the harbor, rooftop views, cozy fireplace, memory foam beds, free parking & fully stocked home. Walk to shops, dining, USNA!

Luxe downtown Annapolis condo! On the harbor, rooftop views, cozy fireplace, memory foam beds, free parking & fully stocked home. Walk to shops, dining, USNA!
Eastport
10.0 out of 10, Exceptional, (2 reviews)
"Excellent place to stay!"
United States
Michaell M.
The price is AED 758
AED 1,902 total
includes taxes & fees
30 Nov - 1 Dec
Luxe downtown Annapolis condo! On the harbor, rooftop views, cozy fireplace, memory foam beds, free parking & fully stocked home. Walk to shops, dining, USNA!

4. Chic Downtown Studio! 4 Min Walk to Waterfront!

Chic Downtown Studio! 4 Min Walk to Waterfront!
Downtown Baltimore
2.0 out of 10, (2 reviews)
"We drove 10 hrs to take my father to an Orioles game to full fill his bucket list to find out after the game and checking into our condo someone was already in there staying because it was already booked out for the weekend. I had to call and talk to someone for over an hour to find out that they couldn’t help but tell me I should be getting a refund. They said I had to find my own stay somewhere else at 10:20pm. Closest place open was an hour away and had to drive there to check in. My father...
United States
Nicholas R.
Chic Downtown Studio! 4 Min Walk to Waterfront!

5. Luxury Harborplace Condo Near Orioles, Ravens & Baltimore Waterfront

Luxury Harborplace Condo Near Orioles, Ravens & Baltimore Waterfront
Key Highway
10.0 out of 10, Exceptional, (6 reviews)
"The space and amenities here were hands-down superior to hotels in the area and beat them on price point easily. I highly recommend this place especially if you want to be handy to the Inner Harbor or downtown."
United States
BeckyAndBrandon P.
The price is AED 645
AED 1,037 total
includes taxes & fees
30 Nov - 1 Dec
Luxury Harborplace Condo Near Orioles, Ravens & Baltimore Waterfront

6. Luxury Baltimore Escape

Luxury Baltimore Escape
Canton
8.0 out of 10, Very good, (1 review)
"The location was great so close to where we needed to be. Also very close to shops which was helpful. The kitchen was well appointed. The parking situation was a bit odd but we adjusted. Not sure where the third bedroom was located but luckily our guest did not need accommodations. "
United States
Jennifer R.
The price is AED 1,818
AED 3,042 total
includes taxes & fees
15 Nov - 16 Nov
Luxury Baltimore Escape
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Annapolis and related destinations

Cobblestone streets wind past the Naval Academy where midshipmen march in crisp white uniforms during ceremonial parades. Sail the Chesapeake Bay in the morning, then explore historic homes and seafood spots along the charming waterfront district.

A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

Top reviews in Annapolis

Frequently Asked Questions

How much do condos in Annapolis cost?

You can expect to pay from AED 275 to AED 1,818 per night for condos in Annapolis. No matter your budget, an epic stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many condos are there in Annapolis?

There are condos in Annapolis. Whether you're vacationing with the kids or organizing a weekend break with friends, Expedia can help you find the right space for your whole crew.

Why book your condo in Annapolis with Expedia?

Booking a condo in Annapolis is as simple as clicking on your travel dates and choosing the option that meets your needs. On the lookout for something low cost or luxurious, or a stay that also comes with free WiFi? Use Expedia's search filters to further narrow your search results and find your dream fit.

How can I find cheap condos in Annapolis?

An excellent way to find cheap condos in Annapolis is with Expedia's nifty filter tool. Narrow down your search by amenities, budget and star rating to access unbeatable prices with only a few clicks.