Vacation rentals in Annapolis, MD
Find deals on 511 vacation rentals in Annapolis, MD
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Top rentals in Annapolis
Find the perfect vacation rental for your stay in Annapolis
Vacation rentals in popular neighborhoods in Annapolis
Below are the most popular neighborhoods in Annapolis to stay in, as well as some of the best vacation rentals in each area
Downtown
Search rentals in DowntownThe Little House
Annapolis, MD, United States
Annapolis @Gate 1 steps to the Harbor Free parking
Annapolis, MD, United States
18th Cent. Charm in Historic Downtown Annapolis
Annapolis, MD, United States
Perfect spot for a Weekend Getaway!
Annapolis, MD, United States
Hostels and cheap hotels in Annapolis
These hotels and hostels usually make for a cheap way to stay in Annapolis
Private Cozy Basement Apartment
Arnold, MD, United States
Gaia House
Annapolis, MD, United States
Bright and cheery home. Just a short 2 blocks from the beach.
Annapolis, MD, United States
Anchors Away Abode
Annapolis, MD, United States
Cozy place close to the city dock
Annapolis, MD, United States
Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District
Annapolis, MD, United States
Get the best value vacation rental in Annapolis
These Annapolis vacation rentals have the best prices for their ratings
Gaia House
Annapolis, MD, United States
Anchors Away Abode
Annapolis, MD, United States
Usna Getaway
Annapolis, MD, United States
Neptune By The Water
Annapolis, MD, United States
Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District
Annapolis, MD, United States
Entire Private 2 bedrooms house, nice neighborhood
Arnold, MD, United States
momondo's favorite vacation rentals in Annapolis
Learn more about these user-preferred vacation rentals in Annapolis
Useful insights on Annapolis vacation rentals
Get a quick overview on price and accommodation trends for your visit in Annapolis
Lowest Vacation Rental Price | $157 |
|---|
When to book a vacation rental in Annapolis
Check out the information below to find the best deal on a vacation rental in Annapolis
| Low Season | February | cheapest month to stay |
| High Season | September | most expensive time to stay |
| 38% | expected price decrease | |
| 35% | expected price increase |
Price | $224 - $548 |
|---|
| Cheapest day of week | Monday | is the cheapest day of the week to book |
| Highest day of week | Sunday | is the most expensive day of the week to book |
| $220 | ||
| $451 |
Information about staying in Annapolis
Read these important travel tips before booking a vacation rental in Annapolis
How long do people typically book vacation apartments for in Annapolis?
About 3 nights is the most common choice for those booking vacation apartment rentals in Annapolis.
When is the best time to book a vacation rental in Annapolis?
Annapolis vacation rentals are at their cheapest in February. Rental prices can be around 38% lower per night than in the high season.
What’s the best area of Annapolis to book a vacation rental in?
Downtown is the classic choice for vacation rentals in Annapolis.
How many operators does momondo search for hotels in Annapolis?
The number of operators available for hotels in Annapolis is 553 as of April 2025.
When did momondo last update prices for hotels in Annapolis?
Prices for hotels in Annapolis were last updated today.