Find the best vacation rental

ACCOMMODATION TYPES

Cheap Airbnb in Annapolis, MD: Top Deals

5.0 (33 reviews)
Stunning waterfront house - ideal weekend getaway
Guest Suite · 8 Guests · 4 Bedrooms
$781 /night*
View deal
4.5 (3 reviews)
Waterfront Annapolis Home Fire Pit and Fishing Pier
House
$239 /night
View deal
4.9 (8 reviews)
Chic Condo w/ Balcony in the Heart of Annapolis!
Condo · 6 Guests · 2 Bedrooms
$353 /night*
View deal
4.9 (36 reviews)
Charming cottage - easy walk to downtown with parking
Guest Suite · 2 Guests · 2 Bedrooms
$302 /night*
View deal
5.0 (26 reviews)
Million$ Chesapeake Bay Sunsets. A calming amazing retreat...inside and out.
Guest Suite · 8 Guests · 4 Bedrooms
$824 /night*
View deal
4.6 (28 reviews)
Adorable waterside cottage with pool Beach community
Guest Suite · 8 Guests · 2 Bedrooms
$342 /night*
View deal
4.9 (90 reviews)
Beautiful Waterfront Townhome in Historic Annapolis
Guest Suite · 2 Guests · 3 Bedrooms
$735 /night*
View deal
5.0 (6 reviews)
Charming Annapolis Guest House
Guest House · 2 Guests · 1 Bedroom
$369 /night*
View deal
The MidshipDen
House
$348 /night
View deal

Similar Inspirational Vacation Rental Destinations

Which Price Range Is Considered As A Good Deal in Annapolis, MD Area?
Vacation House & Apartment Rental Price Information in Annapolis, MD
+
The graph shows the percentages of vacation homes in each price bucket. Annapolis has the largest percentage (19.76%) of homes in $500+ price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
How Many Accommodations Are Pets Allowed in Annapolis, MD?
Percentage of Pet Friendly Rental Properties in Annapolis, MD
+
21.53% of vacation homes in Annapolis are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
What are the Airports in Annapolis, MD?
Suggested Airports in Annapolis, MD
+
* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
See all offers