Holiday rentals in Annapolis
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Top-rated holiday rentals in Annapolis
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Annapolis holiday rentals
Other great holiday rentals in Annapolis
Guest favourite
Home in Crownsville
5 out of 5 average rating, 73 reviews"Hilltop Hideaway"- Private basement suite
Guest favourite
Home in Annapolis
4.96 out of 5 average rating, 46 reviewsNaptown Suite
Guest favourite
Cottage in Annapolis
4.99 out of 5 average rating, 89 reviewsMiller Cottage - near Navy Stadium
Guest favourite
Rental unit in Annapolis
5 out of 5 average rating, 19 reviewsBayside Retreat
Guest favourite
Guest suite in Arnold
4.97 out of 5 average rating, 38 reviewsCozy cottage with riverview and pool
Guest favourite
Guest house in Edgewater
5 out of 5 average rating, 80 reviews1 large room efficiency in detached garage.
Guest favourite
Guest house in Annapolis
5 out of 5 average rating, 55 reviewsBright and Airy Carriage House
Guest favourite
Guest suite in Riva
5 out of 5 average rating, 12 reviewsCozy one bedroom appt on the water
Quick stats about holiday rentals in Annapolis
Total rentals
630 properties
Total number of reviews
29K reviews
Family-friendly rentals
430 properties are a good fit for families
Pet-friendly rentals
190 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
350 properties have a dedicated workspace
Destinations to explore
- Baltimore Holiday rentals
- Ocean City Holiday rentals
- Cape May Holiday rentals
- Wildwood Holiday rentals
- Rehoboth Beach Holiday rentals
- Arlington Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
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