Holiday rentals in Annapolis
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Top-rated holiday rentals in Annapolis
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Annapolis holiday rentals
Other great holiday rentals in Annapolis
Guest favourite
Guest house in Annapolis
4.99 out of 5 average rating, 109 reviewsCoastal Waterfront 1 Bedroom Cottage
Guest favourite
Boat in Annapolis
4.94 out of 5 average rating, 353 reviewsStay aboard the S/V MY STUDIO on Annapolis Harbor
Guest favourite
Flat in Edgewater
4.92 out of 5 average rating, 403 reviewsPet Friendly Garden Apartment Near Annapolis
Guest favourite
Apartment in Annapolis
4.96 out of 5 average rating, 153 reviewsThe Crow's Nest - Excellent downtown Annapolis Apt
Guest favourite
Cottage in Annapolis
4.95 out of 5 average rating, 343 reviewsRelaxing Water Views - Mill Creek Cottage
Guest favourite
Home in Annapolis
4.95 out of 5 average rating, 43 reviewsNaptown Suite
Guest favourite
Apartment in Annapolis
4.96 out of 5 average rating, 57 reviewsFunky Uptown Apt meets Downtown - Hist District
Guest favourite
Guest suite in Arnold
4.96 out of 5 average rating, 27 reviewsCozy cottage with riverview and pool
Quick stats about holiday rentals in Annapolis
Total rentals
640 properties
Rentals with dedicated workspaces
350 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
180 properties allow pets
Family-friendly rentals
440 properties are a good fit for families
Total number of reviews
28K reviews
Destinations to explore
- Baltimore Holiday rentals
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- Rentals with a hot tub Annapolis
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