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
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 suite in Edgewater
4.89 out of 5 average rating, 436 reviewsSouth River Park Apartment
11–18 Jun
₹8,336 per night
Guest favourite
Flat in Annapolis
4.96 out of 5 average rating, 122 reviewsCharming lower-level apartment in Annapolis
22–29 Jul
₹10,681 per night
Guest favourite
Guest suite in Arnold
4.85 out of 5 average rating, 497 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
5–12 Aug
₹9,807 per night
Guest favourite
Boat in Annapolis
4.94 out of 5 average rating, 351 reviewsStay aboard the S/V MY STUDIO on Annapolis Harbor
9–16 Jul
₹16,560 per night
Guest favourite
Guest suite in Annapolis
4.97 out of 5 average rating, 162 reviewsPrivate 2B Apt--less than 1 mi to Downtown
17–24 Jan
₹13,073 per night
Guest favourite
Apartment in Annapolis
4.96 out of 5 average rating, 53 reviewsFunky Uptown Apt meets Downtown - Hist District
11–18 Jun
₹12,288 per night
Guest favourite
Guest suite in Arnold
4.96 out of 5 average rating, 24 reviewsCozy cottage with riverview and pool
14–21 Nov
₹10,457 per night
Guest favourite
Flat in Annapolis
4.94 out of 5 average rating, 32 reviewsHillsmere Hideaway
18–25 Jun
₹11,080 per night
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
28T reviews
Destinations to explore
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