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 house in Annapolis
4.99 out of 5 average rating, 106 reviewsCoastal Waterfront 1 Bedroom Cottage
23–30 Sept
£345 per night
Guest favourite
Boat in Annapolis
4.94 out of 5 average rating, 352 reviewsStay aboard the S/V MY STUDIO on Annapolis Harbor
5–12 Nov
£172 per night
Guest favourite
Guest suite in Arnold
4.94 out of 5 average rating, 118 reviewsCoastal Comfort Suite Near Annapolis, Hottub, EV
15–22 Jul
£168 per night
Guest favourite
Guest suite in Arnold
4.96 out of 5 average rating, 567 reviewsOld Bay Bungalow
22–29 May
£167 per night
Guest favourite
Flat in Edgewater
4.92 out of 5 average rating, 399 reviewsPet Friendly Garden Apartment Near Annapolis
2–9 Aug
£121 per night
Guest favourite
Cottage in Annapolis
4.96 out of 5 average rating, 336 reviewsRelaxing Water Views - Mill Creek Cottage
16–23 Apr
£195 per night
Guest favourite
Home in Annapolis
4.95 out of 5 average rating, 349 reviewsNew Hotel Chic
6–13 Mar
£176 per night
Guest favourite
Guest suite in Arnold
4.84 out of 5 average rating, 502 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
12–19 Aug
£106 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
28K reviews
Destinations to explore
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- Waterfront rentals Annapolis
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