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, 437 reviewsSouth River Park Apartment
14–21 Nov
₹8,313 per night
Guest favourite
Flat in Edgewater
4.92 out of 5 average rating, 399 reviewsPet Friendly Garden Apartment Near Annapolis
1–8 Aug
₹10,364 per night
Guest favourite
Guest suite in Arnold
4.85 out of 5 average rating, 497 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
11–18 Aug
₹9,780 per night
Guest favourite
Guest house in Annapolis
4.99 out of 5 average rating, 106 reviewsCoastal Waterfront 1 Bedroom Cottage
13–20 Dec
₹33,306 per night
Guest favourite
Guest house in Annapolis
4.91 out of 5 average rating, 174 reviewsAnnapolis Guesthouse - Completely Separate Space
1–8 Oct
₹14,649 per night
Guest favourite
Apartment in Annapolis
4.99 out of 5 average rating, 126 reviewsNew Downtown Annapolis Condo With Free Parking
21–28 Nov
₹18,951 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
22–29 Aug
₹16,515 per night
Guest favourite
Guest suite in Arnold
4.94 out of 5 average rating, 115 reviewsCoastal Comfort Suite Near Annapolis, Hottub, EV
23–30 Aug
₹14,418 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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