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, 108 reviewsCoastal Waterfront 1 Bedroom Cottage
2–9 Dec
₹29,175 per night
Guest favourite
Home in Annapolis
4.95 out of 5 average rating, 350 reviewsNew Hotel Chic
6–13 Feb
₹16,555 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
9–16 Jul
₹15,529 per night
Guest favourite
Guest suite in Arnold
4.94 out of 5 average rating, 118 reviewsCoastal Comfort Suite Near Annapolis, Hottub, EV
26 Jul – 2 Aug
₹14,924 per night
Guest favourite
Guest suite in Arnold
4.84 out of 5 average rating, 503 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
16–23 Aug
₹9,993 per night
Guest favourite
Cottage in Annapolis
4.96 out of 5 average rating, 340 reviewsRelaxing Water Views - Mill Creek Cottage
5–12 Jan
₹18,133 per night
Guest favourite
Guest house in Annapolis
5.0 out of 5 average rating, 106 reviewsGarden View, a spacious 1 bedroom with loft.
27 Jan – 3 Feb
₹14,423 per night
Guest favourite
Apartment in Annapolis
4.95 out of 5 average rating, 21 reviewsFunky Uptown Apt meets Downtown - Hist District
12–19 Aug
₹11,975 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
- Baltimore Holiday rentals
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