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
Flat in Edgewater
4.92 out of 5 average rating, 398 reviewsPet Friendly Garden Apartment Near Annapolis
7–14 Sep
₹9,260 per night
Guest favourite
Guest house in Annapolis
4.99 out of 5 average rating, 104 reviewsCoastal Waterfront 1 Bedroom Cottage
6–13 Nov
₹31,055 per night
Guest favourite
Guest suite in Edgewater
4.89 out of 5 average rating, 436 reviewsSouth River Park Apartment
6–13 Dec
₹8,347 per night
Guest favourite
Guest suite in Arnold
4.84 out of 5 average rating, 496 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
26 Jun – 3 Jul
₹9,821 per night
Guest favourite
Cottage in Annapolis
4.96 out of 5 average rating, 332 reviewsRelaxing Water Views - Mill Creek Cottage
11–18 Jan
₹17,111 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
2–9 Dec
₹16,583 per night
Guest favourite
Flat in Annapolis
4.94 out of 5 average rating, 31 reviewsHillsmere Hideaway
16–23 Dec
₹11,096 per night
Guest favourite
Home in Arnold
5.0 out of 5 average rating, 36 reviewsPrivate Studio Getaway Near Annapolis
18–25 Apr
₹10,775 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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