Holiday houses 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 suite in Edgewater
4.89 out of 5 average rating, 439 reviewsSouth River Park Apartment
15 – 22 Mar
$1,188 AUD total
Guest favourite
Apartment in Edgewater
4.92 out of 5 average rating, 399 reviewsPet Friendly Garden Apartment Near Annapolis
10 – 17 Sept
$1,394 AUD total
Guest favourite
Boat in Annapolis
4.94 out of 5 average rating, 352 reviewsStay aboard the S/V MY STUDIO on Annapolis Harbor
6 – 13 Apr
$2,263 AUD total
Guest favourite
Home in Annapolis
4.95 out of 5 average rating, 349 reviewsNew Hotel Chic
6 – 13 Mar
$2,315 AUD total
Guest favourite
Cottage in Annapolis
4.96 out of 5 average rating, 336 reviewsRelaxing Water Views - Mill Creek Cottage
15 – 22 Nov
$2,531 AUD total
Guest favourite
Cottage in Annapolis
4.94 out of 5 average rating, 314 reviewsWright’s Cottage, Pets Welcome!
16 – 23 May
$2,628 AUD total
Guest favourite
Condo in Annapolis
4.96 out of 5 average rating, 54 reviewsFunky Uptown Apt meets Downtown - Hist District
17 – 24 Aug
$1,823 AUD total
Guest favourite
Home in Annapolis
4.95 out of 5 average rating, 41 reviewsNaptown Suite
1 – 8 July
$1,505 AUD total
Quick stats about accommodation 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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