Holiday houses 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
Home in The Sea Ranch
4.96 out of 5 average rating, 163 reviewsGray Fox Dacha: The Sea Ranch Retreat
14 – 21 Apr
$7,722 AUD total
Guest favourite
Tiny home in Manchester
4.98 out of 5 average rating, 120 reviewsPrivate Tiny-House in a Grove of Large Redwoods
12 – 19 July
$1,561 AUD total
Guest favourite
Cabin in Point Arena
4.96 out of 5 average rating, 136 reviewsModern Cabin within Redwoods of P.A.
1 – 8 Jan
$2,069 AUD total
Guest favourite
Farm stay in Gualala
4.96 out of 5 average rating, 256 reviewsThe Cob House - Farm Stay on acreage
8 – 15 Sept
$1,078 AUD total
Guest favourite
Cabin in Philo
4.98 out of 5 average rating, 217 reviewsRedwoods Cabin by the lake
2 – 9 Jan
$1,330 AUD total
Guest favourite
Cottage in Jenner
4.99 out of 5 average rating, 358 reviewsRiverfront Serenity on the Sonoma Coast
5 – 12 Feb
$3,800 AUD total
Superhost
Home in The Sea Ranch
4.96 out of 5 average rating, 100 reviewsSeaward Bliss ★ (Private Hillside Retreat)
22 – 29 Apr
$6,901 AUD total
Guest favourite
Cottage in Gualala
4.99 out of 5 average rating, 293 reviewsSecluded Oceanfront Beach Cottage and Private Cove
6 – 13 Dec
$6,146 AUD total
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