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
Cottage in Gualala
4.99 out of 5 average rating, 113 reviewsRomantic Oceanfront Cottage on Mendo Coast-Gualala
6–13 Jun
$621 SGD per night
Guest favourite
Home in The Sea Ranch
4.96 out of 5 average rating, 163 reviewsGray Fox Dacha: The Sea Ranch Retreat
18–25 Jun
$823 SGD per night
Guest favourite
Farm stay in Gualala
4.96 out of 5 average rating, 256 reviewsThe Cob House - Farm Stay on acreage
10–17 Sep
$137 SGD per night
Guest favourite
Cabin in Philo
4.98 out of 5 average rating, 217 reviewsRedwoods Cabin by the lake
5–12 Sep
$159 SGD per night
Guest favourite
Cottage in Jenner
4.99 out of 5 average rating, 358 reviewsRiverfront Serenity on the Sonoma Coast
5–12 Feb
$422 SGD per night
Guest favourite
Home in The Sea Ranch
4.94 out of 5 average rating, 118 reviewsSeaHorse Retreat: ocean views, tall trees, privacy
21–28 Jan
$548 SGD per night
Guest favourite
Guest house in Bodega Bay
4.83 out of 5 average rating, 451 reviewsSeaside Studio
30 Sep – 7 Oct
$169 SGD per night
Superhost
Home in The Sea Ranch
4.96 out of 5 average rating, 100 reviewsSeaward Bliss ★ (Private Hillside Retreat)
13–20 Jun
$644 SGD per night
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