Vacation rentals in Annapolis
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Top-rated vacation rentals in Annapolis
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Annapolis vacation rentals
Other great vacation rentals in Annapolis
Superhost
Cabin in Patterson
4.89 out of 5 average rating, 9 reviewsLakeview Cabin With Hot Tub
May 9 – 16
$140 per night
Superhost
Castle in Ironton
4.97 out of 5 average rating, 33 reviewsHistoric Goulding Castle circa 1846
Sep 10 – 17
$355 per night
Superhost
Cabin in Lesterville
4.82 out of 5 average rating, 68 reviewsR & S Cabin on the beautiful black river.
Feb 22 – Mar 1
$150 per night
Guest favorite
Home in Piedmont
5.0 out of 5 average rating, 18 reviewsThe Yellow House at Bluffview ~ .5 mile from lake
Nov 18 – 25
$113 per night
Guest favorite
Cottage in Marquand
4.87 out of 5 average rating, 45 reviewsCountry Retreat
Feb 26 – Mar 5
$113 per night
Guest favorite
Home in Bismarck
4.98 out of 5 average rating, 53 reviewsCheerful country home with a gorgeous view
Mar 8 – 15
$106 per night
Guest favorite
Home in Lesterville
4.93 out of 5 average rating, 61 reviewsThe Black River Oasis on the Middle Fork
Oct 10 – 17
$266 per night
Guest favorite
Farm stay in Arcadia
4.95 out of 5 average rating, 43 reviewsElephant Rocks cabin at The Maples
May 23 – 30
$111 per night
Quick stats about vacation rentals in Annapolis
Total rentals
10 properties
Popular amenities
Gym, BBQ grill, and Laptop-friendly workspace
Wifi availability
10 properties include access to wifi
Pet-friendly rentals
10 properties allow pets
Total number of reviews
330 reviews
Nightly prices starting at
$90 before taxes and fees
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