Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Annapolis
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Canada
Canada
Europe
Europe
Italy
Italy
Caribbean
Caribbean
Mexico
Mexico
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Countryside
Rooms
Filters
0
Display total before taxes
Show map
Search results; Over 1,000 places in Annapolis
Over 1,000 places in Annapolis
Superhost
Superhost
Cabin in Bridgetown
Rustic Riverside Retreat
1 bed
1 bed
Apr 1 – 6
Apr 1 – 6
$110
night
$110 per night
4.85 out of 5 average rating, 13 reviews
4.85 (13)
Guest favorite
Guest favorite
Tower in Broad Cove
Shackup Tower - 30 ft in the air & hot tub
Apr 1 – 6
Apr 1 – 6
$489
$402
night
$402 per night, originally $489
4.99 out of 5 average rating, 190 reviews
4.99 (190)
Superhost
Superhost
Cabin in Middleton
Cozy A Frame on quiet East Lake
3 beds
3 beds
Apr 28 – May 3
Apr 28 – May 3
$110
$88
night
$88 per night, originally $110
4.79 out of 5 average rating, 174 reviews
4.79 (174)
Guest favorite
Guest favorite
Tiny home in Annapolis Royal
Inviting and Cozy Getaway on Victorian Farm
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
$53
night
$53 per night
4.78 out of 5 average rating, 95 reviews
4.78 (95)
Guest favorite
Guest favorite
Place to stay in Granville Ferry
Rocks and Tide Cottages
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
$183
night
$183 per night
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favorite
Guest favorite
Cabin in Granville Ferry
Annapolis Riverside Retreat
1 queen bed
1 queen bed
Apr 5 – 10
Apr 5 – 10
$66
night
$66 per night
4.85 out of 5 average rating, 267 reviews
4.85 (267)
Guest favorite
Guest favorite
Apartment in Annapolis County
Annapolis Lake Retreat
1 bed
1 bed
Apr 4 – 9
Apr 4 – 9
$82
$73
night
$73 per night, originally $82
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favorite
Guest favorite
Home in Annapolis Royal
Moschelle House
3 beds
3 beds
Apr 1 – 6
Apr 1 – 6
$88
night
$88 per night
4.94 out of 5 average rating, 17 reviews
4.94 (17)
Guest favorite
Guest favorite
Home in Upper Granville
Beautiful Waterfront House on Annapolis River
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
$96
night
$96 per night
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favorite
Guest favorite
Home in Annapolis Royal
Holiday House
3 beds
3 beds
May 19 – 24
May 19 – 24
$130
night
$130 per night
4.93 out of 5 average rating, 61 reviews
4.93 (61)
Guest favorite
Guest favorite
Cabin in Hampton
Triangulair
1 bed
1 bed
Apr 1 – 6
Apr 1 – 6
$95
night
$95 per night
4.97 out of 5 average rating, 32 reviews
4.97 (32)
Guest favorite
Guest favorite
Guest suite in Middleton
Cozy 3 Bedroom Annapolis Valley Hideaway
4 beds
4 beds
Apr 7 – 12
Apr 7 – 12
$85
night
$85 per night
4.96 out of 5 average rating, 111 reviews
4.96 (111)
Guest favorite
Guest favorite
Home in Bridgetown
The Delancey House Beautiful country home (1780)
6 beds
6 beds
May 26 – 31
May 26 – 31
$221
night
$221 per night
4.91 out of 5 average rating, 11 reviews
4.91 (11)
Guest favorite
Guest favorite
Cottage in Annapolis, Subd. D
Tall Pine Cove
3 beds
3 beds
Apr 26 – May 1
Apr 26 – May 1
$158
night
$158 per night
4.97 out of 5 average rating, 79 reviews
4.97 (79)
Guest favorite
Guest favorite
Cottage in Middleton
Cozy 2 Bedroom Lakefront Cottage- Trout Lake
4 beds
4 beds
Jun 17 – 22
Jun 17 – 22
$136
night
$136 per night
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Guest favorite
Guest favorite
Cottage in Middleton
Serene lakefront living. Two bedroom cottage.
3 beds
3 beds
May 1 – 6
May 1 – 6
$117
night
$117 per night
4.91 out of 5 average rating, 55 reviews
4.91 (55)
Guest favorite
Guest favorite
Cottage in Middleton
Waterfront Cottage on Private Lake with Hot tub
4 beds
4 beds
Sep 30 – Oct 5
Sep 30 – Oct 5
$162
night
$162 per night
4.88 out of 5 average rating, 33 reviews
4.88 (33)
Guest favorite
Guest favorite
Cabin in LaHave
Shackup A-frame— Private Hot Tub & Big Ocean Views
1 queen bed
1 queen bed
Apr 7 – 12
Apr 7 – 12
$405
night
$405 per night
4.96 out of 5 average rating, 258 reviews
4.96 (258)
1
2
3
4
…
15