just booked a vacation in
×
Log In
START A FRANCHISE
Destinations
Vacation Deals
List Your Property
Blog
Contact us
USA
MD
Annapolis
MD
Properties in Annapolis
(560 reviews)
Showing
all properties
. Taxes & fees included.
Refine Your Search
Occupancy Options
«
June 2025
»
Su
Mo
Tu
We
Th
Fr
Sa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
«
June 2025
»
Su
Mo
Tu
We
Th
Fr
Sa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
Guests 1+
Guests 2+
Guests 3+
Guests 4+
Guests 5+
Guests 6+
Guests 7+
Guests 8+
Guests 9+
Guests 10+
Guests 11+
Guests 12+
Guests 13+
Guests 14+
Guests 15+
Guests 16+
Guests 17+
Guests 18+
Guests 19+
Guests 20+
Guests 21+
Guests 22+
Guests 23+
Guests 24+
Guests 25+
Guests 26+
Guests 27+
Guests 28+
Guests 29+
Guests 30+
Guests 31+
Guests 32+
Guests 33+
Guests 34+
Guests 35+
Guests 36+
Guests 37+
Guests 38+
Guests 39+
Guests 40+
Guests 41+
Guests 42+
Guests 43+
Guests 44+
Guests 45+
Guests 46+
Guests 47+
Guests 48+
Guests 49+
Guests 50+
Guests
Allows Pets
1 Bedrooms
2 Bedrooms
3 Bedrooms
4 Bedrooms
5 Bedrooms
6+ Bedrooms
Bedrooms
Min $100/Night
Min $150/Night
Min $200/Night
Min $250/Night
Min $300/Night
Min $400/Night
Min $500/Night
Min $750/Night
No Min/Night
Max $100/Night
Max $150/Night
Max $200/Night
Max $250/Night
Max $300/Night
Max $400/Night
Max $500/Night
Max $750/Night
Max $1000/Night
No Max/Night
Property Type
Bungalow
Cabin
Chalet
Condo
Cottage
Home
Townhome
Villa
RV Site
Boat
Hotel Room
Apartment
Any
Bungalow
Cabin
Chalet
Condo
Cottage
Home
Townhome
Villa
RV Site
Boat
Hotel Room
Apartment
Amenities
Disinfected - 75
Enhanced Cleaning - 75
Internet Access - 75
Refrigerator - 74
Self Check-In - 75
WIFI - 75
Any
Disinfected
Enhanced Cleaning
Internet Access
Refrigerator
Self Check-In
WIFI
Search
Reset
Filter by Neighborhood
Kent Island (5)
North Beach (1)
Featured
Price Ascending
Price Descending
Use Map View
View Favorites
$1037
night
Location: Annapolis
Rating: 5 Stars
$975
night
Location: Annapolis
Rating: 5 Stars
$741
night
Location: Annapolis
Rating: 5 Stars
$479
night
Location: Annapolis
Rating: 5 Stars
$451
night
Location: Annapolis
Rating: 5 Stars
$433
night
Location: Annapolis
Rating: 4.9 Stars
$473
night
Location: Annapolis
Rating: 4.7 Stars
$634
night
Location: Annapolis
Rating: 4.9 Stars
$669
night
Location: Annapolis
Rating: 5 Stars
$871
night
Location: Annapolis
Rating: 5 Stars
$403
night
Location: Annapolis
Rating: 5 Stars
$1680
night
Location: Annapolis
Rating: 5 Stars
Previous
…
3
4
5
6
7
Next