Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Annapolis
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Gift cards
Log in or sign up
filters
Filters
Price
Price filter
Type of place
Type of place filter
Show map
Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Guest favourite
Guest favourite
Apartment in Annapolis
Anchors Away
Studio
,
·
1 bed
,
·
1 private bathroom
13–18 Sept
13–18 Sept
£885
total
Show price breakdown
£885 total
,
·
4.84 out of 5 average rating, 109 reviews
4.84 (109)
Guest favourite
Guest favourite
Home in Annapolis
Charming Annapolis Townhome
2 bedrooms
2 bedrooms
20–25 Sept
20–25 Sept
£1,345
£1,052
total
Show price breakdown
Free cancellation
4.97 out of 5 average rating, 67 reviews
4.97 (67)
Guest favourite
Guest favourite
Home in Annapolis
Spacious Luxe USNA Home - Pool, Hot Tub, Grill
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
20–25 Sept
20–25 Sept
£3,976
£2,033
total
Show price breakdown
4.91 out of 5 average rating, 92 reviews
4.91 (92)
Top guest favourite
Guest favourite
Apartment in Annapolis
1st Floor Condo in Annapolis
2 beds
2 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
£823
£725
total
Show price breakdown
4.95 out of 5 average rating, 175 reviews
4.95 (175)
Top guest favourite
Guest favourite
Home in Annapolis
Luxury Waterfront Annapolis/ Private Beach & Dock
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
11–16 Sept
11–16 Sept
£4,801
£3,912
total
Show price breakdown
5.0 out of 5 average rating, 147 reviews
5.0 (147)
Guest favourite
Guest favourite
Flat in Annapolis
Wall to Wall Cool- Filled with Original Art and Sculpture
1 bedroom
1 bedroom
,
·
3 beds
3 beds
12–17 Sept
12–17 Sept
£666
total
Show price breakdown
£666 total
4.92 out of 5 average rating, 524 reviews
4.92 (524)
Top guest favourite
Guest favourite
Apartment in Annapolis
Funky Uptown Apt meets Downtown - Hist District
2 bedrooms
2 bedrooms
,
·
2 double beds
2 double beds
11–16 Sept
11–16 Sept
£1,472
£1,260
total
Show price breakdown
4.96 out of 5 average rating, 127 reviews
4.96 (127)
Top guest favourite
Guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms
3 bedrooms
13–18 Sept
13–18 Sept
£1,467
£1,191
total
Show price breakdown
4.94 out of 5 average rating, 34 reviews
4.94 (34)
Top guest favourite
Guest favourite
Home in Annapolis
The Midship Quarters
3 bedrooms
3 bedrooms
,
·
3 single beds
3 single beds
11–16 Sept
11–16 Sept
£2,527
£2,267
total
Show price breakdown
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Guest favourite
Guest favourite
Home in Annapolis
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
13–18 Sept
13–18 Sept
£2,140
£1,297
total
Show price breakdown
4.93 out of 5 average rating, 15 reviews
4.93 (15)
Top guest favourite
Guest favourite
Home in Annapolis
The Red Door Cottage - Pet-Friendly!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
29 Nov – 4 Dec
29 Nov – 4 Dec
£1,255
£1,065
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 42 reviews
5.0 (42)
Top guest favourite
Guest favourite
Guest suite in Annapolis
Our Annapolis Penthouse
1 bedroom
1 bedroom
,
·
2 beds
2 beds
3–8 Dec
3–8 Dec
£516
total
Show price breakdown
£516 total
Free cancellation
4.97 out of 5 average rating, 462 reviews
4.97 (462)
Top guest favourite
Guest favourite
Home in Annapolis
Charming on Charles Street
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
19–24 Sept
19–24 Sept
£1,818
£1,465
total
Show price breakdown
5.0 out of 5 average rating, 33 reviews
5.0 (33)
Top guest favourite
Guest favourite
Guest house in Annapolis
Coastal Waterfront 1 Bedroom Cottage
1 bedroom
1 bedroom
,
·
1 bed
1 bed
17–22 Oct
17–22 Oct
£1,960
total
Show price breakdown
£1,960 total
Free cancellation
5.0 out of 5 average rating, 226 reviews
5.0 (226)
Top guest favourite
Guest favourite
Guest suite in Annapolis
Cozy Naptown Perch
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
29 Oct – 3 Nov
29 Oct – 3 Nov
£857
total
Show price breakdown
£857 total
Free cancellation
4.96 out of 5 average rating, 228 reviews
4.96 (228)
Top guest favourite
Guest favourite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 bedroom
1 bedroom
,
·
2 beds
2 beds
1–6 Nov
1–6 Nov
£688
total
Show price breakdown
£688 total
4.92 out of 5 average rating, 1137 reviews
4.92 (1137)
Top guest favourite
Guest favourite
Flat in Annapolis
Beautiful Historic Home next to City Dock + USNA
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
4–9 Oct
4–9 Oct
£2,115
£1,819
total
Show price breakdown
5.0 out of 5 average rating, 64 reviews
5.0 (64)
Top guest favourite
Guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
4–9 Oct
4–9 Oct
£1,014
total
Show price breakdown
£1,014 total
Free cancellation
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Top guest favourite
Guest favourite
Home in Annapolis
Southgate Sanctuary - Downtown Annapolis
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
18–23 Sept
18–23 Sept
£2,875
£2,605
total
Show price breakdown
4.97 out of 5 average rating, 33 reviews
4.97 (33)
1
2
3
4
…
15