Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
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
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Superhost
Superhost
Home in Annapolis
Luxury Eastport Home w/ Chef’s Kitchen, Sleeps 16
3 bedrooms
3 bedrooms
,
·
12 beds
12 beds
,
·
4.5 bathrooms
4.5 bathrooms
26–31 Jul
26–31 Jul
$4,952 SGD
Show price breakdown
for 5 nights
$4,952 SGD for 5 nights
4.88 out of 5 average rating, 50 reviews
4.88 (50)
Guest favourite
Guest favourite
Room in Annapolis
Osprey Room - Charming private room, Annapolis
1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
16–21 Aug
16–21 Aug
$375 SGD
Show price breakdown
for 5 nights
$375 SGD for 5 nights
4.93 out of 5 average rating, 180 reviews
4.93 (180)
Top guest favourite
Guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
2 bedrooms
2 bedrooms
,
·
1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
30 Jul – 4 Aug
30 Jul – 4 Aug
$1,856 SGD
Show price breakdown
for 5 nights
$1,856 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 78 reviews
4.92 (78)
Home in Annapolis
Waterfront Gem w/ Dock: 2 Mi to Dwtn Annapolis!
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
1–6 Aug
1–6 Aug
$9,215 SGD
Show price breakdown
for 5 nights
$9,215 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Room in Annapolis
Sandpiper Room - Charming private room, Annapolis
1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
10–15 Aug
10–15 Aug
$419 SGD
Show price breakdown
for 5 nights
$419 SGD for 5 nights
4.93 out of 5 average rating, 183 reviews
4.93 (183)
Top guest favourite
Guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
1 bathroom
1 bathroom
14–19 Aug
14–19 Aug
$1,732 SGD
Show price breakdown
for 5 nights
$1,732 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 463 reviews
4.97 (463)
Guest favourite
Guest favourite
Room in Annapolis
Blue Heron Room - Charming Private Room, Annapolis
1 queen bed
1 queen bed
,
·
3 bathrooms
3 bathrooms
26–31 Jul
26–31 Jul
$439 SGD
Show price breakdown
for 5 nights
$439 SGD for 5 nights
4.95 out of 5 average rating, 182 reviews
4.95 (182)
Top guest favourite
Guest favourite
Boat in Annapolis
Welcome Aboard!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
21–26 Jul
21–26 Jul
$2,561 SGD
Show price breakdown
for 5 nights
$2,561 SGD for 5 nights
4.96 out of 5 average rating, 111 reviews
4.96 (111)
Guest favourite
Guest favourite
Home in Annapolis
The Lighthouse: Walk to stadium, downtown, West St
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3.5 bathrooms
3.5 bathrooms
23–28 Aug
23–28 Aug
$2,516 SGD
$2,168 SGD
Show price breakdown
for 5 nights
Extended stay discount
Free cancellation
4.98 out of 5 average rating, 40 reviews
4.98 (40)
Top guest favourite
Guest favourite
Home in Annapolis
Stay Retro Naptown
4 bedrooms
4 bedrooms
,
·
4 queen beds
4 queen beds
,
·
2 bathrooms
2 bathrooms
24–29 Jul
24–29 Jul
$1,507 SGD
Show price breakdown
for 5 nights
$1,507 SGD for 5 nights
4.95 out of 5 average rating, 80 reviews
4.95 (80)
Top guest favourite
Guest favourite
Flat in Annapolis
Serene Hideaway
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Aug
13–18 Aug
$1,194 SGD
Show price breakdown
for 5 nights
$1,194 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Top guest favourite
Guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$1,692 SGD
Show price breakdown
for 5 nights
$1,692 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Cottage in Annapolis
Weems Creek Cottage, Annapolis Waterfront
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$2,589 SGD
$2,222 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 160 reviews
4.98 (160)
Superhost
Superhost
Flat in Annapolis
Modern Eastport Getaway, Near Historic Annapolis
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,271 SGD
$1,162 SGD
Show price breakdown
for 5 nights
Extended stay discount
Free cancellation
4.84 out of 5 average rating, 19 reviews
4.84 (19)
Top guest favourite
Guest favourite
Guest suite in Annapolis
Bay View Studio Apartment
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$2,053 SGD
Show price breakdown
for 5 nights
$2,053 SGD for 5 nights
4.97 out of 5 average rating, 93 reviews
4.97 (93)
Top guest favourite
Guest favourite
Guest house in Annapolis
Private Art-Filled Guesthouse near Naval Academy
1 bed
1 bed
,
·
1 bathroom
1 bathroom
17–22 Jul
17–22 Jul
$1,860 SGD
Show price breakdown
for 5 nights
$1,860 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 171 reviews
5.0 (171)
Hotel room in Annapolis
Historic Inn Stay | Steps from Maryland State
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$860 SGD
Show price breakdown
for 5 nights
$860 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Room in Annapolis
Private Waterfront Treetop Suite, Rooftop Patio
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$1,238 SGD
Show price breakdown
for 5 nights
$1,238 SGD for 5 nights
4.96 out of 5 average rating, 130 reviews
4.96 (130)
1
2
3
4
…
15
