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
Languages & currency
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
Photo 1 of 29
Guest favourite
Guest favourite
Home in Cape St. Claire
Country House on the Bay
5 bedrooms
,
·
10 beds
,
·
3 private bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
£1,093
£977 total
Show price breakdown
,
·
4.9 out of 5 average rating, 229 reviews
4.9 (229)
Photo 1 of 9
Top guest favourite
Guest favourite
Home in Annapolis
Historic Downtown in-law suite
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Dec
4–9 Dec
£782 total
Show price breakdown
£782 total
Free cancellation
4.96 out of 5 average rating, 266 reviews
4.96 (266)
Photo 1 of 19
Top guest favourite
Guest favourite
Apartment in Annapolis
1st Floor Condo in Annapolis
2 beds
2 beds
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
£871
£767 total
Show price breakdown
4.96 out of 5 average rating, 179 reviews
4.96 (179)
Photo 1 of 29
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
8–13 Nov
8–13 Nov
£1,492
£1,309 total
Show price breakdown
Extended stay discount
Free cancellation
4.96 out of 5 average rating, 48 reviews
4.96 (48)
Photo 1 of 5
Superhost
Superhost
Flat in Annapolis
Charming Eastport
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
£752 total
Show price breakdown
£752 total
4.77 out of 5 average rating, 303 reviews
4.77 (303)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Annapolis
Spacious Luxe USNA Home - Pool, Hot Tub, Grill
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
3.5 bathrooms
3.5 bathrooms
20–25 Sept
20–25 Sept
£4,048
£1,889 total
Show price breakdown
4.91 out of 5 average rating, 92 reviews
4.91 (92)
Photo 1 of 29
Home in Annapolis
The Melrose Retreat
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
21–26 Sept
21–26 Sept
£2,450
£1,444 total
Show price breakdown
New place to stay
New
Photo 1 of 26
Home in Annapolis
The 1845 Outpost
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
£2,274
£2,049 total
Show price breakdown
New place to stay
New
Photo 1 of 12
Top guest favourite
Guest favourite
Guest suite in Annapolis
Our Annapolis Penthouse
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
3–8 Dec
3–8 Dec
£589
£522 total
Show price breakdown
Free cancellation
4.97 out of 5 average rating, 463 reviews
4.97 (463)
Photo 1 of 29
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
8–13 Nov
8–13 Nov
£1,070
£935 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Annapolis
Charming Annapolis Townhome
2 bedrooms
2 bedrooms
,
·
1.5 bathrooms
1.5 bathrooms
20–25 Sept
20–25 Sept
£1,325
£774 total
Show price breakdown
4.97 out of 5 average rating, 68 reviews
4.97 (68)
Photo 1 of 29
Home in Annapolis
The Harness Creek House
6 bedrooms
6 bedrooms
,
·
6 beds
6 beds
,
·
5 bathrooms
5 bathrooms
30 Sept – 5 Oct
30 Sept – 5 Oct
£9,899
£8,684 total
Show price breakdown
Free cancellation
Photo 1 of 15
Guest favourite
Guest favourite
Flat in Annapolis
Cozy Eastport Hideaway | Walk to City Dock & USNA
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
£713
£658 total
Show price breakdown
4.84 out of 5 average rating, 31 reviews
4.84 (31)
Photo 1 of 7
Guest favourite
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
£630
£555 total
Show price breakdown
4.89 out of 5 average rating, 373 reviews
4.89 (373)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Annapolis
Historic & sunny home steps from USNA/downtown
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Nov – 4 Dec
29 Nov – 4 Dec
£2,415 total
Show price breakdown
£2,415 total
5.0 out of 5 average rating, 204 reviews
5.0 (204)
Photo 1 of 15
Guest favourite
Guest favourite
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
27 Sept – 2 Oct
27 Sept – 2 Oct
£654 total
Show price breakdown
£654 total
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 29
Guest favourite
Guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
£1,326
£1,181 total
Show price breakdown
Free cancellation
4.93 out of 5 average rating, 95 reviews
4.93 (95)
Photo 1 of 28
Guest favourite
Guest favourite
Home in Annapolis
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
20–25 Sept
20–25 Sept
£2,074
£1,305 total
Show price breakdown
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Annapolis
Charming Cottage 2 parking spot easy walk downtown
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Nov
1–6 Nov
£1,583
£1,418 total
Show price breakdown
Free cancellation
4.94 out of 5 average rating, 214 reviews
4.94 (214)
1
2
3
4
…
15