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
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
South America
South America
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Rooms
Countryside
Amazing pools
Lake
Vineyards
Beach
Amazing views
Chef's kitchens
Trending
Play
Cabins
Farms
Beachfront
New
Bed & breakfasts
Lakefront
Design
Tiny homes
Grand pianos
Skiing
Golfing
Camping
Mansions
Surfing
National parks
Filters
0
Display total before taxes
Show map
Search results; 448 places in Annapolis
448 places in Annapolis
Popular with business travelers
People traveling for work have rated these places highly
Guest favorite
Guest favorite
Boat in Annapolis
Stay aboard the S/V MY STUDIO on Annapolis Harbor
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
G$41,675 GYD
night
G$41,675 GYD per night
4.94 out of 5 average rating, 351 reviews
4.94 (351)
Guest favorite
Guest favorite
Home in Annapolis
Historic Downtown in-law suite
1 bed
1 bed
Nov 18 – 23
Nov 18 – 23
G$31,235 GYD
night
G$31,235 GYD per night
4.96 out of 5 average rating, 108 reviews
4.96 (108)
Guest favorite
Guest favorite
74
Reviews
4.88
Rating
2
Years hosting
Room in Annapolis
Stay with Michael
Stay with Michael
Loft - Private room in Annapolis
Apr 28 – May 3
Apr 28 – May 3
G$13,863 GYD
G$12,400 GYD
night
G$12,400 GYD per night, originally G$13,863 GYD
4.88 out of 5 average rating, 74 reviews
4.88 (74)
Guest favorite
Guest favorite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 queen bed
1 queen bed
Jun 18 – 23
Jun 18 – 23
G$40,706 GYD
night
G$40,706 GYD per night
4.91 out of 5 average rating, 918 reviews
4.91 (918)
Superhost
Superhost
Apartment in Annapolis
Modern Apartment over the Heart of Main Street!
2 queen beds
2 queen beds
Jul 21 – 26
Jul 21 – 26
G$28,724 GYD
night
G$28,724 GYD per night
4.82 out of 5 average rating, 656 reviews
4.82 (656)
Guest favorite
Guest favorite
Home in Annapolis
Adorable 1 bedroom apartment in downtown Annapolis
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
G$31,351 GYD
night
G$31,351 GYD per night
4.87 out of 5 average rating, 46 reviews
4.87 (46)
Guest favorite
Guest favorite
Guest suite in Arnold
Old Bay Bungalow
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
G$23,607 GYD
night
G$23,607 GYD per night
4.96 out of 5 average rating, 563 reviews
4.96 (563)
Guest favorite
Guest favorite
Home in Annapolis
The Navy House-Walk or Shuttle Downtown! 3 bd
4 beds
4 beds
Apr 21 – 26
Apr 21 – 26
G$59,349 GYD
G$54,125 GYD
night
G$54,125 GYD per night, originally G$59,349 GYD
4.96 out of 5 average rating, 102 reviews
4.96 (102)
Guest favorite
Guest favorite
Guest suite in Annapolis
Our Annapolis Penthouse
2 beds
2 beds
May 8 – 13
May 8 – 13
G$25,067 GYD
night
G$25,067 GYD per night
4.96 out of 5 average rating, 368 reviews
4.96 (368)
Guest favorite
Guest favorite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 king beds
2 king beds
Apr 23 – 28
Apr 23 – 28
G$43,092 GYD
night
G$43,092 GYD per night
4.96 out of 5 average rating, 332 reviews
4.96 (332)
Guest favorite
Guest favorite
Guest suite in Annapolis
Independent Access Garage Apartment, Near Downtown
1 queen bed
1 queen bed
Apr 27 – May 2
Apr 27 – May 2
G$41,730 GYD
night
G$41,730 GYD per night
4.88 out of 5 average rating, 356 reviews
4.88 (356)
Guest favorite
Guest favorite
Home in Annapolis
Villa Annapolitana • Parking 1 min • USNA 4 min
3 beds
3 beds
Apr 28 – May 3
Apr 28 – May 3
G$61,949 GYD
G$49,014 GYD
night
G$49,014 GYD per night, originally G$61,949 GYD
4.96 out of 5 average rating, 50 reviews
4.96 (50)
Guest favorite
Guest favorite
113
Reviews
4.84
Rating
6
Years hosting
Room in Annapolis
Stay with Margaret Ashley
Stay with Margaret Ashley
Videographer.
,
·
Videographer.
A Cottage Room in Presidents Hill
Apr 21 – 26
Apr 21 – 26
G$19,892 GYD
night
G$19,892 GYD per night
4.84 out of 5 average rating, 113 reviews
4.84 (113)
Guest favorite
Guest favorite
Townhouse in Annapolis
Historic 3 Bedroom Downtown Annapolis Townhome
5 beds
5 beds
Apr 21 – 26
Apr 21 – 26
G$89,598 GYD
G$42,374 GYD
night
G$42,374 GYD per night, originally G$89,598 GYD
4.97 out of 5 average rating, 99 reviews
4.97 (99)
Guest favorite
Guest favorite
82
Reviews
4.9
Rating
2
Years hosting
Room in Annapolis
Stay with Michael
Stay with Michael
Front Room - Private room in Annapolis
May 3 – 8
May 3 – 8
G$16,310 GYD
night
G$16,310 GYD per night
4.9 out of 5 average rating, 82 reviews
4.9 (82)
Guest favorite
Guest favorite
Apartment in Annapolis
King George Hideaway
1 bed
1 bed
May 5 – 10
May 5 – 10
G$41,130 GYD
night
G$41,130 GYD per night
4.94 out of 5 average rating, 67 reviews
4.94 (67)
Guest favorite
Guest favorite
61
Reviews
4.97
Rating
6
Years hosting
Room in Annapolis
Stay with Susan
Stay with Susan
Hosting for 6 years
,
·
Hosting for 6 years
Beautiful Private Room and Bath - Edge of Eastport
Apr 21 – 26
Apr 21 – 26
G$20,564 GYD
night
G$20,564 GYD per night
4.97 out of 5 average rating, 61 reviews
4.97 (61)
Guest favorite
Guest favorite
Townhouse in Annapolis
★ Midcentury Modern Getaway ★ Prime Location ★
3 king beds
3 king beds
Apr 28 – May 3
Apr 28 – May 3
G$80,751 GYD
G$47,945 GYD
night
G$47,945 GYD per night, originally G$80,751 GYD
4.97 out of 5 average rating, 160 reviews
4.97 (160)
1
2
3
4
…
15