Monthly Rentals in Annapolis

Discover long-term rentals that feel like home, for stays of a month or longer.

Nearby monthly rentals

Superhost
Apartment in Annapolis
4.77 out of 5 average rating, 264 reviews

Charming Eastport

GreggRating, 5 stars4 days ago
Kimberly's place is in a great location and is walkable to many pubs and restaurants, as well as to downtown Annapolis.
Guest favourite
Guesthouse in Annapolis
4.9 out of 5 average rating, 289 reviews

Calico Cottage Guest House, king bed, free parking

KatherineRating, 5 stars2 days ago
Ann was extremely accommodating for me as I had to book the cottage so last minute. She get it all ready within a couple hours for me and made adjustments to her own schedule with a contractor for me to stay and make sure it was peaceful while I was working remotely. This is above and beyond what I needed and the consideration after she already helped get me in was just the cherry on top. The location is so perfect. Tucked away enough from downtown Annapolis for some peace and quiet, but close enough to enjoy every the town has to offer. The bed is big and comfy and it just feels like the perfect, quaint place to stay. I highly recommend staying at Ann’s cottage!
Guest favourite
Loft in Annapolis
4.91 out of 5 average rating, 1,025 reviews

Step Out to Main Street From a Chic Loft

AliceRating, 5 stars1 week ago
We had a great stay. The apartment is light and spacious . You can park on the nearby street overnight and there is a garage nearby for daytime parking. Would gladly stay again.
Guest favourite
Apartment in Annapolis
4.9 out of 5 average rating, 142 reviews

Eight Fleet - Annapolis Dock

EricRating, 5 stars2 weeks ago
Good spot literally 1 house away from the downtown so you're right there. went with my wife and 2 couples so the 3 rooms with queen beds were clutch. Place was clean and nice and as described from the listing. hosts were very responsive as well so plus for that as well

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.