Monthly Rentals in Annapolis

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

Nearby monthly rentals

Top guest favourite
Home in Ironton
4.98 out of 5 average rating, 52 reviews

The Sutton House

RickRating, 5 stars3 days ago
We had a great stay at Tina's this past weekend. We were in town for just one night, and the house was perfect for our needs. Plenty of space, comfortable, extremely clean, and in a quiet and peaceful neighborhood. It had all the amenities that we needed. Tina's communication was great and very responsive to any questions we had. We look forward to staying here again next time we are in town.
Guest favourite
Place to stay in Annapolis
5 out of 5 average rating, 27 reviews

Cabin #1 Unique Cabin right by the Black River

JadeRating, 5 stars1 month ago
We had a wonderful time. Great little place to stay although we do wish they were more descriptive about there being no WiFi as well as having three dogs on the property. We also would’ve liked to know that the shower house is located across the property. Other than that would recommend!
Guest favourite
Home in Annapolis
4.93 out of 5 average rating, 14 reviews

Kelley’s Kottage full house, 3 bedroom, sleeps 7

BarbaraRating, 5 stars7 months ago
Lucy communicated with us several times. She made sure that we had the ability to contact her once we arrived if needed. The furnishings were clean, attractive, and comfortable. Neighbors were very friendly.
Guest favourite
Cabin in Annapolis
4.89 out of 5 average rating, 28 reviews

Posey's Place - Secluded Log Cabin

CaseyRating, 5 stars8 months ago
Posey‘s Place was absolutely stunning. The pictures don’t do justice, as far as how much more beautiful it is in person! The family and I had a very fun and relaxing holiday weekend. If you were looking for something extremely cozy and secluded like a movie, look no further. We loved making s’mores around the fire pit next to their 3 acre pond. Although it was a holiday weekend, it was extremely quiet and peaceful, only noise was the sound of nature! 10 star recommend this beautiful property. We will definitely be back!

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 wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.
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