Monthly Rentals in Round Bay

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

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Guest favourite
Cottage in Severna Park
4.77 out of 5 average rating, 26 reviews

Colorful Round Bay Cottage

KatherineRating, 5 stars5 days ago
Jennifer’s house is one of the best AirB&B’s we have ever stayed in. The cottage was beautifully furnished, remarkably clean, and in a great location. It was spacious and comfortable. The primary bathroom has an incredibly shower. We would definitely like to return one day!
Guest favourite
Guest suite in Arnold
4.85 out of 5 average rating, 548 reviews

Sunny Spot Suite, Serene, Annapolis, Naval Academy

LindsayRating, 5 stars6 months ago
Sharon’s place was just as described. It was a convenient home base close to our family that we were visiting. We were very happy that our dogs were able to join us. There are a decent amount of steps down to the suite that we had to assist our senior pups with. The suite was clean and had a basic kitchen set up good for coffee in the morning or reheating take out. The location was very convenient to all local things to do. We were very happy with our stay.
Top Guest favourite
Guesthouse in Annapolis
4.99 out of 5 average rating, 136 reviews

Garden View, a spacious 1 bedroom with loft.

MarieRating, 5 stars3 weeks ago
Sally’s place was a perfect ‘getaway’ to get some work and dissertation writing in. She was super nice to bring me an office chair, and her husband provided freshly baked cookies! My dog, Bagel, loved watching the wildlife out the window. The neighborhood is cute and peaceful but also close to anything you want to do or eat. The thoughtful touches and top-notch stock of kitchen items made my stay so enjoyable. I didn’t get to enjoy the backyard amenities but will be back for that and to explore more. Wonderful place and hosts, plus an adorable furry host!
Top Guest favourite
Apartment in Severna Park
5 out of 5 average rating, 60 reviews

Welcome to Anchors Aweigh!

RyanRating, 5 stars1 month ago
This place was perfectly situated—close to everything I needed—yet quiet and peaceful. It was beautifully appointed, clean, and had a warm, welcoming feel the moment I walked in. You can tell the host has put a lot of thought into making it comfortable and stylish. Communication was excellent throughout—very responsive, proactive, and helpful. Highly recommend this stay and would absolutely return!

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