Monthly Rentals in Kent County

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

Nearby monthly rentals

Top Guest favourite
Apartment in Chestertown
5 out of 5 average rating, 110 reviews

Waterfront historic district 1BR Apartment

ElizaRating, 5 stars2 weeks ago
Our stay here was absolutely lovely. Franco went above and beyond; you can tell that the hosts are truly passionate about hospitality and making sure their guests have an excellent experience. Every detail was personal and thoughtful. Would highly recommend!
Guest favourite
Guesthouse in Chestertown
4.88 out of 5 average rating, 173 reviews

Cozy Carriage House

CarrieRating, 5 stars2 weeks ago
Everything was great in this apartment! It was cute and clean with all the necessary amenities. Roland was quickly responsive when my dad locked himself out and helped us get in with no problem. Thank you.
Top Guest favourite
Guest suite in Chestertown
4.98 out of 5 average rating, 165 reviews

Chestertown - Eastern Shore Getaway

ShaneRating, 5 stars1 week ago
Jim and Gale's home is beautiful and inviting. The quiet private space on the top floor of the house is roomy and anticipates everything you might need for a comfortable stay. Jim welcomed us at the door and took pride in showing us around the house. The space features an ample bedroom with a very comfortable king size bed. It's a restful and quiet room. Outside the bedroom there is a nice sitting room with comfortable chairs, a coffee nook with various teas and coffees, a refrigerator stocked with cold bottled water, and a well-sized bathroom with shower and counter space. We were fortunate to spend time talking with Gale and Jim--they are truly welcoming, lovely and kind people. Their home is perfect for exploring the college or the town as it across from campus and a short walk to Chestertown's historic town center and riverfront. We very much look forward to our next visit.
Top Guest favourite
Guest suite in Chestertown
4.99 out of 5 average rating, 225 reviews

Beautiful Waterfront Chestertown Getaway

NadjaRating, 5 stars1 week ago
I had planned this trip a few months out, knowing I wanted some peace and quiet for myself and my dog. Little did I know that I would be recouperating from 2 surgeries. Tom's place was exactly what I needed. Quiet, beautiful and serene.

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.
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