Monthly Rentals in Caroline County

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

Nearby monthly rentals

Guest favorite
Home in Preston
4.96 out of 5 average rating, 92 reviews

River House on the Choptank

MichelleRating, 5 stars6 days ago
We really enjoyed our stay at Steven’s River house on the Choptank River. I appreciated the beautiful, peaceful atmosphere while sitting on the back deck! The home is clean, open and very comfortable. Steven was always quick to answer emails and we would love to stay again should we come back to the area!
Guest favorite
Home in Denton
4.94 out of 5 average rating, 122 reviews

Mallard Landing Townhouse

Leona Rating, 5 stars2 weeks ago
We had a nice stay while in town for a wedding! Great for our families together with enough space for four families with children. We were very grateful for their accommodations in setting up some extra air mattresses for the children.
Top guest favorite
Home in Greensboro
4.97 out of 5 average rating, 87 reviews

Cozy 2 bedroom home on wooded private lane

RichardRating, 5 stars6 days ago
If you are staying in the area, Cindy’s place is absolutely the place. Cindy is a friendly, gracious host who lives nearby, is willing to chat, but is not the least bit intrusive. The house is as clean as could be, beautifully furnished, comfortable, excellent bedding and linens. It is decorated with some of Cindy’s beautiful quilts — she is far too modest about them, they are lovely. I hope to stay there again!
Guest favorite
Home in Denton
4.9 out of 5 average rating, 87 reviews

Historic 19th Century Eastern Shore Farmhouse

PaulRating, 5 stars4 months ago
This historic property in Maryland is an amazing find. The property is a lovely two plus acres with many cozy retreats to stop and take in the wonderful trees. If you want a more rigorous outdoor experience, there is a lovely park 5 minutes away and a larger area with an arboretum about 15 minutes away. It is an easy walk into downtown which has several restaurants. The hosts have thought of everything, and I do mean everything. The character of the house is exceptional, but it is comfortable not stuffy. Lots of amazing artwork and books throughout. The kitchen is fully stocked and comfortable to eat or cook in. The rain shower in the bathroom was delightful and the beds are comfortable. It was a perfect place to have a mini family reunion for a few days. We will be visiting the house again

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 vacation 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

Traveling 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.