Monthly Rentals in Caroline County

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

Nearby monthly rentals

Guest favourite
Home in Preston
4.96 out of 5 average rating, 94 reviews

River House on the Choptank

JimRating, 5 stars1 day ago
Great place! very charming, relaxing, peaceful! No problem feeling right at home. We would stay here again in a heartbeat. Here are a few pointers for those who are planning to stay here: - Its pretty far from grocery / convenience stores - about 30 minutes one way. Do your homework before you get to the place, and try to get all the supplies you will need ahead of time. - The bathrooms are Jack and Jill's so if you're going to a big event - in our case a wedding, make sure that you have a bathroom plan in place as you will have to make sure both sides of the door are ready for who is going to take their time first. No biggie if you're used to j&j bathroom arrangements. I totally recommend this place for a group of 4 - 6 who want together time to relax!
Guest favourite
Home in Denton
4.94 out of 5 average rating, 122 reviews

Mallard Landing Townhouse

Leona Rating, 5 stars1 month 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 favourite
Home in Greensboro
4.97 out of 5 average rating, 89 reviews

Cozy 2 bedroom home on wooded private lane

Stan And JenRating, 5 stars1 week ago
We walked in and felt at home. The space is open and bright with great nature views front and back. Every possible amenity is provided from gorgeous homemade quilts, many towels and pillows, to abundant paper products. Kitchen has everything (I have serious sink envy over that huge farmhouse stainless steel sink!). We spent a lot of time in the living room in the morning and the sunroom in the afternoon sun. Where ever you look, you have birds, deer, wild turkey and even the resident ground hog. At bedtime, you are in for a treat with the comfy mattresses, soft linens and did I mention the quilts? Not only are they art in and of themselves but snuggling up in one is luxury! The ambiance is excellent but what made our stay gold star worthy was our hosts- so easy to work with on check in/out, they made the time to personally do a meet and greet with us and- upon request we got to spend time with Burton the cat! They personify why Airbnb stays are bridges to meeting new friends.
Superhost
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 holiday rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

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