Monthly Rentals in Caroline County

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

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Nearby monthly rentals

Guest favorite

Home in Preston

4.95 out of 5 average rating, 85 reviews

River House on the Choptank

JudithRating, 5 stars3 weeks ago
This property is nothing short of amazing! When looking to be hosted in a home that makes you feel as if you are home....THIS IS THE PLACE! This house has so many elements to it that makes your sensory system feel like lavender. I can not say enough wonderful things about this home. It has everything and anything your family needs and wants. It's an author's prescription for writing a NY Times best seller novel, It's a families home away from home, It's a healing space for the work related mental well-being, it's a refuge for the big city 9-5'ers, its cozy, comfy, extremely clean, and pure out awesome. The pictures of this place does it some justice, WHEN YOU GET THERE...THE PICTURES CAN NOT CAPTURE IT'S BEAUTIFUL ESSENCE. My family and i stayed for three days, age range from 70-5yr old...EVERYONE ENJOYED THEMSELVES. A wonderful place for family time, a romantic getaway, self reflection, pure relaxation. I recommend and will not hesitate to visit again. BTW, state of the art appliance
Guest favorite

Home in Denton

4.94 out of 5 average rating, 116 reviews

Mallard Landing Townhouse

JohnRating, 5 stars1 month ago
Stayed here over the weekend for the second time, nice clean space!
Superhost

Cottage in Denton

4.92 out of 5 average rating, 38 reviews

Choptank River Shore Cottage

DonaldRating, 5 stars47 months ago
Exactly as described, a beautiful property and setting, hospitality can’t be described in words. The greatest experience we’ve had when renting a place. Nancy is an amazing host, very thoughtful and has the greatest resource of all the hidden gems of Denton.
Guest favorite

Home in Greensboro

4.96 out of 5 average rating, 82 reviews

Cozy 2 bedroom home on wooded private lane

HeatherRating, 5 stars3 days ago
We came up to visit family in Denton for the holidays and Cindy's place was the perfect home away from home. she communicated well and gave clesr directions. The house was friendly for both our toddler and our 2 labs who traveled with us.

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.