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

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
Home in Denton
4.94 out of 5 average rating, 121 reviews

Mallard Landing Townhouse

HollyRating, 5 stars1 month ago
Perfect place to stay the night while on a work trip. Peaceful and relaxing! Thanx, Kent and Kelsey!
Guest favourite
Bungalow in Queen Anne
4.94 out of 5 average rating, 71 reviews

Private bungalow with fire pit near Easton, Denton

DanRating, 5 stars2 months ago
What a wonderful, private and extremely quiet. Ross couldn’t have been a better host. We will certainly stay here again! Kindest Regards, The Knollman’s
Guest favourite
Home in Denton
4.9 out of 5 average rating, 87 reviews

Historic 19th Century Eastern Shore Farmhouse

PaulRating, 5 stars3 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
Superhost
Cabin in Goldsboro
4.85 out of 5 average rating, 137 reviews

Wigwam Lodge~Hot Tub~MasterSuite~Woodland Views

ConstantinRating, 5 stars3 weeks ago
The location is ideal for a quiet retreat. The pictures don't do it justice. Worth mentioning that the hot tub is behind the house, NW corner, next to the patio, so there's easy, private, covered access to it from the house. Everything is organized very well inside, amenities are excellent, house is very well equipped, with two heating options available (wood and gas). Host was very communicative, responded to all our questions very quickly. Would definitely recommend for a quiet, comfortable log cabin destination.

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

Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.

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