Monthly Rentals in North Middletown

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

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.

Top Guest favourite
Apartment in Mount Sterling
4.93 out of 5 average rating, 14 reviews

Charming Downtown Apartment

EmilyRating, 5 stars3 months ago
I came here with my sister to shop for my wedding dress at Renee’s Bridal. Needless to say, we loved our stay! Graham was super kind, responsive, and made us feel right at home. The beds were super comfortable and we had more than enough space. Would definitely stay again!
Top Guest favourite
Home in Paris
4.9 out of 5 average rating, 84 reviews

Misfit Farm

VictoriaRating, 5 stars2 weeks ago
I cannot say enough good things about Misfit Farm! The location was so serene, the movie room was awesome for our family movie night, and the garden tub was so relaxing. But our favorite part was getting to meet all the animals on the farm! Tim let my seven-year-old son feed the goats and let me bottle-feed Buttercup, the baby cow. Our favorite farm friends were Rusty, the bull and Shadow, the cat - so friendly! We sipped tea on the front porch at night while we watched fireflies, and then we got a heavenly night's sleep on the comfy beds. This place is amazing - we will definitely be back.
Guest favourite
Loft in Winchester
5 out of 5 average rating, 16 reviews

Hanna’s 1,400 SQ FT Downtown Royal Retreat Loft

JeffreyRating, 5 stars1 month ago
We had a nice stay at the loft for one month. The loft is very spacious and setup for everything that you need for an extended stay. The street front is very nice when lit up at night. The city is very walkable and there are a few restaurants very close which makes it very convenient. As with any Main Street, there can be some noise during the day but it was usually quiet in the evening. We had a nice stay and would return to the loft again while visiting the area.
Guest favourite
Loft in Winchester
5 out of 5 average rating, 39 reviews

Artist’s Loft 2Bdr Winchester, near Lexington KY

LauraRating, 5 stars6 days ago
We just loved this loft! Beautiful, spacious and Wendy supplied anything and everything you could ever need. Beautifully decorated but still felt homey and comfortable. Will definitely be staying here 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.*

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.