Monthly Rentals in Middletown

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

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Nearby monthly rentals

Superhost

Apartment in Middletown

4.85 out of 5 average rating, 105 reviews

Perfect Private "Downtown Village" Apartment

Allison Rating, 5 stars1 month ago
A cozy apt that was perfect for my visit to Wesleyan. Clawfoot bathtub and lots of hot water. Well appointed and very clean. I will be back.
Guest favorite

Apartment in Middletown

4.94 out of 5 average rating, 770 reviews

Quaint 2br apt- 1 block walk to Wesleyan & Main St

AliciaRating, 5 stars1 week ago
Great spot to visit Wesleyan! Easy check in and out, clean space, very convenient. Will definitely keep this place in mind next time I’m back near campus.
Guest favorite

Apartment in Middletown

4.83 out of 5 average rating, 157 reviews

Lakeside apartment 2.5 miles from Wesleyan campus!

RichardRating, 5 stars3 weeks ago
Always nice to stay with Mark and Tina. Wonderful people. Very convenient location for us. Beautiful setting. We keep coming back!!
Guest favorite

Condo in Middletown

4.96 out of 5 average rating, 141 reviews

Entire place to yourself Cromwell/Middletown Line

SteveRating, 5 stars4 weeks ago
We (an older couple in our early 70s) have stayed at many AirBnB's and this was probably the finest. Elizabeth included lots of good personal touches, such as Christmas decorations including a tree, abundant supply of breakfast food items, coffee and tea, everything necessary to make the kitchen very functional. The unit was exceptionally clean and well supplied, furnishings were tasteful. The condo felt spacious and uncluttered. It was exactly what we were looking for while we visited family in the area. Elizabeth was quick to respond to our questions. Thanks Elizabeth for your part in making this visit to CT very pleasant.

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.

Stay near Middletown's top sights

Powder Ridge Mountain Park & Resort38 locals recommend
Brownstone Exploration & Discovery Park25 locals recommend
Lyman Orchards22 locals recommend
Arrigoni Winery19 locals recommend
Wadsworth Falls State Park17 locals recommend
O'Rourke's Diner12 locals recommend

Destinations to explore

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