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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

Rental unit in Middletown

4.84 out of 5 average rating, 102 reviews

Perfect Private "Downtown Village" Apartment

Guest favourite

Rental unit in Middletown

4.94 out of 5 average rating, 756 reviews

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

Guest favourite

Rental unit in Middletown

4.82 out of 5 average rating, 154 reviews

Lakeside apartment 2.5 miles from Wesleyan campus!

Guest favourite

Condo in Middletown

4.96 out of 5 average rating, 135 reviews

Entire place to yourself Cromwell/Middletown Line

Explore all

The comforts of home and great monthly rates

Fully furnished rentals

From peaceful mountain cabins to convenient urban apartments, these furnished rentals have all the amenities of home.

Digital nomads & travelling professionals

Comfortable accommodations for nomadic and remote working professionals with wifi and dedicated work spaces.

Delight included

Sometimes the destination is the accommodation. From cliffside cabins to tranquil houseboats, these rentals are full of unique features.

Pets welcome

Discover places to stay that accommodate pets, so you can bring your four-legged friend along.

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

Travelling 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.

Popular amenities for monthly rentals

Kitchen
Wifi
Pet friendly
Laptop-friendly workspace
Free parking on premises
Corporate Housing

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.