Monthly Rentals in 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.

Guest favourite

Apartment in Middletown

4.88 out of 5 average rating, 297 reviews

3 bedroom near Wesleyan, downtown

AlexRating, 5 stars2 weeks ago

Monica’s place was great for me and my family after a day of skiing. There are great restaurants near by and some waterfalls The place was clean and spacious. I’ll definitely give Monica’s place a try if you are going to be in the area.

Guest favourite

Apartment in Middletown

4.94 out of 5 average rating, 778 reviews

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

HannahRating, 5 stars1 week ago

Mark's place was a great stay for spending the week at Wesleyan. Can't be the location and Mark is a great host with a wonderful place.

Guest favourite

Apartment in Middletown

4.83 out of 5 average rating, 157 reviews

Lakeside apartment 2.5 miles from Wesleyan campus!

RichardRating, 5 stars2 months ago

Always nice to stay with Mark and Tina. Wonderful people. Very convenient location for us. Beautiful setting. We keep coming back!!

Guest favourite

Apartment in Middletown

4.88 out of 5 average rating, 26 reviews

Cozy 2BR/1BA Apt | 5 Mins from Wesleyan & CT River

RebeccaRating, 5 stars2 weeks ago

This is one of the best Air Bnbs i have stayed at. Checking in was simple. When i first walked in, i couldn’t believe the space, the brightness and the cleanliness. It felt like home! You have a reserved parking spot which is great! The owners were quick to respond with any questions i had. If i could, i would have stayed longer!

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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 accommodation for nomadic and remote working professionals, with Wi-Fi and dedicated workspaces.

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 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.

Popular amenities for monthly rentals

Kitchen

Wi-Fi

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.