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

Home in Middletown

4.88 out of 5 average rating, 302 reviews

Historic Greek Revival Brick Home

RebeccaRating, 5 stars2 weeks ago

Wonderful, homey apartment a few minutes from Wesleyan campus. Marvelous kitchen, wonderfully equipped and spacious. Apartment was spacious and comfortable. Great hosts who were very generous with check in time and helped make my trip easy and comfortable. Fast and thoughtful communication. I will be back!

Guest favourite

Apartment in Middletown

4.94 out of 5 average rating, 791 reviews

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

ErinRating, 5 stars1 week ago

Mark was very responsive and accommodating! Very close to Wesleyan, comfortable home, everything you need.

Guest favourite

Apartment in Middletown

4.83 out of 5 average rating, 158 reviews

Lakeside apartment 2.5 miles from Wesleyan campus!

RichardRating, 5 stars3 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

Condo in Middletown

4.93 out of 5 average rating, 150 reviews

Entire place to yourself Cromwell/Middletown Line

PatriciaRating, 5 stars1 week ago

Elizabeth's place was extremely well appointed. Nice towels and sheets, and comfortable sofa/chairs. Kitchen is well equipped. Bathroom has a nice big tub, and her decorations are very nice. Definitely has a woman's touch!

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 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

Lyman Orchards22 locals recommend

Arrigoni Winery19 locals recommend

O'Rourke's Diner12 locals recommend

Middlesex Hospital9 locals recommend

Lyman Orchards Golf Club8 locals recommend

Destinations to explore

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