Monthly Rentals in Chesterton

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 Chesterton

4.97 out of 5 average rating, 29 reviews

Chesterton Charmer: Upper Unit

JoshuaRating, 5 stars4 months ago

Super convenient location and very clean!

Guest favourite

Home in Chesterton

4.91 out of 5 average rating, 120 reviews

Downtown Chesterton "Grant-Cottage"

KristinaRating, 5 stars2 weeks ago

Was a perfect weekend get away to visit with friends and the area!

Superhost

Apartment in Chesterton

4.89 out of 5 average rating, 9 reviews

Large Town Home close to the Dunes short-term

AshleyRating, 5 stars6 months ago

The home was very beautiful and had every amenity you could want. I really loved the spacious couch and TV in the living room. The neighborhood was quiet and safe and the beds were very comfortable. I loved the carpet, it was so fluffy. The home was very clean as well and we enjoyed our stay!

Guest favourite

Home in Porter

4.95 out of 5 average rating, 42 reviews

Dunes Homestead - Near Dunes + Lake + Dog Friendly

BeckyRating, 5 stars3 days ago

We were in the area to explore Indiana Dunes National Park. We enjoy traveling with our German shepherd. Andrew’s place allowed us to have a great place for her to run (fenced yard) as well as a comfortable place for us to stay. The location is great! Less than 10 mins to the park, yet it was a nice, peaceful neighborhood. We walked to a nearby restaurant for dinner the first evening in town. Highly recommend a stay here if you are exploring the park!

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 Chesterton's top sights

Chesterton’s European Market20 locals recommend

Lucrezia® Café20 locals recommend

Wagner's Ribs19 locals recommend

Running Vines Winery18 locals recommend

Octave Grill18 locals recommend

Indiana Dunes National Lakeshore Visitor Center12 locals recommend

Destinations to explore

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