Monthly Rentals in Headingley

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

Nearby monthly rentals

Top guest favorite

Home in Winnipeg

4.96 out of 5 average rating, 268 reviews

Entire Suite in Crestview

DreidonRating, 5 stars4 days ago

It was a great place for the night had, we had a good rest the place is very cozy and great area!

Guest favorite

Home in Winnipeg

4.83 out of 5 average rating, 76 reviews

Spacious 3 Bedroom Private Suite with 5 beds!

JenniferRating, 5 stars1 week ago

Mark’s place was perfect for our long weekend in Winnipeg. Easy check-in, clean, great location. Everything was just as described. Thanks for a wonderful stay!

Top guest favorite

Home in Winnipeg

5 out of 5 average rating, 23 reviews

Winnipeg Top Retreat

PhoenixRating, 5 stars1 day ago

Beautiful quiet neighborhood, close to shopping and activities! We hit up a few Yard sales in the neighborhood. The house was perfect and to our preference! The gaming arcade was fun! The cleanliness was superb! Bbq hit the spot - We will definitely love to stay again! You will love the stay too!!

Home in Winnipeg

4.79 out of 5 average rating, 626 reviews

Crestview park #2

TracyRating, 5 stars1 month ago

My 2nd time at Thomas' place. Will go back when I come back Winnipeg for work.

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 & traveling 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

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for serviced apartments?

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

Gym

Serviced Apartment

Destinations to explore

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