Monthly Rentals in Winchester

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

Nearby monthly rentals

Superhost
Cabin in Deloraine
4.89 out of 5 average rating, 93 reviews

Mountain Escape

BaileyRating, 5 stars2 months ago
The cabin is beautiful! We had a nice relaxing weekend. The cabin looked just like the photos and it was very neat and tidy. There were lots of supplies for cooking and the kitchen was spacious. We stayed for a few days in the winter and it was warm and cozy. However, the road right before the cabin was extremely icy and steep. Our car could not make it up on its own. Needed a tow up the hills. If you do not have a 4 wheel drive car the drive may be difficult in the winter. Once the drive was over our stay was great.
Cabin in Souris
4.81 out of 5 average rating, 42 reviews

Rustic Cabin on the Souris River

NaomiRating, 5 stars3 weeks ago
We felt right at home as soon as we arrived to this serene retreat! The rustic decor, wood fuelled (wood supplied) fireplace and the stunning riverfront and pasture views were highlights. The property is remote and we loved the location as it’s very close to drive into Souris. Would definitely return!
Guest favorite
Cabin in Metigoshe Lake
5 out of 5 average rating, 19 reviews

Beautiful family home on Lake Metigoshe, Canada

MichaelaRating, 5 stars6 months ago
Beautiful! Can’t wait to come back.
Guest favorite
Cabin in Winchester
4.95 out of 5 average rating, 21 reviews

A frame cabin on Lake Metigoshe, Canada

AndresRating, 5 stars6 days ago
This home is even more beautiful than the photos. The large windows offer a breathtaking view, especially during sunset, which quickly became one of our favorite moments each day. One of the things we appreciated most was how the layout of the house allows everyone to do their own thing while still feeling connected—whether playing pool, relaxing, or cooking together. The pool table was a hit and kept everyone entertained throughout our stay. The house is fully equipped with everything you might need, making it feel like a true home away from home. It comfortably accommodated both my family and friends, and everyone had a great time. Sierra is a fantastic host—attentive, kind, and thoughtful. I highly recommend this place and we’re already looking forward to coming back as soon as we can.

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