Monthly Rentals in Grey Highlands

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.

Superhost
Chalet in Kimberley
4.76 out of 5 average rating, 17 reviews

Beaver Valley family chalet with a view

KristiRating, 5 stars1 month ago
Great value, only 10 minutes from Beaver Valley Ski Club, quiet and safe neighbourhood, great space and rooms!
Top Guest favourite
Tiny home in Kimberley
4.98 out of 5 average rating, 146 reviews

Hand-Crafted Cabin in Stunning Beaver Valley

ReneeRating, 5 stars2 days ago
My best friend and I stayed in Ben’s cabin for a weekend hiking the Bruce Trail. It was quaint and cozy and just what we needed. Ben is a great host! Friendly and gives you your space and response to my many questions! We both loved the space and will book again for future hiking trips.
Superhost
Cottage in Flesherton
4.95 out of 5 average rating, 38 reviews

Four Season Waterfront Cottage on Lake Eugenia

SoleRating, 5 stars8 months ago
Our family had a fantastic vacation at Paula and Chris’s cottage on Lake Eugenia. This beautifully rustic and well-loved cottage is perfectly equipped for guests of all ages and interests. Although the weather started off cold and rainy, and not good for swimming at first, we took the opportunity to explore the nearby Bruce Trails, just a short 5-10 minute drive away, where we enjoyed spectacular views. Back at the cottage, the fire pit made our evenings cozy and memorable, and the hot tub was an amazing bonus while we waited for the weather to improve. Once the sun came out, the kids couldn’t wait to jump into the lake, and they had an absolute blast! The Lily pad was amazing- hours and hours of uninterrupted fun. Lake Eugenia is a stunning spot perfect for swimming and just the right size for exploring by canoe or kayak. A big thank you to Chris and Paula for being such wonderful hosts!
Guest favourite
Cottage in Flesherton
4.88 out of 5 average rating, 26 reviews

Cottage near Lake Eugenia

PolinaRating, 5 stars4 months ago
Close to Blue mountains, great location if you want to to have a more extended time but not right in the village, close to store and gas station, very quiet and peaceful spot.

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 serviced apartments?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

Stay near Grey Highlands's top sights

Blue Mountain Village129 locals recommend
Beaver Valley Ski Club12 locals recommend
Bent Taco27 locals recommend
Georgian Hills Vineyards17 locals recommend
The Tremont Cafe16 locals recommend
Gibson & Company24 locals recommend

Destinations to explore

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