Monthly Rentals in Woodside

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

Nearby monthly rentals

Top guest favorite
Guesthouse in Greytown
4.97 out of 5 average rating, 145 reviews

Boutique Greytown cottage

AnthonyRating, 5 stars1 day ago
Robyn is an excellent host who welcomed us warmly to her lovely home. She was flexible with the check in/out times and very helpful with the check in process, showing us the accomodation and how things worked. The cottage was lovely, clean and well decorated. It matched very well the descriptions and photos. The neighbourhood was peaceful and close to the Main Street making it easy to pop down to the shops and restaurants. Overall a great stay!
Top guest favorite
Cottage in Greytown
4.97 out of 5 average rating, 193 reviews

Country Bliss : charming historic cottage

RosemaryRating, 5 stars3 weeks ago
We had a wonderful time in Greytown. It’s a lovely, clean, cosy cottage and very well equipped. I will be recommending it to friends and family. Catherine was very helpful and efficient to deal with.
Guest favorite
Guest suite in Greytown
4.91 out of 5 average rating, 388 reviews

Suite 22

SonjaRating, 5 stars1 month ago
Studio 22 was like staying in someone's luxury house rather than rented accommodation. The space is the front half of a beautiful old villa, with lots of privacy and off-street parking. The decor, furnishings and linen were all top quality and the chocolates, juice and flowers were lovely additions. There was plenty of space, a modern bathroom and comfortable bed. The kitchenette was cleverly hidden in a cupboard and was well stocked, but cooking options were limited. There was plenty of choice to eat out though, and we enjoyed The Offering cafe and Clareville Bakery. Studio 22 was an easy walk to town and we spent a very relaxing three days here.
Top guest favorite
Home in Greytown
4.92 out of 5 average rating, 306 reviews

A-Frame. Ideal for families and large groups.

TonyRating, 5 stars2 months ago
We loved our stay in this quiet, cosy house. Great location and lots of space for everyone. We will be back.

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.

Destinations to explore

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