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 Woodside
5 out of 5 average rating, 92 reviews

Manna vale farm

CalebRating, 5 stars2 weeks ago
We really enjoyed our stay out in Woodside, it was really beautiful. Really enjoyed waking up to watch the cows past our windows, and even coming up to say hello! David was really helpful and friendly, and I'd recommend his place to anyone looking for a peaceful weekend away.
Guest favorite
Cottage in Woodside
4.81 out of 5 average rating, 118 reviews

Zen Cottage

DanielRating, 5 stars2 months ago
House was as listed - could do with blinds in the dining area to help with privacy. Elizabeth as host was very accommodating - especially arranging for the replacement of the washing machine when the old one broke down. Great quiet location - already booked another stay!
Top guest favorite
Cottage in Charleston
4.97 out of 5 average rating, 255 reviews

Romantic Getaway at Cockatoo Cottage

LeighRating, 5 stars1 week ago
This was our fifth time staying at Kathy & Michel’s beautiful cottage. Such a lovely space, private and with beautiful gardens. We look forward to our stay every year. Kathy & Michel are thoughtful and friendly hosts. Thank you for sharing this beautiful space with us.
Top guest favorite
Tiny home in Woodside
4.97 out of 5 average rating, 66 reviews

Shetland Studio Woodside, Studio Room (2 guests)

ShaneRating, 5 stars1 month ago
Shetland Studio was a fantastic little find. Nicely located on a backstreet adjacent the main road of Woodside. Very nice garden area and right next to the Amy Gillett bikeway. The bed is super comfy and everything is spotless. Great bathroom space with fantastic water pressure and temperature control. Jane is a really good host who explained the setup of the studio very well. A nice touch was the recommendations on things the to around the area. Highly recommended.

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.*

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Work-friendly spaces for digital nomads

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

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