Monthly Rentals in Glenwood

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

Nearby monthly rentals

Guest favorite
Guesthouse in Los Gatos
4.83 out of 5 average rating, 572 reviews

Rustic Cottage, Redwoods, Beaches.

SarahRating, 5 stars2 weeks ago
I really enjoyed my time at George’s cabin. It was so incredibly peaceful. The room and the bathroom were very clean and smelled great. The bathtub is amazing, and I loved taking a bath every afternoon. My phone is att and it worked a little for texting, but that’s it. And I loved that. It was great to be removed from the world, but also able to quickly drive to so many great locations. I went on a hike within 30 minutes of the house every day and all were beautiful. George gave me plenty of space, but I did get to meet him, and he was so friendly and kind. Totally recommend this place!
Superhost
Cabin in Los Gatos
4.9 out of 5 average rating, 452 reviews

The Coach House

ChelseaRating, 5 stars1 week ago
⸻ I had such a wonderful two-week stay at the farm. From the moment I arrived, everyone was incredibly friendly—especially the sweet little black cat named Teva, who wore a green collar and quickly became a favorite companion. Toni was so kind and responsive, always making sure everything was just right. The farm felt very safe and peaceful throughout my stay. Being in a cabin on a farm, a few bugs are to be expected, but it wasn’t an issue—I came prepared with essential oils, which worked well to keep them at bay. The cabin itself is cozy and compact, but the many windows let in so much natural light that it felt bright and open. The shower was great too—good water pressure and ventilation, though it might be a bit snug for some. Overall, it’s a lovely little escape—close enough to San Jose for convenience, but with a feeling of peaceful seclusion that makes it feel like a true retreat.
Guest favorite
Guesthouse in Scotts Valley
4.92 out of 5 average rating, 149 reviews

The Hen House Haven

ConnieRating, 5 stars4 days ago
Quiet, clean, comfortable! Found the bed and pillows to be very comfortable and the bedding extra cozy as well! Kyle was kind enough to alert us to a potential road closure from the direction we were traveling from on the PCH. Quick but enjoyable stay.
Guest favorite
Guest suite in Los Gatos
4.93 out of 5 average rating, 281 reviews

Remote Mountain Suite with Hot Tub

ThomasRating, 5 stars3 weeks ago
Hard to find a better priced place with this level of modernity and space. As others have mentioned it's a windy drive from highway 17, about 35 minutes from Santa Cruz, 20 minutes from Los Gatos (really cool town), and 30 minutes from San Jose. Of course, the semi-remote location is part of the appeal - redwood trees all around the yard, visible from inside the house, and all around beautiful steep terrain. The attached home is great - super comfortable couch in the living room, great bed in the bedroom, kitchenette and spacious bathroom.

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

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Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

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