Monthly Rentals in San Gregorio

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

Nearby monthly rentals

Guest favorite
Guest suite in Woodside
4.88 out of 5 average rating, 378 reviews

Stay Nestled in Ancient Redwoods in Silicon Valley

KellyRating, 5 stars1 week ago
Great host and beautiful location. Very special place; peaceful and private. Remote and away from it all but close enough to everything you might want to do in the area. Lodging was private and comfortable and clean. Highly recommend this lovely place!
Top guest favorite
Guesthouse in La Honda
4.95 out of 5 average rating, 431 reviews

Bicycle Shack @ La Honda Pottery

ReneeRating, 5 stars1 month ago
This is a super sweet lovely little gem perched over a creek… benefit of having cats and lots of nature around. Incredible location, and lovely hosts. Ideal for a base, writing, reflection and pausing.
Guest favorite
Home in Loma Mar
4.96 out of 5 average rating, 23 reviews

Redwood Treehouse Retreat

TroyRating, 5 stars1 week ago
Madison’s coastal redwood cabin is a dreamy mashup of modern design, rustic charm, and Grandma’s warm hugs—wrapped in a forest embrace. Though cozy, the space feels surprisingly expansive thanks to its minimalist layout and intentional touches. Plants spill from every corner, blurring the line between indoors and out, and there's a subtle spiritual vibe that invites deep breaths and long exhales. Morning yoga on the deck? Check. Vinyl selections from Journey to Elton while baking cookies? Double check. The textures, colors, and cozy quirks are curated to perfection—like a design magazine fell in love with a woodland fairy. And the bed? Cloud-level cozy. Leave your pillows and worries at home. After a few days here, you’ll float out with a full heart, rested soul, and the kind of peace that sticks.
Top guest favorite
Guesthouse in Woodside
4.99 out of 5 average rating, 536 reviews

Guest House in the Woods

AnneRating, 5 stars2 weeks ago
The guesthouse was a wonderful place to stay for a relaxing getaway. Lea provided clear instructions making check-in and everything else easy. She was highly communicative but also gave us the perfect amount of space to enjoy our stay.

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 corporate housing?

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.