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Tiny house holiday rentals in San Mateo County

Find and book unique tiny house rentals on Airbnb

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Popular amenities for San Mateo County tiny house rentals

Family-friendly tiny house rentals

Guest favourite
Guesthouse in Menlo Park
4.91 out of 5 average rating, 391 reviews

Cottage near downtown Palo Alto

CeceliaRating, 5 stars1 week ago
Bob was fantastic host, responsive and very accommodating to my situation. The place was a nice little respite and retreat and had everything I needed. Highly recommended.
Superhost
Guesthouse in Half Moon Bay
4.82 out of 5 average rating, 495 reviews

Near harbor & coastal trails-walk to Surfers beach

KatieRating, 5 stars1 month ago
This was my second stay here… that pretty much says it all. Love the location, cozy “fireplace” with the heat and look of a fire without the hassle, and private outdoor space.
Guest favourite
Guesthouse in Palo Alto
4.77 out of 5 average rating, 164 reviews

Sunnystay: Bright Garden Palo Alto Studio Cottage

PatriciaRating, 5 stars15 months ago
Superb location for walking to Univ Ave restaurants. Lovely neighborhood for walking. Quiet. Short drive to med ctr. Personable hosts.
Top Guest favourite
Guesthouse in Woodside
4.99 out of 5 average rating, 534 reviews

Guest House in the Woods

SoniaRating, 5 stars3 days ago
Of the many airbnbs/vrbos/vacasa/plums that I have rented around the world, Lea’s place reflected her utter thoughtfulness and consideration of a guest’s needs and wants. The cabin is located in a private, secluded area, surrounded by trees, including redwoods, and with a large deck overlooking a babbling stream. I felt right at home. The cabin was spacious, airy with high cathedral ceilings, and multiple skylights. I felt right at home. The fully stocked kitchen, with lots of food basics, ground coffee, snacks, bottled water, and fruit, had everything needed to cook in a logically intuitive place. The bed and furniture were very comfortable. The bathroom has every amenity, in case you forget anything. Lea also encouraged me to use her water hose to rinse off my muddy mountain bikes. If I ever hosted an airbnb, though I doubt I will ever want to, I can only hope to be as thoughtful and hospitable a host as Lea. Outstanding in every way. I want to stay again, even bring my husband.
Top Guest favourite
Guesthouse in Hillsborough
4.95 out of 5 average rating, 902 reviews

Little Cottage on the Hill

VikRating, 5 stars5 days ago
We stayed here to explore San Francisco and take day trips around the area! SF is about 20-30 minutes depending on what part of the city. Half moon bay is around 30 minutes as well. SFO is very close around 15 minutes. You do hear the occasional rumble of airplanes landing and taking off but wasn’t an inconvenience for us. This Airbnb is separate from the main house and you need to walk through the backyard to get there. We did find a couple spiders in the unit. Maybe because it’s an older home and surrounded by nature. Overall, we had a pleasant experience staying here. Parking is convenient on the driveway and the unit had everything we would have needed. Hosts were very responsive and we enjoyed our stay!
Guest favourite
Cottage in Palo Alto
4.88 out of 5 average rating, 217 reviews

Cozy Cottage, Private Entrance

ElizabethRating, 5 stars1 month ago
I couldn't have been more pleased with my stay, and interfacing with Tom. The place was clean, tranquil, and well appointed. Tom was responsive, flexible, and kind. To top it off, their two chickens were the quietest, cutest little beings to be adjacent to and were welcome companions on the property. It was such an oasis, comfortable bed, great desk, and could hear the creek just below the window. Will definitely return.
Top Guest favourite
Home in Redwood City
4.97 out of 5 average rating, 297 reviews

Private suite

StaceyRating, 5 stars7 months ago
Felt like it was just lke my home accept they have a hot tub that I used almost every night during my stay also had a beautiful garden. Is very quiet and relaxing.
Top Guest favourite
Guesthouse in Atherton
5 out of 5 average rating, 203 reviews

Charming Cottage near Stanford in Lovely Garden

SaraRating, 5 stars3 weeks ago
This is now my favorite Airbnb! This was a wonderful experience with Margaret greeting us with warmth and information. Margaret is gracious and generous with her friendliness. We felt right at home. The Airbnb is wonderful! The bed is so comfortable with a fully equipped kitchen. The space looks out onto beautiful gardens. This space is a retreat located in a very, very nice neighborhood. The space is private and beautiful. I will be returning. We stayed for a week and settled in with neighborhood walks and short trips into Menlo Park and Palo Alto. What a treat!

Tiny house rentals with a patio

Guest favourite
Tiny home in La Honda
4.92 out of 5 average rating, 126 reviews

Delightful Tiny Home in the Redwoods !

VeronicaRating, 5 stars1 day ago
The tiny home was a delight to stay in and in a most beautiful area. We enjoyed experiencing it all. Mehmet was super responsive and helpful. And while aspects of it (such as the toilet, and the oven) took some familiarizing, we found ourselves getting into the groove of it. A great chance for anyone looking to experience tiny home living!
Guest favourite
Home in Redwood City
4.97 out of 5 average rating, 101 reviews

Sunny 🌞 guesthouse near Stanford 🌲 w/private patio

JoyRating, 5 stars1 month ago
This place was amazing, recently moving from another stay we had to rent for 2 weeks while we waited for our things. This place had everything we could have needed. If you have dogs Ela’s place will be perfect for you, the backyard is fenced and my dogs loved it. The location is also great as there are a lot of stores, supermarkets and restaurants nearby.
Superhost
Place to stay in Pacifica
4.88 out of 5 average rating, 60 reviews

Tiny Cabin by the Coast

KellyRating, 5 stars1 month ago
Janette was a great host! This place was a great get away for the weekend. Host was responsive and the place felt private. We brought our dog and she loved it as well. Clean space with great amenities, would definitely stay here again.
Superhost
Tiny home in Menlo Park
4.81 out of 5 average rating, 80 reviews

Private Tiny House, Bike to Stanford/FaceB/Goog/VA

MaryRating, 5 stars1 month ago
Brian and Danielle were fantastic hosts. So warm, accommodating, fun and friendly! The place was exactly what I needed - near work, a cozy place to sleep and store my stuff while waiting to move into my apartment. I only used the place to sleep as I was mostly at work/hanging out w/ friends - and this place is perfect for that! I'm a light sleeper and slept very well here! I'm also always worried about being cold, but this place is very well insulated and can hold heat very well. Highly recommend as a place to crash, and would def stay again here if needed! thanks Brian & Danielle!
Guest favourite
Guesthouse in Santa Cruz
4.98 out of 5 average rating, 111 reviews

Forest Cabin Retreat

ErnestRating, 5 stars4 weeks ago
A little cabin within a rural area, deeply forested, near the end of a one-lane road. Yet, it's modern and very comfortable inside with a beautiful loft above and another comfy bed down below. Overall it was the perfect weekend getaway and I had no idea a place like that existed so close to the Peninsula!

Tiny house rentals with outdoor seating

Guest favourite
Guesthouse in Palo Alto
4.95 out of 5 average rating, 41 reviews

Secluded Guest house in Palo Alto (5% off wkly)

TanyaRating, 5 stars3 months ago
Clean, comfortable, and private space. You can hear the Caltrain, but it doesn’t run too late into the night. Janice was a very responsive host!
Guest favourite
Guesthouse in Pacifica
4.97 out of 5 average rating, 453 reviews

Elegant Guesthouse in Garden Close to SF/SFO/Beach

AmyRating, 5 stars2 days ago
It was so comfortable staying at Alex and Luna’s place. The space was above average, clean, modern and comfortable. The communication was excellent. The setting is in a neighborhood which was quiet with plenty of walking paths. I highly recommend.
Guesthouse in Menlo Park
4.84 out of 5 average rating, 135 reviews

Backyard cottage with lots of charm

AnnevayRating, 5 stars1 month ago
It was cozy, bed was really comfortable, and loved the Nespresso! It was in a quiet neighborhood and easy to walk to wear I was needing to go or when it rained Lyft was easy .
Top Guest favourite
Cottage in Emerald Hills
5 out of 5 average rating, 16 reviews

Wild West Village- Hot Tub & HUGE View FAST Wi-Fi

HaoRating, 5 stars3 months ago
Mara is very friendly and considerate. She provided everything my dog and I need during the full month of stay. The house rules are clear and fair, which elevates the whole experience and simplifies communication needs. The view is fantastic in the garden. You can enjoy a very nice sauna in the early morning while overlooking the valley and listening to birds chirping. The whole experience is a good combination of natural connection, self reflection, easy access to school and city, plus safe and friendly living environment provided by Mara. Will definitely want to be here longer.
Superhost
Tiny home in Felton
4.78 out of 5 average rating, 416 reviews

La Casita - Majestic Views.

CortlandRating, 5 stars6 days ago
Connie’s little spot up in the Redwoods was an absolute dream. My girlfriend and I spent two days up there getting away from the hustle and bustle of the city. Waking up with the views of this stunning little home is an experience you can’t really describe with words. It’s a breath of fresh air. Thank you Connie🫶🏼
Tiny home in Palo Alto
4.26 out of 5 average rating, 27 reviews

Standalone Tiny House in Palo Alto

AliRating, 5 stars5 months ago
I had a lovely, long stay with my pet at Dongxue's place. The tiny house is amazing—very modern, quiet, private, peaceful, and safe. There is also an office attached to the tiny house, which adds great value to the space. My cat loved hanging out in both the tiny house and the office. The office has a window that opens into the tiny house. Dongxue is very kind and sociable, she responds fast to the messages. She introduced me to local shops and Costco, and she occasionally brought me fruit from her own garden.
Top Guest favourite
Guesthouse in Mountain View
4.99 out of 5 average rating, 110 reviews

Charming Peaceful New Studio in Mtn View

MarcRating, 5 stars2 weeks ago
Great! This was my third stay in the studio, this time I stayed for 2 months. Highly recommend staying here. The studio is located in a quite area within a beautiful garden (with fresh oranges). The San Antonio Caltrain station is 10min walk, and the closest bus station is 6min if you’re quick. It’s stocked with everything needed for a short or long stay. During my stay the internet was upgraded, so now it’s even better than in previous stays 🙌 Eric and Rebecca are very friendly and great hosts and were very flexible when i extended my stay.
Guest favourite
Place to stay in San Mateo
4.91 out of 5 average rating, 94 reviews

Cottage on the Water -SUP,Kayaking,Canoeing

AndyRating, 5 stars4 months ago
What a beautiful spot! I was in the Bay Area for a Celebration of Life service, and this place was the perfect cozy place to rest. The bird life on the canal is amazing; heron's, egrets, cormorants, pelicans, several varieties of ducks. Highly recommend. Enjoy!

Destinations to explore