Tiny house vacation rentals in San Mateo County

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Popular amenities for San Mateo County tiny house rentals

Family-friendly tiny house rentals

Guest favorite
Guesthouse in Menlo Park
4.91 out of 5 average rating, 385 reviews

Cottage near downtown Palo Alto

JerkerRating, 5 stars2 weeks ago
This was a nice guest house in Menlo Park. Would be happy to come back.
Superhost
Guesthouse in Half Moon Bay
4.83 out of 5 average rating, 491 reviews

Beach Bungalow near Harbor-Coastal Trail-Fire Pit

KatieRating, 5 stars2 weeks 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 favorite
Guesthouse in Palo Alto
4.77 out of 5 average rating, 164 reviews

Sunnystay: Bright Garden Palo Alto Studio Cottage

PatriciaRating, 5 stars14 months ago
Superb location for walking to Univ Ave restaurants. Lovely neighborhood for walking. Quiet. Short drive to med ctr. Personable hosts.
Guest favorite
Guesthouse in Woodside
4.99 out of 5 average rating, 527 reviews

Guest House in the Woods

JasonRating, 5 stars6 days ago
Very cozy place to get away and unwind! Beautiful property with a deck overlooking a river that was flowing nicely this time of the year!
Guest favorite
Guesthouse in Hillsborough
4.95 out of 5 average rating, 896 reviews

Little Cottage on the Hill

DeanRating, 5 stars5 days ago
This location worked great for us. I nice quiet place in a beautiful setting.
Guest favorite
Cottage in Palo Alto
4.87 out of 5 average rating, 216 reviews

Cozy Cottage, Private Entrance

ElizabethRating, 5 stars5 days 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.
Guest favorite
Home in Redwood City
4.97 out of 5 average rating, 297 reviews

Private suite

StaceyRating, 5 stars6 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.
Guest favorite
Guesthouse in Atherton
5 out of 5 average rating, 200 reviews

Charming Cottage near Stanford in Lovely Garden

SarahRating, 5 stars1 day ago
Lovely stay: wonderful hosts, peaceful and comfy guest home, and the location is just perfect. Highly recommended and would book again. Missing Sadie the dog already!

Tiny house rentals with a patio

Superhost
Place to stay in Pacifica
4.88 out of 5 average rating, 60 reviews

Tiny Cabin by the Coast

KellyRating, 5 stars4 days 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.
Guest favorite
Tiny home in Pacifica
5 out of 5 average rating, 10 reviews

Ocean View Tiny Home

Joel & TaylorRating, 5 stars9 months ago
Great way to experience a tiny home :) we enjoyed keeping the window open at night and listening to the waves. Karen was respectful and responsive :)
Superhost
Tiny home in Menlo Park
4.81 out of 5 average rating, 79 reviews

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

MaryRating, 5 stars1 week 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 favorite
Home in Redwood City
4.97 out of 5 average rating, 101 reviews

Sunny 🌞 guesthouse near Stanford 🌲 w/private patio

JoyRating, 5 stars4 days 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.

Tiny house rentals with outdoor seating

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

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

TanyaRating, 5 stars2 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 favorite
Guesthouse in Pacifica
4.97 out of 5 average rating, 446 reviews

Elegant Guesthouse in Garden Close to SF/SFO/Beach

DonnaRating, 5 stars2 weeks ago
Great place to stop and relax 😌, very quiet so we had wonderful sleeps!
Guest favorite
Guesthouse in Menlo Park
4.92 out of 5 average rating, 36 reviews

Cozy Garden Studio in Menlo Park

MeredithRating, 5 stars2 months ago
Amazing well-designed studio apartment -- an "accessory dwelling unit" that's part of a garage wholly separate from the owners' house, and inclusive of private outdoor space. The space *is* small, and toward the end of my nearly 4-month stay, I started to look forward to having, say, another seating option -- but all in all, the unit has everything one might need, including a functional, if tiny, kitchenette. (Sandra's loan of an instant pot made a world of difference!) My very limited height was a bit of a hassle, since part of the efficient use of space is by using available wall space; even with the stepstool provided, I had to poke around blindly for lost socks in the wall-mounted dryer, for instance. (But still: in-unit W/D was great to have!) Sandra was consistently responsive, providing a few things I needed, and coming to the rescue when I was having some odd allergy issues in the unit. Overall, I'd wholly recommend the place!
Guesthouse in Menlo Park
4.84 out of 5 average rating, 134 reviews

Backyard cottage with lots of charm

SarahRating, 5 stars3 months ago
This is, indeed, a charming cottage. Easy to find and get into, good coffee, clear, complete instructions, clean everything, beautiful wood floor and ceiling. It was a restful, delightful stay and I can highly recommend Damian’s cottage.
Guest favorite
Cottage in Emerald Hills
5 out of 5 average rating, 16 reviews

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

HaoRating, 5 stars1 month 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
4.77 out of 5 average rating, 408 reviews

La Casita - Majestic Views

KevinRating, 5 stars1 month ago
Great stay!! Had an incredible time, and the place was so cozy! Loved it!
Tiny home in Palo Alto
4.29 out of 5 average rating, 28 reviews

Standalone Tiny House in Palo Alto

AliRating, 5 stars4 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.
Guest favorite
Place to stay in San Mateo
4.91 out of 5 average rating, 94 reviews

Cottage on the Water -SUP,Kayaking,Canoeing

AndyRating, 5 stars3 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