Tiny house vacation rentals in San Mateo County

Find and book unique tiny house rentals on Airbnb

Top-rated tiny house rentals in San Mateo County

Guests agree: these tiny house rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Woodside

4.99 out of 5 average rating, 275 reviews

Rustic Cabin in the Redwoods

Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

Oct 16 – 23

G$70,287 GYD per night

Guest favorite

Guesthouse in Half Moon Bay

4.82 out of 5 average rating, 425 reviews

Cabin with kitchen-walk to Beach & Trails-Firepit

Guest cottage in village of El Granada w/ocean view from property. 5-minute walk to Surfer’s beach & 2-minute drive to harbor. Go biking or take a stroll on the paved coastal bluff trail. Hiking in the hills behind the cottage in Quarry Park. Full kitchen with attached covered deck. Cable TV & WIFI, Queen size memory foam bed. Sit around the outdoor firepit at night-see the stars & hear the ocean waves. Boat harbor nearby with seafood restaurants, brew pubs & live music. 5-min drive to Main St.

Jun 17 – 24

G$32,255 GYD per night

Guest favorite

Guesthouse in San Carlos

4.99 out of 5 average rating, 593 reviews

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Jul 6 – 13

G$32,091 GYD per night

Guest favorite

Guest suite in Boulder Creek

4.89 out of 5 average rating, 903 reviews

Redwood Riverfront Getaway

We are nestled in the beautiful California Redwood forest next to the San Lorenzo River. Guests can enjoy our private guest suite with its own entrance and full bathroom. Our property features tall trees, seasonal river swimming on our private beach, fishing, kayaking, and exploring. We are close to downtown Boulder Creek, minutes away from Santa Cruz, wine tasting, hiking, fine dining, and the coastline. We have no hidden fees and even offer a full return of our cleaning fee. Permit #181307

Jul 31 – Aug 7

G$21,899 GYD per night

Guest favorite

Guesthouse in Half Moon Bay

4.92 out of 5 average rating, 312 reviews

Stylish Seaside Cottage - Walking to Beach

A perfect place for romantic getaways! newly built on top of our detached garage, 10mins walk to beach! private entrance, smart lock, modern skylights, quality linens, trendy decor, private deck with splendid ocean view, on-site parking! At the sunny beautiful El Granada, 4miles north of Half Moon Bay, a lot of fun activities: spending your days on the beach, exploring the hiking trails, trying out many local restaurants, or road trip along Highway 1, 30 mins to SF or 60 mins to Santa Cruz.

Dec 5 – 12

G$43,004 GYD per night

Guest favorite

Cottage in Daly City

4.94 out of 5 average rating, 662 reviews

Mini cottage near San Francisco & SF airport

Mini cottage w/ free parking. This small cottage is located in our beautiful backyard. It is close to everything. A 15 min drive to downtown San Francisco and SF airport. A 15 min walk to Westlake shopping center and Bart station to San Francisco. The beautiful unit has a private entrance, one bedroom with a queen bed and a private bathroom. We provide Wi-fi, towels, instant coffee, tea, and snack. More amenities for you to use: TV, microwave, refrigerator, hair dryer & electric kettle.

Sep 20 – 27

G$15,514 GYD per night

Guest favorite

Guesthouse in Boulder Creek

4.96 out of 5 average rating, 113 reviews

Custom Tiny Home Retreat in the Redwoods

This retreat offers guests a unique experience of living in a well designed, minimalist space while having all one really needs. From the nautically-inspired curved ceiling w/ skylights to the custom redwood trim, this cozy retreat will inspire. Relax on the private deck with the fire pit, walk to the river or enjoy the local trails thru the towering redwoods. Santa Cruz beaches are just 35 min away, 25 min to Big Basin and Henry Cowell, and 35 min to fine dining in Saratoga.

Jul 18 – 25

G$35,457 GYD per night

Guest favorite

Guesthouse in Pacifica

4.98 out of 5 average rating, 372 reviews

NEW Private Studio! Close to SF/SFO/Beach Sanitize

Built in 2020, our guesthouse is a perfect place for romantic getaways and road trips. It has a private entrance, smart lock, whole room UV light sanitizers, hotel-quality bedding, brand-new furniture, and the latest interior designer selection. Staying in the sunbelt of beautiful Pacifica, there are a lot of fun activities nearby: spending your day on the beach, exploring the hiking trails, or road trip along Highway 1. Half Moon Bay, SF, and SFO are around 20 minutes away!

Jul 26 – Aug 2

G$31,820 GYD per night

Guest favorite

Home in Redwood City

4.97 out of 5 average rating, 290 reviews

Private suite

Our home offers a private getaway perfect for business or a place to relax outside the city. Enjoy your private deck, complete with jacuzzi, and enter our large, sunny suite. Features Cal-King bed, on suite bath with heated tile flooring and bluetooth shower speaker. On site kitchenette includes mini bar, microwave, toaster oven, coffee maker & fridge/freezer. High speed WIFI connection and desk for workspace. Smart TV with blu ray, DVD, and cable.

Aug 2 – 9

G$30,498 GYD per night

Guest favorite

Guest suite in San Mateo

4.94 out of 5 average rating, 206 reviews

Luxury King Bed & Spa Bathroom

Our spacious guest suite has its own private entrance, comfortable pillow-top king size bed, work-friendly laptop desk, hi-speed wifi, spa bathroom with heated floor, mini fridge, microwave and a Keurig coffee maker. The guest suite is part of the main home, but there are no shared spaces and the areas are separated by a locked solid wood door & noise-dampening cushions. Our guest suite is ideal for couples visiting family in the neighborhood.

May 22 – 29

G$29,064 GYD per night

Guest favorite

Guest suite in South San Francisco

4.93 out of 5 average rating, 368 reviews

Cozy Tiny studio 20Min to DwTn SF & 7min to SFO

Our Tiny guest studio with private entrance is located in the city of South San Francisco, just 15 minutes from downtown San Francisco and only 7 minutes away from San Francisco International airport. We offer free wifi and complementary amenities such as fresh clean towels, Shampoo/conditioner/body wash and your very own Washer and Dryer. Enjoy the Bay Area's beauty and excitement from your stay in the middle of it all!

Sep 21 – 28

G$26,544 GYD per night

Guest favorite

Guesthouse in La Honda

4.95 out of 5 average rating, 383 reviews

Bicycle Shack @ La Honda Pottery

My place is close to miles of hiking and biking trails in county parks and openspace, great views, the beach and not far from the Peninsula, S.F. and Santa Cruz. You’ll love my place because of the location, the people, the ambiance, the outdoors space and that it is a self contained small cabin with a tiny deck.. My place is good for couples, solo adventurers, and furry friends (pets). Perfect for hikers and bikers.

Apr 13 – 20

G$24,317 GYD per night