Vacation rentals in San Mateo County

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.

40 Acre Redwood Forest With Private Trails

We are the descendants of an old San Mateo County pioneer family. We have been passed down and live on a 40 acre redwood forest, backed by 1000 acres of parkland. We would like to share our forest with you. Take a walk and learn of the history behind La Honda's Woodwardia Lodge built in 1913. Walk on private 150 year old logging trails at this historic getaway. Enjoy the natural beauty of the surrounding Redwood forest. Cozy up in a 40' New 2024 RV. All proceeds go to restoring WJS Log Cabin.

Quiet & peaceful - private restroom/private entry.

Affluent heart of Silicon Valley-centrally located near major tech companies and El Camino/Kaiser hospitals. Quiet and calm quaint suite with a comfy new full-size bed, a new AC, a working desk with fast WiFi, and an elegant restroom. Near downtown Mountain View . . We are sure you will rest well here. Famous Castro Street for food and Safeway/Ranch 99 grocery stores just blocks away. Google's beautiful Shoreline nature preserve & wetlands nearby. Windows' hillside. Apple nearby. Stanford.

Elegant Guesthouse in Garden Close to SF/SFO/Beach

Built in 2020, our guesthouse is the perfect place for couples or solo travelers. It has a private entrance, smart lock, hotel-quality bedding, brand-new furniture, and the latest interior design selections. 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!

Hello Kitty Guesthouse in SB

Newly renovated guesthouse with its own entrance, full bath, kitchenette with new microwave and refrigerator. The owner is a huge Hello Kitty addict so you will see a Hello Kitty plush wall along with Sanrio character art decors in the house. If you’re also a Sanrio Hello Kitty fan, you will love this cute guesthouse! The owner has carefully curated these art pieces. You are not allowed to remove anything from the unit.

Airstream Beach View (Dream) - New Listing

On 9 private acres overlooking the stunning Beach and Ocean from a breathtaking cliff top view. Stunning sunsets. Surf views with large windows. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, Heat, A/C and fully stocked kitchen. Full bathroom with shower. If this one is booked, there are three other equally similar Airstreams on the property.

Large luxury studio with private entry, fireplace

Large new luxury studio with private entrance in a brand new house near high tech companies like Facebook, Google with Crate and Barrel furniture, Macy's Hotel Collection bedding and Samsung washer and dryer, gas fireplace, full modern kitchen and luxury appliances. We follow Airbnb’s enhanced cleaning protocol, which was developed with expert guidance.

Stylish Private Guest Suite Near SF and SFO

Welcome to our stylish Guest Suite! This modern retreat is perfectly situated near San Francisco and SFO, offering you convenience and comfort. With thoughtfully designed interiors, a comfortable bed, and amenities to enhance your stay. Conveniently located 10 min drive from SFO Airport and 15 min drive from San Francisco.

Beautiful NEW private guest studio

Clean, new construction guest studio with private entrance centrally located in a residential neighborhood near downtown Redwood City. Queen bed with full bathroom, A/C, and fridge/coffee/microwave. Small desk next to bed great for remote work or studies. Easy self check-in with smart lock and easy parking.