Holiday rentals in Bair Island

Guest house in San Carlos

4.99 out of 5 average rating, 720 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.

4.98 out of 5 average rating, 152 reviews

Guest suite in Hayward

★COZY & Unique Guest Suite★ (Wifi, Netflix & MORE)

Located in the “Heart of the Bay” is our cozy & private guest suite (SUITE A). Just a 5 minute drive to downtown Hayward & BART, 20 minutes from Oakland International Airport and 35 minutes from SFO. You'll have ONE dedicated parking space on our driveway for your vehicle & SEPARATE entrance. Complimentary coffee, tea, and snacks provided. Perfect for couples or professionals coming to CA for an extended stay. Enjoy the Bay Area's beauty and excitement from your stay in the middle of it all!

Guest suite in Redwood City

4.92 out of 5 average rating, 113 reviews

Private Elegant Studio in Silicon Valley

Welcome to this cozy private studio (own entrance in separate building and parking) in the heart of Silicon Valley (20 min South of SFO near 280). You’ll love this place with its high ceiling and bright light. If you are traveling as a couple, solo or for business you have come to the right place. This 240 sqft studio has sliding doors that open up to the garden. The skylight brings in a ton of sunshine. You can listen to music/watch movies on your device thanks to high-speed internet.

4.97 out of 5 average rating, 213 reviews

Mt Carmel Cottage Charmer-Bright, Stylish & Clean

Beautiful cottage constructed with its own entry, offering beauty, comfort and privacy for your travel needs. Great location for couples, solo & business travelers alike. Cottage well appointed with many travel needs. Expertly maintained and cleaned. Walking distance to Caltrain (.9 mile), bustling downtown Redwood City (.6 mi), boutiques, coffee, restaurants, parks, movies (1.1 mi) & 5 miles to Palo Alto. Easy access to San Francisco, San Jose and the Silicon Valley. Vaccinated Hosts.

4.95 out of 5 average rating, 128 reviews

Fabulous Private Suite - Comfortable & Elegant

Entire Guest House - Bright, clean, comfortable, elegant and recently remodeled bathroom, private entrance and free parking in the heart of Silicon Valley. Great location: a 10-minute walk to Key Market (Grocery) and convenient stores; just a mile to Downtown Redwood City, Sequoia Plaza, Wholefoods, Restaurants, Movie Theaters, and Redwood City Cal Train Station for quick trips to San Francisco and other Peninsula cities. A 15-minute drive to Stanford and Hillsdale Shopping Malls…

4.95 out of 5 average rating, 259 reviews

Home in San Carlos

The Perfectly Appointed Modern English Guest House

Relax and unwind in this newly constructed guest house. Completed in 2019 it offers all the amenities of a 5-star hotel suite with the privacy and ambiance of a quaint English Tudor home. Located just 2 blocks from charming downtown San Carlos in the “City of Good Living”. We are 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).

4.93 out of 5 average rating, 246 reviews

Guest suite in San Mateo

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.

Campervan/Motorhome in Half Moon Bay

4.98 out of 5 average rating, 126 reviews

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.

4.86 out of 5 average rating, 214 reviews

Modern Studio Cottage with Private Entrance

Beautiful modern 200 sq. ft. studio / cottage behind main house, with kitchenette, appliances, bathroom, and private entrance. Delicious fruit trees surround the property and are free for the picking! 20 miles to San Jose and 30 miles to San Francisco downtown areas. 4 miles from Stanford University. Great for couples, business travelers, and solo adventurers!

4.97 out of 5 average rating, 153 reviews

Redwood Casita

Cozy fully detached recently renovated 400 sq ft guest unit. Nested between the front house and the backyard deck. Full kitchen. Queen size bed. Close to restaurants, supermarkets, and public transportation (Caltrain, SamTrans). Short drive to Palo Alto and Stanford University (15 - 20 minutes depending on traffic).

4.96 out of 5 average rating, 122 reviews

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.