
Guest house holiday rentals in San Mateo
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in San Mateo
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Soak up the Serenity on the Patio of a Charming Cottage
Light the fire pit and dress for dinner in the vine-covered garden at a peaceful retreat with a soothing waterfall. Zen beachy decor and coastal paintings set the scene indoors, with abundant natural light enhancing easy open-plan living. Pets are welcome with a small cleaning fee of a $50 (one time fee) and additional pets $25 (one time fee). The main room is 12'x17'. Closet is 6 1/2' long. Bathroom 4'x5 1/2' + shower 3'3" x 3'3". kitchen 4 1/2' x 8". Simple breakfast served. Your own private entrance, plenty of parking on the street, nice neighborhood. We are available if you have any questions or need information on the area. 2 night minimum please. The cottage is tucked away off the street in a quiet, safe neighborhood where residents walk their dogs in pleasant weather. Nearby downtown Redwood City is home to shops and groceries and freeways and public transportation are within easy reach. There is a bus that runs at the corner of our block, it would take you to downtown Redwood City or travel down the El Camino Real. There is a train depot downtown as well. Pets - 2 small dogs in the main house, 2 outdoor cats.

A private and quaint gateway on Belmont Hills
Welcome to our cozy Belmont studio! This charming retreat offers a comfortable stay with its stylish design, fully equipped kitchen, and a comfortable bed. Conveniently located in Belmont, CA, you'll be close to vibrant San Mateo downtown, the scenic coastline of Half Moon Bay, and the airport. This quaint studio is tucked away on a small hill, surrounded by greenery. As a delightful bonus, you'll find a lovely lemon tree in the driveway, providing complimentary lemons for your stay.

Modern guest house in great location
Private 1 bedroom + 1 bathroom with your own entrance. Highlights: • self-checkin with code on digital lock • free parking + additional free street parking • professional cleaning and sanitizing • king size bed with premium mattress and linens • located at end of cul-de-sac in a safe and quiet neighborhood • standing desk with monitor and docking station • high speed WiFi • 55” smart TV • Rainfall shower, bidet toilet with heated seat, heated towel rack, makeup mirror

Silicon Valley Oasis
Experience elegance and comfort in our spacious, 500 sq ft studio cottage, located in the heart of Silicon Valley. Newly built in a classic Craftsman style, it features wooden casement windows, a private garden with Adirondack chairs, and a fully-equipped kitchen with an Italian range. Enjoy a plush queen-sized bed, a cozy sectional for cinema-like experiences on a 65" TV with in-ceiling speakers, and lightning-fast Wi-Fi. Perfect for a luxurious and memorable stay.

Delightful Hideaway in San Carlos
Fully equipped executive studio in the heart of Silicon Valley. This studio is ideal for accommodating executives, visiting doctors and nurses and other professions that might require long term stays. Visitors will enjoy the warm family-friendly environment and delightful garden setting. It is also well-suited for those on vacation who delight in visiting the nearby cities, as well as those who have families close by and want to have their own private spot.

Charming Private Quiet Backyard Studio
This charming, sunny, secluded backyard studio is located in the heart of San Mateo, near public transportation, freeways, restaurants, shopping, and 15 minutes to SFO. Private entrance, quiet backyard setting, plenty of street parking. Less than a 5-min walk to Safeway, CVS, Starbucks and restaurants. * To my regular guests, the rate increase is due to SM County increasing the tax rate. *

Little Cottage on the Hill
Enjoy a peaceful stay at this charming, secluded detached garden cottage great for a stay-cation or as a work-from-home alternative. Since the coronavirus pandemic, we have been taking extra care to disinfect frequently touched surfaces between reservations. The cottage features a queen-sized bed, a fireplace, private bathroom and kitchenette. Perfect for both leisure and Business travelers.

Clean&Cozy Cottage near downtown Burlingame & SFO
Our sunny backyard cottage, with outdoor private entry, is centrally located in Burlingame between Burlingame Avenue and Broadway and is a great spot suited to a business traveler in search of a home away from home while also being ideal for vacationers looking to live like a local, only miles from SF. Enjoy and unwind!

Beautiful 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.

Cozy private studio near SFO & Downtown Burlingame
This cozy studio apartment is on the ground floor of a two-story building with private entrance and on site laundry. It is in a nice residential neighborhood within walking distance of Burlingame Ave., Broadway, CalTrain and convenient to Hwy 101 and within 10 minutes from SFO. Free street parking.

Cozy bedroom in the heart of Silicon Valley
Unwind at this cozy, peaceful oasis when visiting Silicon Valley. This miniature cottage/bedroom is located less than 10 minutes away from highways and downtown amenities, but is surrounded by the peace of the hills that oversee the San Francisco Bay.

A Comfortable, Clean, & Private Guest House
Beautiful, Secluded, Safe, Fully Stocked, Comfortable, Newly Renovated, & Close to Public Transportation. In the heart of Silicon Valley with its own private entrance. It's 30 mins. N of San Jose, and 30 mins. of San Francisco.
Popular amenities for guest house rentals in San Mateo
Family-friendly guest house rentals

Charming Cozy Cottage in Eco-Garden Oasis

Private Garden Cottage in Belmont Hills

Serene foothills Garden Suite, private parking +EV

Elegant & Convenient RWC Studio

Charming Studio Garden Cottage near Stanford

Charming, modern, restorative, private studio

South Berkeley Cottage

Charming Studio
Guest house rentals with a patio

La Casita - a quiet, Crocker Amazon area studio!

Guesthouse Garden Retreat

Berkeley Bitty House - a little bit of home

Near Japantown & SJC ARPT, King Bed, Fast Internet

Santa Clara Guest House w/King Bed and Parking

Quiet guesthouse near SJ airport with EV charger

Cozy redwood cottage by the bay

The Bathhouse: Boho Modern + Hot Tub + Water View
Guest house rentals with a washing machine and dryer

Redwood Heights Cottage with Stunning Bay Views

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU

Modern and Private Cottage with Outdoor Patio

Guest House in the Woods

Newly Remodel Guest Suite-Separate Entrance

Secluded luxury cottage & hot tub

Cozy backyard cottage

15B - Cozy & Comfortable 1B1B Back Unit
When is the best time to visit San Mateo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $150 SGD | $149 SGD | $147 SGD | $149 SGD | $149 SGD | $157 SGD | $159 SGD | $157 SGD | $156 SGD | $153 SGD | $152 SGD | $147 SGD |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 19°C | 17°C | 14°C | 11°C |
Quick stats about guest house rentals in San Mateo

Total holiday rentals
Explore 20 holiday rentals in San Mateo

Nightly prices starting at
San Mateo holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 2,180 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 of San Mateo holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Mateo rentals

4.9 Average rating
San Mateo stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- Wine Country Holiday rentals
- South Lake Tahoe Holiday rentals
- Private suite rentals San Mateo
- Rentals with a patio San Mateo
- Townhouse rentals San Mateo
- Flat rentals San Mateo
- Cabin rentals San Mateo
- Rentals with a firepit San Mateo
- Family-friendly rentals San Mateo
- House rentals San Mateo
- Rentals with an EV charger San Mateo
- Rentals with breakfast San Mateo
- Pet-friendly rentals San Mateo
- Cottage rentals San Mateo
- Rentals with a washing machine and dryer San Mateo
- Rentals with pools San Mateo
- Rentals with outdoor seating San Mateo
- Rentals with a fireplace San Mateo
- Rentals with a hot tub San Mateo
- Fitness-friendly rentals San Mateo
- Apartment rentals San Mateo
- Guest house rentals San Mateo County
- Guest house rentals California
- Guest house rentals United States
- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Capitola Beach
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Rio Del Mar Beach
- SAP Center
- Seacliff State Beach
- Twin Peaks
- Pier 39
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Montara Beach
- Palace of Fine Arts
- Levi’s Stadium
- Winchester Mystery House
- Bolinas Beach
- California’S Great America
- Painted Ladies
- Davenport Beach




