
Guest house holiday rentals in San Mateo
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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.

Private Cottage near Redwood City and San Carlos Downtowns
Quiet, private two-level garden cottage ideal for business travelers and visiting family. Gig+ high-speed Wi-Fi, workspace, central AC & heat, king-size bed, private entry (24/7), 50” 4K TV, fully equipped kitchen with granite countertops, and guest-exclusive washer and dryer. Bedroom, living area, kitchen, bathroom, and dining / work space. Shared garden with BBQ, teak table and hot tub. Walkable to transit, downtown areas, and a popular breakfast café. Some train and light traffic noise.

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.

Cozy Studio 1B/1B w A/C No Pet in San Mateo
This cozy studio is good for a couple vacation. It is also suitable for business trip with high speed WIFI. It is well equipped with all the amenities you need to enjoy your stay! 15 minutes walk to San Mateo Downtown. 11 minutes walk to Cal Train Station, which takes you to San Francisco in 30 min, and San Jose 45 min. If you have a car, you can reach those popular destinations easily: Hwy 101: 3 min San Francisco Airport: 9 min Apple Palo Alto: 12 miles Stanford: 17 miles

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

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.

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!

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 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.
Popular amenities for guest house rentals in San Mateo
Family-friendly guest house rentals

Charming Cozy Cottage in Eco-Garden Oasis

Upscale Contemporary Mediterranean Studio

Privat studio in the heart of Silicon Valley

Rustic Cabin in the Redwoods

Guesthouse Garden Retreat

Coastal Cottage Guest House

SkyHigh Redwoods Retreat with Bay Views

Modern Studio Cottage with Private Entrance
Guest house rentals with a patio

La Casita - a quiet, Crocker Amazon area studio!

Newly built stylish guesthouse

Near Japantown & SJC ARPT, King Bed, Fast Internet

Palo Alto Cottage: Privacy, Comfort & Convenience

Santa Clara Guest House w/King Bed and Parking

Quiet guesthouse near SJ airport with EV charger

Private Oasis Btwn SF, Napa. Big Views + Pool!

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

Redwood Heights Cottage with Stunning Bay Views

Bicycle Shack @ La Honda Pottery

Modern and Private Cottage with Outdoor Patio

Guest House in the Woods

Newly Remodel Guest Suite-Separate Entrance

Stylish Spacious Seaside Retreat, Walking to Beach

Charming Peaceful New Studio in Mtn View

Secluded luxury cottage & hot tub
When is the best time to visit San Mateo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £88 | £87 | £86 | £87 | £87 | £92 | £93 | £92 | £91 | £83 | £86 | £87 |
| 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 £52 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
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- Moscone Center
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