
Holiday houses in San Mateo
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Top-rated holiday rentals in San Mateo
Guests agree: these stays are highly rated for location, cleanliness and more.

10-Min SFO *A/C* Modern Comfort 2BR Family Retreat
Welcome to our beautifully remodeled 2-bedroom home, just minutes from Downtown San Mateo! Whether you’re a couple, a family, or a business traveler, this is the perfect spot for you. Enjoy a fully equipped kitchen, comfortable living space, and kids-friendly amenities. Explore San Mateo's vibrant neighborhoods or take a short drive to San Francisco. We've thought of everything to make your stay comfortable, including fast WiFi and plush bedding. Book now and experience the best of the Bay Area!

Apartment w hot tub / forest & ocean view
Slow living on the farm. Welcome to Coop d’État Farm Retreat on Kings Mountain—set among old-growth redwoods with ocean views, a fire pit & a private hot tub. The apartment sits on our working glamping property, where chickens roam, goats graze, dogs stand guard, and our cats supervise from afar. We’re a 10-minute walk to the Purisima Open Space trail network. This cozy apartment occupies the lower floor of our home & includes a private entrance and parking, access to a shared picnic & BBQ area.

Private 1 bedroom suite for quick SFO trip withA/C
1 bedroom 1 bathroom guest suite with private entrance. Good for a short SFO trip. But be aware it might not fit family vacation need! Newly remodeled kitchen, full bathroom, Wi-Fi, gas cooktop, coffee maker, toaster, microwave. Soft foam topper queen bed. Convenient for Bay Area commuter, 15 mins driving to SFO airport. Close to 101, 280 freeway. 30 mins driving to San Francisco or 50 mins to San Jose. 15 mins walk to grocery store, Starbucks and restaurants. Easy and free street parking.

San Mateo Getaway Private 2 Bedroom
Bright & spacious 2 bedroom apartment with beautiful backyard in San Mateo. In-law apartment with private entrance dedicated to hosting guests. Located in quiet residential neighborhood, but close to activities for families and singles. Amenities include wet bar area with toaster oven, coffee maker, mini fridge and microwave! Laundry available upon request. Easy access to San Francisco/San Jose via 280 & 101. Close to SFO, Cal train/BART and Downtown San Mateo. Lots of street parking.

Gracious Flat in Downtown San Mateo
Don't miss your chance to stay in this historic mansion in downtown San Mateo- with new elegant touches placed throughout the flat, you can enjoy the old with the new. 3 blocks from San Mateo Caltrain, Philz coffee and all that lovely downtown San Mateo has to offer. Includes free parking & shared on site coin-operated laundry facilities. If you're modern urban people who accept noise from the train/other tenants & love the vibrant downtown diversity, this is the perfect place for you.

Hidden French Gem for Fam/Biz~near Caltrain,SFO
Highly welcome respectful travelers to step through the 750ft super quiet European-style private studio with secluded bay view. Curl up in front of the 4K TV for movie nights at this stylish, soundproofed nest with a luxury mattress, washer and dryer! — welcome infant & kids. — Read everything to avoid surprises. — 5 min walks to park, Caltrain/restaurants; 10~13 min drive to SFO/Stanford; 20-25 min SF. — No pets, no smoking/vaping, no party! — book for 3 if need single bed

Cozy, modern 1-bedroom with backyard ocean view!
Fall in love with this modern & sunny, 1 bedroom, 1 bath apartment with walk-in shower, refrigerator, TV, coffee/tea, & fast internet. First-floor unit (430 sq ft) with private entrance has views of nature & access to a peaceful backyard—steps from an awe-inspiring view of the Pacific Ocean. This one-of-a-kind, tranquil getaway offers the best of the Bay Area at your fingertips! Walk to hiking trails, drive 5-min. to the beach, & 20-min. to San Francisco or SFO airport.

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

Modern room & loft, private entrance
Modern room & loft with private entrance & private bathroom. Completely private space + free parking + self check-in + superfast Wi-Fi (940 Mbps). Conveniently located in a quiet & safe residential neighborhood with Bayhill Shopping Center, Tanforan Mall, BART and Caltrain stations nearby. Easy access to highway 101 & 280, SFO airport (6-minute drive or 3 miles), San Francisco (16-25 minute drive to downtown), and San Francisco Baking Institute (11-minute drive).

Stylish 3BR home w/ BBQ & outdoor dining
Welcome to your mid-century Bay Area retreat - perfect for families, professionals & design lovers alike! Enjoy stylish comfort, peaceful surroundings & easy access to SF & SFO: - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Private backyard w/ fire pit, BBQ & dining area - Wood-burning fireplace & enclosed atrium - Full kitchen & private office w/ fast Wi-Fi - Washer/dryer, free parking & streaming TV apps - Single-level home in tranquil Highlands neighborhood

Cozy San Mateo home / Near SFO Airport
Looking for the perfect short-term rental in the Bay Area? This fully furnished 3-bed, 2-bath home in San Mateo is ideal for families, business travelers, and vacationers. Located just six blocks from vibrant downtown, you’ll be steps from ethnic restaurants, boutique shopping, and local charm. Just 10 minutes from SFO airport. Easy access to San Francisco and San Jose. This inviting home is your ideal base for experiencing the best of the Peninsula.

Lagoonfront Retreat: 3BR House Near SFO
Our stunning Airbnb listing offers both convenience and relaxation. 5min to multiple supermarkets and 15mins to SFO. Enjoy breathtaking views of the lagoon, modern decor, a fully-equipped kitchen, two comfortable living areas, and three cozy bedrooms with high-quality linens. We provide high-speed Wi-Fi, working desks, and heating for your comfort. We look forward to hosting you and helping you make the most of your stay in this beautiful area.
Popular amenities for San Mateo holiday rentals
Other great holiday rentals in San Mateo

Super Private Hidden Redwood City House and Garden

Lavish Modern Home 4BR near SFO/Palo Alto/Stanford

Bright Spanish-style home in Burlingame

Dazzling Modern Home Near DT Palo Alto & Stanford

Miro Grove Guesthouse– Stylish 1BR w/ King Bed AC

Spacious Modern House

SanMateo Comfortable 2BR Home/WiFI & Free Parking

Jane's Home (BO) | Modern House+AC+Yard
When is the best time to visit San Mateo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $213 AUD | $204 AUD | $205 AUD | $204 AUD | $224 AUD | $225 AUD | $218 AUD | $211 AUD | $213 AUD | $202 AUD | $196 AUD | $201 AUD |
| 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 |
Frequently Asked Questions
Where should I stay in San Mateo?
Make yourself at home in San Mateo by choosing from our most frequently booked neighborhoods. We have over 660 vacation rentals in San Mateo Woods, over 550 vacation rentals in Hillsdale, and over 550 vacation rentals in Parrot Drive Area.
Are there pet-friendly vacation rentals in San Mateo?
Four-legged friends are welcome in San Mateo. Choose from more than 130 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in San Mateo?
Yes! Work meets play with ease at over 290 vacation rentals in San Mateo featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there San Mateo townhouse rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 townhouse rentals with pools in San Mateo, available on Airbnb. Make a splash and soak up the sun in style!
Do townhouse rentals in San Mateo have air conditioning?
Absolutely! We offer over 10 townhouse rentals with air conditioning in San Mateo. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in San Mateo?
Experience the best of San Mateo with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in San Mateo have wifi?
Absolutely! We offer over 20 condo rentals with wifi in San Mateo. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in San Mateo have a bbq area?
Absolutely! We offer over 20 apartment rentals with a bbq area in San Mateo. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in San Mateo?
San Mateo has more than 130 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in San Mateo have a gym?
Absolutely! We offer over 20 house rentals with a gym in San Mateo. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in San Mateo

Total holiday rentals
Explore 540 holiday rentals in San Mateo

Verified guest reviews
Over 18,550 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 130 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
290 properties have a dedicated workspace

Wi-Fi availability
520 of San Mateo holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Monthly stays, Gym and BBQ grill across San Mateo rentals

4.8 Average rating
San Mateo stays are highly rated by guests—averaging 4.8 out of 5!
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