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

SF Amazing View & SUNroom: Spacious Private 1 bdrm
👋 Welcome to our spacious, clean, private getaway studio on Southern Hill in Daly City. Escape the hustle and bustle of the city. Enjoy a stunning view of day/night in clear days ☀️ - Easy street parking - Great Summit Loop Trail at San Bruno Mountain (6-min🚘) - Cow Palace Arena (8-min🚘) - H Mart grocery mall (10-min🚘) - 9.2 miles to SFO (17-min🚘) - 6.7 miles to Civic Center(>30-min🚘 w/ traffic or 20-min🚘 w/o traffic) - 11 miles to Fisherman's Wharf(>35-min🚘 w/ traffic or 23-min🚘 w/o traffic)

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!

High Ceilings! Modern Spacious Bright 4BR Home
A Hidden Gem! Spacious, tastefully designed, newly renovated modern home on a charming cul-de-sac in Foster City. Ideal open layout with 16ft vaulted ceilings, abundant natural light, expansive backyard with grill and full amenities, making for a great space to entertain and unwind in comfort & style. Centrally located between San Francisco & Silicon Valley. Close to SFO airport, caltrain, restaurants, markets, San Mateo, Stanford, Palo Alto. Perfect for business travelers or family vacations.

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.

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.

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.

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

Luxury guesthouse close to SFO/Parking/waterfront
Recently remodel, modern & luxurious guesthouse, private entrance. Perfect for the business traveler in search of a home away from home while also being ideal for vacationers. Solo traveler or couple. 10 minutes from SFO & 2 mins walk from the amazing scenic bay trail. 15 minutes away from shopping, dining, and entertainment. Book your stay now for a relaxing and enjoyable experience! Whether business or pleasure, our location will meet all your needs and more.

Spacious, Remodeled 2BR Duplex Unit by Downtown SM
Enjoy a stylish, peaceful experience at this centrally located place in San Mateo! If you like to go out, an easy 15 minute walk or 4 minute drive to downtown with over 100 restaurants and dessert stops or San Mateo Central Park await you! If you like to stay in, relax in your 2024 remodeled 1400 sq ft home furnished with modern, cozy vibes. Entirely private, rear-unit of a duplex with a fully dedicated parking space, backyard space, and laundry room.

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.

San Mateo Happy Haven Home w Patio/Projector
Welcome to this entire newly remodeled 2-bedroom home with spacious backyard with and a relaxing area, located in a desirable neighborhood. The home offers a spacious living space with a very clean and fresh interior design. This property has convenient access to restaurants, shopping, and transportation. 2 minute drive to San Mateo College (CSM), easy access to highway 92 and within minutes to highway 280 and 101.
Popular amenities for San Mateo holiday rentals
Other great holiday rentals in San Mateo

Enjoy your Peaceful Private Room w/ Double Bed

Airy room with private entrance and bath

Private garden bedroom near SFO, BART & CalTrans

Spacious studio room/ private entry w/private bath

Jane's Home (BO) | Vaulted Ceiling Private Room -2

Large Master Bedroom at Silicon, private bathroom

Modern Design • WFH • King Bed for Longer Stays

Private Room near SFO
When is the best time to visit San Mateo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £106 | £101 | £102 | £101 | £111 | £112 | £108 | £105 | £106 | £101 | £98 | £100 |
| 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.
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 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.
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 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
520 of San Mateo holiday rentals include wifi 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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