San Mateo vacation rentals
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Top-rated vacation rentals in San Mateo
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Apartment in San Mateo
4.94 out of 5 average rating, 182 reviewsFabulous apartment in downtown San Mateo
Relax away from the hustle of the city in your apartment in downtown San Mateo. Located only two blocks from the San Mateo Caltrain, you can get to or from SF or SJ in 30 minutes. Our home has a separate entrance for the guest apartment on the second floor. Tuck yourself away in the California King sized bed, or explore downtown on foot. With over 100 restaurants in walking distance, you will not have a shortage of delicious dining. Eat out or enjoy a meal in the comfort of your home. Welcome!
Apr 1 – 6
Guest suite in San Mateo
4.92 out of 5 average rating, 295 reviewsSan 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.
Apr 18 – 25
Guesthouse in San Carlos
4.99 out of 5 average rating, 579 reviewsPrivate 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.
Jun 12 – 19
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for San Mateo vacation rentals
Other great vacation rentals in San Mateo
Guesthouse in Belmont
4.84 out of 5 average rating, 199 reviewsCharming Cottage Studio
Jul 11 – 18
Guesthouse in Redwood City
4.92 out of 5 average rating, 293 reviewsSoak up the Serenity on the Patio of a Charming Cottage
Mar 12 – 19
Guesthouse in San Mateo
4.85 out of 5 average rating, 159 reviewsCharming cozy studio King-sized bed
May 14 – 21
Cottage in San Mateo
4.95 out of 5 average rating, 462 reviewsEntire Private Studio by SFO, AC/Heat/Free Parking
Aug 27 – Sep 3
Guesthouse in San Bruno
4.96 out of 5 average rating, 184 reviews❤️Newly remodeled SFO Guesthouse, Private entrance
Sep 27 – Oct 4
Guest suite in Emerald Hills
4.92 out of 5 average rating, 145 reviewsElegant retreat in Redwood City
Mar 1 – 8
Guest suite in South San Francisco
4.93 out of 5 average rating, 364 reviewsCozy Tiny studio 20Min to DwTn SF & 7min to SFO
Jul 28 – Aug 4
Apartment in Pacifica
4.94 out of 5 average rating, 659 reviewsSeaside Private Studio! Near SFO, SF and Beach!
Apr 2 – 9
Home in San Mateo
4.93 out of 5 average rating, 105 reviewsLovely Mid-Century home near SF, SFO, & Peninsula
May 10 – 17
Guesthouse in Redwood City
4.94 out of 5 average rating, 171 reviewsDetached Guest House With Views
Sep 13 – 20
Guesthouse in Redwood City
4.88 out of 5 average rating, 153 reviewsModern Studio Cottage with Private Entrance
Aug 15 – 22
Guesthouse in Menlo Park
4.95 out of 5 average rating, 152 reviewsCharming, modern, restorative, private studio
Sep 13 – 20
Other great vacation rentals in San Mateo
Guesthouse in Redwood City
4.95 out of 5 average rating, 501 reviewsStylish Separate Loft/Cottage Walk to Redwood City
May 10 – 17
Home in San Mateo
4.9 out of 5 average rating, 143 reviews12-Min From SFO, Tastefully Designed, Work Station
Jul 25 – Aug 1
Guesthouse in Sunnyvale
4.96 out of 5 average rating, 384 reviewsPrivate cottage in a garden
Nov 1 – 8
Home in Redwood City
4.97 out of 5 average rating, 288 reviewsPrivate suite
May 11 – 18
Guesthouse in Emerald Hills
4.89 out of 5 average rating, 178 reviewsSerene Studio in Emerald Hills
May 5 – 12
Guest suite in Foster City
4.98 out of 5 average rating, 60 reviewsNew modern 1 bedroom unit
Sep 16 – 23
Place to stay in San Mateo
4.92 out of 5 average rating, 65 reviewsCottage on the Water -SUP,Kayaking,Canoeing
Nov 12 – 19
Guest suite in San Mateo
4.97 out of 5 average rating, 70 reviewsLuxurious 1-bedroom place with hot tub
Mar 1 – 8
Condo in Hillsborough
5.0 out of 5 average rating, 7 reviewsBreathtaking View Modern 1b1b on Top of the World
Jan 19 – 26
Guest suite in Belmont
4.95 out of 5 average rating, 97 reviewsCozy private in-law suite, close to SFO, fast WiFi
Apr 27 – May 4
Guesthouse in San Mateo
4.82 out of 5 average rating, 57 reviewsCharming cottage in the Silicon Valley
Apr 8 – 15
Guesthouse in Redwood City
4.97 out of 5 average rating, 31 reviewsBeautiful NEW private guest studio
Jun 27 – Jul 4
Quick stats about vacation rentals in San Mateo
Total rentals | 620 properties |
---|---|
Rentals with dedicated workspaces | 320 properties have a dedicated workspace |
Rentals with a pool | 100 properties have a pool |
Pet-friendly rentals | 150 properties allow pets |
Family-friendly rentals | 200 properties are a good fit for families |
Total number of reviews | 19K reviews |
Your guide to San Mateo
All About San Mateo
Nestled between the hilly metropolis of San Francisco and urban San Jose, with the sweeping sands of Half Moon Bay to the west, the city of San Mateo boasts easy access to cultural hotspots, natural beauty, and a world-class food scene.
People are drawn here to admire nearly 45,000 artworks at the Cantor Arts Center at Stanford University, hike among the dramatic scenery at either end of Purisima Creek, and savor hard-to-beat ramen and crab nigiri at one of San Mateo’s established cluster of Japanese restaurants. There’s also public art to enjoy all around town, with vivid murals on numerous buildings, including the 1963 mosaic mural on South El Camino Real.
Less than half an hour west of San Mateo, Half Moon Bay boasts Surfers’ Beach for beginners and Mavericks for seasoned pros who want to take on wild waves. The same distance north, you can taqueria-hop in San Francisco’s Mission District and ride the city’s famous cable cars.
The best time to stay in a vacation rental in San Mateo
San Mateo is known for its mild, damp winters and dry summers. A lot of activities are outdoors, from kayaking in the bay to hiking and biking, so the summer and fall seasons are the best times to book San Mateo vacation rentals. Temperatures are at their most comfortable from April through October, and the changing colors of the leaves bring a range of pumpkin beers from the region’s breweries.
Layers are important in the colder months, as drizzle and searing sunshine are both possibilities in different parts of the Bay Area at any one time. You can see gray whales at Pacifica between February and April.
Top things to do in San Mateo
Japanese Tea Garden
The Japanese Tea Garden is one of the main attractions in Central Park, San Mateo’s main community park. The garden covers over 16 acres of manicured lawns, including a pagoda tower, a koi pond, and a teahouse for a quiet afternoon among delicate cherry blossoms. This serene site was designed by the landscape architect who worked on the Tokyo Imperial Palace.
Coyote Point
Less than 20 minutes from downtown by bike or road, Coyote Point is a popular spot for activities like windsurfing and sailing. If you’re cycling, the San Francisco Bay Trail crosses the park, so you can extend your ride north all the way to San Francisco or south to Palo Alto. At the water’s edge, you’ll find a marina and a beach, backing onto an 18-hole golf course.
Filoli Historic House & Garden
A 15-minute drive from San Mateo, this Georgian Revival house and its pristine landscaped gardens span over 650 acres. Wander around the terraces for commanding views of the Santa Cruz Mountains and cross Fault Creek Bridge to step over the famous San Andreas Fault. A spring visit will be rewarded with fragrant cherry and apple blossom.
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 600 vacation rentals in Hillsdale, over 730 vacation rentals in Vintage Park, and over 720 vacation rentals in San Mateo Woods.
Are there pet-friendly vacation rentals in San Mateo?
Four-legged friends are welcome in San Mateo. Choose from more than 150 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 320 vacation rentals in San Mateo featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there San Mateo vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 100 vacation homes 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 air conditioning?
Absolutely! We offer over 100 house rentals with air conditioning in San Mateo. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in San Mateo have wifi?
Absolutely! We offer over 280 house 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 apartment rentals in San Mateo?
San Mateo has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in San Mateo have a gym?
Absolutely! We offer over 70 apartment rentals with a gym in San Mateo. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Private Suite Rentals in San Mateo?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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