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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.

Private room in San Mateo
Welcoming 1 BR in beautiful San Mateo, by the Bay
Make the most out of your trip to SF Bay Area while staying in a peaceful, welcoming 1 private bedroom, in a lovely home near the Bay. One of the most beautiful walking trails is within 2 mins walking. Plus, there’s a rocky beach nearby. Our place is very well-located, between San Francisco (SF)&San Jose; it’s a 10 minutes-drive from SFO, 30 minute-train ride to SF, 6 minute-Uber ride to downtown SM&Caltrain. The BR is newly painted and furnished (queen bed).
$98 per night
SUPERHOST
Private room in Burlingame
Cozy Super Single Bed-Parking-Near SFO
Cozy Trundle Bed,best for 1, (priced on 1 person, add $25 per night for 2nd person) bed opens up for two. Wonderful Breakfast, parking included. Nearby Burlingame Ave has great restaurants, shops,cafes. This 110 yr old home shares this room w/2-3 bedrooms. Full restroom is upstairs and 1/2 bath is downstairs. Fire pit available with notice:). Registered guests only in room please. Pet fee $12 per day per pet. Well behaved, house trained pets please.
$60 per night
SUPERHOST
Private room in Foster City
Your Modern & Spacious Room close to Waterfront
Located only 15 minutes from the San Francisco International Airport and in the heart of the Bay area, i.e., the Peninsula, is our beautiful private home which combines modern finishes and classic European charm. Inside, be treated to all the comforts with a Queen sized bed, your fully furnished private room, meditatively quiet atmosphere and fully equipped shared kitchen and dining area available for light cooking.
$57 per night
SUPERHOST

Stay near San Mateo's top sights

Photo of Hillsdale Shopping Center
Hillsdale Shopping Center150 locals recommend
Photo of Whole Foods Market
Whole Foods Market159 locals recommend
Photo of San Mateo County Event Center
San Mateo County Event Center16 locals recommend
Photo of CuriOdyssey
CuriOdyssey35 locals recommend
Photo of Safeway
Safeway148 locals recommend
Photo of Trader Joe's
Trader Joe's21 locals recommend

San Mateo apartment rentals

Rental unit in San Mateo
Cozy Studio 1B/1B w A/C No Pet in San Mateo
$132 per night
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Private room in San Mateo
Cozy Private BR in ventilated Apartment
$57 per night
Rental unit in San Mateo
Fabulous apartment in downtown San Mateo
$104 per night
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Private room in San Mateo
Home Sweet Home 1
$101 per night
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Private room in Foster City
Room on the Lagoon
$80 per night
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Rental unit in San Mateo
Welcoming Downtown Flat in San Mateo
$92 per night
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Rental unit in San Mateo
Cozy Apartment & King Bed Near Downtown Burlingame
$92 per night
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Rental unit in San Mateo
Charming 1BR Apt in San Mateo, Steps from Downtown
$97 per night
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Rental unit in San Mateo
1 Bedroom Cozy Designer apartment
$130 per night
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Private room in Menlo Park
Quiet + Private 1 bdrm w/ shared kitchen & bathrm
$81 per night
Rental unit in San Mateo
❤8min→SFO❤Parking❤King Bed❤Kitchen❤Downtown
$121 per night
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Rental unit in San Mateo
San Mateo Charm: Spacious Apt + Home Office + Eats
$136 per night
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Stays in San Mateo Woods

Private room in San Mateo
|B| Private Room near SFO and Downtown San Mateo
$78 per night
Private room in San Mateo
Summer Special! Large Beautiful Private Suite
$81 per night
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Private room in San mateo
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$79 per night
Private room in San Mateo
Independent Private Suite amazing views and light
$145 per night

Stays in Hillsdale

Private room in San Mateo
Soak up Open-Plan Living at a Luminous San Mateo Sanctuary
$70 per night
PLUS
Cottage in San Mateo
Entire Private House by SFO w/ AC & Free Parking
$123 per night
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Private room in San Mateo
Tread the Floorboards at a Welcoming, Work-Ready Retreat
$80 per night
PLUS
Home in San Mateo
Attached ADU with great view and convenience
$107 per night

Stays in Vintage Park

Condo in San Mateo
home SUITE home in San Mateo
$125 per night
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Private room in Foster City
JANE'S HOME Private Bedroom + Free Parking - 2
$81 per night
Private room in Foster City
JANE'S HOME Spacious Private Bedroom +Private Bath
$126 per night
Guest suite in Foster City
New modern 1 bedroom unit
$113 per night
SUPERHOST

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.


When is 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.


What are the 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.

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