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San Mateo vacation rentals

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Best San Mateo vacation rentals

Most recommended vacation rentals in San Mateo

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Fetching cozy studio close to everything - San Mateo - Bedroom
Fetching cozy studio close to everything
C$ 202+
C$ 202+
Beautiful centralized home away from home - San Mateo - Bedroom
Beautiful centralized home away from home
C$ 209+
C$ 209+
Great For Long Stays Central Location in San Mateo - San Mateo - Pool
Great For Long Stays Central Location in San Mateo - San Mateo - Pool
Great For Long Stays Central Location in San Mateo
C$ 133+
C$ 133+
Elegant charming unit close to everything - San Mateo - Living room
Elegant charming unit close to everything - San Mateo - Living room
Elegant charming unit close to everything
C$ 205+
C$ 205+
Gorgeous 4 bd, 3 bath House w/ stunning View - San Mateo - Bathroom
Gorgeous 4 bd, 3 bath House w/ stunning View - San Mateo - Bathroom
Gorgeous 4 bd, 3 bath House w/ stunning View
C$ 800+
C$ 800+
Pool
Remodeled 2BR in Downtown San Mateo - San Mateo - Patio
Remodeled 2BR in Downtown San Mateo - San Mateo - Patio
Remodeled 2BR in Downtown San Mateo
C$ 407+
C$ 407+
Free Wi-Fi
Pet friendly
Attractive oasis, conveniently located - San Mateo - Bedroom
Attractive oasis, conveniently located - San Mateo - Bedroom
Attractive oasis, conveniently located
C$ 245+
C$ 245+
Charming Cozy Centralize Studio - San Mateo - Bedroom
Charming Cozy Centralize Studio - San Mateo - Bedroom
Charming Cozy Centralize Studio
C$ 211+
C$ 211+
3 Bed 2 Bath House San Mateo Next to Lagoon - San Mateo - Building
3 Bed 2 Bath House San Mateo Next to Lagoon - San Mateo - Building
3 Bed 2 Bath House San Mateo Next to Lagoon
C$ 661+
C$ 661+
Free Wi-Fi
Rustic Craftsman Room near CalTrain - San Mateo
Rustic Craftsman Room near CalTrain - San Mateo
Rustic Craftsman Room near CalTrain
C$ 191+
C$ 191+
Mid Century Garden View Home Parking - San Mateo
Mid Century Garden View Home Parking - San Mateo
Mid Century Garden View Home Parking
C$ 577+
C$ 577+
Parking
Free Wi-Fi
Pet friendly
Experience comfort and convenience in this charming 1-bedroom apartment - San Mateo
Experience comfort and convenience in this charming 1-bedroom apartment - San Mateo
Experience comfort and convenience in this charming 1-bedroom apartment
C$ 214+
C$ 214+
Queen Bedroom, relaxed atmosphere Near Downtown - San Mateo
Queen Bedroom, relaxed atmosphere Near Downtown - San Mateo
Queen Bedroom, relaxed atmosphere Near Downtown
C$ 207+
C$ 207+
Pet friendly
Quiet, Well-lit 1br/1ba Duplex Unit With Garden - San Mateo
Quiet, Well-lit 1br/1ba Duplex Unit With Garden - San Mateo
Quiet, Well-lit 1br/1ba Duplex Unit With Garden
10 Wonderful
C$ 366+
C$ 366+
Free Wi-Fi
@ Marbella Lane - San Mateo Stylish House - San Mateo
@ Marbella Lane - San Mateo Stylish House - San Mateo
@ Marbella Lane - San Mateo Stylish House
C$ 493+
C$ 493+
Free Wi-Fi
️Amazing 3br/2b️walk to trainnear SF/Stanford/SFO - San Mateo
️Amazing 3br/2b️walk to trainnear SF/Stanford/SFO - San Mateo
️Amazing 3br/2b️walk to trainnear SF/Stanford/SFO
C$ 459+
C$ 459+
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C$ 0 - C$ 596C$ 596 - C$ 1,190C$ 1,190 - C$ 1,784C$ 1,784 - C$ 2,378C$ 2,378+ per night

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When to book a vacation rental in San Mateo

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding San Mateo vacation rental deals

  • Vacation rentals in San Mateo are around 45% more expensive than hotels on average. Search here to compare prices for all accommodation types in San Mateo.
  • The best vacation rental properties in San Mateo are Andulore Cottage - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat (9.8, 38 reviews), Remodeled 2BR in Downtown San Mateo (9.7, 43), and Brand New Urban Flat! - San Mateo Business Travel (7.6, 27), based on ratings and reviews from real travelers.
  • Book your San Mateo vacation rental more than 90 days before your stay begins to get the best price.

FAQs when booking a vacation home in San Mateo

  • How much is a vacation rental for a week in San Mateo?

    The average price for a weekly San Mateo vacation rental found by KAYAK users in the last 2 weeks is C$ 3,134.

  • How much is a vacation rental for a month in San Mateo?

    The average price for a monthly San Mateo vacation rental found by KAYAK users in the last 2 weeks is C$ 13,431.

  • What types of vacation rentals are available in San Mateo?

    in San Mateo you’ll find that most vacation rentals are apartments.

  • Are there any pet-friendly vacation rentals in San Mateo?

    There are a number of dog and pet-friendly San Mateo vacation rentals, with around 9% allowing you to bring your pet along with you.

  • How much is a vacation rental in San Mateo?

    KAYAK users have found vacation rentals in San Mateo for as cheap as C$ 168 in the last 3 days. The average price is C$ 448.

  • How much is a vacation rental in San Mateo for tonight?

    In the last 72 hours, users have found San Mateo vacation rentals for tonight for as low as C$ 357. Search here for similar prices

  • How much is a vacation rental in San Mateo for this weekend?

    In the last 72 hours, users have found San Mateo vacation rentals for this weekend for as low as C$ 225 per night. Search here for similar prices

  • How can I find vacation rentals near me in San Mateo?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in San Mateo?

Our map will help you find the perfect place to stay in San Mateo by showing you the exact location of each vacation rental.

Everything you need to know for your stay in San Mateo

San Mateo vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in San Mateo. Find cheap vacation homes to rent in San Mateo. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in San Mateo that suits you best.

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