San Mateo Vacation Rentals - HolidayHomes base64Hash San Mateo Vacation Rentals - HolidayHomes

San Mateo Vacation Rentals

Browse 244 available vacation homes and compared across 7 trusted partners

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Top-Rated Vacation rentals in San Mateo

Book the highest-rated San Mateo vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House San Mateo
ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat
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Apartment San Mateo
Remodeled 2BR in Downtown San Mateo
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House San Mateo
House with grill & terrace | Mountain view
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House San Mateo
Redwood Shores Living SFO 15min away BRAND NEW GRILL &JACUZZI! COME ENJOY
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Cabin San Mateo
Charming Private Garden Cottage in Mount Carmel, Redwood City
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Apartment San Mateo
Holiday apartment with patio
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House San Mateo
Vacation home with yard & patio | Mountain view
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House San Mateo
House with yard
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House San Mateo
House with patio, garden & jacuzzi | Perfect for remote work
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Apartment San Mateo
Fantastic Central Location in Downtown San Mateo
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House San Mateo
Vacation home with hot tub, barbecue & patio | Nature view
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House San Mateo
Vacation home with barbecue
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Cabin San Mateo
Cottage with grill & patio
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House San Mateo
House with garden
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Apartment San Mateo
Elegant charming unit close to everything
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Top 15 most Recommended Vacation Rentals in San Mateo

Discover your ideal San Mateo vacation rental with real-time comparisons of 244 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House San Mateo
House ∙ 6 guests ∙ 3 bedrooms

House | Perfect for remote work

San Mateo, San Mateo County, California, United States
Charming house rental in North Central accommodates 6 guests and features a fully equipped kitchen for your convenience.
from $395
per night
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Cabin San Mateo
Cabin ∙ 6 guests ∙ 3 bedrooms

Fully equipped nice cottage with fast internet & garden | Mountain view | Perfect for remote work

San Mateo, San Mateo County, California, United States
This cozy cabin in Sugarloaf accommodates 6 guests and features a spacious yard perfect for outdoor activities.
from $699
per night
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Cabin San Mateo
Cabin ∙ 6 guests ∙ 3 bedrooms

Fully equipped pleasant cottage with garden | Garden view | Perfect for remote work

San Mateo, San Mateo County, California, United States
This cozy cabin in North Central accommodates 6 guests and features a spacious yard for outdoor activities.
from $661
per night
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House San Mateo
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with jacuzzi, barbeque & garden | Perfect for remote work

San Mateo, San Mateo County, California, United States
This House rental in Shoreview accommodates 6 guests and features a spacious yard for outdoor activities.
from $425
per night
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Apartment San Mateo
Apartment ∙ 6 guests ∙ 3 bedrooms

Children-friendly holiday apartment with terrace | Perfect for remote work

San Mateo, San Mateo County, California, United States
This spacious apartment rental in Sugarloaf accommodates 6 guests and features a family-friendly environment with convenient parking.
from $339
per night
(13)
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House San Mateo
House ∙ 7 guests ∙ 3 bedrooms

Child-friendly wonderful vacation home with hot tub & terrace | Good for workation

San Mateo, San Mateo County, California, United States
This house rental in North Central accommodates 7 guests and features a family-friendly environment with convenient parking.
from $605
per night
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House San Mateo
House ∙ 8 guests ∙ 4 bedrooms

House with hot tub & terrace | Pets allowed

San Mateo, San Mateo County, California, United States
Spacious house rental in North Central accommodates 8 guests and features a lovely balcony for relaxation.
from $422
per night
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Apartment San Mateo
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday apartment with 1 bedroom for 2 persons

San Mateo, San Mateo County, California, United States
This apartment rental in Shoreview accommodates 2 and features a modern kitchen with stainless steel appliances.
from $122
per night
(8)
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House San Mateo
House ∙ 4 guests ∙ 2 bedrooms

House with garden | Suitable for remote work

San Mateo, San Mateo County, California, United States
This house rental in Shoreview accommodates 4 guests and features a spacious yard for outdoor relaxation and activities.
from $272
per night
(4)
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