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

San Mateo County Vacation Rentals

Browse 3,990 available vacation homes and compared across 18 trusted partners

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Top-Rated Vacation rentals in San Mateo County

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

House Half Moon Bay
Coastal Comfort with Short Walk to Bluffs and Beach
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House Montara
House with terrace | Nature view
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Cabin Half Moon Bay
Small Beach Cottage near the Coastal Trail and The Ritz
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Cabin University Heights
Updated Menlo Park English Tudor Garden Cottage!
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Cabin Moss Beach
OCEAN FRONT Beach Cottage with Panoramic Views!
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Villa Rockaway Beach
Fully equipped pleasant villa with yard, patio & jacuzzi | Mountain view | Suitable for remote work | Pet-friendly
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House Park Pacifica
Pleasant house with terrace | Nature view
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House Pedro Point
Huge and comfortable house with gorgeous view and just a walk to the beach.
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House Sharp Park
Ocean Front Home- French Villa - Pacifica-San Francisco! Hear waves and relax!
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House Pedro Point
Cabo San Pedro - S. F. Ocean Views - Penthouse
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House Sharp Park
Vacation home | Perfect for remote work
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House Paradise Valley
Vacation home with terrace, garden & grill | Good for workation
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House Half Moon Bay
House with terrace
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House Half Moon Bay
Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities
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House Sharp Park
House with patio & grill
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Top 15 most Recommended Vacation Rentals in San Mateo County

Discover your ideal San Mateo County vacation rental with real-time comparisons of 3,990 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Half Moon Bay
6 guests ∙ 1 bedroom

House

Half Moon Bay, San Mateo County, California, United States
This house rental in Half Moon Bay accommodates 6 guests and features convenient beach access for a perfect getaway.
from $414
per night
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Apartment Montara
Apartment ∙ 4 guests ∙ 2 bedrooms

74 m² Apartment

Montara, San Mateo County, California, United States
This Montara apartment rental accommodates 4 guests and features a kitchen for convenient meal preparation.
from $142
per night
(2)
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House Linda Mar
8 guests ∙ 3 bedrooms

House

Linda Mar, Pacifica, San Mateo County
This house rental in Linda Mar accommodates 8 guests and features a spacious yard for outdoor activities.
from $385
per night
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House Daly City
House ∙ 7 guests ∙ 4 bedrooms

102 m² House

Daly City, San Mateo County, California, United States
Spacious house rental in Daly City for 7 guests featuring a family-friendly kitchen and a lovely yard for outdoor enjoyment.
from $213
per night
(29)
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Cabin University Heights
Cabin ∙ 2 guests ∙ 1 bedroom

47 m² Cabin

University Heights, Menlo Park, San Mateo County
This cozy cabin in University Heights accommodates 2 guests and features a charming yard for outdoor relaxation.
from $241
per night
(141)
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House Shoreview
4 guests ∙ 2 bedrooms

House

Shoreview, San Mateo, San Mateo County
Charming house rental in Shoreview accommodating 4 guests with a fully equipped kitchen and pets allowed for a comfortable stay.
from $185
per night
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House Paradise Valley
6 guests ∙ 3 bedrooms

House

Paradise Valley, South San Francisco, San Mateo County
Charming house rental in Paradise Valley for 6 guests featuring a spacious yard and pet-friendly accommodations.
from $162
per night
(98)
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House Pedro Point
House ∙ 10 guests ∙ 5 bedrooms

269 m² House

Pedro Point, Pacifica, San Mateo County
This house rental in Pedro Point accommodates 10 guests and features a cozy fireplace for a warm retreat.
from $369
per night
(208)
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Cabin Mount Carmel
Cabin ∙ 2 guests ∙ 1 bedroom

60 m² Cabin

Mount Carmel, Redwood City, San Mateo County
This cozy cabin in Mount Carmel accommodates 2 guests and features a charming fireplace for a warm and inviting stay.
from $198
per night
(48)
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