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

San Mateo County Vacation Rentals

Browse 4,132 available vacation homes and compared across 17 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
Lovely Remodeled Beach House Next to Ocean, Hiking & Biking. Very Clean!
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House Moss Beach
New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach
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House Pedro Point
Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach
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House Half Moon Bay
Coastal Comfort with Short Walk to Bluffs and Beach
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House Montara
Beach House by Montara Beach, California - 20-minute drive to San Francisco
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House El Granada
House with terrace & grill | Nature view
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House Edgemar - Pacific Manor
Pacific Oceanfront Retreat, 15 mins to SF and SFO ️
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House Sharp Park
Vacation home | Perfect for remote work
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House Pedro Point
Cabo San Pedro - S. F. Ocean Views - Penthouse
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House Paradise Valley
Vacation home with terrace, garden & grill | Good for workation
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House Sharp Park
House with patio & grill
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Apartment Paradise Valley
Sparkling Clean Luxury 3 BR House Near SF/SFO/CalTrain/BART+EV+Free Parking+WiFi
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House Half Moon Bay
Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities
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House Half Moon Bay
Vacation home with patio
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House Half Moon Bay
House with terrace
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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 4,132 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 $231
per night
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Cabin Half Moon Bay
Cabin ∙ 8 guests ∙ 4 bedrooms

252 m² Cabin

Half Moon Bay, San Mateo County, California, United States
This charming cabin in Half Moon Bay accommodates 8 guests and features a cozy fireplace for a warm and inviting stay.
from $662
per night
(1)
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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 $172
per night
(106)
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House Millbrae
12 guests ∙ 6 bedrooms

House

Millbrae, San Mateo County, California, United States
Spacious house rental in Millbrae for 12 guests with parking available and pet-friendly accommodations.
from $422
per night
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House Serramonte
17 guests ∙ 7 bedrooms

House

Serramonte, Daly City, San Mateo County
Spacious house rental in Serramonte for 17 guests featuring a family-friendly kitchen and ample parking.
from $482
per night
(42)
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House Sharp Park
House ∙ 6 guests ∙ 2 bedrooms

93 m² House

Sharp Park, Pacifica, San Mateo County
This house rental in Sharp Park accommodates 6 guests and features convenient beach access for a perfect getaway.
from $319
per night
(90)
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House Half Moon Bay
House ∙ 6 guests ∙ 3 bedrooms

223 m² House

Half Moon Bay, San Mateo County, California, United States
This house rental in Half Moon Bay accommodates 6 guests and features a cozy fireplace for a comfortable stay.
from $594
per night
(287)
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Apartment Westlake
Apartment ∙ 3 guests ∙ 1 bedroom

33 m² Apartment

Westlake, Daly City, San Mateo County
This Westlake apartment rental accommodates 3 and features a modern kitchen for convenient living.
from $135
per night
(19)
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Apartment Linda Mar
Apartment ∙ 2 guests ∙ 2 bedrooms

40 m² Apartment

Linda Mar, Pacifica, San Mateo County
Cozy apartment rental in Linda Mar for 2 featuring a charming fireplace and stunning mountain views.
from $156
per night
(44)
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