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

San Mateo County Vacation Rentals

Browse 3,969 available vacation homes and compared across 14 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 Half Moon Bay
Greenbelt & Ocean View - Ritz Carlton - Gated - Save 30% on 31 plus nights
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House Pedro Point
San Francisco Bay area: Elegant Pacific Ocean View, sleeps 10, gourmet kitchen
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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 Edgemar - Pacific Manor
Pacific Oceanfront Retreat, 15 mins to SF and SFO ️
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House Pedro Point
Cabo San Pedro - S. F. Ocean Views - Penthouse
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House Half Moon Bay
Vacation home with grill, terrace & garden | Nature view | Perfect for remote work
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House Sharp Park
Beach Front 6000SF 10b/6bth 7 Miles to SF Moscone Center
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House Paradise Valley
Vacation home with terrace, garden & grill | Good for workation
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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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House Half Moon Bay
Luxury Beach House near Downtown Main Street Half Moon Bay
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House El Granada
Entire Beach House 4Br 3.5Ba - Walk to the waterfront
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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 3,956 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Daly City
House ∙ 10 guests ∙ 5 bedrooms

Lovely vacation home with 5 bedrooms for 10 persons

Daly City, San Mateo County, California, United States
Spacious house rental in Daly City for 10 guests featuring a fully equipped kitchen and ample parking space.
from $465
per night
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House Serramonte
House ∙ 17 guests ∙ 7 bedrooms

Family-friendly wonderful house with garden & terrace | Pets are welcome

Serramonte, Daly City, San Mateo County
Spacious house rental in Serramonte for 17 guests featuring a family-friendly kitchen and ample parking.
from $586
per night
(46)
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House Paradise Valley
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with garden

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 $195
per night
(111)
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House Sharp Park
House ∙ 2 guests ∙ 1 bedroom

Vacation home | Perfect for remote work

Sharp Park, Pacifica, San Mateo County
Cozy house rental in Sharp Park for 2 with convenient parking available.
from $281
per night
(86)
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Cabin Downtown
Cabin ∙ 4 guests ∙ 2 bedrooms

Children-friendly pleasant cottage | Perfect for remote work | Pets are welcome

Downtown, South San Francisco, San Mateo County
This cozy cabin in Downtown accommodates 4 guests and features a family-friendly kitchen for convenient meals together.
from $191
per night
(18)
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House Moss Beach
House ∙ 6 guests ∙ 2 bedrooms

Child-friendly spacious vacation home with barbecue, garden & terrace | Nature view

Moss Beach, San Mateo County, California, United States
Charming house rental in Moss Beach for 6 with a cozy fireplace and easy access to nearby beaches.
from $402
per night
(194)
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House Rockaway Beach
House ∙ 2 guests ∙ 1 bedroom

House with 1 bedroom for 2 persons

Rockaway Beach, Pacifica, San Mateo County
Cozy house rental in Rockaway Beach for 2 with a welcoming fireplace for a perfect getaway.
from $124
per night
(42)
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House Edgemar - Pacific Manor
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with terrace & garden | Nature view

Edgemar - Pacific Manor, Pacifica, San Mateo County
This house rental in Edgemar - Pacific Manor accommodates 6 guests and features a family-friendly yard for outdoor enjoyment.
from $416
per night
(76)
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House El Granada
House ∙ 6 guests ∙ 2 bedrooms

House with terrace & grill

El Granada, San Mateo County, California, United States
This house rental in El Granada accommodates 6 guests and features convenient beach access for a perfect getaway.
from $404
per night
(150)
View deal

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