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5 Best Vacation Rentals in San Mateo - Holiday Lettings - Cabins

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288 Vacation rentals

Vacation home in San Mateo

San Mateo house

3 bedrooms • 1 bathroom • sleeps 7

from $344 / night

$2,405 / week

1 / 35

San Mateo Vacation home rental

San Mateo house

2 bedrooms • 2 bathrooms • sleeps 6

from $458 / night

$2,863 / week

1 / 5

Vacation apartment in San Mateo

San Mateo apartment

1 bedroom • 1 bathroom • sleeps 2

from $161 / night

$1,123 / week

1 / 18

Vacation studio in San Mateo

San Mateo studio

Studio • 1 bathroom • sleeps 2

from $160 / night

$1,114 / week

1 / 7

Vacation home in San Mateo

San Mateo house

3 bedrooms • 2 bathrooms • sleeps 8

from $343 / night

$2,397 / week

1 / 29

Vacation apartment in San Mateo

San Mateo apartment

1 bedroom • 1 bathroom • sleeps 2

from $184 / night

$1,203 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation home in Montara

Montara house

2 bedrooms • 2 bathrooms • sleeps 4

from $567 / night

$3,968 / week

1 / 25

San Francisco Vacation home rental

San Francisco house

2 bedrooms • 2 bathrooms • sleeps 6

from $344 / night

$2,405 / week

1 / 4

San Francisco Vacation apartment rental

San Francisco apartment

3 bedrooms • 3 bathrooms • sleeps 6

from $432 / night

$2,877 - $3,358 / week

1 / 46

Vacation studio with golf nearby in San Francisco

San Francisco studio

Studio • 1 bathroom • sleeps 2

from $115 / night

$802 - $1,002 / week

1 / 29

Vacation home in San Carlos

San Carlos house

4 bedrooms • 4 bathrooms • sleeps 8

from $453 / night

$3,435 / week

1 / 12

Oakland Vacation apartment rental

Oakland apartment

1 bedroom • 1 bathroom • sleeps 3

from $126 / night

$842 - $978 / week

1 / 12

Home rental in San Jose with swimming pool, golf nearby

San Jose house

4 bedrooms • 2 bathrooms • sleeps 8

from $487 / night

$3,309 - $4,111 / week

1 / 20

Apartment rental in San Francisco

San Francisco apartment

1 bedroom • 1 bathroom • sleeps 4

from $801 / night

$5,433 / week

1 / 12

Vacation apartment rental

San Francisco apartment

1 bedroom • 1 bathroom • sleeps 4

from $338 / night

$2,365 / week

1 / 19

Vacation apartment in San Francisco

San Francisco apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $222 / night

$1,550 / week

1 / 10

Vacation condo in San Francisco

San Francisco condo

2 bedrooms • 2 bathrooms • sleeps 6

from $1,373 / night

$9,733 / week

1 / 22

Mountain View Vacation home rental

Mountain View house

2 bedrooms • 1 bathroom • sleeps 6

from $315 / night

$1,935 / week

1 / 6

Vacation home rental

Mountain View house

2 bedrooms • 2 bathrooms • sleeps 8

from $796 / night

$4,901 - $5,703 / week

1 / 25

Vacation apartment rental

San Francisco apartment

1 bedroom • 1 bathroom • sleeps 2

from $152 / night

$946 / week

1 / 17

Vacation cottage rental

Palo Alto cottage

• 1 bathroom • sleeps 2

from $207 / night

$1,443 / week

1 / 9

Vacation home in Mountain View

Mountain View house

3 bedrooms • 2 bathrooms • sleeps 6

from $487 / night

$2,977 / week

1 / 31

San Francisco Vacation apartment accommodation

San Francisco apartment

1 bedroom • 1 bathroom • sleeps 2

from $111 / night

$775 / week

1 / 11

Home rental in San Bruno

San Bruno house

5 bedrooms • 4 bathrooms • sleeps 12

from $516 / night

$3,092 - $3,573 / week

1 / 15

San Francisco Vacation condo rental

San Francisco condo

1 bedroom • 1 bathroom • sleeps 4

from $274 / night

$1,946 - $3,320 / week

1 / 13

San Francisco Vacation condo rental

San Francisco condo

1 bedroom • 1 bathroom • sleeps 4

from $274 / night

$1,946 - $3,320 / week

1 / 13

San Francisco Vacation apartment rental

San Francisco apartment

1 bedroom • 1 bathroom • sleeps 4

from $274 / night

$1,946 - $2,060 / week

1 / 15

Vacation home in Oakland

Oakland house

4 bedrooms • 3 bathrooms • sleeps 20

from $802 / night

$4,580 - $10,191 / week

1 / 19

Vacation home in Fremont

Fremont house

2 bedrooms • 2 bathrooms • sleeps 16

from $258 / night

$1,728 - $3,011 / week

1 / 59

Apartment rental in Burlingame

Burlingame apartment

1 bedroom • 1 bathroom • sleeps 2

from $212 / night

$1,483 / week

1 / 18

Vacation home in Palo Alto

Palo Alto house

4 bedrooms • 4 bathrooms • sleeps 8

from $3,664 / night

$24,045 / week

1 / 15

San Francisco Vacation home rental

San Francisco house

4 bedrooms • 2 bathrooms • sleeps 7

from $687 / night

$4,351 / week

1 / 15

Condo rental in Mountain View

Mountain View condo

1 bedroom • 1 bathroom • sleeps 3

from $137 / night

$915 - $1,116 / week

1 / 9

Vacation apartment in Brisbane

Brisbane apartment

1 bedroom • 1 bathroom • sleeps 2

from $155 / night

$796 / week

1 / 8

Vacation home in Menlo Park

Menlo Park house

1 bedroom • 1 bathroom • sleeps 2

from $859 / night

$6,012 / week

1 / 6

Home rental in Los Altos

Los Altos house

5 bedrooms • 4 bathrooms • sleeps 10

from $1,145 / night

$6,870 / week

1 / 10

Vacation home with golf nearby in Palo Alto

Palo Alto house

4 bedrooms • 3 bathrooms • sleeps 7

from $11,450 / night

$80,150 / week

1 / 9

Hayward Vacation home rental

Hayward house

1 bedroom • 1 bathroom • sleeps 4

from $69 / night

$458 - $939 / week

1 / 7

Apartment rental in Hayward

Hayward apartment

1 bedroom • 1 bathroom • sleeps 6

from $114 / night

$802 / week

1 / 13

Vacation studio in Oakland

Oakland studio

Studio • 1 bathroom • sleeps 3

from $114 / night

$573 - $773 / week

1 / 4