Common multi-word phrases that nearly rhyme with pigeonhole:

3 syllables:
pigeon hole,
digit whole,
given whole,
pigeon could,
pigeon would,
written whole,
pigeon holes,
philip towle,
fission could,
fission would,
kitchen could,
kitchen should,
kitchen would,
mission could,
mission goals,
mission should,
mission would

4 syllables:
sufficient whole,
origin could,
origin should,
origin would,
religion could,
religion should,
religion would,
addition could,
addition should,
addition would,
admission could,
admission should,
admission would,
ambition could,
ambition should,
ambition would,
attrition could,
attrition would,
commission could,
commission should,
commission would,
condition could,
condition should,
condition would,
decision could,
decision roles,
decision should,
decision would,
division could,
division should,
division would,
excision should,
excision would,
galician poles,
ignition should,
ignition would,
nutrition could,
nutrition goals,
nutrition should,
nutrition would,
omission could,
omission should,
omission would,
permission could,
permission should,
permission would,
petition could,
petition should,
petition would,
precision could,
precision should,
precision would,
provision could,
provision should,
provision would,
remission should,
remission would,
rendition would

5 syllables:
original whole,
acquisition could,
acquisition should,
acquisition would,
admonition should,
admonition would,
definition could,
definition should,
definition would,
expedition could,
expedition should,
expedition would,
exposition could,
exposition should,
exposition would,
extradition would,
malnutrition could,
malnutrition should,
malnutrition would,
obstetrician should,
proposition could,
proposition should,
proposition would,
repetition could,
repetition should

Some other possibilities:

What's up with this "phrase rhymes" section?

This experimental new tab on RhymeZone shows you phrases that might be good matches for your multi-syllable query word. For example, the word poetry produces phrase rhymes like boba tea and swollen knee and hopeful he and moments we. Some of these (like "boba tea") are single conceptual units, while others (like "hopeful he") are sentence fragments. Both kinds of results may be useful when writing slant rhymes that cross line boundaries, which are popular in hip hop lyrics and musical theater. Typically, RhymeZone's phrase rhymes are assonant (share vowel sounds) with the query word, with some degree of consonant match as well.

You'll often find lots of options in this tab, including many junky ones that don't work well. Stay tuned while we find the right formula!

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