Photo by Calley Abroad: Without Anchor

Macoupin County family rentals

We found 38 family rentals — enter your dates for availability

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November 2025

December 2025

Find the best place to stay - Macoupin County

Showing deals for: 2 Feb - 5 Feb

Premier Host

Memorable Family experiences at The Castle of Palmyra.

Sleeps 21 · 6 bedrooms · 5+ bathrooms

for 3 nights, 1 room

AU$2,560 per night

includes taxes & fees

Premier Host

Victorian Carlinville home on Rt. 66

Sleeps 8 · 4 bedrooms · 1+ bathroom

for 3 nights, 1 home

AU$608 per night

includes taxes & fees

A small town hidden gem. You feel like a kid again when you enter the HiDeAwAy.

Sleeps 2 · 1 bedroom · 1 bathroom

for 3 nights, 1 apartment

AU$134 per night

includes taxes & fees

Premier Host

Home is on the original 1926-1930 Route 66 alignment

Sleeps 8 · 3 bedrooms · 1 bathroom

for 3 nights, 1 home

AU$215 per night

includes taxes & fees

Top rated rentals - Macoupin County

Premier Host

Beautiful home

The Girard house is a beautiful home decorated with nostalgia from the Route 66 days. Quiet peaceful setting. The home had everything we needed except a washer/dryer. The ice cream shop just a couple blocks away offered 50 amazing flavors of ice cream!! We highly recommend this house for anyone traveling through the area!

Robert T.

Stayed June 2024