Photo by Chris Heaton (CC BY-SA)

Winston family rentals

We found 299 family rentals — enter your dates for availability

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November 2025

December 2025

Top rated rentals - Winston

Premier Host

Perfect for peace and tranquility

Thoroughly enjoyed our five nights stay in this beautiful cottage. It had everything we needed for a relaxing holiday. Definitely five star facilities throughout. This is one of the best places we have stayed in on our extensive travels.

Maralyn M.

Stayed Aug 2024

Perfect, large country cottage with attentive host

Amazing cottage beautifully furnished and immaculately presented. Our host went above and beyond to ensure we had a lovely stay. Would have loved to have stayed longer.

Abigail W.

Stayed Apr 2023

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Holiday Rental options in Winston

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