Chester featuring heritage elements, a monument and a square or plaza

Chester family rentals

We found 1,624 family rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

January 2026

February 2026

Find the best place to stay - Chester

A Beautiful Country Home set within its own grounds. Sleeps 12

Sleeps 12 · 7 bedrooms · 5 bathrooms

Premier Host

Pixie Terrace Chester-Fabulous Location within The City of Chester-Award winning

Sleeps 4 · 2 bedrooms · 1 bathroom

Premier Host

A fascinating grade II listed cottage within the heart of historic Chester

Sleeps 5 · 3 bedrooms · 3 bathrooms

Top rated rentals - Chester

Premier Host

A grest week in Chester

We had a wonderful week in Douglas Cottage. We loved the fantastic basket of goodies provided on our arrival. The Cottage was beautifully presented and in spotless condition. Beds and furnishings are very comfortable and every need is provided for. A quiet peaceful place to return to and relax in the evenings. Excellent, would recommend to anyone looking to stay in Chester.

Tony G.

Stayed Jun 2025

Find spaces that suit your style

House

Condo/Apartment

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value