# 6 Dog-friendly holiday cottages in Chesterfield (2026)

> 6 dog-friendly holiday cottages in Chesterfield. Ratings, locations and details.

Source: https://staycation.co.uk/chesterfield/cottages/dog-friendly (Staycation.co.uk). Cite the source page, not this text version.

6 listed · best reviewed first

Updated 9 November 2026 · Ratings from Google · [All holiday cottages in Chesterfield](https://staycation.co.uk/chesterfield/cottages)

[Dog-friendly 6](https://staycation.co.uk/chesterfield/cottages/dog-friendly)

[Chesterfield Havendale Four-bedroom single-storey cottage in Chesterfield, sleeping 5, pets welcome.](https://staycation.co.uk/chesterfield/cottages/havendale-syk1167060) [🏨Cottages Barrow Hill The Old Grocery Detached house in Barrow Hill near Chesterfield, sleeping 6, 3 bedrooms, 1 bathroom.](https://staycation.co.uk/chesterfield/cottages/the-old-grocery-syk933885) [🏨Cottages Chesterfield Overton Four-bedroom house sleeping eight in Chesterfield, pets welcome.](https://staycation.co.uk/chesterfield/cottages/overton-syk1122937) [🏨Cottages Hollingwood Cedar Cottage Cedar Cottage rests in Hollingwood, and sleeps six in three bedrooms.](https://staycation.co.uk/chesterfield/cottages/cedar-cottage-syk1076069) [🏨Cottages Chesterfield Boundary Cottage Boundary Cottage, Chesterfield: two-bedroom rural semi for families or couples, with one dog welcome and free parking.](https://staycation.co.uk/chesterfield/cottages/boundary-cottage-uk30152) [🏨Cottages Chesterfield Harris House Harris House, Chesterfield: three-bedroom cottage with one bathroom, sleeps five, one mile from a pub and close to Peak District walking.](https://staycation.co.uk/chesterfield/cottages/harris-house-uk44590)

## Quick answers

How many dog-friendly holiday cottages are there in Chesterfield?+

We list 6 in Chesterfield.

Is this list up to date?+

It is built live from our listings; ratings come from Google and each venue page shows when its details were last checked. Always confirm with the venue before travelling.