Winster is a tightly packed village of quaint little cottages and fascinating houses, many of which are ‘listed’ and all of which ooze charm and character. Although there are several holiday cottages in Winster, many of the properties remain occupied by residents who pride themselves on a strong community spirit, but welcome visitors amongst their midst.

Sticking out into the main village street is the former market hall which dates back to the 16th century and is famed for being the first acquisition of the National Trust back in 1906.

Winster Hall has a sad tale to tell. In the mid 18th century the daughter of the house fell in love with the coachman – an unacceptable tryst at that time. Her parents tried to arrange a more suitable partner, but on the eve of the wedding the true lovers jumped to their deaths from the rooftop, and their ghosts are now said to haunt the Hall! Be sure to look behind you as you walk back to your holiday cottage in Winster on dark nights!

Winster contains two excellent pubs should you tire of Self Catering in your holiday cottage in Winster. The Bowling Green can be found in the centre of the village, whilst the Miners Standard is at the top of the hill.

Should your stay at a holiday cottage in Winster coincide with Shrove Tuesday, then you may wish to join in the annual pancake race down the main village street. Alternatively, in mid July there is a weekend of ‘open gardens’. But to book a holiday cottage in Winster during Wakes Week at the end of June is the best fun time of all, with well-dressings, races, merriment and Morris Dancers!

Winster is surrounded by old miners’ tracks and pathways, as this was a lead mining capital in the 18th and 19th centuries. The lead mines have been closed and capped, but your stay at a holiday cottage in Winster will be sure to educate you on what riches the lead mining era provided.

On the road to Ashbourne you will come to Grange Mill, at a junction of several old roads. Here you will find the Hollybush Hotel which is a 16th century coaching inn with Self Catering accommodation listed under holiday cottages in Winster

Other holiday cottages in Winster which offer superb accommodation but are not within the village itself are at Blakelow Farm , whilst Middlehills Farm has a holiday cottage in Winster which is suitable for disabled persons.