# 18 Dog-friendly holiday cottages in Winchester (2026)

> 18 dog-friendly holiday cottages in Winchester. Ratings, locations and details.

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

18 listed · best reviewed first

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

[Dog-friendly 18](https://staycation.co.uk/winchester/cottages/dog-friendly) [For couples 5](https://staycation.co.uk/winchester/cottages/for-couples)

[Durley The Old Parlour One-bedroom cottage sleeping two in Durley, Winchester; pets allowed.](https://staycation.co.uk/winchester/cottages/the-old-parlour-syk1179944) [Winchester The Stables The Stables, Winchester: a 3-bed barn conversion with everything on one floor, near Alresford and the Itchen Valley.](https://staycation.co.uk/winchester/cottages/the-stables-ukc3358) [🏨Cottages Southampton Brookvale House ★ 4.0 (14) Brookvale House, Southampton: a converted granary sleeping 4 with its own kitchen, wood burner and garden, one pet welcome.](https://staycation.co.uk/winchester/cottages/brookvale-house-ukc7511) [🏨Cottages Meonstoke Coombe Place House Coombe Place House in Meonstoke, Hampshire, sleeps fifteen in eight rooms.](https://staycation.co.uk/winchester/cottages/coombe-place-house-syk1124828) [🏨Cottages Cheriton Barley Cottage Single-storey cottage for four in Cheriton, Winchester, with two bedrooms and one bathroom.](https://staycation.co.uk/winchester/cottages/barley-cottage-syk1119351) [🏨Cottages Meonstoke Meon Boscage Four-bedroom house near Winchester sleeping eight, with river and three-acre grounds; dogs welcome.](https://staycation.co.uk/winchester/cottages/meon-boscage-syk1113322) [🏨Cottages Bishop's Waltham Coppice Hill House Four-bedroom house in Bishop's Waltham, Winchester, sleeping nine, pets welcome.](https://staycation.co.uk/winchester/cottages/coppice-hill-house-syk1150056) [🏨Cottages Winchester RiverGem - Riverside Coach House First-floor riverside coach house sleeping 3 in Winchester, pets allowed.](https://staycation.co.uk/winchester/cottages/rivergem-riverside-coach-house-syk1012228) [🏨Cottages Micheldever Squirrel's Leap Squirrel's Leap in Micheldever, Hampshire can sleep four people in two bedrooms.](https://staycation.co.uk/winchester/cottages/squirrels-leap-syk1169788) [🏨Cottages Winchester Brickwood Farmhouse Five-bedroom farmhouse sleeping 10 near Winchester, with heated pool and 4 acres of gardens in the South Downs.](https://staycation.co.uk/winchester/cottages/brickwood-farmhouse-m539354) [🏨Cottages Winchester Lower Whiteflood Farm Cottage Two-bedroom cottage on a working farm near Winchester, with enclosed garden and free pet stay.](https://staycation.co.uk/winchester/cottages/lower-whiteflood-farm-cottage-uk30960) [🏨Cottages Winchester Peppercorn Cottage Two-bedroom cottage in Winchester village with parking and garden, suitable for couples or small families.](https://staycation.co.uk/winchester/cottages/peppercorn-cottage-m538122) [🏨Cottages Winchester The Box - Oasis Farm The Box at Oasis Farm, Winchester: a converted horse box sleeping 3, one dog welcome, surrounded by countryside.](https://staycation.co.uk/winchester/cottages/the-box-oasis-farm-uk47514) [🏨Cottages Alresford The Dairy The Dairy, Alresford: well-equipped two-bedroom barn conversion with everything you need for a self-catering stay.](https://staycation.co.uk/winchester/cottages/the-dairy-ukc3357) [🏨Cottages Winchester The Old Cook House Two-bedroom ground-floor bungalow in Winchester countryside, with enclosed garden and free pet stay.](https://staycation.co.uk/winchester/cottages/the-old-cook-house-uk35713) [🏨Cottages Winchester White Horse Cottage White Horse Cottage, Winchester: five-bedroom house sleeping ten, with enclosed garden and parking for larger groups or families.](https://staycation.co.uk/winchester/cottages/white-horse-cottage-w43527) [🏨Cottages Winchester Wild Poppy Cottage Two-bedroom cottage in Winchester with parking and garden, within reach of the cathedral and South Downs walks.](https://staycation.co.uk/winchester/cottages/wild-poppy-cottage-uk52206) [🏨Cottages Alresford The Roost Three-bedroom single-storey lodge in Alresford, Winchester, sleeps 6.](https://staycation.co.uk/winchester/cottages/the-roost-syk1115307)

## Quick answers

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

We list 18 in Winchester.

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.