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Self-Catering Cottages in Winchester

20 holiday cottages to rent

Photo © Tony Johnson, Google Maps

Cottage
Mallard Cottage from £881

Winchester

Mallard Cottage

Grade II listed 18th-century cottage in Winchester with 2 bedrooms, 2 bathrooms, parking and garden overlooking the river.

🛏️ 2 beds 👥 Sleeps 4
Cottage
Pemberly from £651

Winchester

Pemberly

Two-bedroom terraced cottage in Winchester near the College, with a rare large garden and period character throughout.

🛏️ 2 beds 👥 Sleeps 4
Lay Your Hat In Winchester from £1,267

Winchester

Lay Your Hat In Winchester

One-bedroom cottage in Winchester's medieval centre with private steam room and enclosed garden.

🛏️ 1 bed 👥 Sleeps 3
Cottage
The Old Cook House from £577

Winchester

The Old Cook House

Two-bedroom ground-floor bungalow in Winchester countryside, with enclosed garden and free pet stay.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Wild Poppy Cottage from £651

Winchester

Wild Poppy Cottage

Two-bedroom cottage in Winchester with parking and garden, within reach of the cathedral and South Downs walks.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Lower Whiteflood Farm Cottage from £867

Winchester

Lower Whiteflood Farm Cottage

Two-bedroom cottage on a working farm near Winchester, with enclosed garden and free pet stay.

🛏️ 2 beds 👥 Sleeps 2 🐾 Pets welcome
Cottage
Lovington Barn from £2,122

Winchester

Lovington Barn

Lovington Barn, Winchester: luxury oak-framed conversion with three ensuite bedrooms, fully equipped kitchen and dual living spaces overlooking Hampshire countryside.

🛏️ 3 beds 👥 Sleeps 6
Cottage
Peppercorn Cottage from £711

Winchester

Peppercorn Cottage

Two-bedroom cottage in Winchester village with parking and garden, suitable for couples or small families.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
The Stables from £797

Winchester

The Stables

The Stables, Winchester: a 3-bed barn conversion with everything on one floor, near Alresford and the Itchen Valley.

🛏️ 3 beds 👥 Sleeps 6 🐾 Pets welcome
Cottage
The Dairy from £667

Winchester

The Dairy

The Dairy, Alresford: well-equipped two-bedroom barn conversion with everything you need for a self-catering stay.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
The Old Meeting Hall from £483

Test Valley · 7.5 miles away

The Old Meeting Hall

One-bedroom converted hall in King's Somborne village, Hampshire, with private hot tub and wood burner.

🛏️ 1 bed 👥 Sleeps 2 🐾 Pets welcome
Cottage
The Coach House from £367

Southampton · 8.4 miles away

The Coach House

The Coach House, Southampton: a converted coach house with 2 bedrooms and full kitchen, one mile from a pub.

🛏️ 2 beds 👥 Sleeps 3 🐾 Pets welcome
Cottage
Willow Cottage from £651

Test Valley · 8.6 miles away

Willow Cottage

Two-bedroom Victorian cottage in Stockbridge, Test Valley, with garden and free pet stays—walking distance to fly-fishing, pubs, and downland walks.

🛏️ 2 beds 👥 Sleeps 5 🐾 Pets welcome
Cottage
Brookvale House from £825

Winchester

Brookvale House

Brookvale House, Southampton: a converted granary sleeping 4 with its own kitchen, wood burner and garden, one pet welcome.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Sprat and Winkle from £681

Test Valley · 8.7 miles away

Sprat and Winkle

Sprat and Winkle is a 1922 railway carriage conversion near Horsebridge Station, sleeping 4 in 2 bedrooms with 2 bathrooms.

🛏️ 2 beds 👥 Sleeps 4 🐾 Pets welcome
Cottage
Moth House from £9,714

Basingstoke and Deane · 8.9 miles away

Moth House

Moth House, Basingstoke and Deane: Grade II listed seven-bedroom home on five acres with pool table, hot tubs and space for 16.

🛏️ 7 beds 👥 Sleeps 16 🐾 Pets welcome
Cottage
The Owl House from £701

Winchester

The Owl House

The Owl House, Winchester: a converted barn sleeping 5 with woodland views and direct access to South Downs walks.

🛏️ 3 beds 👥 Sleeps 5
The Cart House from £987

Winchester

The Cart House

Three-bedroom barn conversion near Bishop's Waltham with parking, garden and electric car charging.

🛏️ 3 beds 👥 Sleeps 6
Poundmere from £943

Test Valley · 9.4 miles away

Poundmere

Dog-friendly cottage for four in Hampshire countryside, with New Forest and South Downs within easy reach.

👥 Sleeps 4 🐾 Pets welcome
River Test View

Test Valley · 9.5 miles away

River Test View

One-bedroom cottage in Test Valley with river views, walking distance to Wherwell village and The Test Way trail.

🛏️ 1 bed 👥 Sleeps 2 🐾 Pets welcome
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