Book a stay in one of the best homes in Winchester

We selected the 1038 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Winchester

Cinnamon & Ginger

Cinnamon & Ginger

  • 2 guests

  • 1 bedrooms

Winchester, Hampshire

Nestled in the rolling hills of Hampshire, this charming flintstone cottage has sprawling views of the surrounding countryside and easy access to walking trails that take you through fields and woods and into picturesque villages with charming pubs. Roaming around this area (including visiting nearby Winchester) feels a bit like taking a step back in history – the air is fresher, the pace of life slower, and the atmosphere much more relaxed.

English Splendour

English Splendour

  • 14 guests

  • 7 bedrooms

Itchen Valley, Hampshire

Beautiful inside and out. This villa's contemporary 1950's Italian-inspired interior gives way to sprawling Hampshire farmland.

Royal Rumble

Royal Rumble

  • 50 guests

  • 25 bedrooms

Itchen Valley, Hampshire

This remarkable country mansion has had quite the tumultuous history. The estate dates back to 961 and is listed in the Domesday Book.

Autumn's Being

Autumn's Being

  • 8 guests

  • 3 bedrooms

Itchen Valley, Hampshire

You'll find this 18th-century cottage in the heart of the South Downs, nestled on the edge of the illustrious Avington Park. Cosiness personified, the snug sitting room has a crackling wood-burner and squishy sofas that beckon for lounging, either with a glass of wine on chilly evenings or a good book on winter afternoons.


We selected the top 3% holiday homes in Winchester

Explore the 1038 most perfect homes in our collection

View on map

Most popular homes in Winchester

Rest, Weary Traveller

Rest, Weary Traveller

  • 10 guests

  • 5 bedrooms

Itchen Valley, Hampshire

English Renaissance

English Renaissance

  • 6 guests

  • 3 bedrooms

Itchen Valley, Hampshire

Country Courtyard

Country Courtyard

  • 8 guests

  • 4 bedrooms

Itchen Valley, Hampshire

The Saddler's Rooms

The Saddler's Rooms

  • 6 guests

  • 3 bedrooms

Hampshire, England

Days by the River

Days by the River

  • 8 guests

  • 4 bedrooms

Corhampton and Meonstoke, Hampshire

Cities & Villages

Cities & Villages

  • 4 guests

  • 2 bedrooms

Southampton City Centre, Southampton

Southampton Star

Southampton Star

  • 2 guests

  • 1 bedrooms

Southampton City Centre, Southampton

The Hamble Anchorage

The Hamble Anchorage

  • 9 guests

  • 5 bedrooms

Bursledon, Southampton

View all

Check upcoming rates & availability for Winchester


Frequently asked questions