City of Winchester pet-friendly rentals

We found 580 pet-friendly rentals — enter your dates for availability

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November 2025

December 2025

Explore City of Winchester pet-friendly rentals

Showing deals for: 17 Feb - 20 Feb

Premier Host

Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Sleeps 4 · 2 bedrooms · 1 bathroom

for 3 nights, 1 cabin

NZ$546 per night

includes taxes & fees

Stunning barn conversion in the heart of the South Downs

Sleeps 14 · 6 bedrooms · 3+ bathrooms

for 3 nights, 1 home

NZ$2,173 per night

includes taxes & fees

Wisteria, alliums and lavender all in bloom around pergola/outdoor dining area

Stunning Home in Pretty Seaside Village with Seasonal Pool and Large Garden

Sleeps 8 · 4 bedrooms · 5 bathrooms

for 3 nights, 1 home

NZ$748 per night

includes taxes & fees

Premier Host

Secluded, warm & cosy cottage - rural but 10 mins easy walk of shop/pubs.

Sleeps 4 · 2 bedrooms · 3 bathrooms

for 3 nights, 1 home

NZ$507 per night

includes taxes & fees

Premier Host

NEW Luxury 2 bed Cottage in the Historic City Winchester with private parking

Sleeps 6 · 2 bedrooms

for 3 nights, 1 apartment

NZ$367 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Explore City of Winchester pet-friendly rentals

Cosy A-Frame cabin nestled in the chalk steams of Hampshire

4 Bedroom Gateway: Winchester - Town Centre 4 mins.

Stunning barn conversion in the heart of the South Downs

Stunning Home in Pretty Seaside Village with Seasonal Pool and Large Garden

Secluded, warm & cosy cottage - rural but 10 mins easy walk of shop/pubs.

NEW Luxury 2 bed Cottage in the Historic City Winchester with private parking

Find spaces that suit your style

Pet-friendly Rentals in City of Winchester

Holiday Rental options in City of Winchester