Winchester rentals with pool

We found 497 rentals with pool — enter your dates for availability

Find spaces that suit your style

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in a holiday home with a pool in Winchester?
If you want to save on your holiday home with a pool, our filters can help. After your initial search, narrow your results based on your preferences, including property type, price and features and amenities. We've got accommodation in Winchester to suit any budget, so take advantage of our filters to find the perfect stay.
When is the best time to book a holiday home with a pool in Winchester?
With average temperatures that range from 2 ºC (2ºC) to 7 ºC (7ºC), January is when many Bookabach guests plan their stay. Browse our holiday homes with a pool in this part of City of Winchester at other times too. There may be greater availability if you search outside of Winchester's peak periods.
What holiday homes with a pool in Winchester have nice views?
A holiday home with a pool is something special, but one with gorgeous vistas takes things to another level entirely. We've got some impressive properties in Winchester that offer views of historic areas and more. Use our "Recommended" and "Location" filters to search for these types of stays.