Bennington rentals with pool

We found 1,358 rentals with pool — enter your dates for availability

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • 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

Are there any holiday homes with a pool in Bennington?
Choose from 67 holiday homes with a pool in Bennington that offer all the privacy, amenities and space you need for a splashing great time. Browse houses in well-known neighbourhoods such as Old Bennington, North Bennington Historic District and South Shaftsbury.
How much does it cost to stay in a holiday home with a pool in Bennington?
If you'd love to grab a deal on your holiday home with a pool, our filters will help. After your initial search, narrow down your results based on your preferences, including location, price and features and amenities. We've got properties in Bennington for every budget and need, so take advantage of our filters to find your dream stay.
When is the best time to book a holiday home with a pool in Bennington?
With temperatures that range from -10ºC (-10ºC) to -3ºC (-3ºC), January is when many Stayz guests plan their stay. Be sure to check out our holiday homes with a pool in this corner of Bennington County during other months too. You may find better availability if you search outside of Bennington's busier months.
What holiday homes with a pool in Bennington have nice views?
Stayz makes it easy to find a stay with striking views and access to poolside relaxation. You can use our "Location" filter to narrow down the type of area you prefer to be in, and the scenery you want to wake up to, while searching for holiday homes with a pool in Bennington.