Upperville rentals with pool

We found 21 rentals with pool — enter your dates for availability

Find spaces that suit your style

  • 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

How much does it cost to stay in a holiday home with a pool in Upperville?
Prices vary according to length of stay, time of year and specific location, so key in your holiday details to find a property where adventures in the water await. Whatever your budget or style, Bookabach has holiday homes with a pool in Upperville for all types of guests.
When is the best time to book a holiday home with a pool in Upperville?
If you want to visit Upperville at a busy time, plan your escape for April. This is when average temperatures range from 6 ºC (6ºC) to 17 ºC (17ºC), and when the majority of Bookabach guests kick back in a holiday home with a pool in this destination. Of course, there are other great times to visit this part of Fauquier County, so do some research into which season or month works best with your plans.
What holiday homes with a pool in Upperville have nice views?
If you want to make your Upperville adventure even more memorable, book one of our holiday homes with a pool — and a stunning view to boot. Following your initial search, use our intuitive filters to tailor your results by area and the vistas you want to gaze at.