Photo by Stephanie Sutton

Middleburg rentals with pool

We found 262 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 rental with a pool in Middleburg?
Lap pool or plunge pool, one bedroom or many, peak season or low season — how much you'll pay for your stay in Middleburg is influenced by a wide array of variables. But the one enduring aspect? Our holiday rentals with a pool are something special. To find a place that fits your budget, narrow your search results by your maximum price. You can also use our "Discounts" filter to find properties that offer discounts for longer stays.
When is the best time to book a holiday rental with a pool in Middleburg?
With average temperatures that range from 17ºC to 28ºC, June is when many Stayz guests plan their stay. Be sure to check out our holiday rentals with a pool in this corner of Blue Ridge at other times of the year too. You may find more availability if you look outside of Middleburg's peak periods.
What holiday rentals with a pool in Middleburg have nice views?
Houses with views of historic areas are just one of the types of holiday rentals with a pool available to book in Middleburg. If you're searching for stays that promise a splashing good time as well as outlooks you won't forget, Stayz will help you find them.
Are there holiday rentals with a private pool in Middleburg?
Although there aren't any holiday rentals with a private pool in Middleburg, you will find options that have what you need to be comfortable. Picking a Stayz property means you'll have more privacy, space and home comforts compared to a standard hotel. And with our filter tool, you can narrow your search by the exact amenities you're after, whether that's a grill or king-sized bed.
What are the top things to do in Middleburg?
Fun times in Middleburg await for all ages when you book a holiday home rental with a pool. As well as exploring top attractions like Sky Meadows State Park, Brambleton Regional Park Golf Course and Bull Run Country Club, you'll be able to spend your downtime relaxing by the water.
Why should I book my holiday rental with a pool with Stayz?
Booking your holiday rental with a pool with Stayz means you'll have the whole place for your exclusive use — your own private oasis to splash around with your crew with no distractions or interruptions from anybody else. What's more, our easy payment and cancellation policies allow you to change your plans if you need to.