Photo by Rebecca Brent

Wintergreen rentals with pool

We found 718 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

Are there any holiday rentals with a pool in Wintergreen?
Choose from 718 holiday rentals with a pool in Wintergreen that have all the privacy, amenities and space you need for a splashing great time. Browse houses in popular areas such as Pedlars Edge, Treeloft and Laurel Ridge.
How much does it cost to stay in a holiday rental with a pool in Wintergreen?
A number of factors will determine how much you pay for a holiday rental with a pool in Wintergreen, such as the size of the property and when and how long you're staying. All you need to do is key in your holiday dates and any preferences to find a house where you can have a splashing good time.
When is the best time to book a holiday rental with a pool in Wintergreen?
June is when most guests stay in a holiday rental with a pool in Wintergreen, which is located in Nellysford. On average, temperatures range from 16ºC to 28ºC during this month.
What holiday rentals with a pool in Wintergreen have nice views?
Use the "Location" filter to find a holiday rental with a pool and the views you dream of waking up to. Start by entering the dates you plan to visit Wintergreen, then narrow your search based on the sort of area you'd rather stay in. The only thing left is to pack your swimwear and you're set for a splashing great time.
Can I book a cabin with a pool in Wintergreen?
Pack your swimsuit and look forward to some splashing good times during your trip to Wintergreen. Booking a cabin with a pool will add another level of fun to your next holiday, whether it's private or shared, indoor or outdoor. Select our "Pool" filter to search for getaways that offer this perk.
Are there holiday rentals with a private pool in Wintergreen?
From belly-flop competitions with the kids to moonlit swims, a holiday rental with a private pool offers plenty of possibilities for relaxation and fun. If you're headed to Wintergreen, use our "Private pool" filter to search for accommodation that come with this exclusive amenity.
What are the top things to do in Wintergreen?
Fun times in Wintergreen await for the family when you book a holiday home rental with a pool. On top of exploring popular attractions like Crabtree Falls, Stoney Creek Golf Course and Sherando Lake Recreation Area, you'll be able to spend your downtime chilling by the water.
Why should I book my holiday rental with a pool with Stayz?
No sharing your space, no awkward encounters with strangers. When you select a Stayz holiday rental with a pool, you have the whole place to yourself to make a splash. Need to cancel or alter your itinerary? Our flexible cancellation policies let you book your rental house with complete peace of mind.