Photo by Rebecca Brent

Wintergreen houses

We found 499 houses — 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 home rentals in Wintergreen?
Take your pick of 499 holiday home rentals in Wintergreen that offer more privacy, value, space and amenities than a hotel room. Browse houses in well-known areas such as Pedlars Edge, Treeloft and Laurel Ridge.
How much does it cost to stay in a holiday rental house in Wintergreen?
Discover the diverse range of holiday home rentals in Wintergreen, where you'll find prices to suit every preference. From wallet-friendly escapes to luxurious properties, Bookabach makes it easy to compare options and find the ultimate stay for your next adventure.
When is the best time to rent a holiday house in Wintergreen?
This can all depend on the weather conditions you prefer, among other considerations. Many people visiting Nellysford book a Wintergreen holiday home rental in June, when average temperatures range from 16ºC to 28ºC.
Where can I rent a Wintergreen holiday house with great views?
When looking for your holiday home rental in Wintergreen, use the "Location" filter. This lets you choose the sorts of areas you'd like to stay in, whether that's near nature or somewhere more central.
Does Wintergreen have any weekend house rentals?
Some of Bookabach's holiday houses can be rented just for the weekend, making them ideal for impulsive getaways. Key in your preferred travel dates to check out the availability. You may need to switch up the dates and have a little flexibility in your travel plans to find the best holiday home rental in Wintergreen.
Are there any pet-friendly house rentals in Wintergreen?
With 15 pet-friendly holiday home rentals in Wintergreen, you can spend your next big trip with your best friend right by your side. On top of a comfortable bed for everyone, lots of houses also include perks like fenced backyards and free dog treats. Browse what's available by choosing the "Pets allowed" filter.
What are the top things to do in Wintergreen?
There's plenty to discover with the family in Wintergreen besides enjoying the comforts and conveniences of your holiday home rental. Don't miss popular attractions like Crabtree Falls and Stoney Creek Golf Course. After more ideas? Sherando Lake Recreation Area deserves a spot on your Wintergreen must-visit list.
Why should I book my holiday rental house with Bookabach?
Bookabach takes the hassle out of finding your dream holiday home rental. Use our filters to narrow your search by budget, property reviews, amenities and more. Whatever your preference, you'll always get the whole property for you and whoever you're getting away with. What's more, our cancellation policies offer peace of mind should your plans change. You'll get a full refund if you cancel your booking within the timeframe specified by the property's cancellation policy.