Holiday rentals near Trump Winery
We found 494 holiday rentals — enter your dates for availability
Choose the right private holiday rental within close proximity to Trump Winery. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as a garden and pool. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Trump Winery
Showing deals for:2 Jan - 9 Jan
Image gallery for Estate in Blue Ridge Foothills - 20 min to Charlottesville
10 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)
Estate in Blue Ridge Foothills - 20 min to Charlottesville
Afton, VA
24% off
Price is NZ$18,913
for 7 nights, 1 home
NZ$2,702 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Trump Winery
Charming Lakefront Cabin: Fish, Hike & More!
Sleeps 100 · 1 bathroom
9.8 out of 10
exceptional
(32 reviews)
Top rated rentals - Trump Winery
Weekend Getaway
10 out of 10
exceptional
(49 reviews)
Wow! Upon pulling up we were amazed with the location but as soon as we entered the front door, it was absolutely stunning! The cabin itself is SO CLEAN!!! We enjoyed sitting out on the large deck enjoying the view. There is a walking path that is cleared that we enjoyed as well! The host John was wonderful and we will definitely be back!! If I could give more STARS I would!
Traci D.
Stayed Mar 2025
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value