Where the Trail Ends

Top rated by guests
Enjoy the light-filled open layout
Full Kitchen
Full-size appliances for cooking
Private kitchen
Stocked with everything you need
review stars
10Outstanding
(59 Ratings)
"The condo was impeccable and located just a short walk away from the pizza/pastry/wine shop. The surroundings in Wintegreen are lovely. We had a very nice, relaxing stay."
John L.
Don't miss out! Price and availability may change
10 / 10
Outstanding(59 Ratings)

Apartment in Massies Mill, VA

6 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

Some trips are about doing everything. This one's about slowing down.

Nestled inside Wintergreen Resort, this updated mountain retreat puts hiking trails, ski slopes, wineries, and breweries at your door - then gives you a warm space to come home to. Curl up by the fireplace, cook a real meal in a full kitchen, or take the morning slow on your private patio with mountain views.

When you're ready to explore, everything is close. When you're not, the community pool and quiet will keep you busy.

Amenities

Non-smoking
No pets allowed
Family friendly

Map of Massies Mill, VA


Ratings and reviews

10 / 10
Outstanding(59 Ratings)
10 / 10Outstanding·Jun 2026
The condo was impeccable and located just a short walk away from the pizza/pastry/wine shop. The surroundings in Wintegreen are lovely. We had a very nice, relaxing stay.
10 / 10Outstanding·Jun 2026
Our first impression of Where the Trail Ends was excellent! The condo was exactly as described—clean, well-stocked, comfortable, and thoughtfully decorated. My husband and I stayed for two nights and thoroughly enjoyed our visit.During our stay, we hiked Crabtree Falls and explored several local breweries, making for a wonderful getaway. Since we now live in North Carolina, it was especially nice to return to our old stomping grounds and revisit an area we have always enjoyed.We were so pleased with our experience that we're already planning a return trip later this summer. We will definitely try to stay at Where the Trail Ends again and would highly recommend it to anyone looking for a relaxing and convenient place to stay in the area.
10 / 10Outstanding·May 2026
Very nice condo. Great location. Clean. Comfortable.
6 / 10Average·May 2026
Nice resort

$$$$
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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at Where the Trail Ends. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is Where the Trail Ends pet friendly?

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Where the Trail Ends?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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