
Apartment vacation rentals in Wintergreen Resort
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Top-rated apartment rentals in Wintergreen Resort
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Popular amenities for Wintergreen Resort apartment rentals
Weekly apartment rentals

Spacious/WalktoResort&WTGMusicFest/PupFriendly
Great place. Highly recommended

* King Bedroom * Apartment in Victorian Mansion *
Quite, peaceful apartment on second floor of an 1891 mansion. Great views to the south (trees, hills, 19th-century rooflines). High ceilings, wide-plank wood floors, plaster walls, old windows. Access to main hall of the house, which contains a beautiful staircase and arch. Easy walk to the train station, the American Shakespeare Center, and restaurants and retail along Beverly Street and the Wharf.

Wintergreen Resort Retreat Private Pool for Guests
We stayed in this condo for a fun ski weekend and were so happy with everything. Great location! We shuttled our ski stuff up to the drop off area for ease with the kids (one of us dropped off the fam and gear and parked the car and walked up in our ski boots- took about 5 min) and we all walked home with our gear at the end of the day. Really convenient being so close to the market for any treats or snacks we wanted. The condo itself was plenty spacious for the 4 of us and had everything we needed. We had a great weekend, thank you!!

Walker's dream. Close to downtown.
Lovely little apartment. Exactly as described. As per the description, the shower is on smaller side but it worked perfectly. Wish we were able to stay longer. Will definitely stay here again if in the area.

Spacious lower level Airbnb! READ SUMMARY!
This was a great little place! The description was perfectly accurate, plenty of room for all our needs, excellent lighting on the deck path up to the door, wonderful location, great deal.

Family and dog friendly with views and pools!
My husband and I stayed in this condo for the weekend and it was perfect - exactly like the photos and as described. The views out the windows are beautiful and the balcony overlooking the view is perfect and furnished well. This condo was very intentional - it had everything you would need to make the stay feel like home (stocked kitchen, extra bedding and towels, a smart TV, etc). The condo was very clean. Parking was easy and clear. We do not have kids but there were plenty of toys and books for children which was very nice to see. We had a wonderful stay and would absolutely be back, I would definitely recommend this condo for a clean, comfortable stay in Wintergreen with amazing views!

Newly renovated 2BR downtown apartment
A bit noisy around 8am on Friday, Saturday, and Sunday due to the amazing but very busy bakery downstairs. Also we had some activities from the fire department responding to a call across the street.

Eagles Court Ski In/Out Condo
This is a great spot, you can walk to everything. The owners communicated well. The place is clean and a very nice unit. It is like being in a tree house. We love Eagles!
Private apartment rentals

Lovingston Get-Away Lovingston, VA
Ed and Camille were amazing, they have a sweet apartment with a great Jacuzzi and pool. We were in town for a wedding and were blessed that Ed’s spot was open as it was only 15 minutes from the wedding venue. The apt was clean and everything was working, the kitchen was spotless as well. Ed and Camille were great, very communicative and nice people.

Luxury Condo: Stunning Slope Views, Sauna, Dogs-Ok
Spectacular views. The condo was well stocked with anything you may need for a family getaway.

Mountain View Nest
This place was easy to find from the parking lot. Hosts gave really easy directions to understand and check in. The most spectacular view and so peaceful, private and quiet. Exactly what I needed for the weekend.

The Downtown Corner Place - Location and Luxury
We absolutely loved Martha’s place! Great location, especially being so close to everything. Bed is super comfortable! The best part is how clean the apartment is, it is the cleanest air b&b we have stayed in! Martha has everything you need for your stay, including breakfast! Highly recommend!

Endless Mountain Top Views from All The Way Up!
Loved our stay here. Loved it. The view was incredible! The home was clean and cozy. It will be one of my favorite stays that Ive had. And Frost and Fire across the street had the most amazing pizza and pastries, as an added bonus.

Updated Victorian Welcomes You & Your Pets
Great getaway! Peaceful neighborhood literally a 5 minute walk through a park and over the historic railroad bridge to the shops and restaurants in downtown Staunton. Kitchen was well stocked and the place is decorated with cleaver and eclectic decor. Beautiful historic building with updated/newly renovated interior amenities. Shea was helpful, very accommodating and responsive. Can’t say enough about how nice our stay was - and we’ll definitely be back! Oh yeah - hiking in the mountains was one of our reasons for coming to the area - and the entrance to Skyline Drive is like 15 minutes away. It was the perfect spot for our birthday get away!

3 Ridges 3 min walk to slopes,besides inn,King bed
Great stay! The place was super clean and easy to get into. A perfect spot for a week in mountain getaway. The host was super responsive and friendly. I highly recommend this stay!

the apARTment on Church
We loved our stay in Staunton. The apartment was comfortable, clean and beautifully decorated!! It was a great place to hang out when not exploring the town!! Thanks for the great hospitality!
Family-friendly apartment rentals

The Attic in Restored Mansion Walk everywhere!
Ellen’s apartment is a fantastic place to stay for a visit to Staunton. Be aware there are 52 stairs (per Ellen herself) to get up to the apartment, but there was an elevator to help with luggage for the first two floors. It kept us in shape after all the eating we did, but may be a consideration for folks with more limited mobility. The apartment is spacious with lovely decor and great views, even from the (huge) bathroom. The outdoor deck shouldn’t be missed.

Studio Apt. in Wine/Brewery Country/on 151
Easy to find location using the directions provided. Self check-in lock easy to operate. Nice and clean location with rocking chairs outside you can sit and look at the amazing views.

Minutes to BC Brewery BR Parkway 151 Wintergreen
We stayed at here last year and were pleased with the location and amenities. When we found new hiking adventures we decided we should stay in the same place. It was perfect for what we needed and the hosts are always helpful and responsive.

Close to Activities/Shops/slopeside
Jeffery's condo was perfect for our family's short trip to Wintergreen. The interior setup was comfortable and the location was right off the slopes with great views. The weather was excellent and we wished we had the time to stay longer. We will definitely try to book another stay here next year. Thank you for allowing us to use your wonderful place for our trip!

Spacious 2 bedroom, 2 bath condo w/ full kitchen
Great stay. Not updated, but extremely comfortable. Bed was great! We really enjoyed the fireplace. Everything we needed for a short stay. Small suggestion… get rid of the cable and tv and buy a smart tv for streaming. Thanks for a great stay and for allowing us a later checkout. Much appreciated.

Earth Room Suite at Galleywinter Farm
It was really great for our family to get away for a few days over Thanksgiving! The property is beautiful and peaceful, and the suite was cozy. Overall we enjoyed the flexibility of having a few different rooms, being able to cook (as much as we needed/wanted to), and the fact that the earth room doesn't have windows allowed us to sleep in late. As far as amenities, the tub pretty amazing. I also really enjoyed peeking at some of the crafting books on the bookshelves - the cowgirl room in particular has a workshop feel that I enjoyed! Really grateful we were able to go on this trip - thank you!
Quick stats about apartment rentals in Wintergreen Resort
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
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