Condo holiday rentals in Winchester

Spacious “condo” really the entire lower floor of a restored older home Fantastic location - easy walk to the restaurants and shops in the historic district

This AirBnb hosted by Julie was perfect! The space was just what we needed as a little home base as we explored Harper’s Ferry and the surrounding area. Julie provided great recommendations in terms of places to eat. Would love to go back!

Nice, clean place. Good location for that area.

We were here for a brief weekend getaway to go snowboarding with the family. It was exactly what we were looking for. It was ski in/out with only a 5-6 minute walk to the bunny slope and lifts. The bed was very comfortable.

I was born and raised in Cumberland and have always been familiar with Washington St. Probably the single most beautiful street in Cumberland. Love did an amazing job describing the building and all the amenities and local attractions. We would definitely stay there again. What a beautiful building. Thanks so very much for sharing your home with us. Alan

I wish I could have stayed longer to enjoy this condo and more of the area. Beautiful and peaceful place to relax, enjoyed a couple of wineries but didn’t try the restaurants. I don’t ski but I’d love to watch the skiers in wintertime because it’s a great view of the slopes. Next time I’ll play golf and check out the restaurants in the area

Second time I have stayed and I enjoy the location and the close by food and drink options. Very quiet for a downtown location. While they do not offer parking, free parking is just two blocks away. The street parking in from of Abolitionist makes it easy to unload.

My family and I definitely enjoyed our stay. This was our 5 year anniversary Christmas at massunutten and the location did not disappoint anyone. We enjoyed being on the mountain watching the skiers go up and come down the slopes. The kids enjoyed being close to all the snow activities. We are looking forward to rebooking and going back during the summer once all the new add-ons are done. Thank you Daniel

Have stayed here multiple times now but this visit was specifically for my daughter and son in law to enjoy a babymoon getaway. The river is easily accessible so they floated in tubes one day and took their canoe out another. They were able to take their dog as it is dog friendly. They grilled out and enjoyed the beautiful decks around the home. Resturant suggestions were layed out with local menus as well as local attractions. Luray Caverns is close by, Cooters, from Dukes of Hazards store serves a great lunch, and the drive and scenery all around is incredible. Sharon is the best host and always available by text or phone for questions. Check in and out were simple.

Great location for riding. Our stay was great

I think this is the best slope side ski condo at Whitetail. The slopes are right outside the door and the place is cute, clean, and comfortable. We will be going back!

Yue’s place is great and especially quiet. It is conveniently located near grocery, pharmacy, and banks. The most attractive though is a lake close by that is great for walks. Everything worked well and Yue was very responsive- always asking if there is more she can do. I will definitely come back again. One caution is the flight of stairs so if you are elderly or have a bad knee, that might be a problem.

This air bnb was perfect for a weekend getaway to Whitetail resort. The unit is steps away from the slopes, and Renee was not only responsive and extremely helpful, but able to accommodate schedule changes to make our trip happen.

This place is fantastic. It's comfortable in every way, charming, beautifully decorated, spacious, and spotlessly clean. It's even nicer than the photos suggest. The location right at the base of the slopes at Bryce is perfect. I'll definitely stay here again someday!

This was my first Airbnb experience and it was exceptional! The host communicated very well and was very responsive. The condo was very clean and the location was great as it was super close to great restaurants and local shops. I would definitely rent again!

This was exactly what my husband and I needed to get out of the busy shuffle of the cities. Peaceful. Great breweries nearby! The house was very clean, but still had that cabin feel. Porch was a great place to sit and drink coffee or hang out with beautiful views.

Stayed here for a weekend getaway and loved every minute. Beautiful location, comfy beds, excellent bathtub. Make sure to spend some time sitting on the covered porch off the living room.

This studio apartment-room was a great stay! It was the closest building to the top of the Double lift, 8-10 minutes from line to the apt door. Everything was as described for me, sans a guitar and a table or two. The wifi was fine for work, not great for gaming on my pc, though. Overall, my pet and I enjoyed every second of our 2+ weeks, on and off the slopes (just me), and look forward to staying again. Thanks!

We had a great time at Ann’s place! She was very communicative and easy/quick to reach whenever we had a question. The place was was so comfortable and we really enjoyed relaxing in the jacuzzi after our long days on the slopes. Would definitely recommend!

Great little weekend getaway! The one bedroom Condo with partial kitchen was perfect! Tons of activities to do around the resort! We will return!

Great place and responsive host.

The place was dated (as noted) but also roomy and cozy. You certainly can’t beat the price and location for skiing. Solid value I’d say.

Nadia was fantastic to work with as we were dealing with a stressful situation that required a quick exit from our home. She made every effort to get us in early even with a same-day guest departure. The apartment is absolutely perfectly stocked! So many thoughtful items made our stay very comfortable and easy. I wish we’re could have stayed longer to enjoy it all! The pond and geese/ducks outside the master bedroom were lovely (and made good sleeping white noise). Highly recommend if you’re in need of a convenient place in the area!

We love Massanutten Resort and we got a better deal using Horace and Air bnb than the sale special offered at the resort!