Condo vacation rentals in Winchester

Lovely unit in a beautiful neighborhood! Pablo was an excellent host!

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.

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.

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.

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!

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.

We had a lovely stay at Lili's place. It was very peaceful! We would definitely book again if we were in the area. Lili was very responsive to any questions we had.

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!

We very much enjoyed our stay and appreciated being able to bring our dog. It’s a great layout, well decorated, and the deck has a terrific view of the sunsets. Easy walking distance to the restaurants and Baker Park. We will be glad to return.

This place is right in downtown, next to many good restaurants and shops. It had everything we needed for a long weekend. The place was clean and the host was very responsive

We had a great couple of days here. Really enjoyed sitting on the back porch. We had to leave a day early because rain cancelled our mountain biking plans. We would stay here again!

We loved staying in this condo! It was very clean and had everything we needed for our weekend stay. Will definitely be recommending this place to others.

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 absolutely gorgeous and the apartment was very nice. We had an issue at check-in because the instructions stated to go to the South Lobby for a Saturday check-in, but it was closed and we had to go to the North Lobby. Please update the instructions.

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!