House vacation rentals in Winchester

We loved our short stay at Mason’s place!! We needed a peaceful getaway to just relax and it’s exactly what we needed. The hot tub was amazing, and we hiked all around the property and campgrounds! Had so much fun connecting with nature and relaxing. Also loved how many amenities, spices, oils, pots and pans, etc in the kitchen!!

Such a beautiful retreat - close to downtown Berkeley Springs but just far enough away to feel completely secluded. the view from every room and balcony was gorgeous. The house has nearly everything you need right there - we especially appreciated the kitchen having seasonings & all of the pots/pans/dishes you need to cook. Our goal was having a few days to rest and spend time with each other, and that's exactly what we were able to do. The game room was a real treat, and the bowl of conversation starters in the living room was such a fun way to hang out without just having the TV on.

Mike was an excellent host! Very friendly and personable. His place was beautiful! Highly recommend it! It was a perfect retreat to escape the city! Looking forward to stay here again! Everything was very clean!

Our stay was absolutely wonderful! The home is incredible–so peaceful and beautifully designed, with every detail thoughtfully put together. It felt like a perfect escape. Hannah and Brian were very helpful, kind, and responsive throughout our entire stay. We couldn’t have asked for a better experience and would definitely love to come back!

The home suited us very well. It was described just like it sits. The hot tub was so relaxing in the late afternoon as well.

Really amazing place. The back deck and backyard are super nice. Also a great view in the backyard

Best Airbnb experience, the place was spotless, well stocked and had incredible views. Easy drive from DC, great hiking in the National park nearby. The hot tub was fantastic, secluded so you relax. I didn’t use the barn space but it looked amazing. I loved the fire pit. I can’t remember seeing many sunsets without houses or buildings in the view… here you can. This is the one airbnb I would want to come back to consistently. Great hosts, perfect for a getaway to West Virginia for some peace and quiet. Next time I’ll stay longer now that I know what to expect.

This was our second time staying at Liz’s farmhouse. We love the pool and hot tub and the updated kitchen is nice! Beds and towels are comfy. Nearby to several wineries and cute restaurants in Woodstock.

We thoroughly enjoyed our extended stay in this charming cottage! The location is ideal for walking—- either around the neighborhood or downtown. We loved the charm and cozy atmosphere and spent a lot of time on the sun porch too! Can’t recommend it highly enough and look forward to staying here again

This was our second visit to Marie's beautiful home and definitely not our last! Her house is very clean and comfortable. We loved sitting in the yard watching the wildlife and listening to all the different bird songs. We had a very relaxing visit and Winchester has some yummy restaurants. We loved our visit!

Check in was easy, and the location is 10 mins from downtown. Thermostat not located in unit, so you have to message host to adjust.

My girlfriends and I stayed here for a weekend girls trip and unanimously agreed—this was the best Airbnb we’ve ever stayed in. The space was spotless, beautifully decorated, and incredibly well-stocked. From the cozy blankets to the ample seating and thoughtful touches throughout, everything felt intentional and welcoming. The amenities were top tier and made our stay feel elevated yet comfortable. Tracy was a fantastic host—super responsive and helpful. She reached out with helpful info before we even had questions, which made everything smooth and stress-free. Highly recommend this stay to anyone looking for a relaxing, well-appointed getaway!

We only stayed for one night but it was lovely. The house was so sparkling clean. I think it was one of the cleanest places I've ever stayed in, and I've stayed in over 50 airbnbs. We appreciated the fact that there is a small park behind the house that has playground equipment and it made for a nice walk with our 3-year-old.

Jeanne was an outstanding host! Easy to communicate with quick responses to any questions. The house was amazing and truly exceeded our expectations. It was spotless! The cleanest rental I have ever stayed in. The grounds were so serene I didn’t want to leave. Thank you for making our weekend getaway such a success!

I stay here often, and it never gets old. Nathan is helpful and responsive and the view is worth a million bucks! I can’t wait to go back next month!

This place was beautiful, spotless and they left us absolutely nothing to be desired. The home was fully stocked with everything we could possibly need, from breakfast food and beverages to toiletries, towels, coffee popcorn and even board games. Truly an amazing place. Great location for those visiting Gettysburg.

This BnB is in contention for my FAVORITE stay of all time. Family of 6 adults and 1 child had more than enough space, and Jeanne really made our stay effortless. We felt right at home and we didn't have to make that last minute trip to the store you sometimes have to make bc the host skimped on providing toilet paper or dish soap, because she honestly thought of EVERYTHING ❤️ My granddaughter loved the pool and dips in the hot tub after swimsmade the adults happy. The location and view are to die for, and the two pups were ecstatic playing in the large fenced area. We spent a lot of time outside, plenty of furniture, fire pit, just eating dinner on the deck. (Missing NOTHING in the kitchen either!) Our last night we spent sitting and talking on the deck trying to identify the multitude of frog voices from the pond, before we parted ways to our various home states. I am most grateful for memories made and we are definitely considering a repeat! ❤️Thank you!

This was our second stay at Peacefield and it was just as wonderful this time. We enjoyed the pool everyday. The house has a lot to do. The home is peaceful and relaxing just what you want for a girl's weekend getaway! Barbara is always responsive if you have a question.

We had a wonderful stay at this property. The house was extremely clean and all the amenities were a blast to enjoy for the weekend. Big kitchen, comfy rooms, and an awesome back deck perfect for catching up with friends. Very responsive and helpful host with clear instructions. We hope to stay here again in the future! This is a really awesome find in Massanutten.

Place was beautiful and clean. The hosts responded right away when we had a question. If you’re thinking about staying here, this is your sign to book it!

This was such a wonderful home! As other reviewers said, lots of room for a big group to spread out. We had 8 guests. (6 adults and two kids) We explored Harpers Ferry and enjoyed hiking the Maryland Heights Trail. We felt absolutely comfortable hanging at this serene house for our mornings and evenings. Cooked most of our meals, played billiards, sang karaoke, and enjoyed the plunge pool. We had an epic round of hide and go seek. Great interior design and lots of space to spread out for quiet time, and many perfect reading nooks. Thanks Leigh, for being so responsive and friendly!

Was a wonderful immersive experience. We enjoyed dining and playing board games in the great hall. The escape rooms were very well done. I was skeptical on how it would go without a game master, even had some nice surprise moments. Looking forward to staying again. Kids were upset we weren't staying all week.

My husband, brother, and two of our friends spent the weekend at Brad’s house and we had a lovely time. It was extremely conducive to relaxing. We cooked our meals there. The kitchen was very clean and we had found everything we needed for our meals. We were able to use lies the front porch. The pool was closed, but it looked very nice. Brad is an amazing host. He will answer your questions quickly. I would highly recommend staying at Brad’s place to anyone.

We had a wonderful family reunion here with 3 generations. Each family had their own private space but there was tons to do on the property together as well. The hosts were very responsive to our questions and made sure we were comfortable and happy! We appreciated that the kitchen was well stocked, too.