Pet-friendly holiday rentals in Winchester

The Riverhouse was so nice and cozy! Loved how close it was to the river - view out of the front was all river and the view out of the back still had the mountains, it was lovely. Scot was super responsive to any questions and so personable! If you want a cozy little getaway with friends/family, this is definitely a good pick for you!

This home is in the hotbed of Frederick. It's extremely walkable, with a plethora of great eateries. I personally recommend Maxwell's and Bean & Bagel. The home itself is a little quirky due to it being built in 1890, but Steve has added amenities which will not leave you feeling as though you're living in the past. We felt right at home the moment we walked in. If you choose to stay here, I will caution you to read the signs carefully. Every night is a game of musical chairs with parking spaces, and I wasn't in on it (I got a parking citation). But if anything, this only encourages you to walk and see beautiful Frederick. Just stick to the main roads at night.

Mary’s place was exactly what I needed. I needed a place to sleep with my 2 dogs & it had everything necessary. She was very responsive & has everything labeled. I also appreciate how close she was to the interstate.

Jacqueline and Nate were more than accommodating during our spring getaway. We encountered a flat tire traversing the WV mountains and needed to stay another night to have it fixed. Jacqueline was quick to respond and was able to grant us another night, which maybe we just truly needed :) would recommend place to any families with small children. Absolutely beautiful !

Beautiful location. The cottages are a shared space with there being a smaller one behind the rock cottage. Wasn’t really expecting that but they left the next day so we were able to enjoy our stay with some more privacy. Hot tub was fantastic, bathroom spacious, kitchen accommodating. The walk around the meadows seeing all the animals was great. Would recommend.

Excellent stay at Tony's home. The view is fantastic and the home is exactly as pictured. We had a wonderful time with our two kids and another couple. The hot tub was great! We did not explore the area a ton, but we went next door to the equestrian center and they were extremely accommodating to our two very curious 4 year olds. If you are into horses, I recommend giving them a call. I would recommend this home and location to anyone looking to get away.

This place was perfect! I stayed here with my Fiance and brother in law with our pups and it was perfect...easy to get into, good space, lots of movies/games/music there. The stocked kitchen to make dinner in and coffee stocked to have with breakfast was a huge plus, as well. The yard and fireplace was amazing, and all fenced in so my dogs could run and play safely. Justin was very polite and helpful and responded quickly if I had any questions at all. We will absolutely stay here again next time we are in the area!

Great house for a weekend getaway! The river, fire pits, and open spaces made for a relaxing weekend for our group of friends. Highly recommend.

The place was great for our trip and group. Connor and Alex were responsive, friendly hosts.

Seth and Carla were extremely responsive during our stay! We loved how many beds this house had and we were able to all spend time together while comfortably being seated around tables/living rooms! We wish the fire pit had seating or that fireplaces worked, but we loved this property and its proximity to wineries and ski resorts!

Thank You for making my 54th birthday so pleasant and peaceful. The house is very private but at the same time it has glass window everywhere to let int he natural light. My favorite spot in the house was the back porch. It was private but the furniture was beautifully and comfortable. I spent hours just sitting and mediating out there. The kitchen is well stocked with everything a family would need to make a complete meal. The shower head made me feel like I was in a spa. The towels mad me feel as if I was drying with clouds. ( I have to find out where they bought those towels. I LOVED this house and so did my group of women I brought with me. There was plenty of room for everyone. I will definitely rent this house again.

I planned to propose to my girlfriend over a romantic farm and Shenandoah getaway weekend. Andrea was very excited and helped make the weekend really special. The grounds were amazing and so beautiful with trails to take walks on and many animals to see. We brought our puppy and we had plenty of space to safely let him off leash to run around. He had as much fun as we did (and we got engaged!) Her restaurant recommendations were spot on, so definitely give those a try. We did the farm tour on the last day, and it was so personal, interactive and informative. Do not skip the tour!!! Andrea was so kind and generous with us. We cannot recommend this place highly enough.

Very private location. The house was a nice cabin with spectacular views and comfortable furnishings. Very spotty Verizon cell service, but wifi worked very well for calling and internet. Would recommend for a private get-away.

A group of us booked this Airbnb for a cozy weekend getaway and we got exactly that! We had such a wonderful time staying in, cooking, playing games, watching movies, and enjoying the most beautiful scenery even in the rain. Our host was wonderful and we loved our time! Thank you so much!

Nice place and clean. Tucked away as soon as you make the turn (on the right). Not a “traditional” Airbnb since there are additional rules and agreements outside Airbnb. I didn’t get that information until we booked it.

Our stay was peaceful. Our first time for my wife and I along with our 15 year old daughter in Woodstock. The home is located around 3 other homes on open cow pasture land, but far enough to be very private. The kitchen was just remodeled and looks very nice along with new appliances. Inside was very clean and beds comfortable with memory foam mattresses. Internet was good enough to stream over TV in home. It was quiet at night, road you're on is private and very limited noise from vehicles on it day or night, although I did not see a speed limit sign so vehicles go any speed along that route. We didn't use the hot tub, pool(off season), grill or firepit(burning ban). We did use the ping pong table in garage and watched the TV in the area attached to it, very nice addition! It turned out very windy during our stay and with that it carried the highway traffic noise downwind which was worse at certain times outside, not inside. Other than that out stay was relaxing, visiting the area.

Alicia’s place is very clean and cozy. The location is just down the road from Frostburg State University, which made it perfect for a quick visit with our son. We would definitely stay again in the future.

Great place to stay. Would definitely stay again!!

We had a fabulous time. There were many toys for the kids. We appreciated the sleeping options and loved that there were two king beds. They also left some snacks for us. It was only 30 minutes from whitetail resort which felt manageable.

Donna and Robert thought of everything! The space is so spacious and comfortable. You can truly see the thought that went into this space. Anything you need, it is provided. The bed is super comfy. We slept like babies. We arrived late, which we try to avoid. Robert and Donna were so accommodating. We so appreciate that! We will definitely stay again while in the area.

Ryam is a very responsive host. The apartment was as described and he was very flexible with the check-in which helped us greatly. The apartment was close to the downtown and all of the Frederick amenities. We enjoyed our stay and would recommend it to all.

Nice home with all the necessities. My dogs were welcomed and comfortable. Highly recommend.

The house was great. The fenced yard was nice for my dog and granddaughter. It was quiet and peaceful. We loved the hot tub. I hope we can stay again.

Great location to the ski slopes and water park at Massanutten. The property worked great for our family trip, and everything was clean and cozy.