Pet-friendly holiday rentals in Ashland

Such a unique space. Cozy and homey, the original finishes were beautifully maintained and everything worked, the furniture well appointed and the beds were perfect. Very comfortable. The personal touches that Dahely added made the stay so much more enjoyable. Also, shower pressure was amazing. :)

We had a wonderful stay, it was very peaceful. the weather was nice.

The communication was great. That's really important if you're unsure about things. Kitchen was stocked amazingly well with things I needed for baking & cooking. Fenced yard & patio was enjoyed by everyone and there was plenty of room for 4 adult, 2 children & 2 small dogs. We will enjoy our memories made here in Medford Oregon!

We had such an amazing Thanksgiving stay in the snow. The house and snow-covered outdoors was amazing and was such a magical place for our family to gather. Laurel and Blake were amazing, responsive hosts, especially during a holiday week. Blake quickly fixed a propane heater problem caused by the extreme weather and completely saved our Thanksgiving meal. We were so appreciative of their responsiveness and care, and would love to come back sometime in the future.

I'm a repeat to King of Queens. Suzanne's place is perfect for my extended stays for work. My dog loves the fenced back yard. Suzanne is an amazing host! I always hope her place is available when I need to go to Medford! Highly recommend!

The Britt bungalow is absolutely adorable, it looks like it’s right out of a magazine. Tammy was a wonderful host and stayed in communication with me in case I needed anything. We didn’t see a show at the Britt this time but if you are this would be the perfect spot to do so. We can’t wait to stay in Jacksonville again and when we do we know exactly where we are staying! This spot is walking distance to coffee shops, restaurants, wine lounges , the Britt and live music.

Clean, close to downtown, cool unique property. Would stay again.

This is my second time staying here and will continue to stay when visiting Medford. Everything was perfect in my book. Very comfy bed, full kitchen and everything to make you feel like home. Minutes away from restaurants and shops and location is in a cul de sac so no traffic noise. We had an unfortunate accident happen and Blaine and Steffanie were so kind in letting us check out an hour later. I highly recommend this house, and they also have other rentals as well.

We throughly enjoyed staying at Jerry's place! It was extremely relaxing and close to the family we were visiting. While the pool and river were great features, the highlight of our stay was Gemma the dog! My daughter has proclaimed her to be her oregon dog and wants to send her a Christmas gift this December. Jerry was an excellent host! 10/10 highly recommend!

This is such a beautiful home. The setting in the winery is an added bonus. Peaceful, relaxing and refreshing. We rented the entire house and it worked out well. There is the common room but also we had our separate bedrooms to retreat to whenever we wanted. The host was extremely helpful, kind, and responsive. The staff at the winery were extremely friendly as well. The pool and hot tub were clean and easy to use. There wasn’t one bad thing about this place. It is set up perfectly for a family to enjoy a nice home. Even without renting the entire house you still feel like you’re the only one there. Such an enjoyable experience. Will definitely stay here time and time again. Thank you to Valisatie for being such a wonderful host. The house and property are beautiful.

Darline’s house is beautiful! We came for fishing but our fishing trip was canceled so we just ended up hanging out around Grants Pass and at this wonderful house. It is well stocked and Darline has thought of everything. There’s extra towels, even sanitized swim wear incase you forgot some for the hot tub or the pool! We were so pleased with our stay!

We stayed at Kirk’s place for Christmas and it was just perfect! The studio was clean and welcoming when we arrived. Fireplace was on for us and we were able to enjoy the amazing hot tub that night. We had a simple dinner and the kitchen had everything we needed. The two beds were beautiful and so comfy! Not your typical hotel style beds but instead soft and luxurious with thick comfy comforter. Shower had a dispenser for shampoo, conditioner and body wash. The location is also very quiet and the river access was just lovely. Very kind hosts and super accommodating. Would stay here again in a heartbeat.

Joel was very helpful. We needed a quick place to move for our home remodel which of course grew. The house is very nice and convenient. Bathrooms and towels very clean. The property was well cared for. The microwave is hard to use as its screen is very dark. We had to guess. This property is excellent.

This place was perfect for what I was looking for! So cute and styled with vintage items throughout. Pool was not yet ready which was ok considering I went there to fish. Caught a couple good sized trout right from the bank a short walk down the hill. Teresa was very quick to answer any questions, brought us extra blankets and was overall a great host! Very comfortable vintage style beds and parts of the kitchen. However the stove and fridge were newer and bathroom has a heated bidet toilet ( that can be used like a normal one) and a large walk-in shower with duel shower heads, one being a rain shower. If your looking for somewhere to sleep in a dark space, this is not it. Sky lights filled the room with light and told me when it was time to go fishing! Made a wonderful end to a long trip. Thanks again!

We absolutely loved our stay, thank you for the wonderful hospitality. The location is stunning, and so peaceful. We booked both apartments and it was perfect for our two families. The kids had a wonderful time in the beautiful pool every day. The farm fresh eggs and delicious coffee were a really lovely touch. The owners weren’t there but the biggest shout out goes to the groundskeeper who made our trip unforgettable. He went above and beyond, taking us to feed their pig and chickens, and showing us around the property. Thank you so much for all of the help during our stay!! Would definitely recommend and we’re hoping to be back!

I had a wonderful stay at the Loft. It’s so very peaceful and the view is beautiful. I walked thru the gardens and grounds and even had a few visits from the resident donkey who was so cute and friendly! I was nervous about finding the property but the directions provided were spot on perfect and I had no problems at all. And one evening I went to the local restaurant Callaghan’s which was only about 10 minutes away and it’s definitely worth the trip out. I enjoyed my time at this peaceful little hideaway and will definitely book again when I’m in the area.

We had a great stay, the best vaca rental experience to date. Lovely house, incredibly clean and well maintained, welcoming and comfortable, exactly as described and pictured, and Debbie and James were wonderful hosts. We were in Medford to visit family for the holidays, and the house was a lovely place to relax after a long day of festivities (I love my family, but you know LOL). Thank you so much Debbie and James!

Such a serene getaway. Trees, birds and falling to sleep with the sliding glass door cracked so I could sleep to the sounds of the river. Tranquil describes it. They also went above and beyond with fall themes in their decorations. What a great place to do Thanksgiving dinner for my daughter and I. We are beyond grateful they shared their lovely home with us.

We had a short, but nice stay at Mark’s place. The fully fenced yard space was very much appreciated by our dogs after several hours in the car. It was clean and comfortable and conveniently located. Definitely a spot that we will consider staying again if we’re in the area!

We had a great weekend! The house is beautiful, and cozy, and nestled in a very nice, quiet neighborhood. Very close to some good restaurants and stores. The host was very helpful and responsive, and even provided a list of activities to do in town. 5/5, will definitely stay again.

From watching the sun rise with my coffee in the morning to watching the sun set with a glass of wine in the evening, Mary's cottage was a peaceful country getaway! I thoroughly enjoyed my stay!

The family and I had a wonderful experience staying at The Red Dragon House! The house is clean, the hosts are friendly and responsive, and the location is peaceful. This is a great place to stay if you don't mind being just a few minutes from downtown Ashland - for us, this was preferable. There are thoughtful touches throughout the house, and you can tell the hosts spent time considering the care and comfort of their guests. We've stayed here twice now, and can't wait to return for our next visit to Ashland!

Loved this Airbnb. Booked it for a couple of nights so I could do some hiking in the area and it was just the right spot not only location-wise but also accommodation-wise. Wendy did a great job making this cozy airbnb still have all the amenities and so fun to be on a farm with cute animals! Would definitely come stay again!

Tammie was very responsive and accommodating to our situation. The view from the house was incredible! Such a great place to have family!