Pet-friendly vacation rentals in Ashland

We loved our stay at the Greensprings Inn, just far enough out of Ashland to have a cozy getaway, but close enough to spend time in town if you want to. The outdoor jacuzzi tub was amazing after a day of skiing at Mt. A. We will definitely stay again.

Wonderful home - the photos don't do it justice. Plenty of space, including plenty of negative space; nicely decorated - very pleasant on the eyes. Plenty of plates, utensils, etc. King bed was nicely firm with sometime of soft/pillow top. Plenty of pillows, indoor towels, towels for hot tub. Large backyard with plenty of seating, great hot tub, nice outdoor table under shade cover for meals. Michael lived next door and was very friendly and welcoming. About a 10 minute walk to the heart of town/Shakespeare Festival.

It was a getaway that I needed, and it also relit the fire in my marriage. I can’t wait to come back.

Perfect spot and stay! I am someone who ho relies heavily on reviews, so I want to take the time to write about how amazing this place was. If you’re in the fence about booking, I would absolutely do it! The hosts have created a sanctuary with this place and thought of every detail. Surrounded by plants and light, we settled right in and looked through the local books and magazines they provided and listened to some records on the player there. At night, we were cozy inside and ventured outside to use the hot tub. With the big windows, we could see the beautiful stream that ran by the cottage, as well as watching the local birds foraging. I have stayed at a lot of airbnbs over the years and this one was at the very top of the list. Would definitely come again and recommend to anyone reading this!

Felt like home away from home. The backyard was even more impressive in person as well. Would definitely recommend to others.

We had the most amazing stay at this beautiful snowy forest home! The setting was absolutely magical, with snow gently falling outside and a peaceful, serene atmosphere. The home itself was cozy, warm, and inviting, with thoughtful and eclectic touches that made it feel like a true retreat. We loved the spacious living areas, the stunning views of the forest, and the well-equipped kitchen that made it easy to enjoy our time indoors. The location was perfect for exploring nearby trails, and we couldn’t have asked for a more relaxing escape. Highly recommend this gem for anyone looking for a peaceful getaway. Our host, Mich, and her pup Kellen were an extra treat to help everything feel like home away from home.

This is such a great place! My wife and I stayed here for a month while we were house hunting (just moved to GP), the place was very clean and nicely decorated (a lot of local stuff which was a nice touch), and Emily was always quick to respond if we had any questions. The house is right on the Rogue River so it was really nice to sit outside and watch the river and wildlife. It is located really close to downtown so we could walk to different restaurants, etc, we found a nice Mexican restaurant within a short walk that we liked to frequent. Overall great place, great host, great location!

Fantastic spot! We had an amazing time staying here and would definitely stay again!

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.

Well worth the 14 minute drive out of town. The ranch is gorgeous with thoughtful features throughout (fire pit, roping practice, rope swing, seating areas with the best views in mind). We spent the majority of our trip just enjoying the house and space as the entire ranch feels like a vacation! Quiet. Hut tub was clean and warm. The pool was lovely, we would consider coming back in the summer just to enjoy the pool!

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 loved our stay. It was nice and relaxing. Wish the pool was heated so we could get more use out of if.

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. :)

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.

This location is truly a gem! I needed a place to stay for my daughter's late-night flight arrival in Medford and this location was not only very close to the airport but newly remodeled to reflect the historical beauty of the home with artful, intentional, comforting touches. The art was lovely, the bed was comfortable, and all of the welcoming touches made us feel immediately at home. I especially loved the antique furniture and pleasing details of the charming home. The ability to make hot tea and simple meals was also a bonus! Would definitely stay again.

The Helman House was a great fit for our group.

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.

Clean, cozy and well equipped kitchen and amenities. Furniture and beds are quite comfortable and there is plenty of room inside and out with a beautiful tree in front of the house. Quiet and serene neighborhood, close to town center and shopping. Beds are quite comfortable and even though we did not use the loft, it is quite nice and well organized for entertainment and watching a movie or hanging out.

Beautiful home, very quiet and peaceful. We had all the essentials for our stay. Easy to get to and close to shopping areas. We felt very at home, and would stay here again if we are in the area again.