
Pet-friendly vacation rentals in Ashland
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Top-rated pet-friendly home rentals in Ashland
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Popular amenities for Ashland pet-friendly home rentals
Pet-friendly home rentals with a hot tub

Paschal Winery - Dream 1 Cottage
What a beautiful place right on a vineyard. Loved all of the seating around the house and property. The room was nice and comfy. We didn’t make food but it looked as though everything was there. The family who owns the vineyard were so sweet and hospitable. Would definitely rebook for another trip!!!

Rogue Rivers Edge | 1 BR Fishing Inspired Cottage
Wonderful host and the place was exactly as advertised. Had a great stay. Highly recommend and will definitely stay there again when visiting.

The Honu- Tranquil Hideaway Home Centrally Located
We absolutely loved staying in this house. The home is full of beautiful art, furniture, etc from around the world. I'm chronically ill and it's difficult for me to travel because oftentimes, the beds are too hard or lumpy and I end up in a lot of pain. I slept in the room with the four-poster bed, and it was heaven! That bed is so very comfortable! (We are now in Coos Bay and this rental has hard beds BOOOO, I miss the bed!) The kitchen is very well stocked with pots, pans, utensils, dishes, glasses, mugs, etc, as well as small appliances that are very handy. The house is very clean. The back yard is paradise. Absolutely gorgeous. Last night we hung out back there and I laid in the very comfy hammock. It was so peaceful. The hosts are very nice and accommodating. I 100% recommend this house!

Cabin 48 at Hyatt Prairie
The cabin was absolutely beautiful and perfect for our family. Was a perfect end to our road trip🖤

Yurt on the Applegate
Unfortunately we booked as a place to stay as we were driving through & completely regret not having enough time there ! It was beautiful !! & peaceful. We definitely will be back to fully get to enjoy the pure beauty of this location !

Peaceful Private Retreat on Rogue River Downtown
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!

Chalet in the Woods
Wonderful hostess/host!! The location and accommodations were even better than anticipated. As promised the location is a gem, minutes away from everything you need and only a short trip to many amazing adventures! We did not get a chance to explore the wineries but had an amazing time with our school aged children relaxing on the property, visiting the grants pass, Saturday growers market, white water rafting with arrowhead adventures, visiting many nearby small towns, day tripping to the Redwoods & coast for the sunset, and day tripping to Crater Lake. The property was so relaxing with everything you would want, the kids loved the creek, hot tub and loft! The daily visit by the deer families were a special experience and the Girls lucked out as we were there during strawberry season in the hosts personal garden that they invited them to partake. The house was very clean and we appreciated all the available items offered (condiments, tp, tupperware). We cooked each day and were consis

The Sleepy Canoe
Such a beautiful layout, listening to the river was relaxing, sadly the highway noise is very apparent as well. Plenty of room for our family of 7 that came to town for a beautiful wedding. Walking distance to the little town of Gold Hill, beautiful backyard set up. Loved the queen sized bunk beds in the two rooms. The garage had a fun set up for ping pong & foosball. Awesome idea of the 4 bicycles available for use, although due to weather & busy wedding plans we never tried them out. I loved the space & decor & would certainly recommend it to families traveling to the valley & will stay again if I come back & need space for a group.
Pet-friendly house rentals

Charming One
This is the second time I’ve stayed at this location, and enjoyed it just as much as the first time I stayed. It’s clean, comfortable, quiet, well located, and really well decorated. I recommend it highly

Clean, comfy, pet friendly & fully stocked
This was just a short stop for me, but I could feel the care and heart that’s been poured into this place the moment I walked in. It’s beautifully decorated, cozy, and truly one of the most thoughtfully prepared stays I’ve experienced. You can tell the owners genuinely love this home and want their guests to feel welcomed and cared for. From the basket of goodies to the fully stocked bathroom (yes—Qtips, feminine products, all the little things you always wish places had), it’s clear they go above and beyond. Those extra touches? They don’t go unnoticed. The home was spotless, peaceful, and warm—and I left feeling grateful. Thank you for your kindness and for creating such a lovely space. It’s rare, and it’s deeply appreciated.

Chic 4 bed/2 bath house with large yard
This Airbnb was lovely and decorated so nicely; felt like home. I loved the kitchen, it was well stocked with the basics, like sugar, spices, a variety of utensils, pots, pans, tin foil, olive oil; when traveling, you don't want to haul these items around, it was a plus to have these items available; you don't find too many Airbnb's with these amenities. The location was perfect, we were in Medford for our son's wedding, being held at Edenvale Winery, 6-8 minutes away, as well as Jacksonville, where we held the rehearsal dinner. Our daughter, son in law, 3 grandchildren, 2 pups, my husband and myself fit very comfortably in this home and the fenced backyard was also lovely for all. The attention to details and the hosts friendly welcoming attitudes, made our stay a lovely memorable experience. We will certainty be using this Airbnb again in the near future.

1930s Queen Anne Historic Downtown Retreat
This was our 2nd time staying here, and it was great! Steffanie was a great host and the house felt like a home away from home. It matched the description and had everything we needed and more.

Craftsman cottage built in 2019
A lovely comfortable cabin really close to Ashland but away from the high prices and crowds. Best of all, it's right around the corner from the Rafting Companies and great local restaurants. The house is spacious and beautiful, in a quiet neighborhood even though it's super convenient to the Interstate. Hosts were helpful and made everything easy. We had a wonderful time and would definitely stay here again.

Downtown Talent 2 BR bungalow
I would absolutely recommend Laura's place. It was so cute and comfortable and she was just a lovely person. 10/10

Hygge Hideaway. A home for rest and adventure
Loved our stay at Hanna & Mark’s place! We got to see so much wildlife in the short time we were there—wild turkeys, deer and many beautiful birds. The home was super cozy, clean and thoughtfully decorated. We felt right at home & hope to come back soon!

Historic Upstairs Apartment
Hannah’s place was super cozy, clean, and sweet. I’d highly recommend it to anyone wanting to be close to downtown. The space was well-stocked and relaxing with plenty of space. I loved the separate living room and bedroom, and the great use of space even in the small footprint. The historic house also still had the beautiful original windows and hardwood floors that made it feel very homey. You can tell she takes great pride in her house, and it was a pleasure to be there. Hannah was super helpful and responsive at all times! I’d definitely go back for another stay.
Pet-friendly home rentals with a pool

Sweet Vintage Cottage steps from Rogue River
This was a lovely stay for a girls weekend! The weather was gorgeous and we spent a fair amount of our time outside at the pool and the lawn looking out onto the river. There was a wedding at a location across the river so we got to have lovely background music while we chatted. Literally the PERFECT weekend for us!

Broken Chair Ranch
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!

Peace on the Rogue river Studio
Peace on the Rogue was truly the perfect name for our stay. The place is absolutely beautiful, very clean, accommodating, and more. We were spoiled by the serenity of the river, an evening spa and swim after a BBQ, all that was open for us to use. “Come as guest, leave as friends” is an understatement. Kirk and Tandy are such wonderful, kind-hearted, good people. We'll never forget the peace that truly was there on the Rogue and hope to get back soon. P.S. One night really is not enough, but we still left feeling full, refreshed, and very blessed. God is so good.

Poolside Retreat W/ Sauna Heart of Wine Country
We really loved our time at this house, we were even lucky enough to be able to extend our stay an extra day. The space inside the house is much bigger than we expected (the photos sell it a little short) and the floorplan gave everyone room to spread out and have plenty of privacy. The backyard pool area is simply amazing, it felt like we were in our own little resort. This house offered exactly what our family needed, plenty of space, outdoor amenities, and also pet friendly with a tranquil setting.

Tiny Cottage w/Firepit/Hottub/Outdoor tubs
My boyfriend and I stayed for our anniversary and it was exceptional to say the least. Beautiful land, our cottage looked out towards the alpaca sanctuary. Friendly free-range chickens came to pay us a visit while we cooked our dinner on their very clean barbecue. We were pleasantly surprised by the complementary s’mores bar and fresh eggs for breakfast! Also, I was able to bring my cat, who accompanies us on our adventures but unfortunately isn’t welcomed at all of the places we try to stay at. Over all, very accommodating, private, and beautiful. The perfect getaway spot! Highly recommend!

Octagon Studio / Beautiful Rogue River property
Jerry's place was very clean and relaxing. We enjoyed the hot tub after hiking for several days and relaxing by the river. I would recommend his place to anyone looking to stay in the area.

Tiny Groove with plunge pool and soaking tubs
Phenomenal experience! Would recommend 10/10, Christine gave clear instructions for everything and even had an instruction book in the tiny home for everything we needed. Was the most well put together air b&b we’ve stayed at yet. They were very responsive if I had any questions and informed us quickly of any thing we needed to be aware of during the stay. The property and area was beyond beautiful. Overall great experience. Just very important to have an AWD small/medium sized vehicle and not a truck, the drive up and parking area by the tiny home is unpaved and not much room to turn around. But there’s more parking area up above the tiny home if all you have is a truck and would still be great!

The Green Arrow Loft
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.
Quick stats about vacation rentals that are pet-friendly in Ashland
Total rentals
130 properties
Total number of reviews
9.9K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wifi availability
130 properties include access to wifi
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