Pet-friendly holiday rentals in Ashland

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Ashland pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Medford
4.96 out of 5 average rating, 144 reviews

Clean, comfy, pet friendly & fully stocked

JessicaRating, 5 stars4 weeks ago
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.
Top guest favourite
Home in Medford
4.99 out of 5 average rating, 110 reviews

Chic 4 bed/2 bath house with large yard

MindyRating, 5 stars1 week ago
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.
Guest favourite
Home in Medford
4.9 out of 5 average rating, 211 reviews

Hot Tub huge yard 5 kings fiber wi-fi 4k huge tv

DougRating, 5 stars3 weeks ago
A great experience from start to finish. The house was clean and well appointed. The 5 king beds were all clean and comfortable. Great televisions and a nice backyard. Small details were the key to a great home. A wonderful set of knives in the kitchen and all the spices you could want. You’ll love this house!
Superhost
Home in Phoenix
4.79 out of 5 average rating, 472 reviews

Craftsman cottage built in 2019

LilianaRating, 5 stars2 weeks ago
Gabriel’s place was a perfect little overnight stay. Cute and cozy, had everything needed to make food, play games etc. it was clean and updated as well. Easy access and waking distance to many places.
Guest favourite
Home in Medford
4.9 out of 5 average rating, 159 reviews

Historic Upstairs Apartment

HeatherRating, 5 stars3 weeks ago
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.
Top guest favourite
Home in Jacksonville
4.99 out of 5 average rating, 295 reviews

Britt Bungalow in the Heart of Jacksonville

LaurelRating, 5 stars2 weeks ago
This is a special place and a special host. The space is light and airy, beautifully furnished and decorated, with many lovely touches. The kitchen was generously stocked. There were even fresh flowers in several places throughout the bungalow. The garden was a delight, with many nooks for sitting or stretching out, and flagstones with little blue flowers in between. Tambo has a special gift for true hospitality. Everywhere you looked you could see the touch of an artist, and a desire for her guests to have a joyful stay.
Guest favourite
Home in Medford
4.88 out of 5 average rating, 340 reviews

Southern Oregon Gem (EV Charger)

MatthewRating, 5 stars5 days ago
Great spot for a short stay for our group of 3 adults. Very clean and well taken care of. As others have mentioned the neighborhood is “colorful”, but nothing too crazy. The only thing that’s wasn’t ideal is one of the neighbors has a dog they keep outside that barks all night long. Not the hosts fault in any way—-but If you are a light sleeper I would heavily recommend bringing ear plugs. Other than that it’s very convenient and a wonderful value.
Guest favourite
Home in Gold Hill
4.98 out of 5 average rating, 250 reviews

Rogue River Retreat

YvonneRating, 5 stars3 weeks ago
Our stay at this Airbnb was absolutely beautiful, and we would highly recommend it to others! While the property was close to a road, which might typically be a concern for us, we were pleasantly surprised that it wasn't noisy or overly traveled at all – a huge plus. We truly enjoyed the stunning view, especially with the river right at our feet, which was such a delightful surprise. It was fantastic to watch geese come up to the bank and spot various birds like osprey, ducks, and blue jays. If you're a bird watcher, this place is a dream! The amenities provided were incredibly thoughtful. My husband was unfortunately dealing with some back and neck issues, so he couldn't fully enjoy the fishing, but we really appreciated the inclusion of the tackle box and fishing rod. Such a lovely touch. The bathroom was a highlight, particularly the tub! It was wonderfully supplied with great-smelling organic lavender shampoo, soap, and conditioner, which made for a very relaxing experience.

Pet-friendly home rentals with a pool

Guest favourite
Guest house in Grants Pass
4.94 out of 5 average rating, 452 reviews

Sweet Vintage Cottage steps from Rogue River

JamieRating, 5 stars1 week ago
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!
Guest favourite
Flat in Medford
4.92 out of 5 average rating, 177 reviews

Broken Chair Ranch

ElenaRating, 5 stars2 months ago
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!
Top guest favourite
Flat in Grants Pass
4.95 out of 5 average rating, 857 reviews

Peace on the Rogue river Studio

NancyRating, 5 stars2 days ago
Kirk and Tandy are amazing host! The house and property are beautiful and well kept. They were very sweet and accommodating. We had a fantastic girls’ trip! Can’t wait to go again!
Superhost
Home in Central Point
4.88 out of 5 average rating, 32 reviews

Poolside Retreat W/ Sauna Heart of Wine Country

KevinRating, 5 stars1 month ago
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.
Top guest favourite
Cabin in Grants Pass
4.97 out of 5 average rating, 243 reviews

Tiny Cottage w/Firepit/Hottub/Outdoor tubs

MelinaRating, 5 stars1 week ago
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!
Guest favourite
Guest suite in Gold Hill
4.92 out of 5 average rating, 212 reviews

Octagon Studio / Beautiful Rogue River property

NataliaRating, 5 stars5 days ago
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.
Guest favourite
Tiny home in Rogue River
4.88 out of 5 average rating, 85 reviews

Tiny Groove with plunge pool and soaking tubs

ShannonRating, 5 stars2 days ago
I've visited many off-grid spaces and this one is in my top 10. It's newly built and created with amazing attention to detail. It's super clean and superbly maintained with amazing amenities for such a tiny-large space. I can't say enough good things. I visited on my own and will return, but certainly two could/should share the accommodations and outdoor luxuries for even more bliss. If your looking for an awesome view, no signs of humans, and a night sky that feels completely yours alone...this is your space too. I just have one request, I'd love to know the story of how you came up with the idea for the Tiny Groove House and finding the perfect spot.. Thank you for opening your vision up for myself and others to enjoy. ps. Would also recommend a Guest Book for people to share their thoughts on their time spent there. 💞🌄💞 I totally enjoyed my 4 frog pool buddies. 😉
Superhost
Loft in Hornbrook
4.93 out of 5 average rating, 383 reviews

The Green Arrow Loft

ChristinaRating, 5 stars2 months ago
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.

Private, pet-friendly home rentals

Guest favourite
Guest house in Central Point
4.95 out of 5 average rating, 586 reviews

The Hygge Stay in the Heart of Southern Oregon

AlexisRating, 5 stars2 weeks ago
Bryanna's place is spotless, very beautifully decorated and spacious. There were all the amenities that are shown in the photos. She was friendly, flexible, and responsive about checkin. Very minor, but the bed pillows were extremely flat and the twin beds not the most comfortable. All in all a great stay, if a bit pricey for the area.
Guest favourite
Flat in Phoenix
4.96 out of 5 average rating, 141 reviews

5 Star Luxury Southern Oregon Suite

AshleyRating, 5 stars1 week ago
Great place with all the amenities and very comfortable. This was my 2nd stay here and I plan to stay again in the future!
Top guest favourite
Earthen home in Wolf Creek
4.88 out of 5 average rating, 375 reviews

The Nest Eco-Retreat Cob Cottage

DanaRating, 5 stars3 days ago
The Nest is an absolutely wonderful, tranquil space - everything that is promised/described and more. The surrounding areas are equally great for swimming and hiking. If you’re looking for a beautiful, quiet space and some great hosts, this is the place!
Guest favourite
Home in Ashland
4.92 out of 5 average rating, 86 reviews

Charming house two blocks from downtown Ashland

RebeccaRating, 5 stars3 weeks ago
The house was charming, the decor was lovely and clutter-free, the yard/garden was a bonus with the paths and plants. It was in a great location with lots of street activity but we had a relaxing peaceful night. There were so many extras, including outside seating on the front porch and back deck, Godiva chocolates on the nightstands, glassware monogrammed with Serendipity House, dog treats, a high-end well-stocked Keurig coffeemaker...I could go on and on. All I can say is this is a 5-star accommodation.
Guest favourite
Cabin in Grants Pass
4.97 out of 5 average rating, 78 reviews

The Epic A

Adriana LeticiaRating, 5 stars6 days ago
Not far from town so you’ll still have to hear traffic from the door which is directly across from the property.
Guest favourite
Guest suite in Grants Pass
4.9 out of 5 average rating, 702 reviews

The Hideaway - A Private Entrance Suite

RayRating, 5 stars4 days ago
Quiet country setting just a few miles from town. Jennifer was a fabulous host with easy check-in and checkout instructions. She checked in a couple of times during my four day stay to make sure I had everything I needed. This place was immaculate in the cleanliness department and smelled wonderful when I arrived. The weather was over 100 degrees during my visit and the extra stand alone air conditioning unit in the room was a great feature that made my stay so relaxing and pleasant.
Top guest favourite
Earthen home in Jacksonville
5 out of 5 average rating, 38 reviews

Earthen Guest Cottage

JuniorRating, 5 stars6 days ago
The perfect, nature getaway to show my daughter how beautiful and peaceful nature can be! Rebecca was beyond polite, upon arrival she showed us where we would be staying, showering and gave us the scoop on the pond and creek adventures we could experience while we stayed. We took a little boat ride in the pond, hung out by the creek and had the chance to show my daughter the “Little Dipper” while stargazing!! I had a difficult time getting my daughter to leave so all in all, as a father, I’m beyond happy with my stay at “Full Bloom”, Thank you, Rebecca Oh, please give Ozzy our love!! 🐶 P.S DO NOT FORGET TO ORDER CROISSANTS AND THE CINNAMON BUNS!
Top guest favourite
Guest house in Ashland
4.97 out of 5 average rating, 35 reviews

Historic carriage house close to downtown Ashland

StephanieRating, 5 stars6 days ago
We really appreciated how clean & new all the towels, bedding & kitchen items were. The bed was so comfortable. It was easy to make coffee & toast for breakfast. The shower has a lot of pressure in a good way. Outside area is ok. It was pretty hot so we didn’t sit outside. I think the house looks much nicer in real life than in the pictures. This was a comfortable house to stay in & we would be happy to return.

Quick stats about holiday 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Jackson County
  5. Ashland
  6. Pet-friendly rentals