House Sitting in Ashland

Find a loving house sitter to watch over your pets and your home.

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Top rated Ashland house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Sage C.
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Sage C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
15 years of experience
Ashland, OR, 97520

Sage stayed in my home and took care of my dog Osa for a week . She sent me daily photos and it looks like my dog had a lot of fun! My home was spotless and my dog was very happy when I returned home. I am very thankful for her and hope she will stay with Osa again in the future!

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Michele G.
Sitter Profile Image: Dora R.
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Dora R.
Star Sitter
from
$35
per night
4.9 out of 5 stars
59 reviews
24 repeat clients
3 years of experience
Ashland, OR, 97520

Dora was absolutely fantastic- she sent daily updates and it was clear she was taking good care of our pup. We ended up having an emergency and needed to extend our trip by 3 days- she saved us a huge headache and saved the day by being available to stay longer. She left our house clean and well taken care of. I will definitely be asking her to take care of Gizmo again!

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Ellie Z.
Sitter Profile Image: Bryce & Nate S.
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Bryce & Nate S.
from
$50
per night
5.0 out of 5 stars
12 reviews
1 repeat client
5 years of experience
Ashland, OR, 97520

We are very grateful to Bryce and Nate for caring for our Stella! This was our first time hiring a pet sitter (aside from friends and family) and we were pleased with how well things worked out. Both Bryce and Nate are very friendly and Stella warmed up to them right away. From the get go the communication was great, and we felt confident that she was being well cared for. We will definitely ask them to help out again!

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Joleen N.
Sitter Profile Image: Jessica H.
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Jessica H.
from
$65
per night
5.0 out of 5 stars
24 reviews
12 repeat clients
8 years of experience
Ashland, OR, 97520

Jessica was great watching our dog and cat and house for a long weekend. She was very flexible with our needs. We will definitely book her again!

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Nick N.
Sitter Profile Image: Darla M.
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Darla M.
from
$60
per night
4.5 out of 5 stars
9 reviews
4 repeat clients
30 years of experience
Ashland, OR, 97520

Darla watched our sweet Beau and took great care of him! She sent photos, took him on a walk and followed his care instructions. We’ll use her again for sure!

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Laura M.
Sitter Profile Image: Louis W.
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Louis W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
45 reviews
9 repeat clients
20 years of experience
Medford, OR, 97504

This is the first time Louis watched our dog. Lemon can be a nervous pup, and it was apparent that Louis understood how to care for her well. I'm so pleased with how the sit went, and my pets were so obviously well cared for. Additionally, Louis did a great job administering meds for both Lemon and my elderly cat. Amazing sitter and we certainly hire him again!

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Johanna J.
Sitter Profile Image: Parker W.
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Parker W.
from
$32
per night
5 years of experience
Ashland, OR, 97520

About: For many years I have looked after people dogs while they were away on vacation so I fully understand every part of taking care of an incredible dog! Both a puppy that has a hard time not eating things on walks and a small dog that likes to bark at everyone on walks. Currently a full time college student but I have a lot of time in the evening to get those late night walks in! I also have fully open weekends to play and walk with whoever needs it! I have taken care of dogs who are crate trained and have no problems working with the dog to keep them in whatever inconvenient they need to be in!

Sitter Profile Image: Chelsey W.
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Chelsey W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
111 reviews
38 repeat clients
20 years of experience
Ashland, OR, 97520

Chelsey took super good care of our two dogs- an older Carolina dog and our young and super energetic Jack Russell Terrier for 2 weeks. Prior to the stay Chelsey was great at communicating with us, setting up a meet and greet, answering all of our questions and providing the references we requested. During her stay at our home she sent us daily check ins with pictures and provided updates about how our dogs were doing. It was wonderful to come home to find two very happy dogs and a very tidy home. We will definitely be calling Chelsey for future house/dog sits and would gladly recommend her to anyone looking for a reliable dog sitter.

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Ana J R.
Sitter Profile Image: Andrea "Athena" G.
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Andrea "Athena" G.
from
$88
per night
4.9 out of 5 stars
161 reviews
71 repeat clients
20 years of experience
Ashland, OR, 97520

Athena was a wonderful sitter for our dog Hilo. She was patient, caring and responsible. She's a great communicator, kind and very professional. I would recommend her to anyone. She's a trustworthy person who is dependable. We felt right at home having her in our home and are grateful for her.

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Chelsey K.
Sitter Profile Image: Benjamin S.
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Benjamin S.
Star Sitter
from
$120
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
11 years of experience
Ashland, OR, 97520

Amazing care and fun updates. Our pets will miss Ben for sure! He went above and beyond making every day active and interesting for the doggies. By far the best, most reliable pet sitter we have had.

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Denise D.
Sitter Profile Image: Karen S.
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Karen S.
from
$50
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Ashland, OR, 97520

Karen set a high bar of excellence while caring for Gemma which began during our meet and greet. Gemma took an immediate liking to Karen, rarely the case with people that Gemma doesn't know. While I was away Karen texted multiple updates and photos, and checked in to be sure I had returned as planned. I have only the highest of praise for Karen to watch over any one's furry family member.

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Candy B.
Sitter Profile Image: Kenedi E.
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Kenedi E.
from
$55
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
15 years of experience
Ashland, OR, 97520

About: I have hands-on experience working as a veterinary technician, where I learned safe handling, medication administration, basic first aid, and how to keep pets calm in new or stressful situations. That background helps me confidently care for puppies, seniors, pets with medical needs, and shy or nervous animals. Outside of clinical work, I’ve grown up caring for family pets. I’m patient, gentle, and attentive — whether your pet needs enrichment and long walks, or quiet cuddles and routine comfort. Your pet’s safety, comfort, and happiness are always my priority. I currently have a very open and flexible schedule, so I’m able to match your pet’s routine — whether that means early walks, midday visits, or cozy evenings at home. Safety and comfort are always my top priorities. I treat every pet with patience, respect, and the same level of care I’d want for my own. When I’m caring for pets in their home, I follow their established routines — feeding schedules, walks, training cues, boundaries, and any house rules. I make sure doors, gates, and crates are secured, and I always keep a close eye during outdoor time or new environments. At my home, pets have a calm, clean space where they can relax, play, or cuddle depending on their energy and personality. I’m attentive during introductions, supervise closely, and provide plenty of enrichment, exercise, and affection. Whether your pet needs structure and long walks or quiet time and a soft place to nap, I’m committed to keeping them safe, happy, and comfortable.

Sitter Profile Image: Georgia B.
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Georgia B.
from
$30
per night
10 years of experience
Ashland, OR, 97520

About: I have taken care of dogs and cats ever since I was little. My family has never been without either one, so I'm well versed in what it takes to walk, feed, and bathe pets. I know the energy it takes to keep up with kittens and puppies, as well as the support needed for our elderly furry babies. I am currently a barista with varying hours, so I am able to be flexible in the times clients would like for their dog to be walked/cared for. I know basic commands for dogs, and I am a quick learner, so I can be taught anything else that you need in order for your pet to feel safe and secure while I take care of them.

Sitter Profile Image: Jenna S.
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Jenna S.
from
$50
per night
15 years of experience
Ashland, OR, 97520

About: Hi! I’m Jenna, a professional animal caregiver dedicated to keeping tails wagging and paws moving. I have a genuine love for animals and a passion for the outdoors. I provide safe, reliable, and fun walks that keep your dog happy, healthy and well exercised. Whether that’s a walk within your neighborhood or an adventure out in the woods, I tailor each outing to fit your dogs unique personality. I treat every pet as my own, with patience, kindness and plenty of belly rubs and scratches. You can count on me for punctual service, photo updates and peace of mind knowing your fur baby is in good hands. Let’s make every walk your dog’s favorite part of the day! I currently work full time, but my schedule is pretty flexible! I have one cat that lives with me and he is the king of the castle! At your home, I have no problem crating your pets or letting them free roam, whatever is their normal routine, I will cater to their needs! I currently work full time (Monday-Friday) but could make pit stops before and after work! If needed, I can also swing by during my lunch break if it’s not too far out of town :) I currently am not in a home that could provide boarding, however I plan to take on the roles that you provide to your pets to make them feel safe in their home.

Sitter Profile Image: Erika B.
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Erika B.
from
$35
per night
10 years of experience
Ashland, OR, 97520

About: I have been pet sitting since I was in middle school, up to now as a recent graduate of SOU. I own two cats currently, and have owned many dogs and cats with my family throughout my life. I pet sit often for friends, neighbors and coworkers. I care so much about animals and their safety and comfort, and enjoy being around them! I was dog sitting german shepards as young as 11 years old, and have most recently cat sit for a coworker of mine at the beginning of January. I love the routine of taking care of pets, especially when I am pet sitting. I try to spend as much time as I can throughout the day with the animal, frequently visiting if possible. If I do not have work I will spend lots of time hanging out with the animal throughout the day. I will always visit before I head into work, and on my way home from work. I will then visit once more later in the evening before going to bed. I am super attentive towards a pet’s needs. I follow all instructions with care, and communicate consistently with the owner to make sure the pet is receiving proper attention and care throughout the process. I love sending photos to owners every day if possible, and I spend plenty of time playing, feeding, and walking the animal (depending on what it needs).

Sitter Profile Image: Robyn B.
Verified Background Check
Robyn B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
Talent, OR, 97540

We couldn’t have asked for a better dog sitter! Robyn kept us updated with photos and messages, which really put our minds at ease. Highly recommend!

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Jordan W.
Sitter Profile Image: Silver A.
Verified Enhanced Background Check
Silver A.
from
$55
per night
5.0 out of 5 stars
28 reviews
11 repeat clients
12 years of experience
Medford, OR, 97520

Silver was amazing, we are so very grateful for the very attentive care provided to our cat-kids!! I so appreciated her photo updates of how they were doing, while we were away. Those photos really showed that all was well, which comforted us, while away. We highly recommend Silver, and we will certainly hope to implement her expertise with pet sitting and care, in the future.

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Caterina R.
Sitter Profile Image: Julian B.
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Julian B.
from
$75
per night
5.0 out of 5 stars
4 reviews
13 years of experience
Ashland, OR, 97520

Julian was kind and friendly. Our two small dogs and 3 cats enjoyed their time with her. They told us! Our home was very clean. We definitely would have her back Thanks Jules!

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Michelle R.
Sitter Profile Image: Emily J.
Verified Enhanced Background Check
Emily J.
from
$28
per night
10 years of experience
Ashland, OR, 97520

About: I've spent my whole life in the company of dogs, cats, and livestock. Because of this, I feel comfortable and confident in the role of an animal caretaker. I have a lot of experience taking care of dogs with separation anxiety, and am observant of their needs. I also have experience administering oral and topical medications for dogs and goats. I am intuitive, and reliable. I will go out of my way to make sure that your animal feels comfortable, safe and secure. I love spending time with animals, and can't wait to meet your pet(s)! Currently I am a full time student at SOU. My availability is dependent on my current class schedule. I am fully available Friday through Sunday, and able to accommodate most schedules Monday through Thursday. I am happy to discuss your scheduling needs and come up with a plan that works! I am available to care for your pet in their own environment/ home. Safety is something I am strict on, and I'm knowledgable about foods/plants that are toxic to pets. I will care for your pet like it's my own.

Sitter Profile Image: Patrick M.
Verified Enhanced Background Check
Patrick M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
20 years of experience
Talent, OR, 97543

Patrick took great care of our boys and home while we were away. We loved the photo updates!

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Jordan W.
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Over 456
pet parents in Ashland have booked house sitting

Ashland pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Sage was a wonderful sitter for our Bernese Mountain Dog young boy. She handled his high energy with lots of patients and long walks. She went above and beyond also making homemade dog treats and a card - we were so touched! On top of it all, she left the place immaculately clean. Couldn’t recommend Sage more!

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Seonah I.
House Sitting
5.0 out of 5 stars

Bryce and Nate did a great job caring for our dog while we were out of town. They are reliable and responsive. I would definitely recommend!

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Natalie C.
House Sitting
5.0 out of 5 stars

Emma is fantastic! Reliable, communicative, thoughtful, and most importantly, wonderful with our pups.

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Melissa M.
House Sitting
5.0 out of 5 stars

Again Alicia was fantastic. One of our pets was a bit sick, she picked up on it right away. Took great care of him, she was very communicative. She also took great care of the house.

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Michael M.
House Sitting
5.0 out of 5 stars

Jordan’s many positive reviews allowed me to feel good about using Rover, for the first time, for an overnight sit. Jordan is a relaxed and steady seeming fellow and I truly appreciated his willingness to stop by prior to the sit so that we could have an in-person intro beforehand.

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Leticia L.
House Sitting
5.0 out of 5 stars

Marion went above and beyond while taking care of our cat and house while we were away for 2 weeks. She is a very professional, trustworthy and responsible sitter.

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Paige B.
House Sitting
5.0 out of 5 stars

Annalise was great with our animals! We came home to a happy and healthy dog and cat. She sent us pictures and updates every day with how they were doing and made sure we were able to enjoy our time away without worrying about them. Will definitely be utilizing her services again next time 😊

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Michael W.
House Sitting
5.0 out of 5 stars

Sherry took such good care of our small and large high energy dog both! They really seemed to love being with her and we enjoyed the communication with her. We highly recommend working with Sherry!

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Leah P.
House Sitting
5.0 out of 5 stars

Madeline is great! She house sat and took care of my 7 year old dog. She shared daily updates, in which the dog always looked so happy!

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Heather A.
House Sitting
5.0 out of 5 stars

Clara was communicative and kind. She followed all directions we left, and made sure to give all our animals love and attention. She also sent plenty of photos while we were away. Thank you!

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Madelyn J.
House Sitting
5.0 out of 5 stars

Thilini made a fast connection and deep with our Golden Retriever, Sophie. We were worried about leaving Sophie in a strange place (hotel room) with a stranger (Thilini) while we went out for the evening and to a play at the Oregon Shakespeare Festival with our 10 year old grandson. It turned out that Thilini is not only a fabulous dog whisperer, but a member of the OSF company and completely inspiring to our grandson. A gift in many ways!

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Peter P.
House Sitting
5.0 out of 5 stars

Melissa was wonderful to have stay with our two dogs. One is older and the other is 2 with a lot of energy. She played with them and gave them affection.....sending us updates and photos. It was a pleasure to work with her and to have her in our home. We hope to have her back again! Thank you!

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Leah P.
House Sitting
5.0 out of 5 stars

Deborah is the most amazing cat sitter who understands cats! Our senior cat Garp was having some medical issues before we left and she handled everything beautifully. Most interesting is that he sat on her lap, snuggled with her and let her brush him. He has a traumatic history so this was amazing. Left the house spotless, texted us regularly with updates and photos. We were worried about him before we left, especially because we were going to be really far away. We came home to a well cared for kitty. He misses her already! She will always be the person we contact first!

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Maureen W.
House Sitting
5.0 out of 5 stars

Silver, is simple the best. She sends lots of pictures and take time to do extra things so our dog has a wonderful time while we are gone.

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Wayne B.
House Sitting
5.0 out of 5 stars

Athena was great. I don't think our dog Coco missed us al all. She is very professional and I appreciated her sending us pictures of our baby while she house sat with him for two days. We already booked another house sitting with her in December for 15 days.

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Gary P.
House Sitting
5.0 out of 5 stars

Emily stayed with our pup during our first over-nights away from him. She was thorough, responsive and comfortable with our dog right away. He was in good hands and we look forward to having her sit again soon!

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Laura M.
House Sitting
4.0 out of 5 stars

My dog, Marvin, appeared well cared for in our absence. Allan sent picture updates, remembered to give the once monthly HartGuard medicine, and appeared to give Marvin plenty of time on leash. He brought in the mail and tended to the houseplants. He left the kitchen a little less than perfectly clean but clearly made an effort. I would hire Allan again.

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Tamara S.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Ashland is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Ashland average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Ashland on Rover as of Mar 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Ashland house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Mar 2026, there are 206 house sitters in Ashland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Ashland house sitters respond in under an hour.

House sitters in Ashland have an average of 19 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Ashland.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Ashland house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.