House Sitting Ashland

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

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Over 310
pet parents in Ashland have booked house sitting

Ashland, Find top rated house sitting

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

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

“Dora took great care of our pets and was quick to communicate and respond. Our pets enjoyed their time with her and we would definitely trust her to care for our pets again!”

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Kathryn K.
Sitter Profile Image: Shari O.
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Shari O.
from
$60
per night
5.0 out of 5 stars
• 15 reviews
1 repeat client
25 years of experience
Ashland, OR, 97520

“Shari was so kind and compassionate with our dogs.”

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Marykathryn B.
Sitter Profile Image: Louis W.
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Louis W.
from
$45
per night
5.0 out of 5 stars
• 53 reviews
11 repeat clients
20 years of experience
Medford, OR, 97504

“This was Louis' first time watching our dogs and he was absolutely amazing. Harper is 7 and has never stayed with anyone ever in the 7 years that we have had her and Bailey is almost 10 and had 1 sitter when she was a couple years old. We plan our travels so that the dogs can come with us but unfortunately couldn't do that this time. Louis was patient and caring and a wonderful playmate for our girls. He sent pictures throughout the day and kept in great contact which I really appreciated. We will absolutely hire him next time and I will be sharing his information with my sister who needs a new sitter. ❤️”

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Monica T.
Sitter Profile Image: Jennifer P.
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Jennifer P.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
32 years of experience
Ashland, OR, 97520

“Jennifer did a wonderful job with indoor Bix the cat and our array of outdoor creatures and plants. We will be happy to have her come again!”

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Julie B.
Sitter Profile Image: Marion & Ethan B.
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Marion & Ethan B.
from
$59
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
ashland, OR, 97520

“I had the pleasure of having Marion as our dog sitter while I was away, and I simply cannot recommend her enough! From the moment we met, she was incredibly lovely, helpful, and knowledgeable about dog care. It was clear that she genuinely cares for pets, which put me at ease knowing that my beloved dog and home were in such capable hands. Marion was diligent in her duties, ensuring that all of our dog’s needs were met. She was particularly attentive to his unique idiosyncrasies, which I greatly appreciated. I was also thrilled to see that she was able to walk him on a leash—something I had nearly given up on! Throughout my time away, Marion was an excellent communicator and sent me darling updates each day, which reassured me that everything was running smoothly. Overall, I am extremely satisfied with her service and would highly recommend Marion to anyone looking for a caring and reliable dog sitter. Thank you, Marion, for taking such wonderful care of our furry family member!”

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Kristie C.
Sitter Profile Image: Kate S.
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Kate S.
from
$27
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Ashland, OR, 97520

About: i've been dog-sitting for 4 years now, I have worked at many houses in the San Jose area in California. I have done cat-sitting for my neighbors and dog walking in Ashland. I am free to work many hours and I would love to take care of your pets! I am in grad school at SOU through June of 2027, and I will be student teaching for much of it. I am available for more hours in the afternoons once school is out and before classes begin. Classes for me are only twice a week, and I will make sure to fit in a walk before it gets dark. My home has one cat, and I grew up with a dog, so I know how to take care of both of these animals. I always lock the door before leaving the house, and I check to make sure I know where my animals are at all times when I am home. I am comfortable feeding pets, giving them water, and giving them medicine if needed. I also know how much quality time means to pets, so I can spend extra time with pets after walks.

Sitter Profile Image: Kristen L.
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Kristen L.
from
$70
per night
5.0 out of 5 stars
• 23 reviews
5 repeat clients
10 years of experience
Medford, OR, 97504

“Kristen was fantastic! She was so kind, wonderful with our cats, left our home very clean and tidy, and she sent wonderful pictures. I felt so comfortable with her in our home and with our cats and would absolutely book with her again.”

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Mallory W.
Sitter Profile Image: Bryce & Nate S.
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Bryce & Nate S.
from
$125
per night
5.0 out of 5 stars
• 31 reviews
6 repeat clients
9 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: Nicole B.
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Nicole B.
from
$25
per night
20 years of experience
Ashland, OR, 97520

About: I’m super calm and relaxed. I’m always up for an adventure and love having dogs to join in on the fun! I also have a big backyard that’s perfect for playing ball. Having a dog for many years I know what other families need and want. I’m happy to customize my walks and pet care to anything the owners would like. I have 2 small children that are also very gentle and know boundaries with dog. I think this could be really fun for myself and our family. We do have a dog so if I’m watching another dog it would have to be willing to have fun, and run with ours:) Our dog, Nama, is a 7 year old Australian Shepherd. He loves playing ball, and he's extra affectionate. My husband is a medical student so walking dogs is a great opportunity for me to make a little money, and have fun being outside.

Sitter Profile Image: Alyssa N.
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Alyssa N.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
10 years of experience
Medford, OR, 97501

“Atlas was great with our animals! Our Dog and Cat were both very well cared for. Atlas was a great communicator and sent us updates every day while we were gone, will definitely be utilizing her services again next time we are gone 😊”

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Michael W.
Sitter Profile Image: Gabrielle B.
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Gabrielle B.
from
$39
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
5 years of experience
Central Point, OR, 97502

“Gabrielle was wonderful while my husband and I were away for the weekend! She was very communicative and incredibly patient with our cat, who isn’t always the friendliest with guests. She was also very understanding of our dog Teddy’s anxiety and took great care of him, even when he had a few anxious accidents. Our home was exactly as we left it, and she followed all of our instructions perfectly. We would be happy to have her watch our pets again!”

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Mikal S.
Sitter Profile Image: Sarah E.
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Sarah E.
from
$65
per night
5.0 out of 5 stars
• 25 reviews
7 repeat clients
40 years of experience
Lake Murray, Medford, OR, 97501

“Sarah is perfect, as far as I can tell. The dogs are happy, the chickens are fed, and the house is neat as pin. She’s really communicative, too. I’ve booked with her again, so I’m not afraid you’ll steal her!”

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Alice T.
Sitter Profile Image: May D.
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May D.
from
$30
per night
1 year of experience
Medford, OR, 97504

About: I’m very attentive to the animals in my care, especially my fish, whose individual needs I’ve spent countless hours learning. I’ve also cared for dogs, cats, birds, and turtles. I love giving animals a happy, healthy life, and although my current housing limits the pets I can have, I look forward to spending more time with animals and providing them with loving care. I am currently in school(online), and so I have had a lot of free time on my hands. That is why my availability is wide open even on weekends. It would be my great pleasure to spend that time with beloved animals. I make sure to keep them well fed and well played with. Each of my pets have had different needs as well as different personalities, so i have learned to understand them individualy and really get to know them. I have also had practice with gaining the trust of rescued animals and practiced how to be gentle and calm, as well as helping them come out of there shell.

Sitter Profile Image: Kristina K.
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Kristina K.
from
$65
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
10 years of experience
Medford, OR, 97501

“Our boys loved having Kristina stay with them! She is very attentive and made sure they were comfortable. She cares for your pets as if they are her own. Kristina was very communicative and sent regular updates and pictures. We were able to enjoy our vacation knowing the boys were in great hands. In fact, we’ve already booked another stay with Kristina! 🐕‍🦺🐶”

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Alicia B.
Sitter Profile Image: Sophia M.
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Sophia M.
from
$25
per night
5.0 out of 5 stars
• 1 review
6 years of experience
Talent, OR, 97540

About: I have been taking care of animals my whole life, when I was younger I would rescue dogs off the street and get them well and made sure they were safe as I called family’s and shelters near us. I currently have a senior australian shepherd and 17 bunnies living in my backyard! I helped train 2 dogs ( a lab and a pit bull) for a family member in the last 4 years! I currently work a part time job which would give me plenty of time to care for your pet family! Outside of my job I love to hang out and enjoy the sun! I’ll make sure to care for your pet including playing, feeding, making sure there’s clean water, and cleaning litter boxes or the yard if necessary!

Sitter Profile Image: Thilini D.
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Thilini D.
from
$80
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Ashland, OR, 97520

“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.
Sitter Profile Image: Madison R.
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Madison R.
from
$50
per night
5.0 out of 5 stars
• 1 review
28 years of experience
Talent, OR, 97540

“We are very happy Madison agreed to watch our fur army in our home. Her communication was fantastic. She kept us updated on how they were doing and when we arrived back home, our house was very neat and tidy and our fur babies looked like they had a great weekend! We highly recommend Madison and we hope she will be available for the next time we have to go away!”

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Alejandro A.
Sitter Profile Image: Laura D.
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Laura D.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Phoeniz, OR, 97535

“Laura was wonderful! After meeting her we were very comfortable with leaving our two Shelties with her and having her stay in our home. It was a great relief to find Laura! She was very affectionate with our dogs and showed great attention to understanding the details of caring for them. She bonded with them immediately, and we are sure they missed her after we returned home. Laura stayed in touch while we were away and sent us some really great pictures. We recommend Laura without hesitation!”

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Mark S.
Sitter Profile Image: Kelli W.
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Kelli W.
from
$100
per night
5.0 out of 5 stars
• 2 reviews
16 years of experience
Medford, OR, 97501

“She is kind and sent pictures. She took her for walks and played in the back yard with her balls. Coco really likes her. Kelli gave us comfort in leaving Coco with her. We would have her back again.”

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Brenda B.
Sitter Profile Image: Michelle B.
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Michelle B.
from
$105
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
15 years of experience
Central Point, OR, 97502

“Michelle was fantastic and I will absolutely be rebooking! My animals loved them and I was kept in the loop with pictures and updates throughout my leave! Very kind and detail oriented and a fantastic communicator!”

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

Pet parents share their Rover experiences - Ashland

1 / 1
5.0 out of 5 stars

Dora was the best my dog love her she is nice, respectful and responsible, fun, good person. Thanks Dora :)

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Yaoska R.
House Sitting
5.0 out of 5 stars

Sabra took such amazing care of our dog Ginny and our house while we were away on vacation! She kept us updated on how Ginny was doing and it felt great knowing that both Ginny our house was being looked after so well. Thank you!

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Kristian & Valerie L.
House Sitting
5.0 out of 5 stars

My dogs loved her! We were kind of nervous because we have anxious dogs, but we came home to calm and happy animals. Thank you so much.

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Lynn L.
House Sitting
5.0 out of 5 stars

Arrived home from a 5 week trip and the cats are happy and healthy. The house is in great shape. We are very thankful . Julie is the best.

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Michael V.
House Sitting
5.0 out of 5 stars

I booked Erika for the second time and she was awesome and took good care of my dog. Highly recommend!

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Nathan B.
House Sitting
5.0 out of 5 stars

This was my first time using Rover with our dog Daisy, (so was a little unsure how to use it) . I have always used family or friends to watch her when needing to leave town. I felt totally at ease once I met and talked with Shari. I was so relieved to know that Daisy (my little darling) was going to be in safe hands while I was gone. Shari sent pictures and was available if/when I had any questions or concerns. I certainly can recommend Shari, and will I will use her service again if needed in the future.

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Kevin S.
House Sitting
5.0 out of 5 stars

Bryce is who housesat for us, is a great guy, personable, really good with our animals, and cared for our home. Definitely recommend!

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Anna F.
House Sitting
5.0 out of 5 stars

Jennifer did a wonderful job with indoor Bix the cat and our array of outdoor creatures and plants. We will be happy to have her come again!

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Julie B.
House Sitting
5.0 out of 5 stars

Ana did a great job taking care of our two dogs, Hugo and Wiggins. We arrived home to a spotless house, happy dogs and even our house plants were watered and healthy. Highly recommended.

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MARTIN S.
House Sitting
5.0 out of 5 stars

Karen provided great care for our pet again! It was daunting to leave them for a two week trip, but they were in great hands. We returned to happy pets and a well kept home. We would happy book again!

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Paige S.
House Sitting
5.0 out of 5 stars

Georgia is great! She kept in communication while house sitting & was super patient with our dog & his needs. We are so happy we found her, definitely recommend!

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Breeanna W.
House Sitting
5.0 out of 5 stars

Keeley was really nice and our animals were well taken care of - we were only gone for a long day, but felt comfortable with Keeley house-sitting and caretaking our pets!

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Anna F.
House Sitting
5.0 out of 5 stars

Matthew was an amazingly professional and caring sitter. I received continual updates with pictures. My dog was so well cared for. He went above and beyond to assist us including a last minute change and kept me abreast of all happenings. I trusted him with my girl and he amazed me with his connection and love for my dog. Highly recommend!

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Jerusha R.
House Sitting
5.0 out of 5 stars

I was very happy with how well Benjamin cared for my dogs! He was an excellent communicator and sent daily photos, videos, and updates that gave me peace of mind while I was away. My pups seemed happy, relaxed, and well looked after when I returned. Overall, I’d book him again for his attentive dog care and would recommend him to others who value good communication and happy, well cared for pups.

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Ana J R.
House Sitting
5.0 out of 5 stars

Chelsea was incredible communicative and thoughtful throughout her entire stay, Gus was super happy and she took such good care of him- we will definitely rebook her next time!

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Jimena A.
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
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Ashland

Select a filter and find qualifying sitters offering house sitting.

Sitters in Ashland average 4
repeat house sitting clients

FAQs for House Sitting - Ashland

Frequently asked questions about Rover

The average cost of House Sitting in Ashland is $54 per night as of November 2026. Most bookings cost between $28 and $97 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 203 sitters on Rover offering House Sitting across Ashland. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Ashland walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Ashland maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Ashland choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Ashland. On Rover:

  • 98% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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