House Sitting Ashland

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

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Over 299
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
71 reviews
28 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: Karen S.
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Karen S.
from
$50
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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: Keeley W.
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Keeley W.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Ashland, OR, 97520

Keeley was very kind and competent. Scout seemed to like her right from their first meeting, which gave us a lot of confidence. Since we were away for four days, it was a huge relief knowing he was in such good hands. We felt comfortable throughout the stay, and it was clear that Scout was well cared for. We'd book with Keeley again without hesitation and would definitely recommend her!

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Catherine B.
Sitter Profile Image: Darla M.
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Darla M.
from
$60
per night
4.7 out of 5 stars
16 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: Shari O.
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Shari O.
from
$50
per night
5.0 out of 5 stars
4 reviews
25 years of experience
Ashland, OR, 97520

About: I've had lots of experience especially with small dogs. I've been a foster parent for the humane society and ended up adopting a dog that I fostered. However, he recently passed so there are no dogs in my home at present. I may have a small dog in my home from time to time as I'm fostering again. I'm comfortable with senior dogs, too. My home is quiet and comfortable. I'm currently working very part-time, so I will have plenty of time to care for your treasured dog. I'm available weekends, too. I have a fenced back yard with a small lawn. If you have me care for dogs in my home, I have crates they can use. Environment is quiet and tranquil.

Sitter Profile Image: Ana C.
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Ana C.
from
$65
per night
4.9 out of 5 stars
17 reviews
4 repeat clients
20 years of experience
Ashland, OR, 97520

Ana was very thorough during the meet & greet; you could tell she took caring for our pup very seriously. The house looked better when we returned than when we left. We'd be thrilled to work with her again in the future!

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Rebecca L.
Sitter Profile Image: Kevin H.
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Kevin H.
from
$55
per night
30 years of experience
Ashland, OR, 97520

About: Welcome! I’m happy to share with you that I’ve been caring for animals for over 30 years, including dogs, cats, reptiles, farm animals, plants, and homes. Throughout that time, I’ve had the privilege of caring for pets of all ages, personalities, and needs—from energetic puppies/kitties and large breed dogs to senior pets who require medication, extra patience, and specialized care. *Before we move forward; an important sidenote to share is that you might notice in my review section some people will call me by my nickname, which is Azraiel, I’ve had that name for so many years that I have to include it in this little section here so that everybody has clarity😇) Moving forward~ One thing that has always mattered to me is understanding that every animal communicates differently. Dogs tend to wear their hearts on their sleeves, while cats often express themselves in much quieter ways. Learning those differences has helped me recognize when they’re excited, anxious, playful, uncomfortable, or simply looking for reassurance. I pay close attention to changes in behavior, appetite, mobility, and mood because those small details often tell us exactly what our companions need. I believe our animals are family members who trust us with their lives, and I believe they deserve to be cared for with that same love, respect, and attentiveness that I would offer my own family. Every pet has their own personality, routines, and preferences, and I enjoy getting to know each one as an individual. I also know that consistency helps pets feel safe and secure, so I do my best to follow their normal routines as closely as possible—whether that’s feeding schedules, walks, medication, playtime, bedtime, or simply giving them quiet companionship when that’s what they need. I bring a calm, patient presence and allow animals to build trust naturally, never forcing interactions. Along with compassionate care, I believe professionalism is equally important. I value clear communication, thoughtful updates, and dependable service. I enjoy sending photos and messages so you can relax knowing how your companion is doing while you’re away. You can also count on me to arrive on time (usually a little early), carefully follow your instructions, and treat both your pets and your home with the utmost respect. I take pride in leaving your home clean, secure, and just as you left it. My goal is simple: when you leave, I want you to have complete peace of mind. And when you return home, I hope you’re greeted by companions who feel safe, loved, understood, and genuinely cared for. That’s the standard I hold myself to every time I care for someone’s home and the family members who share it. Lastly, I know what it’s like to place your trust in someone else to care for those you love most, and I don’t take that responsibility lightly! 😊❤️‍🔥 Thank you for reading my little note here, I appreciate your time and energy~ Looking forward to connecting with you and your pet fam! 🐶🤍😻 I have in the past few months opened my life up in a way I have never done before. I wanted to experience a lot more freedom and flexibility and so that’s exactly what I have:) Well, that doesn’t disclose an exact schedule, I do want to communicate that I’m happy to discuss whatever schedule may reveal itself. I’m sure we can work something out:) You’ll notice the similar theme in what I expressed here compared to the other sections, regarding safety, trust and environment. I don’t mean to sound repetitive, but considering that we’re talking about a person’s home and family, I think, touching on repeated themes of trust, integrity, and good stewardship are well worth a revisit: 🤓🥰 I know that when you invite someone into your home, you’re not just trusting them with your house—you’re trusting them with members of your family. That’s a responsibility I hold with great care, and I don’t take it lightly. My goal is to honor the routines you’ve created, provide calm and attentive companionship, communicate openly, and care for your home and your animals with genuine respect. I believe consistency helps pets feel safe, so I do my best to maintain their normal routines while also paying close attention to their comfort, behavior, and individual needs. Whether I’m staying overnight or stopping by for a visit, you can expect thoughtful updates, dependable communication, and a home that’s cared for with the same respect I give your companions. I strive to leave your home just as you left it—clean, secure, and well cared for. Above all, I hope you can leave with complete peace of mind, knowing your companions are safe, understood, and cared for by someone who truly sees them as family. My commitment is to provide faithful stewardship of both your home and the family members who share it.

Sitter Profile Image: Chelsey W.
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Chelsey W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
123 reviews
43 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: Erika B.
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Erika B.
from
$35
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Ashland, OR, 97520

I am so happy with Erika’s care for our two dogs. She stayed the night with them, took them for walks, and gave them lots of love and attention while we were out of town. I loved that she communicated so well with me and sent pictures of my fur babies, which was a huge comfort to me. I knew my dogs were safe and looked after with affection. I would definitely hire her again and highly recommend her.

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Michelle S.
Sitter Profile Image: Niko M.
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Niko M.
from
$35
per night
3 years of experience
Ashland, OR, 97520

About: I've been taking care of my own dogs since I was a child and have regularly helped neighbors and family friends with their cats and dogs while they were away- even my friend's mice while they were traveling and my previous roommate's three rats. I'm home from college for the summer and would love to spend my time with your pets! I have a very flexible daily schedule that can adapt to the needs of your pet. My parents have two dogs, one of which is very loving but does not handle other dogs very well. Because of this, I'm not comfortable bringing pets back to my home, but I am very willing to come to your pets to take care of and spend time with them. I am available for shorter drop-in visits, with feeding, play time, and/or walks, as well as longer visits and overnight stays with your pet.

Sitter Profile Image: Georgia B.
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Georgia B.
from
$50
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Ashland, OR, 97520

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.
Sitter Profile Image: Sage C.
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Sage C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Ashland, OR, 97520

Sage is wonderful! For our initial meet and greet, she brought our Tallie homemade Valentine’s Day healthy doggy cookies! Tallie looooooved them! Our event got canceled last minute, so we didn’t actually need to have Sage stay. But we have complete faith in her and can’t wait to have her back!

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Judith
Sitter Profile Image: Bryce & Nate S.
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Bryce & Nate S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
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: Louis W.
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Louis W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
50 reviews
10 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: Kristen L.
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Kristen L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
Medford, OR, 97504

Kristen did a great job taking care of our kitty, pond fish and plants, as well as keeping the local strays kitties fed per our instructions. We will certainly hire her again!

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Julie B.
Sitter Profile Image: Anna M.
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Anna M.
from
$63
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
14 years of experience
Medford, OR, 97501

Anna did an excellent job watching over our cat and home while we were away for a few days. We loved how she kept us updated with pictures and video. Highly recommend!

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Paige B.
Sitter Profile Image: Jennifer P.
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Jennifer P.
from
$60
per night
1 repeat client
32 years of experience
Ashland, OR, 97520

About: Hi, I’m Jen! I’m a reliable, caring pet sitter with experience caring for dogs and cats of all ages. I know how important it is to feel confident leaving your pets with someone trustworthy, and I treat every animal like they’re part of my own family. I’m comfortable with walks, feeding routines, playtime, basic medication instructions, and keeping your home tidy while you’re away. I’m patient with shy pets, attentive with seniors, and happy to send photo updates so you know your pets are safe and loved. I’m currently working part time with a variable schedule. Call me and let’s work something out today , whether it be walks, stays or visits! ✌️🦮🐈‍⬛ I will care for your pets at your home including any feeding or medication logs and photos you require. Overnight stays always available as well.

Sitter Profile Image: Susan P.
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Susan P.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Medford, OR, 97501

Sue was amazing with our cat MarIin! We came home to a very happy kitty. She was very responsive and communicative, and always very fast to respond.

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Alex L.
Sitter Profile Image: Olivia W.
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Olivia W.
from
$55
per night
4.9 out of 5 stars
26 reviews
3 repeat clients
6 years of experience
Medford, OR, 97501

I can't praise Olivia enough! She was so kind and accommodating when our tire blew out on the way home. She stayed with our dog longer than expected, even during the holidays. Our pup and home were so well cared for. I will gladly hire Olivia again!

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Suzanne P.
Sitter Profile Image: Lindsey C.
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Lindsey C.
from
$85
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
9 years of experience
Ashland, OR, 97520

About: I have plenty of experience caring for pets through pet sitting for multiple clients as well as family & friends. I’ve looked after both dogs and cats, and my responsibilities have included feeding, going on walks, administering medication, and spending quality time with them so they feel comfortable, happy, and well cared for. I also cared for my senior dog until she passed away at 15. As she got older, she required a great deal of attention, patience, and hands-on care. That experience taught me how important it is to be gentle, dependable, and attentive to each animal’s individual needs. I truly enjoy spending time with animals and would care for your pets as if they were my own. I'm currently a graduate student in an online program, which gives me a flexible and open schedule. I’m generally available on weekdays and weekends between 6:00 a.m. and 5:00 p.m. I may also be available for evening care when our schedules align. This flexibility allows me to accommodate walks, drop-in visits, feeding schedules, and plenty of quality time with your pets. I give pets plenty of loving attention and aim to adapt to their needs & differences. I understand that every animal has a different personality, so I always respect their boundaries and give them the time and space they need to feel safe. My goal is to create a warm, calm, and comfortable environment where each pet can relax and be themselves. I also love keeping pets active and engaged through games of fetch, playtime, and nature walks. I’ve found that many dogs especially enjoy being outdoors, exploring, and getting plenty of time to release their energy and have fun.

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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 is reliable, communicative and looked after my home and pets beautifully. I would rebook again.

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Heather M.
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

Erika took fantastic care of Lucy and communicated with us on a regular basis; sending cute pictures. She followed Lucy's schedule and was flexible when a quick change in food was necessary. Erika even left a detailed message explaining all she had done with Lucy on the last day. I will definitely call on Erika again; Lucy loved her!

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Wendy W.
House Sitting
5.0 out of 5 stars

Karen took wonderful care of our pets and home. She is a great communicator and sent many photos of our pets having a great time while we were away. I would not hesitate to book again!

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Paige S.
House Sitting
5.0 out of 5 stars

Handled a bit of a naughty greeting from my boy Hobbes leigh grace! Thanks so much for taking care of my dogs over the 4th!

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Marissa S.
House Sitting
5.0 out of 5 stars

Jewel was reliable and did a great job with our two cats. Her communication was perfect and the cats were relaxed when we got back. Thank you, Jewel!

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Carrie C.
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

This was our second time having Emily take care of our sweet kitty and puppy. This time we had my parents dog as well that she cared for. Emily is amazing. She goes above and beyond, and has the gentlest and sweetest energy. The animals were all happy and at ease when we returned, and the house was spotless. She is a true gem.

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Drew Anne W.
House Sitting
5.0 out of 5 stars

Page was reliable and my temperamental dog trusted her within minutes. Very happy to have had her sit for us!

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Hallie C.
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
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
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Popular requests for house sitting - Ashland

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Sitters in Ashland average 4
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FAQs for House Sitting - Ashland

Frequently asked questions about Rover

The average cost for House Sitting in Ashland on Rover is $53.5 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 211 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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

  • 100% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 100% 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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