Pet Sitting Ashland

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 215
pet parents in Ashland have booked pet sitting

Ashland, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Daniel H.
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Daniel H.
$23
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Framingham, MA, 01701

Daniel was an excellent drop-in visitor and playmate for our cat Georgie. We really appreciated his friendliness, prompt communication, and genuine affection for our cat. Bonus points for his availability short notice during holiday season as well! We’d definitely recommend Daniel.

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Kienan M.
Sitter Profile Image: Georgina H.
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Georgina H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
128 reviews
22 repeat clients
45 years of experience
Ashland, MA, 01721

Georgina did a wonderful job taking care of our kitties! She sent us a report every day of how things went and also sent great photos. Our cats our shy but they went to greet Georgina at the door. She took the time to play with our cats and was patient when they were being shy. I highly recommend Georgina and would definitely hire her to take care of our cats in the future!

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Michelle S.
Sitter Profile Image: Danya E.
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Danya E.
Star Sitter
$28
total per visit
5.0 out of 5 stars
117 reviews
40 repeat clients
10 years of experience
Framingham, MA, 01702

Danya does an incredible job with my cat, Mando! Especially when he can be a little shy and ornery! She is patient with him and is very attentive to his needs.

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Jess G.
Sitter Profile Image: Deirdre H.
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Deirdre H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
47 reviews
21 repeat clients
12 years of experience
Framingham, MA, 01702

Deirdre took great care of my cat Nami for four days while I was away on vacation. My cat is picky about playing, so I left a few playing tips. It’s good to know that Deirdre was actively trying those tips to play with her! Besides, Deirdre followed our routines for feeding, and cleaning litter boxes. Thanks Deirdre!

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JING W.
Sitter Profile Image: Brittany R.
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Brittany R.
Star Sitter
$24
total per visit
5.0 out of 5 stars
157 reviews
61 repeat clients
20 years of experience
Framingham, MA, 01702

We booked Brittany for intermittent visits over several weeks for our older cat. Brittany was dependable and helped keep things clean. We were grateful to have her attending to our cats needs. We’d hire her again without hesitation.

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Joseph A.
Sitter Profile Image: Nikkita L.
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Nikkita L.
Star Sitter
$25
total per visit
5.0 out of 5 stars
25 reviews
12 repeat clients
4 years of experience
Framingham, MA, 01702

Nikkita was communicative and easy to work with! She helped out with a last minute request and was attentive, which made our dog’s first Rover visits very easy and enjoyable. Would book again!

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Audrey A.
Sitter Profile Image: Tricia R.
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Tricia R.
$28
total per visit
5.0 out of 5 stars
81 reviews
29 repeat clients
27 years of experience
Framingham, MA, 01702

Auntie Trish has been a life saver for our family! She is accommodating, responsive and always happy to spend time with our pups. One of our dogs is reactive and can be super slow to take to new people and she was his best friend by the end of our first meeting. Highly recommend Tricia!!

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Kelsey C.
Sitter Profile Image: Ana R.
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Ana R.
Star Sitter
$34
total per visit
5.0 out of 5 stars
18 reviews
8 repeat clients
4 years of experience
Framingham, MA, 01702

Ana is the absolute best!! She is truly phenomenal with our high energy, large dog. She is extremely loving with our pup and she treats him like her own. She is also reliable, trustworthy, and punctual. It’s great to know that our dog is in such capable and loving hands while we are away! I cannot recommend Ana highly enough.

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Julia B.
Sitter Profile Image: Jessica G.
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Jessica G.
Star Sitter
$23
total per visit
5.0 out of 5 stars
59 reviews
22 repeat clients
30 years of experience
Hopkinton, MA, 01748

This was our first time using a pet sitter for our elderly cats, and we were a bit nervous, but Jessica did a great job, everything we asked her to do. Our boys seemed to take to her right away and it was comforting for us to know that their needs were being met so that we could enjoy our trip. She sent pictures of both of them everyday and gave a nice report, letting us know how they were doing and what she had done in interacting with them. I would highly recommend Jessica and we will definitely use her again!

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Debra L.
Sitter Profile Image: Sarah D.
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Sarah D.
Star Sitter
$23
total per visit
5.0 out of 5 stars
50 reviews
18 repeat clients
6 years of experience
Ashland, MA, 01721

Sarah was great with our cat Cedar. She took good care of our timid cat and followed our directions perfectly. She is super nice and friendly, as well. Will definitely book with her again!

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Majestia P.
Sitter Profile Image: Amruta K.
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Amruta K.
$28
total per visit
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Framingham, MA, 01702

About: I have been a Retriever mom (Golden & Labrador) all my life. I love them with all my heart, but I also understand they need discipline. I will make sure they will be well cared for. I work from home with flexible timings. I would have to make sure the dogs are ok with children(we have a 4-year-old) and our golden. We have a pretty big yard and live a block away from a park. I can take them for longer walks if needed. We usually do walks no matter the weather!

Sitter Profile Image: Kimberly A.
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Kimberly A.
$32
total per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
30 years of experience
Hopkinton, MA, 01748

This was our first time working with Kimberly, and she was fantastic. She was incredibly caring and attentive with our pets, and we really appreciated all the photos and updates throughout her visits. She was reliable, easy to work with, and gave us complete peace of mind while we were away. We would absolutely recommend Kimberly and look forward to working with her again!

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Gerardo R.
Sitter Profile Image: Lindsey M.
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Lindsey M.
Star Sitter
$37
total per visit
5.0 out of 5 stars
30 reviews
11 repeat clients
7 years of experience
Framingham, MA, 01702

After bringing home our 8 week old puppy, we found out we’d have to leave him home alone in the crate at 10 weeks old. We were so worried about this, but felt INSTANT relief once we met Lindsey. Lindsey went above and beyond every single day to take care of our Remy. And he loves her sooo much. She even stayed 30 minutes extra one day so that they could sit outside while our apartment building was testing the fire alarms. She genuinely cares about animals and will do the most for your pet! I’m a teacher so I’m on summer break now, but we will 1000% be having her back in the fall to walk Remy again. Please don’t hesitate to book with Lindsey… she’s the best!

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Olivia C.
Sitter Profile Image: Lucy L.
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Lucy L.
Star Sitter
$25
total per visit
5.0 out of 5 stars
393 reviews
152 repeat clients
10 years of experience
Framingham, MA, 01701

Lucy was wonderful! Gave the most detailed updates and sent pictures/videos that made me feel like I was there with my kitty. Can tell Lucy really loves what she does and the animals she takes care of. Will definitely reach out to her again for future pet sitting needs!

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Steph P.
Sitter Profile Image: Marilyn M.
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Marilyn M.
$26
total per visit
5.0 out of 5 stars
16 reviews
8 repeat clients
30 years of experience
Hopkinton, MA, 01748

Marilyn is extremely reliable and trustworthy. Great with our fluffies. We are repeat clients. Highly recommend her.

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Amna D.
Sitter Profile Image: Alyssa W.
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Alyssa W.
$17
total per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
4 years of experience
Framingham, MA, 01702

Alyssa was amazing with my two cats! I came home to two happy and healthy babies. She was punctual, accommodating, and very responsible.

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Sim Hao L.
Sitter Profile Image: Nat S.
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Nat S.
Star Sitter
$32
total per visit
5.0 out of 5 stars
66 reviews
20 repeat clients
15 years of experience
Framingham, MA, 01702

Nat was great with our big, overly friendly pups. She knew how to handle them. She was on time and very responsive to use in arranging for her to dog sit. We will work with Nat again.

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Judith D.
Sitter Profile Image: Rebecca N.
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Rebecca N.
$34
total per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Ashland, MA, 01721

About: Hey There! I'm Becky. I'm a mother, small business owner, and life-long dog lover. For my entire life I've always had dogs, but a few years my sweet dog crossed the rainbow bridge to doggy heaven. When that happened, my children started asking for a new dog, but I wasn’t quite ready. As an alternative we started helping others with theirs. It’s become an incredible journey for our family, and brings us so much joy! We’re happy to have dogs here for boarding. I only take ONE dog at a time, unless there are multiple dogs coming from the same home that already live together. I have two children (11 & 15) who both love dogs as well. However, my son is nervous around bigger dogs and certain breeds. For this reason, a trial visit is required. Dog sitting has brought an unexpected amount of happiness into our home and family. We get very excited with each new furry friend that we get to love while you’re away. ​ I have a fenced yard and a cozy home. I allowed my dog on the furniture when I had him. I don’t have a crate. Whatever rules apply in your house are what we try to do here. Dogs can run free in my fenced yard or walk on a leash around my neighborhood and in the nearby nature trails. I run a small part-time preschool enrichment program out of my basement, in a separate area where dogs would not have access. During work hours I am generally able let dogs out as needed in a separate fenced area. ​ If you are interested in having your dog stay with us, please feel free to contact me. We would love to provide a safe, happy home away from home for your beloved pet while you're away. Your pet will be treated as if they were our pet. We try our best to make our routines look like yours, creating a safe, happy home away from home. I live in a cute neighborhood abutting conservation land. It is beautiful! We use an organic pest company to keep ticks out of our yard and I keep my home tidy.

Sitter Profile Image: Jaycee & James B.
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Jaycee & James B.
$34
total per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Ashland, MA, 01721

About: Hi! We’re Jaycee and James, a dog-loving couple who are excited to welcome your pup into our home! 🐾 We have two dogs of our own — Bentley, our playful and energetic 2-year-old Golden Retriever, and Bailey, our sweet and cuddly 4-year-old mini Bernedoodle. They both love having a furry friend around, so we’re only able to care for dogs who are friendly and comfortable around other dogs. We’re an active household and love spending time outdoors. Our apartment community has two private dog parks, and we have plenty of walking and hiking trails nearby. Whether your dog loves a long walk and playtime or would rather relax and cuddle at home, we’re happy to match their routine and energy level. James works from home, so there is almost always someone home with the dogs throughout the day. We also only care for one guest dog at a time, which allows us to give your pup plenty of individual attention and make them feel like part of the family. We know how important it is to feel comfortable leaving your dog with someone else, and we’ll treat your pup like one of our own! ❤️ James works from home, so there is almost always someone home with the dogs throughout the day. We have a flexible schedule and can provide regular walks, playtime, attention, and companionship. We’re happy to follow your dog’s normal routine as closely as possible. We provide a safe, comfortable, home-based environment where your dog can be part of our family. We only care for one guest dog at a time and require dogs to be friendly and comfortable around other dogs, since we have Bentley and Bailey. We follow your instructions carefully and prioritize your dog’s comfort, safety, and individual needs.

Sitter Profile Image: Salina B.
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Salina B.
$24
total per visit
5.0 out of 5 stars
64 reviews
18 repeat clients
36 years of experience
Ashland, MA, 01721

I highly recommend Salina as a pet sitter! She has visited our kitty boys during 2 separate vacations and was excellent at communication, taking photos, and even looking out for us (she closed our slightly ajar freezer during her visit!). Thanks, Salina!!!

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Mary M.
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The median cost per visit for pet sitting in Ashland is $24

Pet parents share their Rover experiences - Ashland

1 / 1
5.0 out of 5 stars

Words cannot express how grateful we are for Elowyn. She does a fantastic job with our Luna. Would highly recommend.

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Linda M.
Drop-In Visits
5.0 out of 5 stars

Michelle L. Is a fantastic cat sitter. My cat, who is a little shy, adores her. I receive photos every day from Michelle’s visits, and they help reassure me that my little kitty is well taken care of. She’s the best!!

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Susan O.
Drop-In Visits
5.0 out of 5 stars

So kind and reliable. I know I can trust Brittany to take care of my cat while I’m away in the way that best suits her. Thanks so much

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Coco E.
Drop-In Visits
5.0 out of 5 stars

Danya is an excellent sitter for our cat Lily. She’s super caring and responsible. I can’t recommend her enough!

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Leslie F.
Drop-In Visits
5.0 out of 5 stars

Sarah is terrific! She took wonderful care of our cats again this year and is a pleasure to work with. Highly recommend.

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Amy & Eric B.
Drop-In Visits
5.0 out of 5 stars

Franciane took great care of my cat, Bunny! She was respectful, responsive, and great about giving updates and pictures. I will definitely be booking her again in the future!

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Elio H.
Drop-In Visits
5.0 out of 5 stars

We couldn't have asked for a better first experience as first time dog parents! Nikkita sent tons of adorable photos and kept us completely in the loop with updates on walks, bathroom breaks, playtime, and snuggles. It gave us so much peace of mind knowing our pup was in such great hands!

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Sarah R.
Drop-In Visits
5.0 out of 5 stars

Gianna was super communicative and attentive, she did a great job taking care of our nervous puppy and making sure he had the best experience for his first Rover visit. She was also so thoughtful about small details, like cleaning his Kong toy and bringing in packages, which goes such a long way :) will book again!

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Audrey A.
Drop-In Visits
5.0 out of 5 stars

Maanya is a super conscientious sitter—easy to communicate with, quick to respond, sends great updates, and got along with my kitty great! 100% recommend!

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Viola R.
Drop-In Visits
5.0 out of 5 stars

Always appreciate when Georgina takes care of our kitties. We had 2 extra visiting cats and all got lots of attention! Will continue to rebook with Georgina!

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Julie B.
Drop-In Visits
5.0 out of 5 stars

Becki is awesome with Lucy! She can be super stubborn, but Becki is so patient and knows exactly how to handle her. Lucy loved her, and we always felt totally comfortable knowing she’s in great hands. Highly recommend!

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Abbie H.
Drop-In Visits
5.0 out of 5 stars

Erin was incredibly responsive and able to help on very short notice, which I truly appreciated. She took great care of my dog and made the whole process easy and stress-free. Highly recommend!

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Angelica C.
Drop-In Visits
5.0 out of 5 stars

Our crew love her and so do we! She follows instructions perfectly. We have two very reactive dogs and she knows how to handle them and has gained their trust. We always tell her she can never leave us!

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Amna D.
Drop-In Visits
5.0 out of 5 stars

Danni is wonderful and our cats love her. She’s great at keeping in touch, even when our plans change last minute. I love that she takes so many pictures to send us while we’re gone!

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Juliann P.
Drop-In Visits
5.0 out of 5 stars

Sydney did an excellent job caring for our cat Josie. She communicated regularly and helped us with a new autofeeder device. We would be happy to work with Sydney again.

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Richard L.
Drop-In Visits
5.0 out of 5 stars

Deirdre was very friendly and easy to work with. She took great care of our cat and we would definitely work with her again!

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Arielle S.
Drop-In Visits
5.0 out of 5 stars

Ashley was amazing! Did everything she needed to and more, great updates. Would absolutely book with her again.

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Mia I.
Drop-In Visits
5.0 out of 5 stars

Paula was beyond accommodating and gave me great updates on Louie on her drop-in visit! I would highly recommend her and will happily book her again :)

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Jocelyn O.
Drop-In Visits
5.0 out of 5 stars

Lea was great! She followed the instructions and provided detailed communication. Will definitely use her again!

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Brittany R.
Drop-In Visits
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  • 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

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  • 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.

Meet local sitters who will treat your pets like family

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Popular requests for pet sitting - Ashland

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Sitters in Ashland average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Ashland

Frequently asked questions about Rover

The average cost for Pet Sitting in Ashland on Rover is $22.34 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .

As of August 2026, there are 11,264 sitters on Rover offering Pet Sitting across Ashland. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Ashland stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

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

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% 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.

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.

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