Dog Sitting Chester

Book a Chester dog sitter to watch your dog in your sitter’s home or yours.

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Over 4
pet parents in Chester have booked dog sitting

Chester, Find top rated dog sitting

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

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Sitter Profile Image: Katie P.
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Katie P.
from
$18
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
Springfield, PA, 19064

Outstanding attitude and took great care of my dog. I plan to have her come back in the future.

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Steven M.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
123 reviews
43 repeat clients
15 years of experience
Swarthmore, PA, 19081

Chelsea and John are the best! They've been dropping in on my Golden Retriever for a few months now and he absolutely loves them. They send lots of pictures and communicate very well during visits. If I could give more than five stars I would!

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Brian L.
Sitter Profile Image: Olivia S.
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Olivia S.
from
$25
per visit
5.0 out of 5 stars
81 reviews
27 repeat clients
15 years of experience
Secane, PA, 19018

We originally booked Olivia to watch our 2 kittens while we were away on vacation starting the 25th, but realized we'd be gone all day the 24th (the day we left) so we rushed to contact her late on the 23rd. She was very quick to respond and kind enough to add us to her schedule for the 24th at the last moment. She truly made us feel much better about leaving for vacation. And she came as promised and took care of our furry babies.

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Al R.
Sitter Profile Image: Callie E.
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Callie E.
from
$20
per visit
4.9 out of 5 stars
29 reviews
20 repeat clients
10 years of experience
Glenolden, PA, 19036

Callie is just the sweetest pet sitter! Not only did she provide tons of cuddles and play, she even left a treat jar for Bailey and a thank you card after she was gone. What a sweet sentiment! Bailey appreciated the treats so much! And the thank you card was so sweet! Thank you Callie for that extra special touch! We will be sure to use her services in the future!

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Judy I.
Sitter Profile Image: Erica Q.
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Erica Q.
from
$14
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
28 years of experience
Springfield, PA, 19064

The pups loved Erica! They got lots of love, treats, and playtime. Erica was easy to contact, and made sure our animals and were safe and sound.

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Rebecca S.
Sitter Profile Image: Gregory M.
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Gregory M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
122 reviews
30 repeat clients
7 years of experience
Audubon, NJ, 08106

Greg did a great job with Jack! He stopped by before his bookings for 2 meet and greets to make sure Jack was comfortable. He went above and beyond with the walks, hangouts and training. We’re excited to book Greg again and we know Jack is too.

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Justine O.
Sitter Profile Image: Ahmirah W.
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Ahmirah W.
from
$45
per visit
4.9 out of 5 stars
90 reviews
14 repeat clients
5 years of experience
Bryn Mawr, PA, 19010

About: Hi there! I’m a lifelong animal lover who turned my passion into a professional career. I have over 4 years of experience as an independent pet sitter, specializing in the care that requires an extra level of attention and expertise. ​Whether your pet is a playful kitten or a beloved senior, I treat every animal like family. My background is specifically focused on Senior & Disabled Care: Supporting older pets with mobility issues or specialized routines. Medical Management: Confident and experienced in administering oral medications, injections, and following strict medical protocols. Lifetime of Experience: I’ve been around animals since I was a kid, so I’m deeply in tune with pet body language and needs. I want to provide the best care possible while staying accessible! Please note: To cover transit time and costs, any bookings located 5miles or further from 19146 will incur a travel fee of 5$ I work from home so I can pet sit, walk, or check in on your fur babies whenever needed. including overnight or for more than one day. I have a lot of experience with all sorts of animals from runners and behaviorally challenged to disable and senior animals I dont do sittings at my house but i'm looking into taking daycares for eligible animals! I do not do boarding all daycares are held in public usually along trails or at local dog parks!

Sitter Profile Image: Kaitlyn D.
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Kaitlyn D.
from
$26
per visit
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Wallingford, PA, 19086

About: I've taken care of dogs and cats since I was 12 years old. I've watched many neighbors, family, and friends fur babies, alongside caring for my own dog and cats, over the years. I've even cared for a rabbit, hamster, and fish on occasion. I am no stranger to caring for pets with medical requirements, or cats and dogs who are older and need a little more patience on walks, going up stairs, or just moving around. Animals all have their own personalities, just like humans, and I treat each pet with compassion, love, and care; as if they are my own. I'm well-versed in giving cats and dogs medication; my dog takes meds every morning. I will tread your pets with kindness and respect and work with you to ensure you are comfortable with me and our working relationship. I have a flexible schedule throughout the week and on weekends. I am able to accommodate caring for (feeding, playing, spending time with, etc) and/or walking your fur baby during the week and most weekends. I'm happy to work with you and accommodate a schedule that benefits you and your fur baby! Safety and security are top priority. I want to ensure I care for your pet(s) in a comfortable, happy, and safe manor. I would like to learn about your pet(s), how you would like me to care for them, and have an open communication throughout my time caring for your fur baby. Happiness and trust are extremely important for all parties involved!

Sitter Profile Image: Erin Y.
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Erin Y.
from
$30
per visit
5.0 out of 5 stars
15 reviews
2 repeat clients
13 years of experience
Point Breeze, Philadelphia, PA, 19146

About: I am a lifelong dog lover who has been around dogs for as long as I can remember. I treat every dog like they're my own and look forward to getting to know you and your pup. I love dogs/all animals and have over 12 years of experience caring for my own as well as friend's and family's dogs and other animals. I also worked at Wag for 6 months before moving here to Philadelphia so I have experience with professional dog walking. I truly enjoy the company of pets and I look forward to providing you peace of mind and the utmost in care for you and your four legged family members! I currently have a Golden Retriever/German Shepherd mix who absolutely loves meeting new dogs and people, so I understand how important it is to find someone you trust to care for your furry family member. Whether your pup loves long walks, playtime, belly rubs, or just a cozy companion while you're away, I'll make sure they feel safe, loved, and well cared for. As a professional photographer, I also love capturing adorable moments, so you can expect plenty of cute photo updates while your dog is in my care! Pet care is already a big part of my everyday life. I have a dog of my own, so my daily routine naturally includes walks, feeding, playtime, training reinforcement, and plenty of attention and affection. I work with a flexible schedule, which allows me to dedicate quality time to the pets in my care and ensure they receive the attention, exercise, and companionship they need throughout the day. I strive to maintain each pet's normal routine as closely as possible to help them feel comfortable and secure. In my home, pets have a safe, welcoming environment with plenty of supervision, exercise, and opportunities to relax. In a client's home, I follow all care instructions carefully, including feeding schedules, medications, walks, playtime, and any special needs. I also provide regular updates and photos so pet parents can have peace of mind while they're away.

Sitter Profile Image: Saya & David H.
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Saya & David H.
from
$30
per visit
5.0 out of 5 stars
22 reviews
4 repeat clients
10 years of experience
Norwood, PA, 19074

About: Hi there! 🐾 My partner and I both grew up around dogs, have had our own dogs, and are foster dog parents. We'd love the opportunity to cuddle and take the very best care of your pup. Think of us as your dog's godparents! We know how hard it can be to leave your fur babies. We would love to ease that worry for you and send photos/videos and keep you updated throughout the stay! We both work from home so we will stay with your pet. With our flexible schedule, we'll be able to keep to your dog's normal routine and schedule with walks, potty, meal time, and play time! We have crates, beds, and plenty of treats and toys. We also have a huge fenced-in yard where we can play fetch and run around. I believe dogs need to be stimulated mentally and physically. In addition to getting good exercise through daily walks, I also have lots of toys and balls, sniff mats, lick mats, and food puzzles. I also enjoy training dogs so your dog may come home having learned a new trick!

Sitter Profile Image: Tamikia S.
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Tamikia S.
from
$20
per visit
5.0 out of 5 stars
130 reviews
48 repeat clients
20 years of experience
philadelphia, PA, 19143

Tamikia did a fantastic job taking care of our cat while we were away. She came at the scheduled time and did all that was asked of her and more. She made us feel very comfortable leaving our cat in her care. We enjoyed receiving the daily updates and photos while we were away. We would definitely hire her again!

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Kandia L.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$16
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
25 years of experience
PA, 19018

About: What sets me apart is my calm and gentle demeanor, especially beneficial for anxious or shy pets. I create a peaceful and reassuring environment, helping them feel safe and comfortable. I'm skilled at reading their body language and adapting my approach to their individual needs. I'm also very patient and understanding, giving them the time they need to adjust. I'm experienced in creating a safe and comfortable space, and I am very good at slow introductions. Pet care is a top priority in my daily and weekly routine. I believe in providing consistent care, so I establish regular feeding and walk schedules. I'm also flexible and adapt to each pet's unique needs. Throughout the day, I monitor their behavior and ensure they have fresh water and playtime. I genuinely love spending time with animals and providing them with the best possible care. My approach to pet care is built on providing a safe, happy, and healthy environment for every animal. Here's what that looks like: * Routine and Consistency: I understand the importance of routine, so I strictly follow feeding schedules and exercise plans provided by owners. * Personalized Attention: Every pet is unique, and I tailor my care to their individual needs. Some dogs love fetch, while others prefer gentle cuddles. I take the time to get to know each pet's personality and preferences. For example, with shy cats, I use slow, gentle movements and let them approach me on their own terms.

Sitter Profile Image: Paz L.
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Paz L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
65 reviews
20 repeat clients
20 years of experience
Glenolden, PA, 19036

Paz was very responsible and timely. She showed kindness to the cats, cleaned up after them, made sure they had food and water. One of my cats needs a medicated eye-drop regularly and Paz was confident in her ability to administer the eye-drop. I would hire her again.

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Stephen C.
Sitter Profile Image: Amy M.
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Amy M.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
24 years of experience
Swarthmore, PA, 19081

Amy was wonderful. She was affectionate and you could tell that she loved animals. She sent pictures of my puppy when she got there and while she was playing . I would recommend Amy and I will use her again.

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jill c.
Sitter Profile Image: Destinee S.
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Destinee S.
from
$15
per visit
5.0 out of 5 stars
101 reviews
22 repeat clients
13 years of experience
Glenolden, PA, 19036

Destinee has watched my old man several times and each time I know he’s being taken care of as if I was there. She is prompt, communicative, and my go-to when I’m headed out of town. Thank you Destinee!

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Morgan H.
Sitter Profile Image: Berrangere S.
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Berrangere S.
from
$18
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
16 years of experience
Upper Darby, PA, 19082

About: I have several years of hands-on experience caring for pets through my own animals and by helping care for others’ pets. I am the owner of two cats and two dogs, and I’m experienced with daily feeding routines, walks, playtime, litter box care, basic grooming, and monitoring behavior and health. I’m comfortable caring for multiple pets at once and understand the importance of consistency, patience, and attention to each pet’s individual needs. I have extensive experience caring for both cats and dogs, including large breeds such as German Shepherds and Golden Retrievers, as well as small and medium-sized dogs. I previously owned two German Shepherds and currently help care for a Bichon Poodle, Labradoodle, and Standard Poodle. I have also cared for dogs with special needs, including a deaf dog and a dog with seizures, and I am comfortable administering oral medications, whether mixed with food or given directly. I also have experience caring for a dog from a puppy mill background who required extra patience and gentle support to come out of their shell. I prioritize creating a calm, loving environment where pets feel safe, supported, and cared for. I treat every pet like family and always focus on their comfort, safety, and happiness. I currently work full time, but pet care is a regular part of my daily routine as I care for two cats and two dogs of my own. I am available on weekends and on select weekdays, and during those times I am able to dedicate focused, quality time to feeding, walks, playtime, and companionship. I’m intentional about scheduling so that pets in my care receive consistent attention, exercise, and affection. When caring for pets in a client’s home, I focus on maintaining their normal routine as closely as possible. I carefully follow all care instructions regarding feeding schedules, walks, medications, and preferences. I provide regular potty breaks, playtime, exercise, and affectionate attention while ensuring their environment stays clean and safe. I closely monitor pets for changes in behavior or health, and I’m comfortable caring for pets with special needs, including administering oral medications. I prioritize a calm, secure, and loving environment so pets feel comfortable, supported, and at ease, whether they are in their own home or mine.

Sitter Profile Image: Janelle O.
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Janelle O.
from
$10
per visit
5.0 out of 5 stars
8 reviews
5 repeat clients
25 years of experience
Gloucester, NJ, 08030

Janelle! So good with my 4 dogs. Cares for them, loves them and sends pics which I greatly appreciate. Always smiling and hugging a dog. Thank you so very much Janelle❤️

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Lisa B.
Sitter Profile Image: Jada J.
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Jada J.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
17 reviews
9 repeat clients
8 years of experience
Drexel Hill, PA, 19026

Jada is excellent. Quick and painless with watching my beloved babies. Toward the end of the visit my VERY standoffish girl that usually stays away from people offered some cuddles which was pretty much a stamp of approval. Attentive, quick, and made sure to come on time to feed my babies. Will be booking again.

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Manda D.
Sitter Profile Image: Emma K.
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Emma K.
from
$25
per visit
5.0 out of 5 stars
23 reviews
8 repeat clients
25 years of experience
Wilmington, DE, 19806

About: I've lived with and cared for dogs for my entire life; I love all animals, big, small, young, old and anywhere in between, the more animals the better! I have experience with dogs, cats, rats, hamsters, and fish and I get along with all of them. I am available for early mornings and late nights as well as weekends. I am also familiar with and unphased by the less glamorous sides of pet care, I don't mind cleaning up after puppy accidents, I have some experience grooming our shaggier four legged friends, and I know how to administer most puppy medications. I work from home so my availability is wide open for whatever you and your animals need. I am an extremely active person so there is no limit to much I will love and play with your pup, but I will also be patient and sensitive to nervous dog and cats. There is no puppy personality that I don't love. I can't wait to meet your dog! I work remote Monday - Wednesday. I also have weekends and evenings available for more involved activities. When im not pet sitting i like to take my own dog for hiking/ camping adventures! A typical day starts with breakfast and a nice romp around the yard, or brisque walk around the neighborhood so your dog can go potty and get out some morning energy. I have a flexible schedule at work so i can take frequent breaks to play and attend to your critters needs. In the evenings, im free again and i like to spend time being active, whether its a long walk, a game of fetch, or even an adventure to the park

Sitter Profile Image: Calvin & Kristina P.
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Calvin & Kristina P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
8 reviews
5 repeat clients
60 years of experience
Brookhaven, PA, 19015

Cal and Kris were great and went above and beyond! Dozer seemed so happy to spend time with them, they rolled with the punches (regarding some schedule changes), were very responsive and overall so kind!! Cannot recommend enough!

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Angeli F.
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The median cost per visit for dog sitting in Chester is $20

Dog parents share their Rover experiences - Chester

1 / 1
5.0 out of 5 stars

Jacqueline waa great. She took good of our fur babies and communicated any changes or updates as needed. The daily pics were nice. Looking forward to booking her again 😀

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

Emma truly was incredible. I felt very comfortable with her taking care of our two WILD doggos while we were away. Our big dog is very anxious and she did great dealing with his behaviors. If she can take care of our two crazy rescue dogs, I am sure she will also do great with all dogs! So happy we found Emma. :) Highly recommend!

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Jamie V.
Drop-In Visits
5.0 out of 5 stars

Absolutely amazing! So kind and very responsive with questions and concerns my Would absolutely book with her again!

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Samantha h.
Drop-In Visits
5.0 out of 5 stars

Caroline was fantastic! She took very good care of our three cats and our dog. There were no issues and she sent great pictures of our pets after every visit. Communication was great and she provided detailed updates each visit. We were very comfortable and pleased with Caroline taking care of our pets! Thanks!

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

Karen was wonderful with my 2 dogs! She is reliable, caring and kept me updated with photos and messages. My dogs were so well cared for and I could see how happy and content they were in the photos! Knowing they were in such good hands gave me complete peace of mind. I would highly recommend Karen to anyone!

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

Liz watched our dog while we were away and was great. She was easy to communicate with and arrived at our agreed upon times. Our dog can be a bit anxious and shy but he warmed right up to her.

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

Juliana is fantastic! She kept me updated on our doggy and gave him the cuddles and love he craves. 🥰 Will definitely have her walk/watch him again.

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Tara J.
Drop-In Visits
5.0 out of 5 stars

Kai and Devon are fantastic! Friendly, easy to work with, incredibly reliable. We have a lot of pets and they took exceptional care of each of them. It was a huge relief to know they were all in great hands!

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Kate W.
Drop-In Visits
5.0 out of 5 stars

Robyn is the best…I hadn’t needed a pet sitter in awhile and I was able to rebook her for my two dogs. She didn’t miss a beat and my dogs were super happy when I got home!

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

Ashley did an amazing job with Kliff and Blu! Very attentive, respectful and caring. Look forward to booking her for future visits.

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

Corinne came recommended from a friend and she was great. Super communicative and my puppy loved her!

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Jackie S.
Drop-In Visits
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Sitters in Chester average 6
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FAQs for Drop-In Visits - Chester

Frequently asked questions about Rover

The average cost for Dog Sitting in Chester on Rover is $16.05 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 Dog 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 Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 8,918 sitters on Rover offering Dog Sitting across Chester. 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 Chester 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.

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 Chester 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!

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Chester with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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.

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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