Dog Sitting Chesterland
Book a Chesterland dog sitter to watch your dog in your sitter’s home or yours.
Over 15 pet parents in Chesterland have booked dog sitting
Chesterland, 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.
“This is the second time we've booked with Makenna, and I'm yet again a happy customer! She's done a house sitting and drop in visit with fantastic through updates. I feel relieved she's taking such great care of my dog and cat.”
“Joel is awesome. Super nice guy, good communicator, easy to work with & has taken great care of our pup. Gives solid updates at the end of each visit. He goes above and beyond while dropping in at your house. For example - our dog got into our garbage before one visit & Joel cleaned up all the trash off the floor. We appreciate the care he takes in looking after our pup as well as our home. Definitely recommend!”
About: Hi my name is Yocheved, but a lot of people call me Yo, or Ava. I am an only parent to a wonderful, active middle schooler. We have a happy home full of love and laughter, and 2 kitties. After 14 magical years together, we lost our dog to old age, a couple years back. I miss the feel of having a dog around, but I know in my heart of hearts we are all a little older, and a little busier, and our home cannot house a new permanent four-legged resident. But I do not accept the lack of dogs in our lives! I said yes to dog sitting lately, and I have made so many new friends since. Hanging out with your dogs or cats when you're unable to be there- it's become a thing I look forward to in my home. I love walking the neighborhood or doing drop-ins to feed cats. Let me help you! I'm currently WFH part time, and tend to end my days on the early side, for parenting purposes. Because of this I'm pretty flexible and available throughout the week. I tend to all pets, like I would for my own. I cared for my dog through cancer, twice- so I'm pretty familiar with medicine, senior care, and all the extra effort needed for older or sick animlas. I love to walk, burn off energy, and snuggle. Happy to do light grooming (brushing), and send photos and videos throughout our time together!
“Ben arrived on-time for both meet & Greet and pet care for our year-and-a-half-old doodle girl. He was open and friendly and warm with both human and dog. Our puppy warmed to him immediately --they can always tell when people are truly comfortable around them, can't they?!? Ben was communicative throughout the process, and sent photos of our baby to reassure us that she was well. Would definitely contact him again.”
“We had a wonderful experience with Elinor as our cat sitter! She was a great communicator from our initial request through her very last visit, which gave us a lot of peace of mind while we were away on an extended trip. Our cats don't always come out for strangers, so we were especially happy to see that they warmed up to her enough to come out for treats and even play with her during some of her visits. She sent us cute photos and thoughtful updates each day, which we really appreciated and loved seeing while we were away. Our flight home was unexpectedly delayed, and she was incredibly flexible about adding an extra day with the girls. It was such a relief knowing they were in good hands. We would definitely use her again and would highly recommend her to anyone looking for a reliable, caring, and communicative pet sitter!”
“Melanie was very responsive, kind and professional! She took great care of your two pups while we were out of town. Easy to coordinate with and look forward to working with her in the future!”
“Kristine did a great job looking after our dogs. She gave us very detailed updates and the cutest pictures. They had a blast with her and we would definitely have her watch them again!”
“Brandon was great! I knew he was going to be great fit since the meet and greet. Our dog Benji loves him. Milo will take a bit of time but I'm sure over the next few visits Brandon will win him over too.”
“Anthony was great with our dogs and even showed up for us on a holiday! We really appreciate the updates and thorough feedback. Will be booking again in the future for sure — two happy pups!”
About: I have 3 dogs that I live with in different sizes. They all have different personalities and needs. I am comfortable with all kinds of dogs, big or small. I’m currently working part time so I have a lot of free time to walk and take care of your pets! Looking forward to it! I have a big backyard with lots of space and lots of treats and toys for the puppies. They will have the best time ever.
About: I just moved back to Ohio and I have had pets my whole life and lost my baby a bit ago. I know how they are family and deserve all the love. My dog was older and had a lot of health issues so I am familiar with different medication that may be needed. I’m currently in grad school for nurse anesthesia and study most days from home. I have a pretty open schedule except Thursday and Friday morning-afternoon but can be available early in the am or that evening. Happy to answer any questions. Anytime except Thursday and Friday morning. I have online lectures so I can have open availability during the rest of the week and weekends. I can discuss as well I would prefer to watch your loved one at your home or do day sitting/walks. My current dog is very timid and a rescue and is scared of literally everything so I don’t want to stress him out
About: While growing up, I fed, watered, played with, and walked our family friends. I even picked up poop! As an adult, I've done it all, from cleaning major messes to administering meds. I love canines and felines of all varieties, from the smallest to the largest! I am available to care for your pet(s) throughout the business day. Although I am also doing some volunteer work, I keep a regular schedule. I will care for your pets according to your express instructions. They will be treated as my own with as much love and concern as I can provide.
“Respectful and Professional, got along great with my precious creature. Followed instructions perfectly, and reached out when needed. Could stand to be more assertive w/ dogs sometimes, but still a great sitter. 10/10 would book again :)”
About: Hi! I’m Hannah, and I absolutely love pets of all kinds. I’ve grown up with dogs my whole life and have cared for three of my own. I’ve also provided dog-sitting and cat-sitting over the years, which has given me a strong understanding of different personalities, routines, and care needs. I treat every pet like family and focus on creating a fun, safe, and loving environment. Pet care fits naturally into my daily routine because I prioritize giving each pet consistent attention, exercise, and companionship throughout the day. A typical day starts with morning potty breaks, fresh water, and a walk or play session to get their energy out. Throughout the day, I provide regular check-ins, feeding on schedule, enrichment activities, and lots of love. I stay flexible so I can match your pet’s normal routine as closely as possible. I follow whatever routine the owner prefers to make your pet feel comfortable and at home. I can take dogs on walks or runs, provide fresh water, give meals on schedule, and spend quality time playing or cuddling whatever your pet needs! Safety, clear communication, and trust are my top priorities.
About: I have grown up with both cats and dogs and have experience taking care of both. I love to go on runs with dogs and know how to let them get the zoomies out! I also have a cat of my own that I have been taking care of for the past 6 years and am an expert at convincing cats to take their pills! I would love to help your pet out! I am currently a student, so I have a more flexible schedule. I only have 2-4 hours of class per day, depending on the day. I am available weekends, early mornings, after 4 on weekdays, and mid-day every day. I have a cat of my own who has lived happily with other dogs and cats, but will most likely be separated just in case!
About: When it’s time to go outside it’s time. Clean up areas where the pet(s) have pooped @. Please make sure they are trained with handling strangers. Thank you ! Currently, I am currently Unemployed. I have a lot of time for pet care services. Just a American putting effort in the American Dream for myself. Since I will take them out to poop, pee & food I’m going to be diligent on that note ! Close & lock doors is a must !
“Omega has been terrific, giving 5 meds per day to my old kitty. She checked in via the app each of the three times a day thst she visited, & I appreciated the photos, taken in various locations. My stand-offish kitty even rubbed up against her after a couple of days! Thanks so much, Omega, I will def request you again!”
About: I've had dogs off and on my entire life but it wasn't until we adopted our baby girl Coco that I really fell in love. We had 13.5 wonderful years with her, then after she passed we decided to foster dogs in her honor and have been doing this since Sept. 2020 with several local organizations. We have fostered 25 dogs and have sat 26 dogs to date, including puppies, senior dogs, and dogs with behavioral and medical special needs. Our pricing reflects the peace of mind of knowing that your pet is well cared for and part of our family during their stay with us. Or for in house sitting, we are mature, reliable and trustworthy and treat your home like our own. We look forward to hearing from you! My husband and I are retired so we are very flexible in our schedule and decided we want to do something meaningful and enjoyable in our retirement. We have a large 1.5 acre lot with a pond on property. It is very serene and peaceful here. Our yard is only partially fenced so we keep the dogs on leash when walking outside. We make frequent potty breaks and like to take dogs for walks in the woods behind our house. They dogs usually sleep on a bed on the floor in our bedroom but will be crated if we have to leave the house for their own safety.
The median cost per visit for dog sitting in Chesterland is $20
Dog parents share their Rover experiences - Chesterland
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?
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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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for dog sitting - Chesterland
Select a filter and find qualifying sitters offering dog sitting.Sitters in Chesterland average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Chesterland
Frequently asked questions about Rover
The average cost for Dog Sitting in Chesterland 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 2,180 sitters on Rover offering Dog Sitting across Chesterland. 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 Chesterland 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 Chesterland 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 Chesterland 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 Chesterland. On Rover:
- 96% of sitters can help with special care needs
- 98% 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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