Pet Sitting in Chesterland
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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Top rated Chesterland pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“She stopped by for a check in on my dogs while we were out of town. My dogs absolutely loved her, she was very responsive on needs that needed to happen for my dogs and even sent pictures of them! Would definitely recommend her to anyone needing their dogs taken care of!”

“Another successful trip with Courtney looking after our cats! We have booked with Courtney several times and we are always so happy and relieved knowing that our kitties are so well looked after. We also appreciate the detailed and thoughtful check-in notes that she provides during her visits. Thank you, Courtney!!”

“Matthew did a great job with his drop in visits with Archie while I was working and my husband was away. Matthew was very timely and great at communicating. Archie enjoyed his time with Matthew and I look forward to booking him again!”

About: I have owned and cared for more than 50 animals in my 38 years 🥰 I currently have a 3 year old cat, a 2 year old cat, and a 1 year old cat. I lost my almost 12 year old dog last year to old age. I grew up with skunks, cats, dogs, hamsters, lizards, and more. I also have been fostering with local rescues for more than 10 years. Overall, I am just a big animal lover and find joy in watching other people's fur babies 🥰 I work from home full time, which allows me to have a flexible schedule. Evenings, weekends, and overnights can also be arranged. If you need anything overnight I prefer to stay at your home with your pets so they are comfortable and can stay in their normal routine. Let's discuss your needs! I am happy to follow whatever instructions you have for me to care for your furbabies! I know each pet is different. Generally, dogs go out to potty several times a day, as well as need fresh food and water daily. Cats also need fresh food and water daily, plus cleaning their litter boxes at least once a day.

“Lauren is very reliable and a great communicator. It was such a relief when I had to be out of town for a graduation to have my babies looked in on and see their photos. She also put prescribed meds in the food and gave the one who takes a harness his time in the yard. Thank you again Lauren!”

“Everything went super smoothly! I would highly recommend Celine, she took the time to ask questions and get to know our pups and was very helpful. Looking forward to booking her again!”

About: I have been a nurse for 30 years but worked for veterinarians and in a shelter setting prior to that. I have had pets all my life and have experience fostering dogs. I currently have dogs, cats, rabbits, horses, goats, and a pig. I have a lot of flexibility and can make most situations fit my schedule. I have my own vehicle and look forward to making your pet feel as comfortable as possible. I am happy to play with your dog or cat, provide exercise, food, and medication if needed. I can do multiple drop ins a day. I truly love animals and will try to connect with your pets so they feel safe with me.
“Abby is amazing! She was timely and thorough with her visits and reporting. She was attentive to my baby’s needs and when he needed more play time and attention. She sent plenty of updates and pics of my Bentley smiling! :-) This was our first time using this service and I couldn’t have gotten a better person”

“Beth was wonderful! She came twice a day to feed/water/scoop for our two kitties while we were away. We received lots of updates and photos. The cats loved her and we were very happy with her care.”

About: Taking care of my cats for the past several years, and constantly taking my dog on walks and taking care of her in her old age. I work part time, but on the off days I am free at pretty much all the time. I am free on most wednesdays, fridays, saturdays and sundays to care for your pets. I take a lot of care in making sure that animals do not escape from a yard or their leash, and I am willing to crate your dogs if needed.
“Molly was amazing! Upon doing meet and greet you could tell she was professional and reliable. She was quick to communicate and great with sending updates. You could tell she really cares about your pets. Will definitely book with Molly again!”

“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!”

“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: 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.
About: I have grown up around animals and since the age of five I have taking care of them. I remember my first ever dog. At the age of twelve my sister and I started a dog walking business in our neighborhood. At the end of every school day we would go and walk our neighbor's dogs. We would also watch them if they were gone. I currently work part-time and am a full time student. I can walk dogs after my classes and housesit on weekend when available. I cannot house your animals due to living situations. I ensure that the pet is getting adequate love and time outside! Building a bond with the animal is very important to me, and I want them to feel as safe as possible.
Over 26 pet parents in Chesterland have booked pet sitting
Chesterland pet parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Chesterland sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Chesterland is $20
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet 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.
Sitters in Chesterland average 7 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Chesterland on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, there are 347 pet sitters in Chesterland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 90% of Chesterland pet sitters respond in under an hour.
Pet sitters in Chesterland have an average of 13 years of experience. Pet sitters with repeat customers have an average of 7 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Chesterland.
Rover makes it easy to find Chesterland pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 347 pet sitters in Chesterland on Rover, so you’re sure to find the perfect match for your pet! In Chesterland, 100% of pet sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.






