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.

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

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.

1 / 1
Sitter Profile Image: Emma B.
Verified Enhanced Background Check
Emma B.
from
$14
per visit
5.0 out of 5 stars
5 reviews
9 years of experience
Chesterland, OH, 44026

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!

Profile image
Dawson C.
Sitter Profile Image: Brittney J.
Verified Enhanced Background Check
Brittney J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
24 years of experience
Highland Heights, OH, 44143

Brittney was very professional and very communicative. Highly recommend!!!

Profile image
Chaz M.
Sitter Profile Image: Courtney A.
Verified Background Check
Courtney A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
210 reviews
59 repeat clients
19 years of experience
Mayfield Heights, OH, 44124

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!!

Profile image
Samantha D.
Sitter Profile Image: Matthew V.
Verified Enhanced Background Check
Matthew V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
24 reviews
8 repeat clients
10 years of experience
Mentor, OH, 44060

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!

Profile image
Brooke H.
Sitter Profile Image: Lindsey G.
Verified Enhanced Background Check
Lindsey G.
from
$25
per visit
5.0 out of 5 stars
6 reviews
30 years of experience
Chesterland, OH, 44026

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.

Sitter Profile Image: Lauren M.
Verified Enhanced Background Check
Lauren M.
from
$13
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Mayfield Heights, OH, 44124

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!

Profile image
Deborah H.
Sitter Profile Image: Shaileen L.
Verified Enhanced Background Check
Shaileen L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
30 years of experience
Burton, OH, 44021

Wonderful as always to our furkids. Great communication, and I love the photo updates! Thank you once again Shay!

Profile image
Yoshiko K.
Sitter Profile Image: Celine K.
Verified Enhanced Background Check
Celine K.
Star Sitter
from
$14
per visit
4.9 out of 5 stars
62 reviews
19 repeat clients
27 years of experience
Willoughby Hills, OH, 44094

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!

Profile image
Katie P.
Sitter Profile Image: Holly J.
Verified Enhanced Background Check
Holly J.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
6 years of experience
Chesterland, OH, 44026

Holly did a great job! We’re looking forward to having her sit for our cats in the future.

Profile image
Fred K.
Sitter Profile Image: Terry B.
Verified Enhanced Background Check
Terry B.
from
$35
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
40 years of experience
Chesterland, OH, 44026

Terry is our go-to girl and our 5 cats LOVE her. She makes time to check on everyone in various ways and is goes above and beyond to get the job done. Thank you!!

Profile image
Rachael R.
Sitter Profile Image: Janet R.
Verified Enhanced Background Check
Janet R.
from
$15
per visit
40 years of experience
Novelty, OH, 44072

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.

Sitter Profile Image: Abigail M.
Verified Enhanced Background Check
Abigail M.
from
$20
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
26 years of experience
Highland Heights, OH, 44143

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

Profile image
Darlene W.
Sitter Profile Image: Beth & Edward B.
Verified Background Check
Beth & Edward B.
from
$23
per visit
5.0 out of 5 stars
281 reviews
89 repeat clients
25 years of experience
Novelty, OH, 44072

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.

Profile image
Sheryl M.
Sitter Profile Image: Matthew K.
Verified Enhanced Background Check
Matthew K.
from
$15
per visit
8 years of experience
Mayfield Heights, OH, 44124

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.

Sitter Profile Image: Molly M.
Verified Background Check
Molly M.
from
$25
per visit
5.0 out of 5 stars
9 reviews
6 repeat clients
15 years of experience
Mayfield Heights, OH, 44124

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!

Profile image
Adam N.
Sitter Profile Image: Melanie S.
Verified Enhanced Background Check
Melanie S.
from
$14
per visit
5.0 out of 5 stars
20 reviews
2 repeat clients
30 years of experience
Mentor, OH, 44060

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!

Profile image
Carleen G.
Sitter Profile Image: Joel Z.
Verified Enhanced Background Check
Joel Z.
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Novelty, OH, 44072

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!

Profile image
Tori B.
Sitter Profile Image: Sheila & Joseph H.
Verified Enhanced Background Check
Sheila & Joseph H.
from
$25
per visit
4.8 out of 5 stars
10 reviews
17 years of experience
Chesterland, OH, 44026

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.

Sitter Profile Image: Paula B.
Verified Background Check
Paula B.
from
$18
per visit
5.0 out of 5 stars
44 reviews
20 repeat clients
50 years of experience
Mentor, OH, 44060

Loki needed time to get used to a new person, bit Paula was patient and kind with him. We'll keep using Paula to help Loki get socialized! Nice person!!!

Profile image
Lisa G.
Sitter Profile Image: Layne S.
Verified Enhanced Background Check
Layne S.
from
$20
per visit
15 years of experience
Chardon, OH, 44024

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.

1 / 1
View more sitters

Over 26
pet parents in Chesterland have booked pet sitting

Chesterland pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Great communication before, during, and at the conclusion of her visit. Will definitely reach out again for further needs.

Profile image
Brandie A.
Drop-In Visits
1 / 1
Find pet care near you

How Rover works

  1. 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. 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. 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.

If you’re searching for a Chesterland pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

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.