House Sitting in Chesterland

Find a loving house sitter to watch over your pets and your home.

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Top rated Chesterland house sitters

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

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Sitter Profile Image: Gianna S.
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Gianna S.
Star Sitter
from
$70
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
11 years of experience
Russell, OH, 44072

First time Rover and the universe sent us Gianna! Detailed updates and pics of the pets made us feel secure during a hectIc wknd trip. It’s obvious Gianna loves animals and is very knowledgeable and caring. It was the perfect fit for a house sitting situation.

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Margot V.
Sitter Profile Image: Emma B.
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Emma B.
from
$28
per night
5.0 out of 5 stars
6 reviews
1 repeat client
9 years of experience
Chesterland, OH, 44026

Emma did an amazing job with my pup. She spoiled her like she is used to and got great pics of her. I would definitely use Emma again!

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Jenni A.
Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$40
per night
5.0 out of 5 stars
211 reviews
59 repeat clients
19 years of experience
Mayfield Heights, OH, 44124

Courtney arrived 15-min early before we needed to leave. She did an outstanding job with our puppies while we were away. No accidents in the house! She occasionally sent us photos of the puppies while we were away. Courtney is a person of good character and work ethic you can trust.

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Thomas C.
Sitter Profile Image: Chloe B.
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Chloe B.
from
$50
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
5 years of experience
Hunting Valley, OH, 44122

Chloe was absolutely wonderful! Our dog was perfectly comfortable with her and happy in the pics she shared. The morning after we got back, I found her sleeping in the guest bed where Chloe had been, something she has never done before!

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Pat W.
Sitter Profile Image: Lindsey G.
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Lindsey G.
from
$55
per night
5.0 out of 5 stars
7 reviews
30 years of experience
Chesterland, OH, 44026

We can’t recommend Lindsey enough! She took amazing care of our two dogs, Remi and Ruby, and our two cats, Ellie and Tito’s while we were away getting married. She was reliable, attentive, and gave us so much peace of mind during a very busy time. We loved getting regular updates and photos—it was so comforting to see how happy and well cared for our pets were. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy and caring pet sitter!

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Kendra S.
Sitter Profile Image: Matthew V.
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Matthew V.
Star Sitter
from
$60
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
10 years of experience
Mentor, OH, 44060

Matt is very good at communicating. He was good at following the instructions I left and flexible when my flight was delayed. He took Lacey for walks an made sure she went out for business before he left the house for work. When he did meet and greet a couple weeks prior, Lacey was on antibiotics (pills) and I expected her to be done by the time of my trip. She had to stay on them longer, and Matt made sure she got her pills.

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Adam K.
Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
10 years of experience
Chagrin Falls, OH, 44023

Megan is fantastic! She is kind, responsible, timely and communicative. We felt very comfortable leaving our dog, Benji in her care! Highly recommend!

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Michelle S.
Sitter Profile Image: Sheila & Joseph H.
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Sheila & Joseph H.
from
$50
per night
4.8 out of 5 stars
10 reviews
17 years of experience
Chesterland, OH, 44026

Sheila & Joseph were wonderful ! Their communication and care for the dogs was exceptional !

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John C.
Sitter Profile Image: Andrew H.
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Andrew H.
from
$70
per night
5.0 out of 5 stars
13 reviews
25 years of experience
Kirtland, OH, 44094

Andrew was the delight of my poodle Chloe! She now loves him more than me! He is professional, reliable, caring, and respectful. I feel so relieved that I can leave Chloe without a backward glance. He provided daily photos. A wonderful experience for me, using a housesitter/dog carer for the first time.

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Carole B.
Sitter Profile Image: Jaina B.
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Jaina B.
Star Sitter
from
$90
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
10 years of experience
Wickliffe, OH, 44092

If you're like us, we look for care providers with multiple reviews so we have a better idea of who we're hiring. But everyone needs to start somewhere, and this time we decided to give someone a chance who hadn't received reviews yet; boy did we luck out. Jaina did a fantastic job looking after our 80 pound loverboy, Luca. She stayed in our home while we were away five days, and both he--and our home--were well taken care of. He even got a daily walk (in winter, no less!). Jaina is who you want in a sitter: responsive, reliable and kind. She provided daily updates and photos of our dog, too. We would hire her again, and suggest you do too before people catch on and her rates go up.

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Adam F.
Sitter Profile Image: Hannah N.
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Hannah N.
from
$50
per night
5.0 out of 5 stars
4 reviews
15 years of experience
Moreland Hills, OH, 44022

About: Hi! I'm a devoted pet lover with experience caring for both cats and dogs. I've cared for pets with all kinds of personalities—from shy and independent to playful, energetic, and extra cuddly. I know how important it is to find someone you trust with your furry family members, and I treat every pet as if they were my own. Whether your pet needs walks, playtime, feeding, medication, litter box care, or simply some extra love and attention while you're away, I'm happy to help. I work remotely, which gives me a flexible schedule and allows me to provide plenty of companionship and care throughout the day. I look forward to meeting you and your pets! I work remotely full time, which gives me a lot of flexibility in my schedule. I’m typically available before 8 a.m. and after 5 p.m., but I can often adjust my hours as needed. I’m happy to coordinate in advance to make sure my schedule aligns with your pet’s routine and needs. When caring for pets, I always make sure they feel safe, comfortable, and cared for in their own space. I follow their normal routine as closely as possible. I also take note of any special instructions or preferences, so each cat or pet gets the same love and consistency they’re used to at home.

Sitter Profile Image: Eric W.
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Eric W.
from
$30
per night
4.3 out of 5 stars
5 reviews
1 repeat client
22 years of experience
Mentor, OH, 44060

Eric was fantastic! Moose and mittens loved him. He messaged everyday with pictures to make sure we knew our babies were taken care of. Very nice and personable and trustworthy. Thank you so much Eric! We will definitely be using him if he’s available for our next trip!

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Ashlan A.
Sitter Profile Image: Charlotte N.
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Charlotte N.
from
$23
per night
10 years of experience
Chagrin Falls, OH, 44022

About: I’ve had cats, dogs, and other pets my whole life, trained my own dog myself, and provide flexible, attentive, loving care for animals of all kinds. I currently work part-time as a lifeguard at a local pool, which gives me a very flexible schedule and plenty of time to walk, feed, play with, and care for pets throughout the day. I always make sure pets feel safe, comfortable, and cared for by following their normal routines, giving them attention, exercise, clean spaces, and constant supervision when needed.

Sitter Profile Image: Octavia G.
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Octavia G.
Star Sitter
from
$82
per night
5.0 out of 5 stars
140 reviews
51 repeat clients
4 years of experience
Shaker Heights, OH, 44120

Octavia was very patient, observant, and a good problem solver with our socially resistant dog who can nip at people he doesn’t know. She has her own dog so is not doing this to get her dog needs met, but to make a living. She was a reliable communicator.

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Suzanne Z.
Sitter Profile Image: Chloe G.
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Chloe G.
from
$40
per night
4 years of experience
Highland Heights, OH, 44124

About: I have a very energetic, high mantenance, and not always the most well behaved yorkie poo that I absolutely love to death so I have experience taking care of a dogs needs. I have also helped to dog sit for neighbors and family before. I have always been a really big animal lover so I have always enjoyed doing so. I know how meaningful a pet is to person. When I have someone to come watch my dog all I want is for them to be safe and happy. I can ensure both of those things as someone who is both responsible and really enjoys providing entertainment. I am currently working part time. Each shift is just a few hours so I can prioritize making stops often throughout the day. I am free in the mornings and evenings. My schedule is super flexible. I understand that each pet has a different routine and set of rules in a household. I will make sure to follow instructions given to me to ensure your dogs safety and comfortability. I am also aware that some dogs like my own, are more of a flight risk so my family has to super concious about opening and closing doors and always using a leash and harness. I am really good with being concious about that sort of thing.

Sitter Profile Image: Anthony S.
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Anthony S.
from
$50
per night
5.0 out of 5 stars
113 reviews
52 repeat clients
20 years of experience
Willowick, OH, 44095

Tony was super communicated and kept us updated about how our fur children were through out our time away. He was very good at handling our dog (who needs medication twice a day) and was pleasant to meet! 10/10 would recommend! Will definitely book with him again!

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Elizabeth S.
Sitter Profile Image: Shermont'e P.
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Shermont'e P.
from
$40
per night
4.9 out of 5 stars
17 reviews
5 repeat clients
7 years of experience
Hough, South Euclid, OH, 44121

Mont’e was absolutely amazing! He provided excellent care for my cat and dog while house sitting. I was pretty nervous to leave town and Mont’e was super kind and professional. He updated me regularly, took my dog on walks, and even took her to his family’s Christmas Eve celebration (after asking of course) because I was worried about her having separation anxiety! Mont’e treated my pets as if they were his own and when I came back they were both super calm and relaxed because of the great care provided. Mont’e was also super respectful of my home and left it very neat and tidy! Highly recommend Mont’e for all pet sitting needs, I’ll definitely be asking him to come back!

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Eliana G.
Sitter Profile Image: Ryleigh O.
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Ryleigh O.
from
$50
per night
3 years of experience
44023

About: I’ve been around dogs my entire life and have experienced all kinds of different ages, breeds, and sizes!! I have also watched friends, family, and neighbors pets who have trusted me to feed, walk, play with, and care for them while they were away. I strive to provide attentive, loving care so both pets and owners feel comfortable and confident. Pet care would take up most of my time in daily or weekly routines! I am a student who is looking to help over the summer so I am pretty flexible!! Although I may be working two days of the week in the morning. Overall, I’m available for walks, drop-in visits, and pet sitting on weekdays, evenings, and weekends. I love staying active and spending time with animals, so your pet will receive lots of attention, exercise, and care. In previous homes I have taken dogs out on the leash to go to the bathroom as well as take them on walks. I have also had a mixture of some who like to sleep in a crate or in the bed with me. At my house my dogs have a little fenced in area to go to the bathroom where I pick up after them and they sleep in crates!! So I have had a lot of experience acclimating to whatever different a needs the pets have!! I provide a calm, loving environment where pets can feel secure and cared for. I always keep owners updated with messages and photos, and I treat every pet as if they were my own. Whether caring for your pet in my home or yours, I strive to create a safe, stress-free experience for both you and your pet!!

Sitter Profile Image: Nancyann G.
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Nancyann G.
from
$50
per night
15 years of experience
Russell, OH, 44072

About: I"ve had pets all my life! Mostly dogs & cats but I've also had small pocket pets, birds, snakes and skunks. I just love animals of any kind! I'm a very active senior who still works so I'd like to be able to leave during the day M-F but I'm self employed so I can easily adjust my schedule to meet your furbabys needs. I have also watered the plants & flowers for my clients and fill the bird feeders! I am reliable and can give you many refrences I currently work but I'm self employed so I can make my own hours if needed to care for a furbaby. On the weekends I'm around most daysI I ask that you leave written directions on your pets daily routine so I can keep them on their schedule as much as possible. It's less stressful for them. Feeding directions along with any meds they need. Also your vets number if needed. I'll spend time with them and can send you daily pictures if you'd like!

Sitter Profile Image: Shaileen L.
Verified Enhanced Background Check
Shaileen L.
Star Sitter
from
$100
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
30 years of experience
Burton, OH, 44021

Pups love Shay, easy to schedule and work with. Look forward for more pup visits

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Dan P.
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Over 51
pet parents in Chesterland have booked house sitting

Chesterland pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We can’t recommend Lindsey enough! She took amazing care of our two dogs, Remi and Ruby, and our two cats, Ellie and Tito’s while we were away getting married. She was reliable, attentive, and gave us so much peace of mind during a very busy time. We loved getting regular updates and photos—it was so comforting to see how happy and well cared for our pets were. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy and caring pet sitter!

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Kendra S.
House Sitting
5.0 out of 5 stars

Emma did an amazing job with my pup. She spoiled her like she is used to and got great pics of her. I would definitely use Emma again!

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Jenni A.
House Sitting
5.0 out of 5 stars

Holly did a fabulous job helping us with our three dogs while we were out of town for wedding ! I would highly recommend her !

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Natalie M.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house 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 house and 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 house sitting in Chesterland is $50

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 house 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 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Chesterland on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

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

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

As of Jun 2026, there are 752 house sitters in Chesterland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Chesterland house sitters respond in under an hour.

House sitters in Chesterland have an average of 14 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Chesterland.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Chesterland house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.