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House Sitting in Chesterland

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Milo Verified Background Check

Trained and flexible hours!

cleveland heights, OH, 44106

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Milo has watched my dog many times and hopefully many more in the future. I can always count on Milo to treat my pup and my home with respect. (more)"

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2. Julie Verified Background Check

I am a passionate animal lover!

Willowick, OH, 44095

House Sitting, Drop-In Visits

"She was awesome! I’ve been looking for a sitter and she went above and beyond! (more)"

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3. Janet Verified Background Check

Responsible, loving & flexible!

Euclid, OH, 44123

House Sitting, Drop-In Visits

"Janet was very flexible with our shifting plans and arrived at our house when she said she would. She took good care of the dogs and was very communicative! (more)"

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4. John Verified Background CheckRover 101

Full-Time Pet Sitter & Triathlete

Mentor, OH, 44060

House Sitting, Drop-In Visits, Dog Walking

"This is our second stay booked with John and as expected it was another great visit! John is so good with our animals and is in constant contact with updated … (more)"

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5. Matthew Verified Enhanced Background CheckRover 101

Canine Caring Med Student

Buckeye Shaker, Cleveland, OH, 44120

House Sitting, Drop-In Visits, Dog Walking

"Matt always does an excellent job of watching Coogs! He is responsible, quick to respond, accommodating, and always leaves my apartment in great shape. Coogs i… (more)"

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6. Callie Verified Enhanced Background Check

Loving care when you’re not there

WILLOUGHBY, OH, 44094

House Sitting, Drop-In Visits

"OMG there are not enough words to describe how wonderful of a sitter Callie is. She was a godsend when we traveled internationally for an extended period. She … (more)"

7. Ashlie Verified Background CheckRover 101

Experience with dogs of all sizes

Willoughby, OH, 44094

House Sitting, Drop-In Visits, Dog Walking

"Ashlie sent several pictures and updates daily, which was so nice to have being that this was our first time user Rover. Thanks Ashlie!! (more)"

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8. Becca Verified Background Check

Outdoor and animal enthusiast

Willoughby, OH, 44094

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Becca was awesome to work with. We came home to happy dogs and a clean house. What more could you ask for? She kept us posted throughout the time we were away … (more)"

9. Courtney Verified Background Check

Reliable Mayfield Pet Sitter

Mayfield Heights, OH, 44124

House Sitting, Drop-In Visits, Dog Walking

"I have known Courtney for years! I have seen first hand how great she is with her dog and cats! She is does great with my dogs and they can be on the crazy sid… (more)"

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10. Kaitlin Verified Background Check

Nursing Student/Animal Lover :)

Mayfield Heights, OH, 44124

House Sitting, Drop-In Visits, Dog Walking

"Kaitlin was great....no, AMAZING! She send me pictures of my furbabies everyday, including videos! My house was cleaner then what I left it when we returned … (more)"

11. Natalie Verified Background CheckRover 101

Active friendly 22yo who loves dogs

Chagrin Falls, OH, 44022

House Sitting, Drop-In Visits, Dog Walking

"Natilie did an excellent job. Pedro and Tito were super happy when we returned, they often give us the cold shoulder when we return. House was kept nice a ti… (more)"

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12. Kennedy Verified Background Check

I’ll treat your pet like my own

Beachwood, OH, 44122

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My names Kennedy. I started pet sitting in high school. Ive been pet sitting for over 3 years. Sometimes it was just for a weekend. My longest ti… (more)

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13. Kasandra "Kc" Verified Background Check

Animal Lover&Responsible Sitter

Chesterland, OH, 44026

House Sitting, Drop-In Visits, Dog Walking

"I’m so bummed! Kc is absolutely wonderful and I was looking forward to her taking care of my dogs for a long time and then she had to move away!! We have a s… (more)"

14. Greg Verified Enhanced Background CheckRover 101

Free dog massage with every sit

Wickliffe , OH, 44092

House Sitting, Drop-In Visits, Dog Walking

"Greg did a great job watching our English Mastiff - Silas. We will be contacting you again in the near future. Thank you for taking care of our big boy. (more)"

15. Jennifer Verified Background Check

Friendly, Loving, & Engaging Sitter

Chardon, OH, 44024

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I’ve known Jenna all her life and she definitely loves animals of all kinds. She’s had dogs, cats, birds, chickens and a rabbit that she has cared for exceptio… (more)"

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16. Kaleb Verified Background Check

Former Kennel Tech and Animal Lover

Mayfield Heights, OH, 44124

House Sitting, Drop-In Visits, Dog Walking

"Kaleb is the best pet sitter we've ever used. He would stay at our house to take care of our special-needs dog, diabetic cat, other cats, and hamster. Not only… (more)"

17. Kathy Verified Background CheckRover 101

No Worries While You're Away

Wickliffe, OH, 44092

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Kathy is always great with my dog Bozo! He loves being with her and giving her a million kisses. When we drive down the street to her house, he gets extremely … (more)"

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18. Ashley Verified Background Check

Experienced! Kennel Free:)

Willoughby, OH, 44094

House Sitting, Drop-In Visits, Dog Walking

"Ashley did a great job kept home clean and dogs happy No problems whatsoever (more)"

19. Lauren Verified Background Check

Your dog is my dog :)

Cleveland, OH, 44124

House Sitting, Drop-In Visits, Dog Walking

"3rd booking in 3 months. Don’t have any trips planned but will definitely be reaching out to Lauren again when we do. My animals are comfortable with her and l… (more)"

20. Conni & Katy Verified Background Check

30 years experience pet sitting....

Chesterland, OH, 44026

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

"Conni and Clay have been dog-sitting for us for about 5 years. They go above and beyond with the care of our animals and always have their best interest in m… (more)"


Never beg a friend to watch your dog again. With Rover, you can find your the perfect Chesterland house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Chesterland who can provide the care your dog needs, when they need it.