House Sitting in Chesapeake City
Find a loving house sitter to watch over your pets and your home.
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Top rated Chesapeake City house sitters
“Jen and Matt are the best! It was our first week away with an in-home sitter. They went above and beyond in every way. They took in the mail and trash cans, brought Ellie special treats, and even fed the fish! We are so grateful for their kindness. Thanks for being accountable. I didn’t worry once the entire trip!”
“Michaela was great. We knew our pup would be well taken care of after our meet and greet. She sent us photos and gave us updates on his eating, drinking and exercise. I wouldn’t hesitate to use Michaela again.”
“Sarah was fantastic! I was very at ease that I had to be away for 9 days and know that my Griz was well cared for with her staying in my home. 10/10 recommend Sarah for your pet sitting needs!”
“Rackeeem was amazing! He took care of our house and our furry babies (a cat and a dog). He is great with animals. My cat is a very shy one. He always hides when I am away. But somehow, after eleven years I have him, he said hi to Rackeen, and also played with him! I highly recommend him.”
About: I'm currently training for a marathon so I love running in the park frequently. If your dog is super energetic, I would love to run with him/her to tire them out so that they will be calmer at home. Back when I had my dog Archie, I would run with him everyday so that he would sleep well at night. I've also had experience with training puppies such as potty training and simple commands. I'm patient when it comes to training. I'm currently a WFH software engineer so I have plenty of time to make sure your dog gets all the attention he/she needs! I am currently a WFH software engineer so I can take care of your dog basically anytime provided a day or two notice in advance. I have a big backyard which would allow your dog plenty of space to run around. I also do have a couple of younger cousins who love dogs too and they are willing to also help make sure your dog gets all the attention that he/she needs.
“Taylor is a huge help and Maxwell loves spending time with her! She is attentive and makes sure Maxwell is entertained and has someone to snuggle with during the day. 10/10 for sure!”
“I'm so glad I reached out to Destiny to care for my pup including overnight on Thanksgiving. I think my pup thought she was on vacation having extra walks, treats, attention and company. From beginning to end, everything with Destiny was flawless.”
“We were nervous about leaving our senior cat with multiple health issues with anyone, but after reading Ciara’s profile and meeting her with Walter, we left him and our home in her care. She handled everything exactly as we hoped, followed instructions exactly, and kept us informed every day. She stayed until we returned, and the house was perfect. Walter was content, calm and happy.”
“Kathleen did a wonderful job taking care of our animals (3 dogs) and did some extra cleanup for us. She sent us pics and took some extra time to not only watch after the guinea pigs, hamster and mouse, but even cleaned out their stinky cages. It was obvious that the dogs were comfortable with her. Thanks Kathleen. We appreciate all you did for us.”
“Beata was a fantastic sitter and house guest. She kept us updated on feeds, letting Danni out, and when she was stepping out for a bit. Beata left our house like she wasn't even there; we would 100% have her sit for us in the future!”
About: I have cared for both cats and dogs throughout my life, from cleaning litter boxes to administering medications there are many skills I have gained through my experiences. I wouldn't consider myself to be a "dog" or "cat" person because I love them all the same, I could not possibly choose! I currently work full-time in adult care, and am available Monday and Tuesday after 5 pm, Wednesday after 8:30 pm, Thursday and Friday after 5 pm, and Saturday and Sunday any time. I am able to care for your pets in the comfort of their own home and keep them in their normal routines or in any way needed.
“Reid agreed last minute to watch my dog on Thanksgiving, for which I was so grateful! Our dog enjoyed his day with Reid and was completely tuckered out afterwards. Thanks again Reid!”
About: I have taken care of animals all my life in all stages of life. I very much enjoy playing and running around with dogs and cats Im a Stay at home mom and unemployed looking for work and a work out I love animals so I'm excited to start hanging out with all animals I have a well trained dog who is crate trained while I'm gone so ik how to use a crate properly. I love to play and cuddle with all animals can't wait to meet your fur baby
About: I’ve grown up in a home with dogs, and worked briefly in an animal shelter, caring for dogs from newborn puppies to seniors, responsible for their daily care and enrichment. My job ends at 3:30pm, allowing me flexibility in afternoons and evenings, while being totally free on weekends to tend to any dog or cat. As the seasons change, so do my hours, allowing me more availability for bookings. I have knowledge on animal enrichment and training, and know how to handle different pets with all different temperaments. I know how to crate dogs, walk them, and bond with all sorts of dogs and cats.
“Shannon is the absolute GREATEST! She’s professional, communicative and took amazing care of our animals. She’s not our first Rover but I'm hoping she’ll be our last! I am so relieved we found her and will always be our go to for when we need our pets looked after. 11/10. Thank you Shannon!”
About: From caring for 10 senior dogs at a rescue, to bathing dogs that got sprayed by skunks, to training and taking dogs on their own outings to parks and nature hikes, you name it I’ve done it! Even flying with dogs! ✈️ I have experience with all breeds, ages, and like to keep pet parents informed with notes & pics. Growing up in farm country taught me to love and care for all animals, but dogs and cats are by far my favorite. I also have experience in administering medications to our furry friends. I left my career of being a nanny in CA to move to this area- to marry my awesome husband. Currently I’m working on a book for future nannies and thus can choose when I write. So the dogs get my full attention and are always number 1 when I’m with them. We live in an 3 story townhouse with a small unfenced yard in front of our home, to a large grassy area on the side of our home, to a giant green grass patch directly behind us just out our back door. The neighborhood is VERY dog-friendly with lots of sidewalks and comes complete with a dog park in walking distance. Our home is dog-friendly meaning dogs are allowed on all furniture and we even have doggie steps for little pooches to get up on our bed if they wish. We also have a 2mile + walking path near us. So we have plenty of activity options. We even have Pluto cartoons for your pet to watch! Pets get 100 percent of my attention when they stay with us. Their comfort and safety is my priority as I do pet care full-time. I also write various articles about childcare/nannying so this can be done whenever and not take away from my attention to your furry friend. Our home has no place that’s off limits to your pets. If they want to snuggle on our bed or relax on our couch or even be in our guest room - they are more than welcome wherever they are most comfortable. We even have a massive bean bag most animals love thinking it’s a giant dog bed 😂.
“Christine was exceptional and took such great care of our home and our pup. She provided frequent updates with photos and videos. We scheduled last minute so finding such great care was a huge relief for us. Would recommend her and use her again in the future.”
“Tre has a calm demeanor & is very professional. He came over prior to house sitting to meet our dog, who took to him immediately. He followed our schedule, took him for long walks and when we came home our dog was well adjusted and comforted. Thank you, Tre for a job well done!”
Loving house sitters in your neighborhood
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Erica M.
“Erica is a wonderful rover. I completely trust her to take care of my dog and cat and to take care of my house when I am away. She is above and beyond!”
Jenni L.Star Sitter
“Jen and Matt are the best! It was our first week away with an in-home sitter. They went above and beyond in every way. They took in the mail and trash cans, brought Ellie special treats, and even fed the fish! We are so grateful for their kindness. Thanks for being accountable. I didn’t worry once the entire trip!”
Michaela A.Star Sitter
“Michaela was great. We knew our pup would be well taken care of after our meet and greet. She sent us photos and gave us updates on his eating, drinking and exercise. I wouldn’t hesitate to use Michaela again.”
Sarah F.
“Sarah was fantastic! I was very at ease that I had to be away for 9 days and know that my Griz was well cared for with her staying in my home. 10/10 recommend Sarah for your pet sitting needs!”
Rackeem R.
“Rackeeem was amazing! He took care of our house and our furry babies (a cat and a dog). He is great with animals. My cat is a very shy one. He always hides when I am away. But somehow, after eleven years I have him, he said hi to Rackeen, and also played with him! I highly recommend him.”
Steven C.
“Steven was great at watching my corgi when I was out of town for a couple weeks. I had a lot of faith in his ability to do well with from the times that he's visited. He was responsible for feeding and walking the corgi. Otherwise fiesty to strangers, Steven developed a chemistry with our corgi through patience and effort. Has done a great job with all of my friends' dogs. Would highly recommend!”
Taylor G.
“Taylor is a huge help and Maxwell loves spending time with her! She is attentive and makes sure Maxwell is entertained and has someone to snuggle with during the day. 10/10 for sure!”
Destiny P.Star Sitter
“I'm so glad I reached out to Destiny to care for my pup including overnight on Thanksgiving. I think my pup thought she was on vacation having extra walks, treats, attention and company. From beginning to end, everything with Destiny was flawless.”
Ciara A.
“We were nervous about leaving our senior cat with multiple health issues with anyone, but after reading Ciara’s profile and meeting her with Walter, we left him and our home in her care. She handled everything exactly as we hoped, followed instructions exactly, and kept us informed every day. She stayed until we returned, and the house was perfect. Walter was content, calm and happy.”
Kathleen H.
“Kathleen did a wonderful job taking care of our animals (3 dogs) and did some extra cleanup for us. She sent us pics and took some extra time to not only watch after the guinea pigs, hamster and mouse, but even cleaned out their stinky cages. It was obvious that the dogs were comfortable with her. Thanks Kathleen. We appreciate all you did for us.”
Erin R.
“Erin was super flexible with meeting our pets ahead of time, was responsive, dependable and neat. Sent pics and txts. Very appreciative of the last minute fill in on a holiday weekend!”
Beata B.
“Beata was a fantastic sitter and house guest. She kept us updated on feeds, letting Danni out, and when she was stepping out for a bit. Beata left our house like she wasn't even there; we would 100% have her sit for us in the future!”
Lyndsey M.
“Lyndsey is amazing! She took care of my English Bulldog for me while I was on vacation for a week. I left some instructions as bulldogs are a high-maintenance breed and she took great care of him. If she had questions she didn't hesitate to reach out and I appreciated that.”
Reid C.Star Sitter
“Reid agreed last minute to watch my dog on Thanksgiving, for which I was so grateful! Our dog enjoyed his day with Reid and was completely tuckered out afterwards. Thanks again Reid!”
Lacey S.
About: I have taken care of animals all my life in all stages of life. I very much enjoy playing and running around with dogs and cats Im a Stay at home mom and unemployed looking for work and a work out I love animals so I'm excited to start hanging out with all animals I have a well trained dog who is crate trained while I'm gone so ik how to use a crate properly. I love to play and cuddle with all animals can't wait to meet your fur baby
Brice B.
“My family has used Brice as our dog sitter and dog walker for our cane corso mastiff for vacations and special occasions for a little over a year now and we are incredibly satisfied with her services. She is reliable and trustworthy, as she is punctual, great at communication, and kind. It’s not easy to find someone who can handle our dog, but she was able to adapt quickly and learned how to handle her well. I highly recommend her to anyone!”
Shannon M.
“Shannon is the absolute GREATEST! She’s professional, communicative and took amazing care of our animals. She’s not our first Rover but I'm hoping she’ll be our last! I am so relieved we found her and will always be our go to for when we need our pets looked after. 11/10. Thank you Shannon!”
Jen P.
About: From caring for 10 senior dogs at a rescue, to bathing dogs that got sprayed by skunks, to training and taking dogs on their own outings to parks and nature hikes, you name it I’ve done it! Even flying with dogs! ✈️ I have experience with all breeds, ages, and like to keep pet parents informed with notes & pics. Growing up in farm country taught me to love and care for all animals, but dogs and cats are by far my favorite. I also have experience in administering medications to our furry friends. I left my career of being a nanny in CA to move to this area- to marry my awesome husband. Currently I’m working on a book for future nannies and thus can choose when I write. So the dogs get my full attention and are always number 1 when I’m with them. We live in an 3 story townhouse with a small unfenced yard in front of our home, to a large grassy area on the side of our home, to a giant green grass patch directly behind us just out our back door. The neighborhood is VERY dog-friendly with lots of sidewalks and comes complete with a dog park in walking distance. Our home is dog-friendly meaning dogs are allowed on all furniture and we even have doggie steps for little pooches to get up on our bed if they wish. We also have a 2mile + walking path near us. So we have plenty of activity options. We even have Pluto cartoons for your pet to watch! Pets get 100 percent of my attention when they stay with us. Their comfort and safety is my priority as I do pet care full-time. I also write various articles about childcare/nannying so this can be done whenever and not take away from my attention to your furry friend. Our home has no place that’s off limits to your pets. If they want to snuggle on our bed or relax on our couch or even be in our guest room - they are more than welcome wherever they are most comfortable. We even have a massive bean bag most animals love thinking it’s a giant dog bed 😂.
Christine S.
“Christine was exceptional and took such great care of our home and our pup. She provided frequent updates with photos and videos. We scheduled last minute so finding such great care was a huge relief for us. Would recommend her and use her again in the future.”
Tre S.
“Tre has a calm demeanor & is very professional. He came over prior to house sitting to meet our dog, who took to him immediately. He followed our schedule, took him for long walks and when we came home our dog was well adjusted and comforted. Thank you, Tre for a job well done!”
How Rover works
1. Search
Read verified reviews and choose a house 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 house and 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!
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.
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 Chesapeake City on Rover as of Aug 2025 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.
As of Aug 2025, there are 592 house sitters in Chesapeake City. 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, 88% of Chesapeake City house sitters respond in under an hour.
House sitters in Chesapeake City have an average of 15 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 Chesapeake City.
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. Chesapeake City 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.
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