Pet Sitting in Chesapeake
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Chesapeake pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Nicholas did a great job caring for our senior dogs even with their medication schedule. He even fed our fish! We would definitely book him again in the future.”
“Grace was amazing! Our previous sitter dropped out last minute, Grace was available and responsive and we were able to get everything sorted 2 days before we left. She even got our shyest cat out and about and made sure to send plenty of action shots of the cats playing!”
“Stephanie was awesome with my two dogs. She let them out in the backyard and played with them for a bit. She’s reliable, responsible and the dogs love her!”
“Grace was awesome with Ares! He had a blast with her and she communicated well throughout the whole process. She’s very flexible too and will work to your convenience. 10/10 would recommend!”
“For my first experience with this app, Tyler has exceeded my expectations. Very respectful and kind person who genuinely cares about your pet. Tyler took care of our dog as if it was his and I’m truly grateful for his service. 10/10 recommend! Thank you Tyler!”
“Jordan was absolutely amazing while we were on vacation! She did drop-in visits for our dogs, Bunnie and Rudy, and kept us updated every single time her communication was excellent. It gave us real peace of mind knowing our dogs were in good hands. On top of that, she made sure everything was clean and tidy before we got back, which we really appreciated. We’ll definitely be booking with her again”
“Zara was so sweet and took great care of my pack! This was my first time using rover and it was a lovely experience. I will definitely reach out to Zara again when we need someone to check on our pups!”
“Amy was amazing with my Finn. She was prompt and communicated well, sending texts and photos each time she dropped into wall him. I would recommend Amy to anyone and rebook with her.”
“Tiffany is very trustworthy and takes good care of my pets. She’s always comes through for us, even when it’s a last minute request and we are so thankful to know the animals are taken care of on her watch.”
“Thank you so much Skye for taking such great care of our cat, Obi! We loved the updates and pics and know that Obi was well cared for while we were gone.”
“We love Jenna to death! We didn’t know we’d need her until only a couple days beforehand and not only did she come through, she was excited to see our puppies again! Totally the best!”
“Beth helped me out when my sitter fell through and I was already out of town. She was able to jump in with barely any notice AND I cannot express how thankful I was for her flexibility to help me out on a holiday. My two dogs looked so happy in all of the picture updates she sent. I would definitely book again :)”
“Kess was so great!! She was always on time and stayed engaged with my dogs the whole visit. She sent lots of great pics and videos of them playing and relaxing together. You can tell she loves this because she stayed even longer than expected!”
“Gayla is great! It was the first time I left my pup alone and I had her visit three times. She sent photos and updates. I felt very comfortable knowing she was watching her.”
“Alyssa was wonderful! She really helped our kitty cat Gypsy be comfortable while we were on vaca. She reliably visited, fed, cleaned, and even played with our beloved kitty. Alyssa sent pics every day. Good ones too! She even picked up a toy for our girl. We so hope she will be available for another visit! Thank you Alyssa!”
About: I've cared for all the pets in my family since I can remember and studied animal behaviors since 1st grade along with learning training methods that build trust and respect between pets and handlers. I can handle puppies to seniors and have never met an animal that doesn't like me. I finished a master dog trainer course just to better understand how to take care and train dogs. I'm constantly learning new ways of training and teaching pets since they're all different! I have a schedule set for my pets and follow it while knowing mistakes will happen from time to time. I just finished a dog training school so I can taking care of dogs is a daily thing for me. I treat pets like humans, respect their wants and needs, listen to what they have to say, and set proper boundaries. Building trust with a pet or any animal will always be my first step to care for them.
Loving pet sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Nicholas S.Star Sitter
“Nicholas did a great job caring for our senior dogs even with their medication schedule. He even fed our fish! We would definitely book him again in the future.”
Grace B.Star Sitter
“Grace was amazing! Our previous sitter dropped out last minute, Grace was available and responsive and we were able to get everything sorted 2 days before we left. She even got our shyest cat out and about and made sure to send plenty of action shots of the cats playing!”
Stephanie G.Star Sitter
“Stephanie was awesome with my two dogs. She let them out in the backyard and played with them for a bit. She’s reliable, responsible and the dogs love her!”
Grace R.Star Sitter
“Grace was awesome with Ares! He had a blast with her and she communicated well throughout the whole process. She’s very flexible too and will work to your convenience. 10/10 would recommend!”
Tyler F.Star Sitter
“For my first experience with this app, Tyler has exceeded my expectations. Very respectful and kind person who genuinely cares about your pet. Tyler took care of our dog as if it was his and I’m truly grateful for his service. 10/10 recommend! Thank you Tyler!”
Jordan H.Star Sitter
“Jordan was absolutely amazing while we were on vacation! She did drop-in visits for our dogs, Bunnie and Rudy, and kept us updated every single time her communication was excellent. It gave us real peace of mind knowing our dogs were in good hands. On top of that, she made sure everything was clean and tidy before we got back, which we really appreciated. We’ll definitely be booking with her again”
Zara M.Star Sitter
“Zara was so sweet and took great care of my pack! This was my first time using rover and it was a lovely experience. I will definitely reach out to Zara again when we need someone to check on our pups!”
Amy L.Star Sitter
“Amy was amazing with my Finn. She was prompt and communicated well, sending texts and photos each time she dropped into wall him. I would recommend Amy to anyone and rebook with her.”
Tiffany M.
“Tiffany is very trustworthy and takes good care of my pets. She’s always comes through for us, even when it’s a last minute request and we are so thankful to know the animals are taken care of on her watch.”
Skye M.Star Sitter
“Thank you so much Skye for taking such great care of our cat, Obi! We loved the updates and pics and know that Obi was well cared for while we were gone.”
Jenna B.
“We love Jenna to death! We didn’t know we’d need her until only a couple days beforehand and not only did she come through, she was excited to see our puppies again! Totally the best!”
Lea K.
“Always available and responsible.”
Beth C.
Star Sitter
“Beth helped me out when my sitter fell through and I was already out of town. She was able to jump in with barely any notice AND I cannot express how thankful I was for her flexibility to help me out on a holiday. My two dogs looked so happy in all of the picture updates she sent. I would definitely book again :)”
Kara C.
“Kara is the perfect pet sitter! She communicated routinely and took excellent care of our senior dog.”
Kess S.
“Kess was so great!! She was always on time and stayed engaged with my dogs the whole visit. She sent lots of great pics and videos of them playing and relaxing together. You can tell she loves this because she stayed even longer than expected!”
Gayla O.
“Gayla is great! It was the first time I left my pup alone and I had her visit three times. She sent photos and updates. I felt very comfortable knowing she was watching her.”
Karlie K.
“Karlie was exceptional watching our Arlo. She was able to spend the entirety of the evening with her as we requested, I would absolutely recommend and book her in the future.”
Alyssa M.Star Sitter
“Alyssa was wonderful! She really helped our kitty cat Gypsy be comfortable while we were on vaca. She reliably visited, fed, cleaned, and even played with our beloved kitty. Alyssa sent pics every day. Good ones too! She even picked up a toy for our girl. We so hope she will be available for another visit! Thank you Alyssa!”
Hannah W.
“Hannah was amazing with my fur babies! She was kind and observant. Would 10/10 recommend! If Hannah is available, she'll be out first choice for future pet-sitting.”
Naja D.
“Naja is a great friend and very passionate when it comes to caring for others. She has also expressed a lot of love for animals, and shows a lot compassion and understanding towards people. I consider her to be extremely trustworthy, and I know she would be a great caregiver to pets and work very well with their owners.”
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!
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.
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 Chesapeake on Rover as of Aug 2025 was about $19 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 Aug 2025, there are 515 pet sitters in Chesapeake. 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, 88% of Chesapeake pet sitters respond in under an hour.
Pet sitters in Chesapeake have an average of 17 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 Chesapeake.
Rover makes it easy to find Chesapeake 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 515 pet sitters in Chesapeake on Rover, so you’re sure to find the perfect match for your pet! In Chesapeake, 100% of pet sitters offer daily exercise, 95% offer medication administration, and 89% 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.
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