Cat Sitting Chesapeake

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Over 346
pet parents in Chesapeake have booked cat sitting

Chesapeake, Find top rated cat sitting

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

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Sitter Profile Image: Jordan H.
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Jordan H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
214 reviews
59 repeat clients
31 years of experience
Portsmouth, VA, 23704

Jordan did an excellent job, the notes she provided on the cards were very informative & detailed. She communicates well & practices the same things with your dogs that you do. I will definitely use her again!

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Kelly H.
Sitter Profile Image: Brookelyn A.
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Brookelyn A.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
56 reviews
24 repeat clients
10 years of experience
Virginia Beach, VA, 23452

Highly recommend! At the meet and greet she was so easy to talk to and our dog Luna loved her! While we were away I didnt worry if callie and luna were taken care of, she sent pictures of them getting all the love and attention. I think our house was cleaner than when we left too, 10/10 will be using every time we go out of town!

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Krista L.
Sitter Profile Image: Grace B.
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Grace B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
69 reviews
33 repeat clients
25 years of experience
Portsmouth, VA, 23707

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!

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Katelyn L.
Sitter Profile Image: Jeanne H.
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Jeanne H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
44 reviews
9 repeat clients
40 years of experience
Greenbrier East, Chesapeake - Greenbrier, VA, 23320

This is our first time using Rover. We wanted someone who was mature and responsible and Jeanne was a great fit. She was prompt and caring from the start. She sent messages and pictures every time and followed the details of our instructions. She was also thoughtful and thorough in how she cared for our kitty. We especially appreciate Jeanne giving time and space for our kitty to warm up to her and make sure she was comfortable with interaction. We recommend Jeane!

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Dj A.
Sitter Profile Image: chelsea s.
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chelsea s.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
15 years of experience
Norfolk, VA, 23504

Chelsea was such a great care taker of my 2 outdoor cats. She met with us before our booking. She even took care of a package while were away. Pictures were sent every day. Thank you Chelsea.

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Jennifer
Sitter Profile Image: Rachel B.
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Rachel B.
from
$20
per visit
5.0 out of 5 stars
342 reviews
94 repeat clients
25 years of experience
Virginia Beach, VA, 23464

Rachel took great care of our rabbit and our house for winter break. She administered liquid meds to our rabbit as requested and was very communicative before and during the stay.

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Lisa C.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$10
per visit
5.0 out of 5 stars
29 reviews
13 repeat clients
3 years of experience
Indian River, Chesapeake, VA, 23325

Hannah did a wonderful job of caring for my cat while I was out of town. She was very communicative and added lots of pictures. She even cleaned up an area where he had an accident and made sure to clean my kids toys nearby. Highly recommend!

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Jessica B.
Sitter Profile Image: Stephanie G.
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Stephanie G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
68 reviews
30 repeat clients
27 years of experience
Greenbrier West, CHESAPEAKE, VA, 23320

Stephanie is amazing, she has taken great care of my dogs and she is very professional. She goes above and beyond her service, and she is great communicator as well. My dogs love her. She is my favorite sitter. 10 stars!!!

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Latriva J.
Sitter Profile Image: Jazmin C.
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Jazmin C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
92 reviews
39 repeat clients
10 years of experience
Western Branch North, Chesapeake, VA, 23321

Jazmin was great! I had to book somewhat last minute, and Jazmin was able to even make some additional visits while my husband was away. Will definitely keep contact info for future visits!

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Janessa F.
Sitter Profile Image: Zara M.
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Zara M.
from
$16
per visit
5.0 out of 5 stars
78 reviews
24 repeat clients
10 years of experience
Portsmouth, VA, 23707

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!

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Danielle L.
Sitter Profile Image: Eleanorah-Pearl A.
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Eleanorah-Pearl A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
72 reviews
21 repeat clients
7 years of experience
Norfolk, VA, 23513

I found Eleanorah for our two pups right after we our original dog sitter flaked out on us & we were already hundreds of miles away - she was an absolute lifesaver! Our pups loved her from the meet-and-greet onward. She was thorough, professional, and reliably sent us updates for every visit. I highly recommend her services!

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Emily F.
Sitter Profile Image: Ashley C.
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Ashley C.
from
$15
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
Norfolk, VA, 23517

Ashley was an incredible sitter! I came home to a happy and healthy cat. She sent incredible pictures and was great with communication! 10/10 pet care.

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Jed M.
Sitter Profile Image: Geneive M.
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Geneive M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
272 reviews
93 repeat clients
12 years of experience
Norfolk, VA, 23509

Geneive was great with our kitty! He was not feeling like himself and had to get medications given to him and Geneive did a great job giving him his medications. She sent us many pictures and videos of him throughout the time. Its not easy leaving your sick pet with someone put she made us feel comfortable that our kitty was well taken care of. She was on time and professional. Will definitely use her again and recommend her to anyone!

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Cathy C.
Sitter Profile Image: Kylie P.
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Kylie P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
25 reviews
8 repeat clients
10 years of experience
Norfolk, VA, 23510

Kylie was wonderful with our girls. She was responsive from the moment we requested a drop in sitter to the last day of taking care of them. My fur babies are usually very cautious but by the end they were greeting her at the door. She also sent us photos throughout so we knew the girls were all well taken care. We highly recommend Kylie and will definitely be booking with her again very soon!

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Anna P.
Sitter Profile Image: Casey R.
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Casey R.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
28 reviews
9 repeat clients
20 years of experience
Northwest, Virginia Beach, VA, 23462

Casey is a spectacular sitter and I would definitely book her again. I appreciated her cleaning up after my Archie and giving him all the loves during my trip. She made my vacation stress-free!

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Bonnie J.
Sitter Profile Image: Teresa S.
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Teresa S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
182 reviews
74 repeat clients
12 years of experience
Portsmouth, VA, 23704

Teresa was great!! She confirmed the booking super fast and I had no worries about her accessing my home to care of my cat while I was away. Thanks!!

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Megan R.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
237 reviews
49 repeat clients
50 years of experience
Norfolk, VA, 23503

Ellen is a caring and wonderful pet caregiver! She came on time and provided many great pictures! I felt comfortable leaving my pup in her care. I trust her!! Highly recommend!!

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Jennifer N.
Sitter Profile Image: Anna A.
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Anna A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
234 reviews
67 repeat clients
7 years of experience
Great Bridge, Chesapeake, VA, 23322

Anna was perfect with all four of the cats: Cali, Bella, Lola, Lexie. We will definitely use her services again. She did a fantastic job and sent lots of pictures

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Erika S.
Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
252 reviews
79 repeat clients
15 years of experience
Indian River, Chesapeake, VA, 23325

I want to start by saying that this was a last minute choice choosing rover since my mom had to get her surgery in Georgia and we didn’t have anyone to take care of our lovely feral cat bunny who had given birth a few days prior to 4 beautiful kittens. My family and I chose Alyssa after reading her reviews and how skillful she was at taking care of pets! We are all so thankful that she took her time and cared for our bunny and her kittens! Not only did she check up on them and feed them but she also took care of them as if they were her own. She did an AMAZING job and now we know who to contact if we need a babysitter for our other cats(which we will in June-July time frame lol). She also left us gifts for the family!!! Thank you so much Alyssa!!! You are the best and again we are so thankful for you and your super kind Heart!!!! 100/10 would definitely recommend!!!!

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Charlotte A.
Sitter Profile Image: Bhavana M.
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Bhavana M.
from
$11
per visit
5.0 out of 5 stars
1 review
1 repeat client
15 years of experience
Norfolk, VA, 23510

Mimosa has loved having Bhavana come walk her everyday. She communicates well and shows up on time. We're thankful we found such a great sitter.

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Shanitra M.
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The median cost per visit for cat sitting in Chesapeake is $20

Cat parents share their Rover experiences - Chesapeake

1 / 1
5.0 out of 5 stars

Jordan went above and beyond to take care of our pets and keep our minds at ease while we were away! we’ll definitely be booking her again!

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Mariella C.
Drop-In Visits
5.0 out of 5 stars

Alyssa is always wonderful with our 3 fur babies. She gives them individual attention and makes them feel secure while we are away. We were having extreme heat while we were gone so she even checked on my chickens to make sure that they were doing okay. I highly recommend her to anyone.

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Jacqueline H.
Drop-In Visits
5.0 out of 5 stars

Bhavana was amazing! She took care of my two cats as if they were her own and I trusted her completely! She was great about sending pics and communicating, will definitely be booking with her again!!

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Jenny K.
Drop-In Visits
5.0 out of 5 stars

Jaclyn is amazing. Her updates on drop ins with my cat were so detailed I felt like I was there!! She’s so kind and my I felt like my cat was in such good hands. I will rebook in a heartbeat

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Emily M.
Drop-In Visits
5.0 out of 5 stars

I highly recommend Nicholas for all your pet sitting needs. He took great care of my cat, Sugar, and was communicative and thorough throughout the whole process. I will definitely use him again when I go out of town. 10/10!

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Lisa S.
Drop-In Visits
5.0 out of 5 stars

Trustworthy and accommodating. She was able to fit us in last minute when a friend canceled. She was a lifesaver!

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Taylor M.
Drop-In Visits
5.0 out of 5 stars

Judy was absolutely amazing! She made the entire experience stress free. She was reliable, communicative, and sent me updates and photos, which gave me so much peace of mind while I was away. She took great care of my cat, respected her personalities and boundaries, and genuinely cared about her wellbeing.

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Kiyah S.
Drop-In Visits
5.0 out of 5 stars

She has been amazing with responding!! she also shared tons of photos with the cats and made sure to have fun with them and keep them entertained!! would easily boom again with her!!

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Alexis W.
Drop-In Visits
5.0 out of 5 stars

Hannah was amazing! She took so many pictures and made sure everything was taken care of. We will definitely be booking with her again!

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Dana P.
Drop-In Visits
5.0 out of 5 stars

Tyler was great! This was my first time using Rover, and Tyler helped walk me through the process. I was able to relax on my vacation knowing that my cat was in good hands. He was patient with my very shy cat and took great care of her, and I came home to a safe, healthy, happy cat! Would definitely book with Tyler again.

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Anna L.
Drop-In Visits
5.0 out of 5 stars

Chelsea was very prompt when I requested a short notice booking. When we first met it was quickly evident that she has a lot of experience caring for animals. While I was away, I didn't worry at all because I knew my babies were in great hands!

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Moriah S.
Drop-In Visits
5.0 out of 5 stars

We booked Kylie again for our fur babies for a quick weekend getaway, and we are just as happy as our first booking with her. Kylie communicates well, is punctual, and always checking in with us. One of our cats is diabetic and I have zero worries with Kylie, and she has been a breath of fresh air when it comes to looking after our babies and being able to enjoy our trips. I highly recommend her services. She’s a keeper for sure! Thanks Kylie P!

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Heath S.
Drop-In Visits
5.0 out of 5 stars

Kage is awesome with our kitties and gecko! The kitties love her and we always get the best and funny photos! We have booked with Kage multiple times.

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Ashley L.
Drop-In Visits
5.0 out of 5 stars

Hannah responds quickly to requests and is very attentive to details, which is great for pets with lots of hygiene/med instructions. She kept me posted regularly throughout her stay so I always knew how my furries were doing.

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Megan W.
Drop-In Visits
5.0 out of 5 stars

Charell was so amazing and accommodating we had some plans fall through at the very last minute and she had no problem extending the dates for me truly and awesome sitter and a life saver!

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Hope K.
Drop-In Visits
5.0 out of 5 stars

Maggie is an amazing petsitter! Punctual and so caring, she played every day with my cat and took care of everything for her. I felt so relaxed being away thanks to her and I’ve already re-booked her for another time!

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susanna f.
Drop-In Visits
5.0 out of 5 stars

McKayla did a great job caring for my community cat, made sure the food was put out, sent helpful updates, and included pictures so I could see that everything was okay. I really appreciated her communication and reliability, especially since caring for a feral cat can be a little different than caring for an indoor pet. I would definitely recommend her and would book with her again.

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Carmen S.
Drop-In Visits
5.0 out of 5 stars

Lucia did a great job looking after my 2 kitties! She followed all my instructions I left behind & was communicative during drop-ins! She definitely eased my mind when we were traveling. We’ll be sure to look out next time for Lucia when needing a reliable and caring sitter! ☺️

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Jelise N.
Drop-In Visits
5.0 out of 5 stars

Sarah Anne was very responsive and communicated well. Her photos were great! My cat seemed to like her, he would come to greet her at her car, and was relaxed and in good form when I returned. Many thanks for her help!

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Catherine S.
Drop-In Visits
5.0 out of 5 stars

Agnes took great care of my cat, she kept me updated the whole time and sent lots of pictures. 10 out of 10 I would ask her to watch my cat again

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C P.
Drop-In Visits
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Popular requests for cat sitting - Chesapeake

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Sitters in Chesapeake average 7
repeat cat sitting clients

FAQs for Drop-In Visits - Chesapeake

Frequently asked questions about Rover

The average cost for Cat Sitting in Chesapeake on Rover is $16.05 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Cat Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Cat Sitting. For more information on service fees, click here .

As of September 2026, there are 1,157 sitters on Rover offering Cat Sitting across Chesapeake. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your cat, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Yes, you can find sitters who have experience with handling special pet needs in Chesapeake. On Rover:

  • 97% of sitters can help with special care needs
  • 99% can help with giving oral medications or injections
  • 98% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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