Cat Sitting Chesapeake

Book a cat sitter to stop by your home to feed and play with your cat.

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Over 334
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.

1 / 1
Sitter Profile Image: Jordan H.
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Jordan H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
205 reviews
57 repeat clients
31 years of experience
Portsmouth, VA, 23704

As usual, Jordan is a blessing to have with our very loved Gatos! Thank you Jordan! Thank you for taking the time to take pictures, play with our fur babies! Thank you for the wonderful communication!. We are so lucky to know you Jordan.

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David H.
Sitter Profile Image: Jeanne H.
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Jeanne H.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
30 reviews
5 repeat clients
40 years of experience
Greenbrier East, Chesapeake - Greenbrier, VA, 23320

I entrusted Jeanne with my dogs for five days, marking the first time I had left them alone at home. She performed dependable drop-in visits, maintained their feeding schedule, refreshed their water, and provided photo updates. She did an excellent job ensuring my picky eater was properly fed. I greatly valued her professionalism and would highly recommend her.

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Lili C.
Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
249 reviews
78 repeat clients
15 years of experience
Indian River, Chesapeake, VA, 23325

Alyssa was absolutely amazing at caring for our cat while we were away! She went above and beyond just making him feel loved and happy at her visits by even buying him treats and toys! Alyssa also sent frequent pictures to help us know that he was OK! I would highly recommend Alyssa to anyone looking for a loving and caring pet sitter! She is the best! Thank you so much Alyssa!

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Lisa W.
Sitter Profile Image: Grace B.
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Grace B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
58 reviews
28 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: Abi & Jordan C.
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Abi & Jordan C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Indian River, Chesapeake, VA, 23325

Abi was a great sitter for my pitbull over a long weekend. She provided updates and took great care of her. I can tell she cares a lot about animals. We'd absolutely use Abi for drop in visits again. Thank you Abi!

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Lisa L.
Sitter Profile Image: Amy P.
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Amy P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
1 year of experience
VIRGINIA BEACH, VA, 23464

Amy was wonderful with our older puppies while we were on vacation. She took extra care of any accidents and made sure they always had exercise and love. We always received updates every visit and you could tell our pups were so happy. Extremely happy and appreciative for her care for our fur babies.

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

Teresa did an amazing job sitting for my cat and dog! She was very attentive of their needs and any questions/comments I had while I was away on vacation. She sent me photos and videos of them each day, and was respectful and compliant to my list of instructions for them. I highly recommend her for your pet sitting needs!

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Jesse K.
Sitter Profile Image: Stephanie G.
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Stephanie G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
65 reviews
24 repeat clients
27 years of experience
Greenbrier West, CHESAPEAKE, VA, 23320

Stephanie accepted a last minute request for drop in care on father's day helping to keep us out of a pinch! We appreciate her replying so quickly and taking good care of our two puppies! Highly recommend!

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Keelen C.
Sitter Profile Image: Morgan K.
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Morgan K.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
10 years of experience
Indian River, Chesapeake, VA, 23320

I can't recommend Morgan enough! She took amazing care of my 2 dogs while I was away and followed every instruction perfectly. She made sure they got plenty of attention and even played fetch with my golden during every visit, which she absolutely loved. After it rained and the dogs tracked mud through the house, she even went above and beyond by mopping my floors without being asked. It's clear she truly cares about the pets she watches, and takes pride in doing a good job. I felt completely at ease 200 miles away knowing they were in such great hands, and I'll absolutely be booking with her again!

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Brock A.
Sitter Profile Image: Eleanorah-Pearl A.
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Eleanorah-Pearl A.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
50 reviews
17 repeat clients
7 years of experience
Norfolk, VA, 23513

Eleanorah was absolutely amazing with ourdog Otto! She was reliable, communicative, and clearly cared about him like he was her own. Otto was happy, comfortable, and well taken care of the entire time. I had total peace of mind knowing he was with her. I’d definitely recommend her to anyone looking for a trustworthy and caring pet sitter!

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Tony V.
Sitter Profile Image: Erin J.
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Erin J.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
19 reviews
2 repeat clients
30 years of experience
Portsmouth, VA, 23707

Erin is a wonderful pet sitter. She made sure my cat was very well cared for and loved everyday. My shy kitty really liked Erin as she would greet her at the door with lots of purrs and cuddles. I highly recommend Erin and will use her again.

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Phyllis W.
Sitter Profile Image: Christa O.
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Christa O.
from
$19
per visit
5.0 out of 5 stars
35 reviews
11 repeat clients
20 years of experience
Norfolk, VA, 23509

This is the second time we have booked Christa to watch our cat. She has been amazing! She took great care of our cat and he absolutely loves her. I highly recommend her!

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Emily K.
Sitter Profile Image: Frankie A.
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Frankie A.
from
$13
per visit
15 years of experience
Indian River, Chesapeake, VA, 23325

About: Big or Small, Special Needs and All—A Sniff Adventure Awaits! ​Hi, I'm Frankie! Animals have been the center of my world for as long as I can remember. I’ve spent my entire life raising and caring for pets of every shape and size—from cats and dogs ranging from tiny to extra-large. ​My home is currently run by a wonderful, chaotic crew of four: ​Merc: My fluffy cat who rightfully considers himself the king of the house. ​My Energetic Pitty: A sweet, high-energy powerhouse who keeps life exciting. ​My Two Special Needs Pups: One who is completely blind, and another with neurological challenges. ​Why Choose Me? ​Living with special needs pets means "cautious and attentive" isn't just a tagline for me—it's my daily reality. I have deep experience and endless patience when it comes to walking blind dogs and pups who have trouble navigating or walking in a straight line. ​Whether your dog is a high-energy athlete who needs a solid workout, a delicate senior who wants a slow, gentle stroll, or a special needs pup who requires extra vigilance and a patient hand, I’ve got you covered. I treat every single animal with the same customized care, safety, and love that I give my own. ​I can't wait to meet your furry family member and take them on their next great sniff adventure! I am currently a full-time graduate student finishing up my master's degree. Because my studies allow for a highly flexible schedule, I have plenty of open availability throughout the workweek to drop in and walk your pups while you are at the office. Treating Your Furry Family Like My Very Own In my own home, I take extreme care of my pets. Living with special needs animals and a high-energy pit bull means safety, structure, and deep attentiveness are built into my daily routine. I bring that exact same level of high-standard, vigilant care to your home and your pets.

Sitter Profile Image: Hannah W.
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Hannah W.
from
$15
per visit
4.9 out of 5 stars
47 reviews
7 repeat clients
40 years of experience
Indian River, Chesapeake, VA, 23325

I’m the type of person who said I’d never be able to let a stranger watch my babies. I found myself in a position where I needed to break that rule and Hannah was so wonderful that I wasn’t stressed at all about leaving her with my pets. She and her daughter came over every day to play with, feed, and care for my babies. She was very communicative, innovative when any pets might not eat enough or seem too stressed, and knowledgeable. She was willing to try any ideas I had on how to help my pets cope, too (my dog especially is a very anxious boy). I truly believe that Hannah and her daughter loved my pets like I do and I couldn’t be happier with how their visits went. I cannot recommend Hannah enough.

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Julia S.
Sitter Profile Image: Zara M.
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Zara M.
from
$16
per visit
5.0 out of 5 stars
77 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: 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

so attentive and caring !! did the most and did more then asked, especially when there was some minor bumps that came up, she was able to help me out !! love her and will use her again !!

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croe r.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
45 reviews
11 repeat clients
15 years of experience
Chesapeake, VA, 23320

Thanks for taking such good care of the critters and for being available for an extra day when our flight was delayed! We'll be sure to call you again for our next trip!

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Judy D.
Sitter Profile Image: Heather R.
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Heather R.
from
$18
per visit
5.0 out of 5 stars
15 reviews
2 repeat clients
5 years of experience
South Norfolk, Chesapeake, VA, 23324

About: Hi! I'm a lifelong animal lover with years of hands-on experience working in animal shelters, dog daycare centers, and boarding facilities. Caring for animals has always been a huge part of my life, and I truly enjoy getting to know each pet's unique personality and needs. After recently losing my beloved dogs, I realized I wasn't quite ready for another long-term commitment, but I deeply missed having dogs around. Rover has given me the perfect opportunity to open my home and heart to dogs while helping other pet parents feel confident their pets are in good hands. I'm a stay-at-home mom, which means your dog will have plenty of attention, supervision, and companionship throughout the day. We have a large fenced-in yard for safe outdoor play and exercise. I also have two cats who grew up with dogs and are comfortable sharing their space, as well as two young children who have been around dogs their entire lives and know how to interact respectfully with them. For the comfort and safety of every pet in my care, I only accept dogs from one household at a time. This allows me to provide individualized attention and create a calm, stress-free environment during their stay. I understand how important it is to trust someone with your furry family member, and I will care for your dog as if they were my own. I look forward to meeting you and your pup! As a stay-at-home mom, I have a flexible schedule that allows me to provide attentive care throughout the day. My mornings typically begin with feeding pets, potty breaks, walks, or playtime before my family's daily activities start. Because I am home most of the day, pets receive frequent attention, supervision, and companionship rather than being left alone for long periods. Throughout the day, I can accommodate additional potty breaks, outdoor time in our fenced yard, feeding schedules, medication administration if needed, and plenty of affection and enrichment. In the evenings, pets are included in our family's relaxed routine, with more playtime, walks, and cuddles before bedtime. For boarding and daycare, dogs are rarely left unattended, and I only accept pets from one household at a time to ensure each pet receives personalized care and attention. I care for every pet as if they were my own, taking the time to learn their routine, preferences, and personality. I understand that being away from their family can be stressful, so I strive to provide a calm, safe, and loving environment where pets feel comfortable and secure. For dogs, I provide regular potty breaks, exercise, playtime, enrichment activities, and plenty of affection. Dogs have access to our large fenced yard for supervised outdoor time, and because I am home throughout the day, they receive consistent attention and companionship. I only care for dogs from one household at a time, which allows me to focus on their individual needs and maintain a low-stress environment. For cats, I ensure they have fresh food and water, a clean litter box, and attention at their comfort level. Whether your cat enjoys playtime, cuddles, or simply having a quiet and reliable caretaker, I respect their personality and routine. I am also comfortable following special instructions, administering medications when needed, and providing regular updates and photos so you can have peace of mind while you're away.

Sitter Profile Image: Kelli E.
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Kelli E.
from
$14
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Norfolk, VA, 23510

About: I have had dogs my entire life. From every size and breed, from Beagle to Pitbull-Mastiff mix. Imagine your anxious dog when you get home from work, super ready for a long walk... well that's me. I am a pediatric psych nurse at CHKD so I get home from work and can't sit and relax on the couch. So dog walking or sitting would help to tucker me and your dog out! If you have a strict schedule for when your pup should be fed or walked, or how much food, etc, I will do exactly what you ask. If you have a certain route or play routine, I will oblige. All in all, I want to make you and your dog happy and become a trusted and loyal person in both of your lives! I also have 3 cats so I would also be able to help with your kitties as well!

Sitter Profile Image: Kess S.
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Kess S.
from
$15
per visit
5.0 out of 5 stars
28 reviews
8 repeat clients
15 years of experience
Indian River, Chesapeake, VA, 23325

Kess is just wonderful, and I highly recommend her to anyone looking for someone to care for your pet like her own while you’re away! She is detail oriented and patient. My cat, who is typically quite anxious, warmed up to her right away :) She also sends such lovely, detailed messages and cute photos. Will absolutely continue reaching out to her in the future for help when I’m away!

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Charlotte G.
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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

Super professional. Responsive and responsible! We appreciate Jordan’s care for our kitties so much! Hire with confidence! 5 stars!

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Kim B.
Drop-In Visits
5.0 out of 5 stars

Haley has been wonderful! We have used her multiple times for watching our cats and will continue to use her if available in the future! 😊 she sends lots of pictures including food, water and litterbox at each visit to give you a peace of mind that your fur baby is being well taken care of while you are gone!

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Cassie
Drop-In Visits
5.0 out of 5 stars

Jaclyn took wonderful care of my cat while I was abroad. I felt so much more at ease being away knowing she was in such good hands. Jaclyn was communicative, dependable, and thoughtful throughout my trip. She also handled an unexpected maintenance issue with care and intention, which I really appreciated while being out of town. I’m very grateful for her help and will absolutely be using her again!

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Shelby B.
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

Alyssa took such good care of my cat! She sent cute photos and updates every day and was quick to notify me when he was congested and not feeling well. I would definitely recommend her! I felt at ease knowing she was checking on him.

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Madi
Drop-In Visits
5.0 out of 5 stars

Sent pictures every day and texted to let me know everything going on. Did a great job and set my mind at ease while out of town! Thank you!

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Chris C.
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
5.0 out of 5 stars

This was our 2nd time having Phoenix care for our 3 cats. She gave daily updates with pictures, and our kitties were happy, fed, and had clean litterboxes when we returned. I highly recommend.

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Laura G.
Drop-In Visits
5.0 out of 5 stars

Dakota was amazing! She was so attentive and caring and sent lots of photos of my kitties. I will definitely rebook in the future :)

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Desi G.
Drop-In Visits
5.0 out of 5 stars

Coleen took wonderful care of Moscato. She made it easier to be away because I knew she was being taken care of.

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Patricia S.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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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 $15.54 per visit (as of July 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 July 2026, there are 1,139 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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