Cat Sitting Chesapeake

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

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Over 356
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
$10
per visit
5.0 out of 5 stars
203 reviews
55 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: Heather R.
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Heather R.
from
$18
per visit
5.0 out of 5 stars
14 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: Grace B.
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Grace B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
56 reviews
27 repeat clients
25 years of experience
Portsmouth, VA, 23707

Grace always takes such great care of our 2 cats. She was extra patient with getting our cat to eat who has been having appetite issues. And we always receive lots of cute pictures!

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Kara C.
Sitter Profile Image: Maggie O.
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Maggie O.
from
$17
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
9 years of experience
Norfolk, VA, 23507

Maggie did a fantastic job looking after our older cat over the holidays. She was very communicative and sent us the cutest pictures every day. We came home to him happy and healthy, which is everything you want from a sitter! Thank you!!

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

Teresa was AMAZING! She is very easy to communicate with, and very responsive. She sent me tons of pictures and videos of my cats. Most important, my cats loved her and felt comfortable around her. I will contact her again when I need someone to stop by and

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Marina E.
Sitter Profile Image: Erin J.
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Erin J.
from
$15
per visit
5.0 out of 5 stars
13 reviews
1 repeat client
30 years of experience
Portsmouth, VA, 23707

About: Hi! Im Erin and I LOVE animals! They are our "furry babies" and we have a duty to make sure they are well taken care of like any other family member! I've been caring for pets since I was a child and have welcomed several breeds and varieties in my home over the years from cats, dogs, birds, bunnies, snakes, turtles, even horses and pigs! I have a cat and a bunny who are friendly and love meeting new pets! My cat Oliver is a loving and cool "big bro" and my bunny Lucy will keep everyone happy and energetic! I know its hard to leave those precious babies home alone while you work all day so let me be their "best friend" when you need the help! I am an Insurance Agent so I work from home most of the week. I have my weekends off but I have time during the week to care for your pets in between meetings and in the evenings. I am not hosting at the moment due to renovations in my home, but I will gladly come to your home to take out your pets or to feed and keep them company while you are away on business or holiday. I am willing to stay at your residence to care for your pets if accommodations are available. I will be willing to wash and perform light grooming if needed and take them where you'd like with and other amenities your pet may need. All can be discussed and negotiated for the situation.

Sitter Profile Image: Theresa L.
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Theresa L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
311 reviews
111 repeat clients
35 years of experience
Norfolk, VA, 23509

Theresa is wonderful with both of my girls. Upon meeting her the girls loved her, as did I. She's always available, accommodating of our ever-shifting schedules, and just has a great energy about her. I feel totally comfortable knowing my girls are in her capable, experienced care.

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Melissa S.
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 was amazing!! She took wonderful pictures and is very friendly! I am fully confident that she treated my dogs with the utmost care and love. I will be rebooking and would recommend her to anyone!

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Benjamin D.
Sitter Profile Image: Zara M.
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Zara M.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
76 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: Hannah P.
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Hannah P.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
25 reviews
9 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
63 reviews
24 repeat clients
27 years of experience
Greenbrier West, CHESAPEAKE, VA, 23320

I reached out to Stephanie in a pinch and she was extremely prompted in her reply. She was able to accommodate my last minute request… and I do mean last minute. I reached out to her to do a drop in within the hour, due to a scheduling conflict and she showed up AND sent photos to ease my mind. Communication with her was great and I will definitely be using her again in the future. Thank you!!!

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Nekeysha L.
Sitter Profile Image: Brookelyn A.
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Brookelyn A.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
33 reviews
14 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: Lacey T.
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Lacey T.
from
$25
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Portsmouth, VA, 23704

About: What sets me apart is my hands-on experience and genuine love for both dogs and cats. I currently work with dogs regularly and have four cats and one dog of my own. I’ve also spent time as a foster for cats, so I’m familiar with a wide range of personalities and special needs. I’m comfortable administering medications, caring for senior pets, and providing lots of individualized attention and affection. Whether it’s playtime, quiet companionship, or sticking to special routines, I’m dedicated to making sure your pets feel safe, happy, and loved while you’re away I am free all day to focus on pet care. This schedule allows me to provide attentive playtime, walks, feeding, and cuddles without rushing. I’m fully available to give extra care and attention to your pets, making sure they feel happy and comfortable When caring for pets in their own home, I prioritize safety, comfort, and routine to help reduce any stress your pet may feel while you’re away. I follow your instructions carefully whether it’s feeding times, medication schedules, or favorite play activities and make sure the environment stays clean and secure. I respect your pet’s space and personality, moving at their pace to build trust and keep them happy. Regular updates help you feel connected, and I treat your home and pets with the same care and respect I would my own.

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 awesome with our pets! She made time to come by beforehand to meet all of them and make sure she knew where everything was. We got pictures and updates with each visit to let us know what was going on and she communicated any issues or concerns. You can tell she really cares about the animals she’s watching and pays attention to their needs.

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Ivana C.
Sitter Profile Image: Tyler F.
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Tyler F.
from
$20
per visit
5.0 out of 5 stars
82 reviews
29 repeat clients
20 years of experience
Norfolk, VA, 23507

Tyler was very patient with us using Rover for the first time and took great care of our cats! He played with them and sent pictures on a daily basis. Even my cats could tell that he has a great spirit and weren't scared of him a bit, which means a lot!

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Alina S.
Sitter Profile Image: Jackie L.
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Jackie L.
from
$18
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Indian River, Chesapeake, VA, 23320

Jackie is fantastic! She went above and beyond for our pets while we were away. She took time to love on each of them and sent lots of pictures and updates throughout our trip. The peace of mind knowing they were in good hands was exactly what I was looking for.

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Maegan A.
Sitter Profile Image: Jeanne H.
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Jeanne H.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
23 reviews
5 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: Hannah W.
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Hannah W.
from
$20
per visit
4.9 out of 5 stars
45 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: Rachel G.
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Rachel G.
Star Sitter
from
$13
per visit
4.9 out of 5 stars
48 reviews
20 repeat clients
5 years of experience
Norfolk, VA, 23513

Rachel took great care of our two large dogs while we were away and went above and beyond when needed. We didn’t worry at all about our pups as she had the knowledge, confidence, and compassion that you want when you leave your fur babies with someone.

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

Amy was great with my pup! Appreciate the help over the holidays!

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Rebecca L.
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The median cost per visit for cat sitting in Chesapeake is $19

Cat parents share their Rover experiences - Chesapeake

1 / 1
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

Haley is the best! She took great care of Simone and Trixie for a month. They are going to miss having her stop by all the time. Made being gone completely stress free for me. Highly recommended Rover!

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Joseph V.
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 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.
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

Jaclyn was amazing with both of my cats, we have never left them with someone who wasn’t family or a close friend, but Jaclyn made us feel like our babies were in good hands the entire time. We will definitely be booking with her again when we go on trips in the future!

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Jada R.
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

Jordan was a wonderful choice to care for our multiple kitty cats! She was responsive and responsible. She allowed our family to vacation without worry for our pets. I highly recommend Jordan for your next sitting need. A five star experience! Thank you Jordan!

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

How Rover works

  1. 1. Search

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Sitters in Chesapeake average 4
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 June 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 June 2026, there are 34 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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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