Cat Sitting Chesapeake

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

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Over 344
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: Tiffany F.
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Tiffany F.
from
$18
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Virginia Beach, VA, 23464

Knew my dogs were going to be well taken care of. Thank you!!

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

Jordan was super awesome with our boys while we were out of town! She was very open, helpful, and communicative with the care of our boys. She made sure to give us updates and ask us questions if they’re were ever any concerns big or small. She was definitely a great person for our boys!

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Aileen R.
Sitter Profile Image: Hannah P.
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Hannah P.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
28 reviews
11 repeat clients
3 years of experience
Indian River, Chesapeake, VA, 23325

Hannah did a great job taking care of our puppy during drop-in visits! She gave us plenty of pictures on our updates and I could tell our puppy was having a blast. She has also last-minute helped with our puppy when our regular sitter, her sister, has had anything come up. Really appreciate her and would recommend!!

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Sophie M.
Sitter Profile Image: Grace B.
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Grace B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
63 reviews
29 repeat clients
25 years of experience
Portsmouth, VA, 23707

Grace did an excellent job taking care of our two pups while we were out of town! She went above and beyond and made us feel confident that they were in good hands.

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Wayne D.
Sitter Profile Image: Jeanne H.
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Jeanne H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
33 reviews
6 repeat clients
40 years of experience
Greenbrier East, Chesapeake - Greenbrier, VA, 23320

Jeanne was a total lifesaver for my family! The kennel that we had arranged boarding for our doodle cancelled as we were just about to get on the road for a trip out of town and our hotel reservations were non-refundable. Having never met us before, she responded almost immediately to my booking request and showed up at our home about a half hour later to meet our doggo even though she had other visits on her schedule that evening. She is very personable and our dog warmed up to her instantly. She sent detailed updates with multiple photos throughout the weekend, and even included our young cats in some pics though she wasn’t responsible to look after them. I cannot thank Jeanne enough for her help and we will definitely book with her in the future.

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Grayson R.
Sitter Profile Image: Haley P.
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Haley P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
144 reviews
51 repeat clients
10 years of experience
Virginia Beach, VA, 23464

Haley helped ease my anxiety about leaving my cats alone, while traveling to Europe. They are both very shy and even THEY felt what an amazing young lady she is! Could not recommend a better sitter!!

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Kyla A.
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 is attentive and takes great care of our babies while we are away. We have used her services several times and will continue to in the future. Also she takes the best candid pet pics!

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Brooke R.
Sitter Profile Image: Kelsey W.
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Kelsey W.
from
$16
per visit
5.0 out of 5 stars
53 reviews
12 repeat clients
10 years of experience
Portsmouth, VA, 23704

This was our first time booking with anyone, and it was just a drop in visit for a few hours while we were on a day trip, but it was just perfect. Kelsey let me know when he had arrived and sent me lots of pics (which I loved) and kept me updated on how it was going. We had good communication back and forth and it was a great peace of mind for me to know the dogs were all good. They had a great break with Kelsey and lots of time to be outside if they wanted, or to cuddle with Kelsey as one of them did a great deal, and just overall a nice social break in their day.

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

Teresa did such an awesome job with my very obstinate rat terrier. I’m so happy with the care that she provided. I was so afraid that he might run off, but she spent some time or at least knew how to handle him and sent plenty of videos and pics every time that she was with him. I finally felt relaxed and didn’t worry knowing that she had it all under control. Teresa….you are the best.

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Betsy G.
Sitter Profile Image: Brookelyn A.
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Brookelyn A.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
50 reviews
20 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: Amy P.
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Amy P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
10 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: Eleanorah-Pearl A.
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Eleanorah-Pearl A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
67 reviews
20 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: Stephanie G.
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Stephanie G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
67 reviews
26 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: 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: 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: Theodora G.
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Theodora G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
58 reviews
21 repeat clients
15 years of experience
Norfolk, VA, 23513

Aimee is so wonderful!! She cared for my cat with such love and attention. I will absolutely reach out to her next time I need someone to care for my tigerlillie.

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Desi G.
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: 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 definitely has a way with animals. My dog doesn’t like everyone and he warmed right up to her. I would highly recommend her and I hope she’ll be able to watch Petey many more times in the future.

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Shannon D.
Sitter Profile Image: Brianna Y.
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Brianna Y.
from
$16
per visit
5.0 out of 5 stars
9 reviews
3 years of experience
Norfolk, VA, 23510

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.
Sitter Profile Image: Myrna D.
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Myrna D.
from
$22
per visit
5.0 out of 5 stars
27 reviews
9 repeat clients
4 years of experience
Norfolk, VA, 23510

A bit of a last minute booking, yet Myrna was so flexible and went above and beyond for me and my orange tabby baby. Myrna is incredible. Will book again and again!

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Alicia C.
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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

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

Nick was so nice. He took great care of Pebbles, arriving early in the morning and in the afternoon for her feeding. She’s pretty low maintenance but we think she was probably lonely and Nick paid her close attention and gave her lots of love when he stopped by, which we appreciated. The updates were great and unobtrusive and we appreciated the photos. We’ll be happy to book him again for our next trip.

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

Haley did an amazing job taking care of my three cats while I was away on vacation for a week. I had complete peace of mind knowing they were in such great hands. She kept me updated with lots of photos, which was incredibly reassuring and made me being away from them so much easier. Haley is thorough, reliable, caring and genuinely sweet. It’s clear she truly loves animals and goes above and beyond to make sure they are happy and well cared for. I couldn’t have asked for a better cat sitter, and I will definitely be booking with her again in the future. Highly recommend!

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Alexa D.
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

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

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

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
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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 August 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 August 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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