Pet Boarding Chesapeake

Find a loving Chesapeake pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 4,298
pet parents in Chesapeake have booked pet boarding

Chesapeake, Find top rated pet boarding

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

1 / 1
Sitter Profile Image: Stephanie S.
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Stephanie S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 31 reviews
6 repeat clients
62 years of experience
Northwest, Virginia Beach, VA, 23462

“My Jibby loved sweet Stephanie and Bree! She was at home right away and happy to get a vacation away from us for a week! 🤣 Thanks, Stephanie!!!”

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Lindsay M.
Sitter Profile Image: Reiniza W.
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Reiniza W.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 52 reviews
20 repeat clients
2 years of experience
Northwest, Virginia Beach, VA, 23455

“Reiniza and her family were so wonderful and treated our girl, Stevie, like family. She was sad to leave! We will definitely go to Reiniza again and are so thankful for a great experience. We highly recommend!!”

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Sean M.
Sitter Profile Image: Rhonda P.
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Rhonda P.
Star Sitter
from
$31
per night
5.0 out of 5 stars
• 94 reviews
41 repeat clients
25 years of experience
Northwest, Virginia Beach, VA, 23455

“Rhonda was great and accommodating. This was my second time booking her and will be doing again in the future. She keeps me updated about my pets a lot too.”

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Robert N.
Sitter Profile Image: Marta & Conor B.
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Marta & Conor B.
from
$46
per night
5.0 out of 5 stars
• 28 reviews
8 repeat clients
10 years of experience
Norfolk, VA, 23518

“Thank you so much to Marta and Conor for taking such great care of Cooper again! He had such a great weekend spending time with them and playing with Linus, and came home happy and tired from all the fun. We always feel so comfortable leaving Cooper with them because we know he’s in great hands and having the best time. We’re so grateful to Marta and Conor for treating him like one of their own, and we would absolutely recommend them to anyone looking for a sitter!”

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Elisabeth N.
Sitter Profile Image: Chris O.
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Chris O.
from
$47
per night
5.0 out of 5 stars
• 87 reviews
19 repeat clients
10 years of experience
Norfolk, VA, 23513

“Chris and Ashley are an extended part of Zsasz’s family at this point. They have been so warm and caring, and know how to handle stressful situations with animals with confidence and ease. Can’t recommend enough!”

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Cory M.
Sitter Profile Image: Shannon S.
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Shannon S.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 78 reviews
25 repeat clients
20 years of experience
Deep Creek South, Chesapeake, VA, 23323

“Shannon took very good care of our babies. She gave us daily updates and pictures. We felt very comfortable leaving them with her. This was our 1st time using Rover and will definitely use again.”

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Diane L.
Sitter Profile Image: Linda R.
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Linda R.
Star Sitter
from
$35
per night
4.9 out of 5 stars
• 99 reviews
41 repeat clients
22 years of experience
North Central, Virginia beach, VA, 23452

“Linda was so helpful when we were in a bind. She quickly responded to our call for a pup sitter. After we picked up Pepper, she immediately started snoozing on the car ride home. So she must have had a good time! Thank you!”

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Gregory & Denise D.
Sitter Profile Image: Eugene J.
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Eugene J.
from
$49
per night
4.9 out of 5 stars
• 159 reviews
70 repeat clients
8 years of experience
Great Bridge East, chesapeake, VA, 23322

“Eugene and his family has been awesome to our fur-kid Royal as she can be a handful. He kept us updated and sent us videos and pictures throughout the weekend. Professionalism and communication is top tier. We will definitely be booking with him in the future!”

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Kirlia A.
Sitter Profile Image: Priscila A.
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Priscila A.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
16 years of experience
Northeast, Virginia Beach, VA, 23451

“Priscila took such great care of George! She sent constant updates and photos. He loved playing with his new friend Dobby (her dog). We will definitely use Priscila again in the future!”

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Alyssa D.
Sitter Profile Image: Brianna H.
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Brianna H.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Norfolk, VA, 23509

“Brianna did a great job taking care of my best friend. She communicated great and sent photos of his escapades. Henry enjoyed his stay and I would definitely work with Brianna again.”

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Tyler B.
Sitter Profile Image: Kayla B.
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Kayla B.
from
$38
per night
5.0 out of 5 stars
• 5 reviews
12 years of experience
Virginia Beach, VA, 23456

“Rémy had so much fun at their house and enjoyed the company of their fur babies. He got spoiled! I felt comfortable leaving him. She provided updates and pictures. I will definitely ask her if she is willing to watch Remy in the future!”

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Brian B.
Sitter Profile Image: Juthamat "Teya" M.
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Juthamat "Teya" M.
from
$40
per night
5.0 out of 5 stars
• 31 reviews
11 repeat clients
10 years of experience
Virginia Beach, VA, 23464

“Teya was very thorough in communication and even recommended food when she ran out of the food we supplied. We really appreciate her and will use her again to sit our dog in the future when we are in the area. ?”

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Timothy G.
Sitter Profile Image: Brittany C.
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Brittany C.
from
$27
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
21 years of experience
Virginia Beach, VA, 23464

“She took my dog last minute after my other river canceled and she was wonderful! Buddy seemed to really like her and I can tell she has a love for animals. Thank you so much for everything!”

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David Z.
Sitter Profile Image: Megumi F.
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Megumi F.
from
$35
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
6 years of experience
Virginia Beach, VA, 23456

“Thank you so much for watching our Lola! She was very calm when she was picked up and updates and pictures were sent everyday. We will book again!!”

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Emily R.
Sitter Profile Image: Jackie & Kevin K.
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Jackie & Kevin K.
from
$35
per night
4.8 out of 5 stars
• 108 reviews
44 repeat clients
20 years of experience
Saunders, Newport News, VA, 23601

“Jackie was awesome!! This is the second time we left our babies with her. The babies were taken care of very well and enjoyed themselves while in her care. Jackie kept us up to date on how the babies were doing and sent several pictures that put us at ease and let us enjoy ourselves knowing that they were having a good time. Would definitely highly recommend Jackie, and we will definitely hire her again.”

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Rosemary B.
Sitter Profile Image: Amado D.
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Amado D.
from
$30
per night
25 years of experience
Portsmouth, VA, 23704

About: I treat every pet like a member of my own family. Whether I'm caring for dogs, cats, or other small pets, my priority is providing a safe, loving, and stress-free environment while you're away. I have experience caring for pets of all ages, including energetic puppies and kittens, adult pets, and seniors who require extra patience and attention. I'm comfortable following feeding schedules, administering oral medications, maintaining exercise routines, cleaning litter boxes and enclosures, and providing companionship tailored to each pet's personality. I understand that every pet has unique needs, so I take the time to learn their routine and preferences. Whether your pet enjoys long walks, playtime, quiet cuddles, or simply keeping their normal schedule, I'll make sure they receive personalized care, plenty of affection, and close attention to their well-being. You'll also receive regular updates and photos, so you can relax knowing your pet is happy, safe, and in caring hands. Pet care is a regular part of my daily routine, and I'm available every day of the week. The only exception is Sabbath mornings from 8:00 a.m. to 1:00 p.m., (no drop at this time) when I have a prior commitment. Outside of those hours, I have a flexible schedule and can provide dependable pet care, including walks, drop-in visits, daycare, boarding, and overnight care. I always make time to give each pet the attention, exercise, and affection they deserve. Your pet's safety, comfort, and happiness are always my top priorities. In my home, I provide a clean, secure, and pet-friendly environment where pets receive plenty of attention, playtime, exercise, and affection. I carefully follow each owner's instructions regarding feeding schedules, medications, exercise, and any special needs to help pets feel comfortable and maintain their normal routine. When caring for pets in a client's home, I respect both the home and the pet's established routine. I make sure pets have fresh food and water, regular potty breaks or litter box cleaning, exercise, companionship, and plenty of love. I pay close attention to their behavior and well-being and will immediately communicate with the owner if I notice anything unusual. I believe trust is built through reliable care and clear communication, so I provide regular updates and photos to give owners peace of mind while they're away.

Sitter Profile Image: Tashaun F.
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Tashaun F.
from
$24
per night
5.0 out of 5 stars
• 134 reviews
52 repeat clients
6 years of experience
Hampton, VA, 23605

“Starting with the meet & greet prior to my dogs stay with Tashaun, it was awesome and not rushed. He asked questions to understand their needs and temperament. My dogs got a feel for him and enjoyed playing fetch on a nice bit of land. The stay was everything I could’ve hoped it to be, even with inclement weather. My dogs were enjoying their stay and I woke up to pictures everyday which made being away from them easier on me. I was gone for almost a week with not 1 issue reported from the dogs getting comfortable quickly, eating, playing or separation anxiety issues. By the end my baby boy was jumping for hugs and my girl demanded attention haha! I would definitely use Tashaun again, if/when needed. Thank you again! Midnight and Mufasa loved you.”

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LynaeTheGoddess
Sitter Profile Image: MaryKathryn & Sebastian O.
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MaryKathryn & Sebastian O.
from
$42
per night
5.0 out of 5 stars
• 28 reviews
13 repeat clients
12 years of experience
North Central, Virginia Beach, VA, 23452

“Amazing as always! Our older pup was sick while we were away and they tended to him with so much care and attention. We always feel so at ease when our dogs are staying with Mary and Sebastian!! Thank you!”

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Samantha R.
Sitter Profile Image: Eric C.
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Eric C.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 135 reviews
49 repeat clients
20 years of experience
moyock, NC, 27958

“Eric was super responsive to my worries with placing Juno for overnight boarding. Juno is very anxious and Eric and his family were kind ,caring and understanding. He sent pictures and texted which helped me feel connected. Juno also found a doggy friend and this calmed her anxiety. I already booked another stay with Eric. Highly recommend Eric!”

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Roe M.
Sitter Profile Image: Cody M.
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Cody M.
from
$32
per night
5.0 out of 5 stars
• 6 reviews
4 repeat clients
8 years of experience
Newport News, VA, 23607

“Cody is fantastic with my English Cocker Spaniels. Highly recommended—great space for the dogs to run around… 100%%”

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Marcos M.
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The median cost per night for pet boarding in Chesapeake is $40

Pet parents share their Rover experiences - Chesapeake

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5.0 out of 5 stars

Very communicative and responsive! Lots of Pictures and updates. I felt very comfortable that my pup was in good hands. Will happily hire again.

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Scott M.
Boarding
5.0 out of 5 stars

We truly appreciated Michelle taking very good care of our Indie girl. Michelle knew we were anxious leaving our pup for overnight stays, but she did a great job keeping us posted with pictures and activity updates. We will reach out again to book Camp Chelley in the future! Thanks again, Michelle!

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Karen S.
Boarding
5.0 out of 5 stars

Jamie, Anthony, and their kids were great for my two boys. They took fantastic care of my dogs for nearly a week while I was out of town on a work trip. I apprecaited the regular updates. I would not hestiate to book with them again!

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Jesseca C.
Boarding
5.0 out of 5 stars

I’m so grateful that he was able to watch my dog on short notice! He was incredibly accommodating and made the whole process so easy. He is also a great communicator and kept me updated, which gave me peace of mind while I was away. I truly appreciate his flexibility, reliability, and care. I would definitely recommend him to anyone looking for a trustworthy and dependable dog sitter!

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Verônica S.
Boarding
5.0 out of 5 stars

Mrs. Dasiy is truly wonderful she welcomes my baby boy like one of her own she’s super attentive and considerate she will forever be my first choice

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Kambriel N.
Boarding
5.0 out of 5 stars

Blaine was very responsive when I scheduled. We met and he was very personable and easy with the dog. we took him to his home as we felt comfortable with him. His house is quiet and calm which we really appreciated. Blaine was very loving with our dog He sent us one picture when he calmed down. we were not interrupted on vacation, but he did response promptly to my text. I will absolutely allow him to sit for us again. Our dog has definitely decided he likes Blaine and bonded.

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Jennifer B.
Boarding
5.0 out of 5 stars

Katie was fantastic! She’s well-organized & great with my dog. If I was staying in town longer, I’d definitely use her again. Highly recommend.

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Brandy B.
Boarding
5.0 out of 5 stars

Once again I had Madison watch my dog Cooper. She is absolutely fantastic with him and takes great care of him. Not even joking when I went to drop them off he took off down the street and ran right to her door. He was so excited. I know it's hard to find a good dog sitter but Madison is one of the best I have ever had.

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Jack D.
Boarding
5.0 out of 5 stars

McKayla was great! She sent lots of photos and updates. She was very responsive and took care of Teddy like he was one of her own! I will absolutely use McKayla again

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Stephanie P.
Boarding
5.0 out of 5 stars

Heather took great care of my pup! She was very attentive and Stella had a blast playing in the yard and pool with the kids.

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Shannon C.
Boarding
5.0 out of 5 stars

Wonderful place for our sweet girl to be. Our pup struggles with anxiety due to a rescue background and Autumn was so patient with her and gave us wonderful daily updates with photos. Highly recommend.

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Destiny B.
Boarding
5.0 out of 5 stars

Jessica was a lifesaver and agreed to board Nellie without much advance notice. She was great about sending us regular updates and photos while we were away. Nellie seemed comfortable during her stay and was a happy pup when we picked her up!

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Kyra M.
Boarding
5.0 out of 5 stars

Isaac took excellent care of our dogs, Duchess and Jojo, while we were away on a week-long cruise. His communication was great throughout our trip, and we really appreciated the frequent photo updates. We picked up our pups happy, healthy, and clearly well cared for. We would absolutely recommend Isaac to anyone looking for a reliable and caring pet sitter.

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Kirt W.
Boarding
5.0 out of 5 stars

Very easy to drop them off and pick up, Brandon came to help and was super friendly and very welcoming for my chaotic kiddos. He did a phenomenal job taking good care of them while I was away. I got lots of pictures of their walks and the fun things they did this amend. I was worried because one of my boys has an anxious attachment personality due to his upbringing before I adopted him, but that wasn’t much of an issue with him due to the comfort and care that was provided. Extremely happy with the service (:

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Daniella C.
Boarding
5.0 out of 5 stars

Shayla was fantastic! Daily updates to let me know how my pup was doing gave me peace of mind while away. She was also flexible with times and very responsive via text.

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Anastasia C.
Boarding
5.0 out of 5 stars

Our dog is always so excited to see Marina when we drop him off. She always takes such good care of him and he comes home happy and healthy. Thanks for all you do!

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David T.
Boarding
5.0 out of 5 stars

Aaliyah was so kind to Nasir I truly appreciate her! Nasir definitely enjoyed his time with her puppy and the big dogs on the farm! Will definitely book again soon!

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Jojo N.
Boarding
5.0 out of 5 stars

Thankful to Paul and his family for accommodating Bo and Jackson during a challenging sitter scheduling. He picked up my dogs from another sitter, identified some pet injuries, and reported them back to let me know my pets were safe and secure. Thanks to him and his family for providing me peace of mind.

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Clifton B.
Boarding
5.0 out of 5 stars

Zimir was absolutely great. We had some last minute changes to our plans and he was able to watch our dogs on short notice. He provided lots of updates, as well as pictures. I definitely recommend Zimir. He was great at communicating as well. Thank you very much Zimir!

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Jonvenette S.
Boarding
4.0 out of 5 stars

This was our dog’s first time staying with a sitter, and unfortunately the experience did not meet our expectations. Prior to booking, we were very transparent about our dog’s needs, including her separation anxiety, walking and feeding routine, and tendency to bark, so the sitter could determine if this was a good fit. The sitter assured us this would not be an issue, noting that our dog would be the only dog in her care, would receive undivided attention, and that she has years of experience caring for dogs. Prior to drop-off, we were informed that she had recently gotten a puppy but were told this would not interfere with our dog’s care, which I strongly believe that it did and overwhelmed her. We also provided two days’ worth of anxiety medication and had explained that this was the first time our dog had ever taken medication. Despite this, we were asked if someone could bring additional medication, which felt uncomfortable and unexpected given our prior conversations. Overall, we wish there had been better alignment between what was discussed before the stay and what the sitter was prepared to handle. Instead of peace of mind, this experience caused additional stress, and our dog returned home noticeably more stressed and slept for several days, which is very unusual for her. Overall she is a very nice person with best intentions but I guess our dog just required more one on one attention since this was her first in 9 years being with a stranger.

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Dawn W.
Boarding
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How to book pet boarding

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet boarding - Chesapeake

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Sitters in Chesapeake average 12
repeat pet boarding clients

FAQs for Pet Boarding - Chesapeake

Frequently asked questions about Rover

The average cost of Pet Boarding in Chesapeake is $38 per night as of October 2026. Most bookings cost between $26 and $53 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 1,041 sitters on Rover for Pet Boarding in Chesapeake. About 94% of Chesapeake sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, means our team will work with you to find a suitable replacement as quickly as possible.

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