Pet Boarding Chester

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

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Over 773
pet parents in Chester have booked pet boarding

Chester, 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.

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Sitter Profile Image: Allejah K.
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Allejah K.
from
$34
per night
5.0 out of 5 stars
6 reviews
7 repeat clients
14 years of experience
SOUTH CHESTERFIELD, VA, 23834

Cameron absolutely loved his stay at Allejah’s home. She stayed in close contact with us and gave Cameron the best possible care. We are so thankful to have found her!

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Taylorann B.
Sitter Profile Image: Matthew B.
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Matthew B.
from
$30
per night
5.0 out of 5 stars
13 reviews
10 years of experience
Midlothian, VA, 23112

About: I've been providing loving and dependable dog boarding care for over years, and caring for dogs has truly become a part of my family life. My goal is to provide a safe, comfortable, and welcoming environment where every pup can feel at home while their family is away. I have experience caring for dogs of all sizes and life stages from small breeds to giant breeds, energetic puppies to senior dogs who may need a little extra patience and attention. I understand that every dog has their own personality, routine, and individual needs, so we take the time to provide personalized care for each pup. I am also comfortable following detailed care instructions, including administering oral medications, injections, supplements, and special feeding routines, as directed by pet parents and their veterinarian. I also have experience providing palliative and comfort-focused care for senior dogs or dogs with additional needs. After more than years in the dog boarding world, I still genuinely love what I do and look forward to continuing to provide pups with plenty of love, attention, playtime, comfort, and care while they’re away from home. 🐾❤️ Pet care is a big part of our everyday routine. Since I provide care from home, I am able to spend plenty of time with the dogs throughout the day and give them the attention, supervision, and companionship they need. My daily routine includes regular potty breaks, outdoor playtime, feeding according to each dog’s schedule, medication when needed, rest periods, and lots of love and attention. I also make sure each pup has time to settle in, relax, and feel comfortable in their new environment. I keep my schedule flexible because every dog is different. Whether I am caring for an energetic puppy, an adult dog who loves to play, or a senior pup who prefers a slower and quieter routine, I adjust my day to meet their individual needs. 🐾 Safety, comfort, and trust are always my top priorities. In my home, I provide a clean, secure, and welcoming environment where dogs can relax, play, and feel like part of the family. My home has a fully enclosed 6-foot vinyl privacy fence, giving our guests a secure outdoor space for supervised potty breaks, fresh air, exercise, and playtime. I also keep fresh, clean water bowls available outside during playtime and outdoor time, so our pups always have easy access to water and can stay hydrated, especially during warmer days. I carefully follow each pet parent’s instructions regarding feeding, medications, supplements, potty routines, sleeping arrangements, and any special needs or restrictions. I supervise interactions and take the time to understand each dog’s personality, behavior, and comfort level. Dogs are separated when needed for meals, rest, safety, or simply when they need their own personal space. I pay close attention to changes in appetite, energy, bathroom habits, or behavior and communicate with pet parents if I notice anything concerning. With over years of boarding experience, I understand how important it is to trust the people caring for your dog. I treat every pup with patience, respect, affection, and individualized care, with the goal of making their stay feel safe, comfortable, and as close to home as possible. 🐾

Sitter Profile Image: Michelle T.
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Michelle T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
54 reviews
16 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

Michelle was wonderful! Highly communicative and sent a bunch of pictures. Her pup was so friendly and welcoming to my pup. They had a blast together!

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Holly E.
Sitter Profile Image: Rikki G.
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Rikki G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
39 reviews
25 repeat clients
35 years of experience
Colonial Heights, VA, 23834

If we could give Rikki a 20 star rating we would!! Our sweet Izzy can be a handful/challenge but Rikki quickly figured her out beautifully! Rikki stayed on top of Izzy’s medication, understood her issues and somehow managed to keep up with Miss Izzy and her ways! Rikki sent pictures and updates which we loved- knowing Izzy was cared for made us relax!! We truly/ honestly can’t say enough positive things about Rikki! We feel so fortunate to have found someone we feel comfortable leaving Izzy! If we say more, Rikki may be too booked to keep Izzy in the future!! Definitely recommend Rikki!!!

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Kathy E.
Sitter Profile Image: Megan G.
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Megan G.
from
$35
per night
5.0 out of 5 stars
9 reviews
7 years of experience
North Chesterfield, VA, 23234

Megan was wonderful. She took great care of our Roxie and sent us daily text updates with pictures. Anytime Roxie needs to stay somewhere, Megan will be our first call.

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Carrie P.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$50
per night
5.0 out of 5 stars
57 reviews
15 repeat clients
15 years of experience
Chester, VA, 23831

Sabrina did very well! I received photos everyday and I felt they looked happy and well cared for/loved. I will definitely be using her services again! Thank you!

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Dylan H.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$28
per night
5.0 out of 5 stars
331 reviews
91 repeat clients
30 years of experience
North Chesterfield, VA, 23236

Always above and beyond care for your dog. It’s a real big plus to see daily photos of your dog, along with someone treating them as your own.

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Emerald S.
Sitter Profile Image: Ayme Z.
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Ayme Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
611 reviews
177 repeat clients
12 years of experience
Oak Grove, Richmond, VA, 23224

My dog Chase stayed with Ayme for several nights and we were so pleased with the whole experience! This was our first booking with Rover, and Ayme was the perfect example of what the site strives for. She was super responsive to our booking request, logistics inquiries, and questions. During our meet and greet and subsequent stay, Ayme was sweet and friendly and welcoming to Chase (and me!). She sent pictures throughout his stay. Chase enjoyed walks, play time in her yard, and a cozy spot to snooze with lots of love. We will be booking again with Ayme!

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Rebecca S.
Sitter Profile Image: Laura B.
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Laura B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
69 reviews
13 repeat clients
30 years of experience
Midlothian, VA, 23114

Laura and DJ took such great care of our dogs, Benny and Kiwi, while we were away for our wedding weekend!! They sent regular picture and video updates of the pups playing, getting love, and having fun. I can’t thank them enough! Definitely 10/10 recommend booking with them!

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Devon B.
Sitter Profile Image: Roxana M.
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Roxana M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
16 reviews
8 repeat clients
3 years of experience
Hopewell, VA, 23860

Roxana is wonderful with our girls. One of our pugs has several health issues and takes a lot of different meds. Roxana is always on top of it. She’s wonderful!

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Ruth Anna G.
Sitter Profile Image: Michaela Z.
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Michaela Z.
from
$45
per night
5.0 out of 5 stars
30 reviews
15 repeat clients
5 years of experience
Upper Shockoe Valley, Richmond, VA, 23223

From start to finish, Michaela did a wonderful job watching our little dog Coco! She always responded in a timely manner and kept in touch with us, sending pictures and updates daily. We’re so grateful that Coco was loved and taken well care during our trip abroad. We would highly recommend Michaela if you should need a loving and caring pet sitter!!🥰🐾

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Teresa L.
Sitter Profile Image: Adam B.
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Adam B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
51 reviews
15 repeat clients
10 years of experience
Chesterfield, VA, 23838

Adam is a natural, per Cooper. We knew the moment we met him that Cooper was in good hands. Cooper took to him immediately and made himself at home. We got him back last night and Cooper was calm and happy. Thanks Adam!!!

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Tracy F.
Sitter Profile Image: Denny M.
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Denny M.
from
$50
per night
4.3 out of 5 stars
7 reviews
4 repeat clients
12 years of experience
Chester, VA, 23831

Had a great experience working with Denny. He was very kind and great communicating from start to finish. My dogs had a great time and would definitely recommend.

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Z A.
Sitter Profile Image: Kayce M.
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Kayce M.
from
$42
per night
4.9 out of 5 stars
151 reviews
31 repeat clients
15 years of experience
Petersburg, VA, 23803

Kayce took great care of our little guy. My dog can be very anxious with new people and places, but really enjoys Kayce. She’s incredibly caring and sent updates throughout our trip. Will be using again!

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Julia B.
Sitter Profile Image: Miranda C.
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Miranda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
20 years of experience
Midlothian, VA, 23112

Miranda was so communicative with every step of the process. She kept me updated daily with McCoy's 9 day stay with her and her wonderful family. She even answered questions afterwards and I'll happily rebook with her next time I travel.

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Tammy B.
Sitter Profile Image: Cindy T.
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Cindy T.
from
$42
per night
5.0 out of 5 stars
314 reviews
85 repeat clients
20 years of experience
north chesterfield, VA, 23235

Cindy is the best dog sitter! I always am able to trust that my dogs are being well taken care of when I am out of town and they aren’t stuck in a crate. Oscar & Shnaynay love going to Cindy’s! Couldn’t ask for better!

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Currie W.
Sitter Profile Image: Airlea e.
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Airlea e.
from
$45
per night
5.0 out of 5 stars
5 reviews
13 years of experience
Richmond, VA, 23237

Best pet sitter around. My pup absolutely loves going to see Airlea and I don’t have to worry about bit if he is being taken care of. She sends pictures and videos throughout the day so I can see how much fun my dog is having. Half the time he isn’t ready to leave and wants to stay with her lol. If you are looking for a wonderful sitter for your 4 legged family, she is the one!!

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Gail S.
Sitter Profile Image: Laura C.
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Laura C.
Star Sitter
from
$28
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
16 years of experience
Richmond, VA, 23236

Laura and her family do an excellent job with Nacho. I am comfortable leaving him in their care as I know they will treat him no different than as a member of their family. I'm sure he misses us, but he also looks forward to boarding at their house so I am not worried at all that he will be homesick.

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Mike K.
Sitter Profile Image: Myrna C.
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Myrna C.
Star Sitter
from
$41
per night
4.9 out of 5 stars
70 reviews
34 repeat clients
40 years of experience
Oakwood, Richmond, VA, 23223

Myrna was great with our dog Archie!! She's very experienced with watching dogs and her house seems like a great environment for dogs to have a great time. I'd highly recommend her!

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Daniel & Alisha S.
Sitter Profile Image: Jay B.
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Jay B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
317 reviews
103 repeat clients
30 years of experience
Henrico, VA, 23231

Our two dogs had a great time socializing with the other dogs and couch time in the evening. Jay kept us informed with photos throughout the stay. We will be back. Thanks!

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Robert H.
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The median cost per night for pet boarding in Chester is $45

Pet parents share their Rover experiences - Chester

1 / 1
5.0 out of 5 stars

Frank had such a great time with Amanda! She was incredibly communicative throughout his stay and kept us updated with lots of photos and videos, which we really appreciated. It was so nice being able to see how happy and comfortable he was while we were away. Frank clearly loved his time with her and, honestly, didn’t want to leave when it was time to come home! Amanda took great care of him, and we would absolutely recommend her to anyone looking for a caring and reliable sitter. We will definitely be booking with Amanda again!

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Ashley A.
Boarding
5.0 out of 5 stars

My sweet girl had an amazing stay with Abby and her family! Felt so comfortable leaving my baby with her.

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Denise R.
Boarding
5.0 out of 5 stars

Rangeen did a great job with my girl. She was very patient and understanding of her needs. She was very responsive and gave multiple updates.

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Phillip P.
Boarding
5.0 out of 5 stars

Of course! Here it is with Tracey spelled correctly: Writing Miss Tracey was absolutely wonderful with my Milo! 🐾❤️ She did such a fabulous job taking care of him over the weekend, and I truly couldn’t have asked for a better sitter. She is incredibly kind, thoughtful, considerate, and attentive, and you can tell how much she genuinely cares about the pets she looks after. She always goes above and beyond to make sure Milo is happy, comfortable, and well cared for, and that means the world to me. I have complete peace of mind whenever he’s with her, which is priceless! I absolutely adore Miss Tracey, and she is without a doubt my go-to sitter for Milo. We are so lucky to have her! Thank you, Tracey, for always taking such amazing care of my boy. We appreciate you more than you know! 🐶💕

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Aiketa W.
Boarding
5.0 out of 5 stars

Kendra was amazing and consistent! We met prior to make sure my dog was comfortable before staying at her residence. Kendra made sure she was updated me with pictures and moments throughout the day. Her love for dogs is phenomenal! Book with Kendra you will not be disappointed! ❤️

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Osaretin I.
Boarding
5.0 out of 5 stars

This was my first time leaving my pup with a sitter after having him for over five years Miss Melissa insured that at every stage of the weekend, I knew what he was doing, and how he was doing and took him for many walks. Sent lots of pictures. She treated my baby like one of her own I would recommend her and we’ll keep having her watch my pup as I was very comfortable with her care.

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Judith N.
Boarding
5.0 out of 5 stars

Charlotte is the absolute best, and my puhpeh girl Winter loves her stays. She's super understanding and flexible if able. My girl always comes home ready to nap so I know she was well taken care of and probably a little spoiled. Communication is always great/consistent and I get some cute pictures while I'm away. Your fur kid(s) will be in great hands here.

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Ti J.
Boarding
5.0 out of 5 stars

If I could give Amy and Grant more than five stars, I would! Leaving your dogs with someone else is never easy, but from the moment we met them, they made us feel welcome and at ease. They took the time to show us both the inside of their home and their yard, which was very important to us, and it was immediately obvious how organized and prepared they are. They asked thoughtful questions about Charlie and Roscoe's personalities, routines, feeding schedules, medications, supplements, allergies, and habits so they could care for them exactly the way we do. Amy and Grant took the time to understand each of their individual needs, and it was obvious from the beginning that they truly wanted to provide the same level of care our dogs receive at home. We had a last-minute schedule change that was completely my fault, and they were incredibly understanding and accommodating without making me feel like it was an inconvenience. Throughout their seven-day stay, they sent multiple updates every day with photos and videos that made us smile and reassured us that our boys were happy, safe, and loved. It was especially sweet to see their children spending time with Charlie and Roscoe and treating them like members of the family. The thing that impressed me most was the incredible attention to detail. They sent home a spreadsheet documenting everything—from feedings, medications, and supplements to personalities, allergies, and routines. Because we have a very specific way of caring for our dogs, that level of organization meant the world to us. Amy and Grant cared for Charlie and Roscoe as if they were their own, and that's something you simply can't put a price on. We are so grateful for everything they did, and I would trust them with our dogs again in a heartbeat. I recommend them wholeheartedly to anyone looking for caring, dependable, organized, and genuinely wonderful Rover sitters.

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Christy C.
Boarding
5.0 out of 5 stars

Sabrina did very well! I received photos everyday and I felt they looked happy and well cared for/loved. I will definitely be using her services again! Thank you!

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Dylan H.
Boarding
5.0 out of 5 stars

Sarah was amazing and made me feel comfortable leaving my fur baby. She communicated often with updates.

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Rasheedah N.
Boarding
5.0 out of 5 stars

Lisa was so great with our dog and the weirdo that she is. She sent us regular updates and pictures, and her and my dog were best friends by the end of the stay. We appreciate Lisa so much!

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Matt H.
Boarding
5.0 out of 5 stars

Such a great sitter! My babies loved being there and came back refreshed and SPOILED! highly recommend for your fur babies

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Keisha O.
Boarding
5.0 out of 5 stars

I always feel secure with leaving my Boston terrier with Stephanie. It’s also nice the she has a small dog that can play with my dog. I received daily pictures and videos of my dog. I have used Stephanie a few times and I also satisfied with service.

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Mashia O.
Boarding
5.0 out of 5 stars

This was my pup’s second stay with Michelle and it went just as smoothly as the first time. I always get nervous leaving my dog for any period of time, but especially for long trips. Michelle is thoughtful and welcoming and does an amazing job taking care of my dog.

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Hannah N.
Boarding
5.0 out of 5 stars

Everything went very smoothly with Abreya, from the communication, the meet and greet until the end of my babies stay. Had a very pleasant experience. I was happy and my babies were happy. Will book with her again.

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Maria R.
Boarding
5.0 out of 5 stars

Jeanette, took very good care of my two dogs. I will definitely use her again. My girls seemed very happy and at home when I picked them up.

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Patrick C.
Boarding
5.0 out of 5 stars

Our dogs love going to his house. They get really excited everytime we drive near it. Denny is very responsive and great with my dogs. We have used his services many times. You couldn't ask for a better sitter/handler.

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Z A.
Boarding
5.0 out of 5 stars

Beverly was amazing. I am thankful for the care she gave our dog Ziggy and for the daily updates with videos. She is very considerate and lovely to work with, I would recommend her to anyone that is thinking of boarding their dog.

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Darling C.
Boarding
5.0 out of 5 stars

They did a wonderful job taking care of our very spoiled great dane, Suvi. Will definitely book again!

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Jennifer F.
Boarding
5.0 out of 5 stars

Leigh and her family are so kind and wonderful to work with. I was glad to leave Duke in her care again!

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Adam S.
Boarding
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Popular requests for pet boarding - Chester

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Sitters in Chester average 12
repeat pet boarding clients

FAQs for Boarding - Chester

Frequently asked questions about Rover

The average cost for Pet Boarding in Chester on Rover is $31.08 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding 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 Pet Boarding. For more information on service fees, click here .

There are 817 sitters on Rover for Pet Boarding in Chester. About 93% of Chester 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 Meet & Greet 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 Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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 .

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.

Emergency support 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, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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