Dog Boarding Chester

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Over 754
pet parents in Chester have booked dog boarding

Chester, Find top rated dog 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: Amanda B.
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Amanda B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
32 reviews
13 repeat clients
20 years of experience
Chester, VA, 23831

I was extremely satisfied with the care Bentley received while with Amanda and her family. Her fur babies were very welcoming to Bentley and I felt he was happy with his new friends. To my surprise, they went on a “field trip” where they were allowed to run off leash and smell and play in a very large confined space . I worried he would not want to leave with me and leave his friends behind. I highly recommend Amanda and will definitely use her in the future!!

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Phyllis S.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
301 reviews
110 repeat clients
14 years of experience
Chester, VA, 23831

Zulema came to us super happy. She got home & slept all day! So I can tell she had tons of fun & was taken care of! Abby is an excelent communicator & made sure to send pictures and updates. 10/10

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Bradley F.
Sitter Profile Image: Kendra B.
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Kendra B.
Star Sitter
from
$25
per night
5.0 out of 5 stars
50 reviews
12 repeat clients
25 years of experience
North Chesterfield, VA, 23237

Kendra is the best! Yasha loves her and Gizmo and lights up whenever I tell her she is going to see them. She is personable and treats my baby like her own!

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Tawana B.
Sitter Profile Image: Dylan H.
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Dylan H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
565 reviews
210 repeat clients
20 years of experience
Chester, VA, 23831

Dylan and Alex are the best. I drive 45 minutes to leave my dogs with them because I know they will be safe with them and I can have a peace of mind while I travel. Thank you so much for taking good care of my fur babies.

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Theresa H.
Sitter Profile Image: Lisa C.
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Lisa C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
71 reviews
22 repeat clients
40 years of experience
North chesterfield, VA, 23237

Lisa is amazing and took great care of my boy, Henry! She provided updates and photos while dog sitting and has a nice home with fully fenced backyard to accommodate any dog. Henry enjoyed his stay and we'll definitely look to work with her again for dog sitting needs.

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Tyler B.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
30 years of experience
Chester, VA, 23831

This was my first time using Rover and I was very pleased with Melissa and the love her family gave my sweet little Louie. We booked an overnight boarding for 3 nights and her service and communication were next to none. I greatly appreciate her daily photo updates, as it secured not only myself but the fact my kids were just as pleased to know that their fur brother was in great hands . I’d definitely be willing to book her again and recommend her services to anyone looking for a compassionate caregiver!

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Megan G.
Sitter Profile Image: Deven & Tyreek C.
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Deven & Tyreek C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
29 reviews
16 repeat clients
15 years of experience
North Chestefield, VA, 23237

Deven and Tyreek provided excellent care for our dog while we were away and sent photos of her every other day. We really appreciated the piece of mind they provided so that we could enjoy ourselves!

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Neville P.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$43
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Chester, VA, 23836

If I could give 100 stars I would for the exceptional care Sarah gave to my baby I would. Not only did she care for Penny as if she was her own, this was the first time Penny has been left with anyone other than family, and Sarah made Penny feel as though she was family. I would recommend Sarah to service your pet without hesitation only when I wouldn't need her again, period!

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Terrence J.
Sitter Profile Image: Amanda & Adam B.
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Amanda & Adam B.
Star Sitter
from
$33
per night
5.0 out of 5 stars
85 reviews
31 repeat clients
17 years of experience
Chesterfield, VA, 23838

Sure! Here’s a thoughtful review you can use: ⭐️⭐️⭐️⭐️⭐️ Amanda and Adam did an amazing job pet-sitting my dog over the weekend! They made sure she felt right at home, sending me daily updates and adorable pictures that gave me peace of mind while I was away. It was clear they truly cared for her, and I could tell she was happy and well taken care of. I really appreciate their reliability and kindness, and I will absolutely continue to use them in the future. Highly recommend!

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ogdanni ✨.
Sitter Profile Image: Ellysia F.
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Ellysia F.
Star Sitter
from
$41
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Colonial Heights, VA, 23834

Ellysia is the very best dog sitter we have ever had. Abby was right at home at her house for 12 days. It was clear she felt loved and cared for. She was great about communication what Abby was up to and sent photos and videos. It is rare to find someone you feel this confident about leaving your dog with. Abby is sensitive to thunder and she gave special care and attention to help Abby through those times. We feel very blessed to have found such a nice wonderful caring person to send Abby to when we are gone. Thank you so much!

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Debra K.
Sitter Profile Image: Leidy C.
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Leidy C.
from
$35
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
5 years of experience
Colonial Heights, VA, 23834

We had a wonderful experience with Leidy! She took excellent care of our senior dog, kept us updated with messages and photos, and made us feel completely at ease while we were away. It was obvious our dog was happy, comfortable, and well cared for ❤️ We would absolutely book with Leidy again and highly recommend her to anyone looking for a trustworthy and caring sitter!

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Nickita B.
Sitter Profile Image: Candice D.
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Candice D.
from
$40
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
25 years of experience
North Chesterfield, VA, 23237

Cooley's first time being away from home was the best experience ever thanks to Candace. Candace took him in and treated him like he was her own. Arwin, Candace's dog and Cooley got along so well together and normally he doesn't do well with other dogs. I would definitely recommend her for your dog sitting needs. She's such a caring and honest person that truly loves all pets. I was updated with messages and pictures the whole time he was there. Feel free to look at his stay pictures. They are so cute. We already have a trip planned in July and he will be staying with Candace again. I'm so happy to have found her. It surely does make vacationing easier now knowing that I have someone to take excellent care of him. Thanks again Candace for a great stay. Annette & Cooley

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Annette B.
Sitter Profile Image: Tracey H.
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Tracey H.
from
$60
per night
5.0 out of 5 stars
40 reviews
12 repeat clients
35 years of experience
Chester, VA, 23831

This was the first time I ever needed to board my dog. Ms. Tracey was absolutely wonderful with my Sullivan. She took great care of him and sent us plenty of pictures so we would not miss so much. I would recommend her to anyone looking to board their dog. She is definitely at the top of our list if we ever need this service again. Thank you so much Rover/Ms. Tracey.

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Felicia R.
Sitter Profile Image: Beverley S.
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Beverley S.
from
$50
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Chester, VA, 23831

Beverly was AMAZING. Kept in contact with me every step of the way, sent me the greatest photo updates, taught my puppy some new lessons, took incredible care of him, even washed my dishes she returned that my puppy had used while staying with her. I can’t say enough good things about her. I will absolutely be using her every time I go out of town. Her house was an incredible set up for dogs, especially the backyard. My puppy had the best time and didn’t want to leave. Thank you, Beverly!!!

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Shelley G.
Sitter Profile Image: Ari S.
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Ari S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
70 reviews
18 repeat clients
15 years of experience
Chesterfield, VA, 23838

Ari took such good care of Stella!! I received updates and photos every day. You could tell Stella was having an awesome time. Ari was very accommodating of Stellas needs as an older dog with knee issues. Her home is so dog friendly with plenty of places for Stella to rest and explore. She was also very understanding and flexible with my travel plans. Would 1000% recommend, and Stella will be back here for sure

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Melissa L.
Sitter Profile Image: Andrada T.
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Andrada T.
from
$45
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
10 years of experience
North chesterfield, VA, 23237

Andrada was wonderful! She sent us daily pictures, videos and updates. She responded quickly and worked with our schedule. I will 100% recommend her. We will most definitely be returning in the near future. Kizzez will miss Molly and Zara ?!

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Sorina M.
Sitter Profile Image: Nicole R.
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Nicole R.
from
$30
per night
1 repeat client
15 years of experience
Chester, VA, 23831

About: I am very familiar with all types of dogs! I grew up with german shepherds and most recently have fostered a Great Pyrenees. I live a very active lifestyle and am looking to go on lots of walks with your fur baby! I love giving lots of attention and ensuring interactive time with the animals in my care. Use this link for $40 off your first Rover booking!!: https://www.rover.com/sit/nicolr34569 I'm currently working part-time and have a lot of time, especially during the day, to look after your pet(s). Just give me a heads up what your request is so I can take a look at my schedule. I can go on long or short walks (I prefer longer!) I will provide a safe environment and ensure your pet's needs are more than just met.

Sitter Profile Image: Michelle H.
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Michelle H.
from
$50
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
25 years of experience
Chester, VA, 23831

Michelle took great care of our 5 month old puppy for a week, including getting up at all hours for him to potty. She sent pics every day and her lovely dogs took ours under their wing.

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Mark S.
Sitter Profile Image: Anika D.
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Anika D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
South Chesterfield, VA, 23803

Ms Anika and her family was great taking care of Dog I thought it would be an issue but when I reached out to her she responded back and sent a video of my dog having fun I will definitely re-book with her in my next trip

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Cinnamon J.
Sitter Profile Image: Kourtney D.
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Kourtney D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
90 reviews
20 repeat clients
17 years of experience
North Chesterfield, VA, 23234

Kourtney took care of my dogs for a work week while I was on travel, and they seemed to do very well! I always worry when I have to leave my dogs and Kourtney was great about sending me lots of updates and pictures throughout the week which I greatly appreciated. I’ll definitely try to board my dogs with her again!

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Jeremy K.
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The median cost per night for dog boarding in Chester is $45

Dog parents share their Rover experiences - Chester

1 / 1
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

Willow is completely at ease with Amanda. Amanda does a fantastic job keeping me informed about Willow’s health, activities, and interactions with their family. I have already rebooked. I have and will change plans if Amanda is not available.

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Julie W.
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 dog boarding - Chester

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Sitters in Chester average 12
repeat dog boarding clients

FAQs for Boarding - Chester

Frequently asked questions about Rover

The average cost for Dog 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 Dog 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 Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 799 sitters on Rover offering Dog Boarding across Chester. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

94% of Chester sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Chester landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chester home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Chester.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Chester sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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.

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

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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