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 783
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.

1 / 1
Sitter Profile Image: PC & Will H.
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PC & Will H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
16 repeat clients
20 years of experience
Moseley, VA, 23120

This couple is amazing! I am a first time user of Rover and couldn’t be happier. They sent multiple pictures and videos throughout the weekend. My dog did so well there with their dog and cats. They truly cared for my dog and showed her love. I will definitely be using them again.

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Karen F.
Sitter Profile Image: Ayme Z.
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Ayme Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
606 reviews
176 repeat clients
12 years of experience
Oak Grove, Richmond, VA, 23224

We are so grateful to have found Ayme! We have an anxious dachshund named Newman that we haven't been able to leave with anyone but my mother. Ayme set up two meet and greets with Newman to garner a relationship with him prior to an overnight stay. Newman was still a bit anxious and fearful when we first dropped him off but both Amye and Andrew went above and beyond to make him as comfortable as possible and everything was great from there on out! We received lots of photos allowing us to relax on our trip knowing that Newman was doing great and with people who truly cared about his well being. I can't say enough good things about our experience with Ayme and Andrew; it meant so much to us and we will definitely re-book.

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Brandilyn D.
Sitter Profile Image: Shay & Jake W.
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Shay & Jake W.
from
$35
per night
5.0 out of 5 stars
33 reviews
7 repeat clients
30 years of experience
Henrico, VA, 23231

Shay and Jake always do a wonderful job with our dog Maple, but this time they truly went above and beyond when she had some tummy trouble. Leaving Maple with them feels like leaving her with family.

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Brooke C.
Sitter Profile Image: Sheri J.
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Sheri J.
from
$40
per night
5.0 out of 5 stars
100 reviews
31 repeat clients
7 years of experience
Richmond, VA, 23229

Sheri is a great host for my dog. My dog boarded at her place for about a week and he’s had a great time there. She and her family are very friendly.

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

Adam was friendly, flexible and communicative. He was thoughtful in preparing for Lady and sweet in his interactions with her. Would happily use him again!

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Christine M.
Sitter Profile Image: Julie K.
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Julie K.
Star Sitter
from
$46
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
16 years of experience
Midlothian, VA, 23112

Julie was a perfect hostess to our pup - Tasha enjoyed their large fenced yard and was very happy and at home, very well cared for! Julie provided pics and updates daily. We will use her again for certain.

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Katt H.
Sitter Profile Image: Jesse D.
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Jesse D.
from
$45
per night
5.0 out of 5 stars
58 reviews
18 repeat clients
32 years of experience
Henrico, VA, 23228

Jesse has done a wonderful job taking care of my 7 year old Samoyed! He provides good photo updates, his dogs are friendly, and drop-off/pick-up is always easy. I would highly recommend, and look forward to using his services again in the future.

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Teresa M.
Sitter Profile Image: Donetta N.
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Donetta N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
71 reviews
14 repeat clients
10 years of experience
Richmond, VA, 23223

Donetta was great with Graham! I was a little worried leaving him because I wasn’t sure how he would adjust being gone overnight without seeing me. However, she sent pictures and she gave updates on how he was doing. I was very pleased with her services. I highly recommend Donetta, you won’t be disappointed she’s great with dogs.

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Ashley B.
Sitter Profile Image: Hilary R.
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Hilary R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
219 reviews
75 repeat clients
20 years of experience
Reedy Creek, RICHMOND, VA, 23225

Hilary was great. We met for a meet and greet and Athena was a happy dog! Hilary was very commincative in both the meetup through the day to drop her off. During Athena's stay, she sent me pictures and provided updates about her. Picking her up was also very easy. I would recommend Hilary any time and plan to use her again when needed!

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Nidhi M.
Sitter Profile Image: Stephanie B.
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Stephanie B.
Star Sitter
from
$32
per night
5.0 out of 5 stars
140 reviews
53 repeat clients
20 years of experience
Midlothian, VA, 23114

Stephanie graciously accepted my last minute booking and made Paris feel right at home. Her updates were timely and the photos were great! She is the best. I will definitely book with her again.

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Renee H.
Sitter Profile Image: Caitlyn & Samuel E.
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Caitlyn & Samuel E.
Star Sitter
from
$27
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
20 years of experience
Midlothian, VA, 23114

Caitlyn and Sam were so great with my dog and truly treated him like family! My dog can be a handful so having a sitter who enjoys him as much as I do is very important. I will definitely use them again!

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Kate S.
Sitter Profile Image: Cassandre S.
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Cassandre S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
320 reviews
70 repeat clients
30 years of experience
Midlothian, VA, 23114

Cannot begin to capture what a true gift Cassandre is! She is so much more than a dog sitter. Cassandre is phenomenal with communicating and sending the best pics and videos throughout a stay. She keeps her house immaculate and is extremely organized. The best compliment I can give is that our little Shi Tzu begins wagging her tail frantically the closer we get to Cassandre’s house for the drop off and always looks clean and happy at the pick up. We are so grateful she is our dog’s sitter!!!

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Gale C.
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
21 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: Laura B.
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Laura B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
68 reviews
13 repeat clients
30 years of experience
Midlothian, VA, 23114

This was Luna’s second stay with Laura and DJ. When Luna started wagging her tail the second she heard their voices. She is so happy there- it is truly her home away from home. Laura is wonderful with sending us pictures and videos. We are so grateful to have found such a loving family for our pup to go to when we are away.

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Kira K.
Sitter Profile Image: Dahlia & Jalen B.
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Dahlia & Jalen B.
from
$60
per night
5.0 out of 5 stars
46 reviews
13 repeat clients
20 years of experience
Midlothian, VA, 23112

We couldn’t be more grateful to have found Dahlia & Jalen! They watched Bo & Drexel for a week & I received pictures daily to ease the anxiety of leaving them. I knew they were in wonderful hands & very well taken care of! The drop off & pickup transition was smooth & communication was excellent. We’ll definitely be reaching out for any future trips. We can’t thank you enough, Dahlia & Jalen!

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Megan K.
Sitter Profile Image: Pamela & Paul H.
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Pamela & Paul H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
55 reviews
24 repeat clients
41 years of experience
Henrico, VA, 23229

Pam and Paul went above and beyond to make our Harley comfortable. They sent us numerous updates including pictures and videos. Highly recommend!

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Beverley T.
Sitter Profile Image: Christina D.
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Christina D.
from
$35
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
20 years of experience
Midlothian, VA, 23112

Christina is an awesome dog sitter! Super nice and caring. She kept us in the loop with updates, pics, and videos while we were away. The backyard is a game-changer, especially for our lively Aussie and big Old English Sheepdog. Thumbs up for keeping our pups happy! And we will definitely book with her again! 🐾

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Tanya N.
Sitter Profile Image: Aaren & Jordon D.
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Aaren & Jordon D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
6 years of experience
Swansboro, Richmond, VA, 23224

Aaren and Jordan were such fabulous sitters for my itty bitty 80lbs pittie! They sent several pics and vids throughout his 2day stay which definitely put me as ease. Highly recommend!

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Sonia M.
Sitter Profile Image: ashley g.
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ashley g.
from
$26
per night
5.0 out of 5 stars
33 reviews
10 repeat clients
8 years of experience
Oak Grove, richmond, VA, 23224

Ashley was absolutely amazing with Onyx over the Christmas and New Year’s holiday! She kept me updated with pictures and messages throughout my time away, which gave me so much peace of mind. Onyx loved playing with her kids and looked so adorable cuddling with everyone, it was clear he felt right at home. When Onyx struggled a bit at night and was barking, Ashley was incredibly patient and kind. She reached out to ask for advice and even allowed calming treats to be dropped off while I was away, which I truly appreciated. She followed all of my special instructions perfectly, including giving him his Christmas presents on Christmas Day and feeding him a special holiday meal. I’m so grateful for the love and care she showed Onyx and would absolutely trust her again. Highly recommend Ashley to anyone looking for a reliable, compassionate sitter!

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Keyira F.
Sitter Profile Image: Susan V.
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Susan V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
76 reviews
39 repeat clients
20 years of experience
Glen Allen, VA, 23060

My pooch was very well cared for with Susan! She has a sweet dog herself that was great play companion. Appreciated daily pics to keep me updated of how she was doing!

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Andy B.
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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

Kendra was phenomenal! She consistently sent updates 3 times a day, along with pictures! She def went above and beyond with providing care

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Jamico S.
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

Big thanks to Ms. Abby! This was our first time leaving our pup for a few days. You can always tell by the dog’s demeanor, whether they were taken care of well, and just by the way, our dog said goodbye to Ms. Abby told me that he was loved and cared for well! We also appreciate the timely updates and communication. Thank you Ms. Abby!! We appreciate you!

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Tamara J.
Boarding
5.0 out of 5 stars

Amanda was the absolute best! Took the time and patience to make sure my little guy adjusted to being comfortable around other dogs. Appreciated the daily updates and photos!

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Towanda P.
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

Melissa took wonderful care of our old girl Kilo! Kilo had a bit of a cough and Melissa was absolutely on top of her meds. We got plenty of updates throughout the week, and tons of precious photos of Kilo having fun with Melissa and the kids! We're so happy that Kilo had a little vacation of her own while we were away.

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Effie A.
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

Charlotte was great. She is flexible and responds within an appropriate time frame. Our dog is very anxious and she instantly felt comfortable with Charlotte. I highly recommend her and her services.

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Joseph G.
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

Pups were happy little campers with Rangeen and Mike! We were able to relax knowing they were well taken care of. Will for sure be booking again! Thanks!

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Abbie M.
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
5.0 out of 5 stars

Great doggie caregiver service! She loved on my dog, just like I would! She sent photos too! Thank you!

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Wanda D.
Boarding
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Sitters in Chester average 13
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 August 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 92% 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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