Dog Boarding Chester

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Over 764
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
28 reviews
7 repeat clients
20 years of experience
Chester, VA, 23831

Amanda did a fantastic job with Willow. I was impressed with Amanda’s follow up. I received pictures multiple times a day. She understands that Willow is my world. She made sure that I knew that Willow was eating interacting with the other dogs and comfortable where she was. Not only will I rebook with Amanda. I already have.

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Julie W.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
293 reviews
106 repeat clients
14 years of experience
Chester, VA, 23831

My pups loved their stay with Abby and her family! I highly recommend and will definitely use her services in the future! Being able to vacation with the peace of mind that my pups were safe and happy was amazing! Thank you Abby!!

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

Kendra is amazing as always. I always feel comfortable and at ease when my dog is in her care. She provides quality care and consistent updates. I highly recommend her services.

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

Dylan and Alex did amazing caring for Cali! Starting to wonder if I took the vacation or she did. Cali came home worn out and happy. I got continuous updates about her and I can tell she had a great and comfortable time! Definitely recommend!

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Maille M.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$50
per night
5.0 out of 5 stars
4 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: 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

We were incredibly anxious to leave our Dharma puppy. She has never been without us since joining our family at 10 weeks. But we had to go out of town and Lisa was extremely communicative, she sent pictures, and reassured us every chance she got. We are really happy and highly recommend Lisa.

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Tara M.
Sitter Profile Image: Ellysia F.
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Ellysia F.
Star Sitter
from
$35
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Colonial Heights, VA, 23834

Ellysia is the best! My pups had the greatest time with her and her family. Updated daily with pictures and activities. We will definitely be using her again and recommend her hands down.

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SugarLoaf Debo L.
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

We had an amazing experience boarding our dog with Deven and Tyreek from start to finish! They treated Riot just like their own; he was happy, comfortable and loved! Their communication was excellent, especially the frequent updates they sent with pictures and videos to show us how much fun Riot was having. We (Riot included) are grateful for the care they provided and would absolutely book them again in the future!!

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Tenae W.
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

It is an oasis for any dog, plenty of attention, play, great yard, and large house. They have thought of everything and gave my shy dog the perfect place to be herself and blossom. Super nice communication too!

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Olivia L.
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

Candice is amazing!!! I don't have any human children and Daisy is my only Fur Baby so it's always extremely hard to leave her. Candice was so caring and welcoming, Daisy felt at ease almost immediately which provided a level of comfort and peace that I haven't experienced with any other sitter. The pictures and updates allowed me to further relax, especially considering how happy my baby looked. I highly recommend Candice and will definitely contact her first for all of my pet-sitting needs.

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Tameka W.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$43
per night
5.0 out of 5 stars
8 reviews
2 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: 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

Beverley is amazing with our fur baby Ember! She gives updates to keep us at ease. Our puppy is comfortable there and warms right up as soon as she arrives. We’re so glad we found a trusted sitter through Rover and couldn’t be more pleased with her services. We will always rebook with her!

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Vernita G.
Sitter Profile Image: Michelle H.
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Michelle H.
from
$50
per night
5.0 out of 5 stars
11 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: 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

Andrade is fantastic! Finn was made part of the family and enjoyed playing with her dogs, although we are still teaching him puppy manners and he is quick to claim everything and everyone as his own! The pictures and videos were so much fun to receive. It made me feel secure that he was happy and being well cared for. I was a little worried he might not want to come home!!! We will definitely use Andrade again and cannot recommend her highly enough!

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Allison C.
Sitter Profile Image: Kourtney D.
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Kourtney D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
90 reviews
20 repeat clients
17 years of experience
North Chesterfield, VA, 23234

Kourtney was awesome with our baby girl Daisy Mae! We were pretty nervous because Daisy is just under 2 years old and had never been boarded or babysat. Kourtney was great, providing updates every day and we can tell Daisy was well taken care of. Thanks Kourtney!

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Kris M.
Sitter Profile Image: Leidy C.
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Leidy C.
from
$35
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Colonial Heights, VA, 23834

Leidy agreed to watch our German shepherd with a short notice and did an incredible job! Send frequent updates and pictures which we love! Very grateful he was in such good hands while we had to leave town!

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Anna F.
Sitter Profile Image: Anika D.
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Anika D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
9 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: Tracey H.
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Tracey H.
from
$60
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
35 years of experience
Chester, VA, 23831

Tracey was so sweet and treated my dog like her own. She also very understanding and more than willing to take care of my pup for an additional day when my flight home was delayed. Highly recommend!!

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Etahjayne H.
Sitter Profile Image: Rikki G.
Verified Enhanced Background Check
Rikki G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
24 repeat clients
35 years of experience
Colonial Heights, VA, 23834

Rikki and Pearl are both so sweet!! They welcomed me my pup at the last min and she was wonderful!! She sent plenty of updates. Will. Definitely return

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Kim B.
Sitter Profile Image: Michelle T.
Verified Enhanced Background Check
Michelle T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
54 reviews
15 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

Michelle always does a great job sitting my dog. I had a last minute trip planned and she was able to accommodate. I even had a delayed trip back home and she was very flexible which I appreciated.

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Chelsy H.
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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

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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Popular requests for dog boarding - Chester

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Sitters in Chester average 13
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 August 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 August 2026, there are 801 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.

97% 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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