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 704
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: Laura C.
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Laura C.
Star Sitter
from
$28
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
16 years of experience
Richmond, VA, 23236

Laura was fantastic! She sent updates and pictures everyday. Nellie had the most fun with Laura and her family. I loved how they really adopted Nellie into the family for the week!

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Natasha S.
Sitter Profile Image: Cindy T.
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Cindy T.
from
$42
per night
5.0 out of 5 stars
308 reviews
84 repeat clients
20 years of experience
north chesterfield, VA, 23235

Exceptional experience! Despite our fragile itinerary, Cindy remained flexible. As soon our dog met Cindy, she immediately felt welcome and willingly followed Cindy. The pictures confirmed how safe and comfortable our dog felt with Cindy. Next trip, Cindy will be our first choice.

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Jack W.
Sitter Profile Image: Ellysia F.
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Ellysia F.
Star Sitter
from
$30
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: Vivianlee T.
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Vivianlee T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
4 years of experience
Brookland Park, Richmond, VA, 23222

Amazing service! Super sweet, great communication, picked up a super happy puppy!!

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

About: I have lived dog with multiple dogs my whole life. I have 5 years of experience in the veterinary world that has broadened my horizon to the variety of breeds out there and the different requirements they need. I also specialize in medicating our furry friends in the most stress-free way possible. I have experience training my own service dog from 8 weeks old to present and continue to keep his training up to date. I also specialize in hospice care for our are geriatric puppies, because no matter how old they are, they are always puppies to us. I am currently pet sitting for people Part-Time. my goal is to make caring for animals my full-time job. While I continuemaking commissioned pet portraits! Along with other commissions for various prints and paintings. At my house, dogs will eat separately from other dogs for safety and have long line leash walks for potty breaks. If a pet is known to have toy aggression, toys will be taken out of the equation. I do have a service dog that comes with me everywhere including my clients homes. If a client 's pet is dog aggressive or the cats are scared of dog, I will not have my service dog interact with them to give comfort and safety for all.

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
27 reviews
14 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: 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 is absolutely phenomenal! We were so worried because our usual Rover sitter was not available. Kourtney was very empathetic with our situation and made our CKCS fur baby feel comfortable. For those out there worried about their anxious pup with special needs, Kourtney is absolutely perfect and a brilliant sitter.

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Ben G.
Sitter Profile Image: Teresa P.
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Teresa P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
6 years of experience
Cedarhurst, Richmond, VA, 23225

Teresa was the best rover host we’ve had. My Australian cattle dog did not want to leave! Teresa was so kind and clearly enjoyed caring for Allie. I received frequent text and photo updates throughout the weekend of Allie having a great time. Teresa was easy to communicate with and we will definitely reach out again in the future!

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Annie Z.
Sitter Profile Image: Amy M.
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Amy M.
from
$35
per night
5.0 out of 5 stars
576 reviews
228 repeat clients
6 years of experience
Glen Allen, VA, 23060

Amy provided wonderful pictures and even video of our 5 month old puppy during his first stay away from us. She was extremely quick to respond, easy to work with, and made us feel at ease leaving our pup with her and her family. Highly recommend!

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Kyle J.
Sitter Profile Image: Cyndi M.
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Cyndi M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
191 reviews
70 repeat clients
45 years of experience
Richmond, VA, 23228

Cyndi was awesome! Kept both of our 100+ pounders and never flinched! They were so happy with her I thought they may not want to come home! We will definitely be booking another stay with Cyndi!

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Beth W.
Sitter Profile Image: Miguel A.
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Miguel A.
Star Sitter
from
$40
per night
5.0 out of 5 stars
43 reviews
11 repeat clients
7 years of experience
Henrico, VA, 23231

Miguel was great with Zeus ! He updated me with pictures and videos through his whole stay and zeus has a great time with his new furry friends !

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Raven G.
Sitter Profile Image: Aaren & Jordon D.
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Aaren & Jordon D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
6 years of experience
Swansboro, Richmond, VA, 23224

Aaren & Jordon are truly wonderful puppy sitters! Throughout my pup’s stay with them, I received multiple updates during the day of the fun activities they were getting into. We were put at ease and loved to see our girl so happy while we were apart! We are thankful for them for welcoming our pup into their home with open arms.

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Noralee S.
Sitter Profile Image: Tiffany B.
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Tiffany B.
Star Sitter
from
$49
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
20 years of experience
Swansboro, Richmond, VA, 23225

This was a great experience for both me and Mila. Tiffany took such great care of my fur baby and sent me pictures so I knew how she was doing throughout her stay! Tiffany will definitely be my go to dog sitter moving forward.

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

Christina and her family were amazing with our skittish girl. She communicated every day with status updates and I felt her compassion in every message. She put our minds at ease which allowed us to fully relax and enjoy the vacation. Will book her again for future boarding stays.

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Jana S.
Sitter Profile Image: Miranda C.
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Miranda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
20 years of experience
Midlothian, VA, 23112

Very friendly and accommodating. My fur baby who is usually a little scary appeared to be very comfortable upon arrival. And the photos that were sent she looked happy. I definitely will rebook again. Maybe try a day visit since my girl enjoyed playing with Miranda's pup so much🫶🏾

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Dwan B.
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
36 reviews
9 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: Stephanie B.
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Stephanie B.
Star Sitter
from
$32
per night
5.0 out of 5 stars
135 reviews
52 repeat clients
20 years of experience
Midlothian, VA, 23114

Stephanie was flexible and communicative with great updates. She made everything super easy and Bonnie didn’t want to leave! So glad to have someone who is both reliable and close. We’ll definitely work with Stephanie again!

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Teresa W.
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

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: 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

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: Kelsey W.
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Kelsey W.
Star Sitter
from
$30
per night
4.9 out of 5 stars
17 reviews
4 repeat clients
26 years of experience
Fort Gregg-Adams, VA, 23801

Awesome sitter, I have rebooked and she always treats my dog with the same care I would. Sends me updates and photos on how he’s doing, I have and will definitely recommend to family and friends!

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Jeremy W.
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The median cost per night for pet boarding in Chester is $45

Pet parents share their Rover experiences - Chester

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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

What can I say about Kendra except that she is amazing! We were apprehensive about leaving our dog because she had been going in the crate alot. Kendra was patient, devised a pottery schedule and sent updates with pictures each day. We could not have asked for a kinder nor competent sitter for Sophia while on vacation. Kendra is our go to from now on. Thank you Kendra!

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Derik J.
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

I can’t be more grateful for Amy and her whole family! Our dogs had the time of their lives! They loved their backyard and got to play so much! Despite all of their corks, Amy accommodated every single one of them. Truly can’t recommend them enough!

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Anna F.
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 July 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 825 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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