Dog Boarding Chester

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Over 688
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 15% and taxes will apply.

1 / 1
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
282 reviews
98 repeat clients
14 years of experience
Chester, VA, 23831

Abby saved the day for us, she welcomed our fur baby in with open arms and even though he can be quite a handful she held her own! I would highly recommend Abby to anyone who wants a personal touch with the right amount of professionalism. Abby knew what she was doing and put any apprehensions we may had completely to rest! If I could rate her higher than 5 stars I would - looking forward to using her services in the future. Thank you!!!!

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J.E. H.
Sitter Profile Image: Amy & Grant P.
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Amy & Grant P.
from
$34
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
3 years of experience
Chester, VA, 23831

This was my first time ever using Rover, and Amy and Grant made it such a great experience! They were absolutely amazing with my dog Oscar—super communicative, informative, and clearly very caring. I got regular updates and photos, and it looked like Oscar was having the best time. He came home happy, healthy, and clearly well-loved. I could tell they treated him like part of the family. I wouldn’t hesitate to book with them again. Highly recommend!

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Gabe H.
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
21 reviews
6 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: Dylan & Alex B.
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Dylan & Alex B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
545 reviews
199 repeat clients
20 years of experience
Chester, VA, 23831

Domino seemed to have a great couple of days with Dylan and Alex, they are quick to reply back and very friendly! Would definitely recommend!

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Landon M.
Sitter Profile Image: Kendra B.
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Kendra B.
Star Sitter
from
$25
per night
5.0 out of 5 stars
41 reviews
11 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: Amanda & Adam B.
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Amanda & Adam B.
Star Sitter
from
$33
per night
5.0 out of 5 stars
83 reviews
28 repeat clients
17 years of experience
Chesterfield, VA, 23838

Adam and Amanda are the best! There are plenty of other dog sitters who live closer to me, but there’s a reason why I am willing to drive 45 minutes one way to drop off Rocky. I know he will be taken care of and loved. Which is a peace of mind for our family.

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Jordan F.
Sitter Profile Image: Tracey H.
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Tracey H.
from
$44
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: Beverley S.
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Beverley S.
Star Sitter
from
$40
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: Melissa M.
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Melissa M.
from
$38
per night
5.0 out of 5 stars
1 review
1 repeat client
30 years of experience
Chester, VA, 23831

Melissa was absolutely wonderful with my dog. She was excellent with the communication and pictures and I felt so good to see my dog happy while I was out of town taking care of business. Melissa will forever be my dog sitter for my pup.

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

Lisa is fabulous! She gave my Daisy all of the love and provided plenty of updates throughout the weekend to ease my anxiety. She was super flexible with drop-off and pick-up times and great to work with. Definitely recommend her!

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Kayley R.
Sitter Profile Image: Deven & Tyreek C.
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Deven & Tyreek C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
27 reviews
13 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: 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: Leidy C.
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Leidy C.
from
$35
per night
5.0 out of 5 stars
3 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: Denny M.
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Denny M.
from
$50
per night
4.3 out of 5 stars
7 reviews
4 repeat clients
12 years of experience
Chester, VA, 23831

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

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Z A.
Sitter Profile Image: Jeanette A.
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Jeanette A.
from
$40
per night
5.0 out of 5 stars
11 reviews
1 repeat client
30 years of experience
Chester, VA, 23831

Jeanette responded to our request right away in such a short notice. She happily took care of our 2 pitties for the weekend and even took them on a field trip! Will definitely book her again 💞

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Trisha M.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$43
per night
5.0 out of 5 stars
7 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: Lindsey R.
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Lindsey R.
from
$35
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
2 years of experience
Chester, VA, 23831

This was my 1st time leaving my 9 month mini golden doodle Max, and I was very nervous. Lindsey was wonderful - she made Max feel right at home and sent me pictures and updates. I would definitely recommend her and use her again!

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

It was a pleasure to have Bean stay with Allejah. She was a sweetheart and so accommodating! I will definitely be booking again. She was extremely considerate of any changes made, as well as any potential problem Bean ran into! <3

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Kennedy M.
Sitter Profile Image: Ari & James S.
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Ari & James S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
66 reviews
17 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: 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 is loving, kind and very accommodating. Her house is spotless and your pet always comes first. She updates you just enough so you can enjoy your travels and not worry about anything. I don’t think our dog wanted to leave. She got so much attention and love. Michelle is wonderful!

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Laura S.
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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

Melissa was absolutely wonderful with my dog. She was excellent with the communication and pictures and I felt so good to see my dog happy while I was out of town taking care of business. Melissa will forever be my dog sitter for my pup.

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Monique H.
Boarding
5.0 out of 5 stars

Can’t say enough how amazing Kendra is! She updates you, truly cares about your fur baby AND you, and lets you relax knowing everything is taken care of. Thank you, Kendra!

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Dana T.
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

Abby was a great sitter for Baby Girl and Sundance :) Very understanding and accommodating even with our anxious pup!

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Jennifer S.
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

Amanda is a true pup lover. My dog has anxiety when he leaves home, and usually won't eat or play while I am gone. Amanda's calm disposition and pup friendly home was all it took for him to be comfortable. She had him eating like normal on day one, and living his best pup life with his 2 new best friends. Thank you so much!! Would definitely recommend for anyone whose pup struggles when they leave home!

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Amee A.
Boarding
5.0 out of 5 stars

Charlotte did an amazing job keeping us in the loop on how our doggies were doing while we were away.

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Kevin H.
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
5.0 out of 5 stars

We recently hired Claire to care for our dog AJ, a 4 year old retriever , while we were away for an entire month. Overall, the experience was excellent, and we felt confident that our boy was in capable hands. From the start, communication was smooth and timely. Claire made sure to ask detailed questions about AJ’s routine, diet, preferences, and quirks, which gave us peace of mind. During the stay, she provided regular updates and photos, showing walks, playtime, and quiet moments — a thoughtful touch we really appreciated. Our dog seemed relaxed and happy upon our return. It was clear Claire took her responsibility seriously and genuinely cared for our pet’s well-being. She was by far our best boarding experience. We would absolutely recommend Claire to other pet owners looking for reliable and attentive care. We’re already planning to rebook for our next trip!

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Jamie W.
Boarding
5.0 out of 5 stars

Annabella was quick to communicate and helped us tremendously with our pup when a last minute issue came up on our end. She really saved the day and treated Otis like he was her own. It was wonderful to receive so many photos and details of his day!

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Corinne C.
Boarding
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
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Sitters in Chester average 13
repeat dog boarding clients

FAQs for Dog Boarding - Chester

Frequently asked questions about Rover

The average cost for Dog 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 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 July 2026, there are 807 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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