Dog Boarding Chester

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick up
Search

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 11% and taxes will apply.

1 / 1
Sitter Profile Image: Amanda B.
Verified Enhanced Background Check
Amanda B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
24 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.

Profile image
Julie W.
Sitter Profile Image: Amy & Grant P.
Verified Enhanced Background Check
Amy & Grant P.
from
$34
per night
5.0 out of 5 stars
20 reviews
5 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!

Profile image
Gabe H.
Sitter Profile Image: Abby M.
Verified Background Check
Abby M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
285 reviews
102 repeat clients
14 years of experience
Chester, VA, 23831

Abby was super awesome. We did one overnight and our pup was well taken care of and was returned to us happy! She was really flexible on pick up and drop off times which is always helpful. We will definitely be coming back, thanks Abby!

Profile image
Marika S.
Sitter Profile Image: Melissa M.
Verified Enhanced Background Check
Melissa M.
from
$40
per night
5.0 out of 5 stars
1 review
2 repeat clients
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.

Profile image
Monique H.
Sitter Profile Image: Kendra B.
Verified Enhanced Background Check
Kendra B.
Star Sitter
from
$25
per night
5.0 out of 5 stars
44 reviews
12 repeat clients
25 years of experience
North Chesterfield, VA, 23237

Kendra is absolutely amazing! She sent me detailed updates multiple times a day with photos as well. This really eased my mind as I was on a week long vacation out of the country with a 24 hour time difference. She also went above and beyond and took Theo on outings as well! I will definitely be using Kendra again and I highly recommend her. Theo came back home so calm and tired so I know he had plenty of play time 😊

Profile image
Kevasia G.
Sitter Profile Image: Dylan & Alex B.
Verified Enhanced Background Check
Dylan & Alex B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
553 reviews
203 repeat clients
20 years of experience
Chester, VA, 23831

Dylan provided great care for Phoebe on her long week stay. Updates were provided according to our needs and requests. He genuinely cares about her and her care.

Profile image
Teresa K.
Sitter Profile Image: Amanda & Adam B.
Verified Enhanced Background Check
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

First time my 8 year old dog spent a night away from family, so I was apprehensive. Amanda and Adam bonded with him at the meet and greet, and his trial night went well. I'll be booking more nights with them.

Profile image
Steven E.
Sitter Profile Image: Lisa C.
Verified Enhanced Background Check
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 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!

Profile image
Matt H.
Sitter Profile Image: Deven & Tyreek C.
Verified Enhanced Background Check
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!

Profile image
Neville P.
Sitter Profile Image: Ellysia F.
Verified Enhanced Background Check
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.

Profile image
SugarLoaf Debo L.
Sitter Profile Image: Beverley S.
Verified Background Check
Beverley S.
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!

Profile image
Vernita G.
Sitter Profile Image: Candice D.
Verified Background Check
Candice D.
from
$30
per night
5.0 out of 5 stars
9 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.

Profile image
Tameka W.
Sitter Profile Image: Tracey H.
Verified Enhanced Background Check
Tracey H.
from
$60
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
35 years of experience
Chester, VA, 23831

My doggy had an AMAZING just like HOME stay! I felt comfortable receiving photos and updates. Chocolate definitely is in great hands & that means alot to our family. Thank you bunches for sharing love and even giving him some playtime in the snow!

Profile image
Kim H.
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
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!

Profile image
Terrence J.
Sitter Profile Image: Denny M.
Verified Enhanced Background Check
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.

Profile image
Z A.
Sitter Profile Image: Anika D.
Verified Enhanced Background Check
Anika D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
20 years of experience
South Chesterfield, VA, 23803

Very professional and practical. The communication was punctual and timely. I was very pleased to see our dog having such a lovely time during my time away. Highly recommend Anita for your Rover needs.

Profile image
Christopher S.
Sitter Profile Image: Shannon O.
Verified Enhanced Background Check
Shannon O.
from
$36
per night
5.0 out of 5 stars
56 reviews
27 repeat clients
20 years of experience
Richmond, VA, 23234

Penne had a great stay with Shannon & her family. We received daily pictures and communication was excellent. Well definitely call on Shannon again!

Profile image
Tammy R.
Sitter Profile Image: Lucky B.
Verified Enhanced Background Check
Lucky B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
560 reviews
266 repeat clients
10 years of experience
Midlothian, VA, 23112

Our Ace enjoyed his stay with them. Since it was his first stay, they assured me he would be fine, and he was more than that. We loved the adorable moments caught on camera. Ace will be back!

Profile image
Ernestine J.
Sitter Profile Image: Allejah K.
Verified Enhanced Background Check
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

Cameron absolutely loved his stay at Allejah’s home. She stayed in close contact with us and gave Cameron the best possible care. We are so thankful to have found her!

Profile image
Taylorann B.
Sitter Profile Image: Kourtney D.
Verified Enhanced Background Check
Kourtney D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
88 reviews
20 repeat clients
17 years of experience
North Chesterfield, VA, 23234

Kourtney is the best! We were nervous leaving Kona because she is a Velcro dog, but Kourtney kept us updated every day with notes and pictures which we really appreciated! We can tell she really loves dogs. So happy we found Kourtney and we will definitely use her again in the future. Thanks again Kourtney!

Profile image
Gwynne W.
1 / 1
View more

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

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!

Profile image
Dylan & Alex B.
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!

Profile image
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.

Profile image
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.

Profile image
Rasheedah N.
Boarding
5.0 out of 5 stars

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.

Profile image
Julie W.
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.

Profile image
Joseph G.
Boarding
5.0 out of 5 stars

Abby was kind enough to do a last minute request and give my shy little dog great care. We are so grateful!

Profile image
Gretta S.
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!

Profile image
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!

Profile image
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

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
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!

Profile image
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!

Profile image
Wanda D.
Boarding
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog boarding - Chester

Select a filter and find qualifying sitters offering dog boarding.

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 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge