Dog Boarding Chesterfield

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Over 1,302
pet parents in Chesterfield have booked dog boarding

Chesterfield, 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.

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

“My dog came back his self and Abby let me know that he does well with cats, which is great. I came to pick him up straight from the airport and I was running half an hour late to pick him up but Abby was accommodating.”

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Liana F.
Sitter Profile Image: Matthew B.
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Matthew B.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 25 reviews
7 repeat clients
15 years of experience
Midlothian, VA, 23112

“Matthew was a wonderful sitter! Brixx came back a happy, tired pup. Matthew communicated very and was flexible when I had something come up. Brixx recommended!”

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Jaclyn C.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 335 reviews
92 repeat clients
30 years of experience
North Chesterfield, VA, 23236

“I can never say enough about about her wonderful services. My dog is older and has some special abilities that need to be tended to. She has dogs herself that are gentle and playful that supplies my dog with a plenty of playmates. She also never kenneled my dog which was a big worry for me. Time and time again I would never choose anyone else to take care of my sweet boy.”

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Emerald S.
Sitter Profile Image: Ellysia F.
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Ellysia F.
Star Sitter
from
$41
per night
5.0 out of 5 stars
• 8 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: Cindy T.
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Cindy T.
from
$42
per night
5.0 out of 5 stars
• 322 reviews
88 repeat clients
20 years of experience
north chesterfield, VA, 23235

“Cindy is great! She has a great yard for my dog to enjoy outside time with her dogs. She sends daily pictures to show he is doing great. I always feel confident that he is safe in her care.”

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Laura C.
Sitter Profile Image: Joy D.
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Joy D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 87 reviews
40 repeat clients
7 years of experience
Midlothian, VA, 23112

“Joy is one of the best sitters you can find for your pet. She has excellent communication, sends pictures and updates through the time that your pet is with her. She is the only sitter that we will consider using for our dog.”

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Audra B.
Sitter Profile Image: Ayme Z.
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Ayme Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 619 reviews
182 repeat clients
12 years of experience
Oak Grove, Richmond, VA, 23224

“Great stay! Ayme is very friendly and helped me figure out the Rover app! Ollie really loved Ayme's husband too! We've already booked our next stay!”

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Sarah C.
Sitter Profile Image: Amy M.
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Amy M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 611 reviews
241 repeat clients
6 years of experience
Glen Allen, VA, 23060

“Amy has watched both of my pups numerous times. She has always done a great job taking care of them and sending pictures throughout the day so we know they’re enjoying themselves. Recently, we had to make the difficult decision to put our oldest dog to sleep before we had a scheduled booking with her. She was incredibly understanding and immediately ensured we received a full refund. The first time we took our other pup to stay with her after losing her older brother, Amy went above and beyond taking care of her for us. When we decided to pick her up a day early because we were missing her, Amy was thoughtful enough to refund us for the day even though we had no intention of asking for a refund. I would 100% recommend Amy if you want a quality, trustworthy sitter for your dogs.”

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Andrew C.
Sitter Profile Image: Hilary R.
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Hilary R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 221 reviews
76 repeat clients
20 years of experience
Reedy Creek, RICHMOND, VA, 23225

“This was our first time using Rover and I was very apprehensive on using the service; until we met Hilary!! She was so welcoming and accommodating with our dog, not to mention extremely professional. Our dog had a great time, she was well exercised and we will definitely use her in the future. A+++++”

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Alex G.
Sitter Profile Image: Darling C.
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Darling C.
from
$36
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
8 years of experience
Richmond, VA, 23235

“Darling was amazing and Charlie had a wonderful time at her house. Very communicative and made us feel very comfortable. Will be booking her again!”

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Louis B.
Sitter Profile Image: Ross & Ava T.
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Ross & Ava T.
from
$38
per night
5.0 out of 5 stars
• 85 reviews
24 repeat clients
16 years of experience
Blackwell, Richmond, VA, 23224

“Ross and Ava took great care of our old girl. They sent us updates regularly and were flexible on pick up time. We’ll definitely be booking with them again!”

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Katelynn R.
Sitter Profile Image: Julie W.
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Julie W.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 80 reviews
15 repeat clients
30 years of experience
Carillon, Richmond, VA, 23221

“Julie was absolutely wonderful, I highly recommend and am really grateful for her thoughtful care of my elderly pup! It was helpful knowing my dog was in good company and enjoying all the smells and sunny spots in her nice backyard.”

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Kimberly M.
Sitter Profile Image: Anika D.
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Anika D.
from
$38
per night
5.0 out of 5 stars
• 11 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.”

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Christopher S.
Sitter Profile Image: Jesse D.
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Jesse D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 72 reviews
19 repeat clients
32 years of experience
Henrico, VA, 23228

“Jesse was communicative and seemed very experienced and helped our nervous guy settle in. We so appreciate his attention to Cooper - he came home TIRED!”

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Emma O.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$43
per night
5.0 out of 5 stars
• 8 reviews
3 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: Jonathan P.
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Jonathan P.
from
$40
per night
5.0 out of 5 stars
• 118 reviews
36 repeat clients
10 years of experience
Henrico, VA, 23231

“Jonathan was great. I needed a last-minute overnight host. The meet and greet and stay were easy. Saw your seem to enjoy herself with his dogs. I’d recommend and use again.”

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Roy D.
Sitter Profile Image: Amelia H.
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Amelia H.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
14 years of experience
Swansboro West, Richmond, VA, 23224

“Amelia was wonderful! She was able to accommodate a short notice booking and took great care of my baby, Coconut! Communication was easy, and I felt comfortable knowing Coconut was in good hands.”

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Shannon S.
Sitter Profile Image: Cyndi M.
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Cyndi M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 200 reviews
71 repeat clients
45 years of experience
Richmond, VA, 23228

“Pepper enjoys returning to Cyndi’s home! Dog friendly, accommodating, lovely back yard and walking spaces. Squirrels to watch, too. She is very attentive and lets him out for early morning potty needs.”

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Kelley O.
Sitter Profile Image: Raye J.
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Raye J.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 229 reviews
100 repeat clients
7 years of experience
Oakwood, Richmond, VA, 23223

“This was my first time boarding my dog Cairo, and Raye made the entire experience so much less stressful. She sent daily photos and updates, had excellent communication, and truly went above and beyond to make sure he was well cared for. It's clear that she's passionate about animals, and it gave me so much peace of mind while we were out of town. I’d highly recommend Raye to anyone!”

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Ashawnna
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
• 59 reviews
25 repeat clients
41 years of experience
Henrico, VA, 23229

“I think Susie had a good time with Pamela and Paul. We went out of town a couple of days and they took care of her. Susie is 14, moving a little slowly and hard of hearing. They had to carry her up and down steps to the backyard since Susie hurt her back a few years ago. We will use them again. We felt good about Susie staying with Pamela and Paul.”

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William P.
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The median cost per night for dog boarding in Chesterfield is $45

Dog parents share their Rover experiences - Chesterfield

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5.0 out of 5 stars

Dylan was amazing! He was super friendly, welcoming, and took great care of Cecilia. He kept us updated throughout her stay, which gave us peace of mind. Cecilia seemed so happy and comfortable with him, and it was clear she had a great time! We couldn’t have asked for a better experience. We highly recommend Dylan and would definitely trust him with Cecilia again. Thank you so much, Dylan! 😁

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José F.
Boarding
5.0 out of 5 stars

Royal, Rhonda and Logan really came through for me on short notice when I was in a pinch! It doesn’t happen often, but when it does it’s nice to know there’s someone willing to help. ❤️ I know Chachi is well cared for when he visits and I have amazing pictures to support this! I highly recommend them. Thank you so much! ❤️

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Debi T.
Boarding
5.0 out of 5 stars

Amanda and Adam were great with Cash - like usual. Cash will definitely be back the next time we need a sitter!

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Bobby M.
Boarding
5.0 out of 5 stars

Kendra took such great care of our dog. She was very thoughtful in sending multiple updates throughout the day every day of our pets stay with her. She was also very responsive to all messages. We had no worries at all and would love to be able to have our pet stay with Kendra again in the future.

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Chiram H.
Boarding
5.0 out of 5 stars

Rangeen did a great job with my girl. She was very patient and understanding of her needs. She was very responsive and gave multiple updates.

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Phillip P.
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
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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.

How to book dog boarding

  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 - Chesterfield

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Sitters in Chesterfield average 12
repeat dog boarding clients

FAQs for Dog Boarding - Chesterfield

Frequently asked questions about Rover

The average cost of Dog Boarding in Chesterfield on Rover is $41 per night as of October 2026. Most bookings cost between $32 and $53 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 789 sitters on Rover offering Dog Boarding across Chesterfield. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Chesterfield can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chesterfield home-away-from-home, 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 Chesterfield.

<b>Tip:</b> 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 Chesterfield 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 , 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 .

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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