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
• 306 reviews
111 repeat clients
14 years of experience
Chester, VA, 23831

“Abby did great with our dog. She was professional and kind. Our dog had never been away from us, but Abby sent a pic each day. We would work with her again.”

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Derik J.
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 37 reviews
15 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: Kendra B.
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Kendra B.
Star Sitter
from
$25
per night
5.0 out of 5 stars
• 52 reviews
13 repeat clients
25 years of experience
North Chesterfield, VA, 23237

“Kendra is a excellent sitter. She provided great care for our fur baby. Lots of detailed updates and pictures. I could tell he really enjoyed himself.”

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Shavis C.
Sitter Profile Image: Matthew B.
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Matthew B.
from
$30
per night
5.0 out of 5 stars
• 15 reviews
3 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: Dylan H.
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Dylan H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 568 reviews
212 repeat clients
20 years of experience
Chester, VA, 23831

“I had the best experience with Dylan boarding my dog for the weekend! He was prompt with communication and kept me up to date! I trust him to board my dog again in the future!”

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Victoria A.
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
22 repeat clients
40 years of experience
North chesterfield, VA, 23237

“Lisa was great with Charlie who can get a little anxious when I leave him in new surroundings. She kept me updated as he adjusted and made sure he was comfortable and happy the entire time!”

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Alli M.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 332 reviews
91 repeat clients
30 years of experience
North Chesterfield, VA, 23236

“Damacia is was amazing! I found him on Rover after reading through several reviews, and I’m so glad I chose him. He was very responsive and stayed in touch throughout my entire time away, including sending pictures and videos. My dog, Jaxson, has never been around other dogs before, so I know this was a new experience for him but based on the updates I received, he did great. Damacia made me feel completely at ease, and I now have a dog sitter I truly trust to care for Jaxson while I’m away. Highly recommend 🐾✨”

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M T.
Sitter Profile Image: Laura C.
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Laura C.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 16 reviews
7 repeat clients
16 years of experience
Richmond, VA, 23236

“Laura and her family do an excellent job with Nacho. I am comfortable leaving him in their care as I know they will treat him no different than as a member of their family. I'm sure he misses us, but he also looks forward to boarding at their house so I am not worried at all that he will be homesick.”

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Mike K.
Sitter Profile Image: Laura B.
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Laura B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 70 reviews
13 repeat clients
30 years of experience
Midlothian, VA, 23114

“Star appeared to have a great time with Laura and family and be well taken care of. She had a nice large yard to run in and both caregivers were clear dog lovers and she immediately took to them. I would definitely use them again!”

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Marie L.
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: Matt M.
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Matt M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 288 reviews
92 repeat clients
25 years of experience
Northern Barton Heights, Richmond, VA, 23222

“Matt is the best!! He was able to host Sawyer for 15 days while I was in Portugal. The daily updates and pictures helped me focus on the main purpose of the vacation; relaxing and recharging. I honestly think Sawyer had just as much fun during her stay. Thanks again Matt! I really appreciate you and all you did for her.”

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Roy D.
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
32 repeat clients
17 years of experience
Chesterfield, VA, 23838

“Sure! Here’s a thoughtful review you can use: ⭐️⭐️⭐️⭐️⭐️ Amanda and Adam did an amazing job pet-sitting my dog over the weekend! They made sure she felt right at home, sending me daily updates and adorable pictures that gave me peace of mind while I was away. It was clear they truly cared for her, and I could tell she was happy and well taken care of. I really appreciate their reliability and kindness, and I will absolutely continue to use them in the future. Highly recommend!”

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ogdanni ✨.
Sitter Profile Image: Michelle T.
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Michelle T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 54 reviews
16 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

“Michelle was wonderful! Highly communicative and sent a bunch of pictures. Her pup was so friendly and welcoming to my pup. They had a blast together!”

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Holly E.
Sitter Profile Image: Adam B.
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Adam B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 53 reviews
15 repeat clients
10 years of experience
Chesterfield, VA, 23838

“Adam was great with Poppy. He’s a gentle soul who clearly loves animals. However, when his kids were there overnight, we learned that Poppy isn’t comfortable with younger kids. Adam made it work for the brief period the kids were around Poppy, but it’s not realistic to need to separate young kids in the home and the visiting dog. Sadly we’re still looking for a sitter.”

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Susan M.
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

“Hilary took wonderful care of Oakland during my five-night trip! Oakland loved running in the yard, and Hilary kept me at ease with regular updates. I felt completely comfortable leaving her in her care and will definitely reach out to her again for future dog-sitting needs!”

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Brittney R.
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 very best dog sitter we have ever had. Abby was right at home at her house for 12 days. It was clear she felt loved and cared for. She was great about communication what Abby was up to and sent photos and videos. It is rare to find someone you feel this confident about leaving your dog with. Abby is sensitive to thunder and she gave special care and attention to help Abby through those times. We feel very blessed to have found such a nice wonderful caring person to send Abby to when we are gone. Thank you so much!”

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Debra K.
Sitter Profile Image: Michaela Z.
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Michaela Z.
from
$45
per night
5.0 out of 5 stars
• 30 reviews
15 repeat clients
5 years of experience
Upper Shockoe Valley, Richmond, VA, 23223

“Michaela was absolutely fantastic with Zephyr and it was so clear he had such a great time with her this weekend! During our stay she sent tons of pictures to keep me updated on what Zeph was up to and was very communicative throughout the whole rover process. We met ahead of time during a meet and greet where Zeph got tons of time to get to know his new aunt Michaela and vice versa and it was clear to see how great she was with handling him from the start. We will absolutely be back and are so happy to have met you! Thanks so much for taking such great care of Zephyr!”

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Sindhu S.
Sitter Profile Image: Cindy T.
Verified Enhanced Background Check
Cindy T.
from
$42
per night
5.0 out of 5 stars
• 318 reviews
88 repeat clients
20 years of experience
north chesterfield, VA, 23235

“Cindy was great for Maggie and us - she was accommodating for our schedule since we ended getting home very late. She sent us a couple of pictures too!”

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Debra O.
Sitter Profile Image: Christine & Nick G.
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Christine & Nick G.
from
$40
per night
5.0 out of 5 stars
• 55 reviews
19 repeat clients
20 years of experience
south chesterfield, VA, 23803

“These lovely sitters have a special place in our hearts. They truly seem to be a second family to our precious Mae. Highly recommend above all if the other boarders we’ve used through Rover and other means of securing a pet sitter.”

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Laura P.
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
• 30 reviews
17 repeat clients
15 years of experience
North Chestefield, VA, 23237

“As this was my first time using Rover, I was super nervous about leaving my baby. But the moment I dropped him off, I instantly felt at ease. From the regular check-ins to all the adorable pictures, I truly couldn't have asked for a better sitter for Loui. I was able to relax and fully enjoy my trip knowing he was in such great hands. I would 100% recommend Deven & Tyreek to anyone looking for someone trustworthy to care for their pet. Thank you both so much for taking such amazing care of my baby! 🐾💕”

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Je'Nae H.
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The median cost per night for dog boarding in Chesterfield is $45

Dog parents share their Rover experiences - Chesterfield

1 / 1
5.0 out of 5 stars

This was the first time to leave our dog for more than one day. We had a meet and greet and it went great. We dropped her off and she didn't look back. When we picked her up, she was all wiggles and smiles. Dylan sent us a picture every day so we knew she was in great hands. Will will tell all our friends, he was very good. We will retun to Dylan in the future!!

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Victoria T C.
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

Rochelle and Royal and Logan were WONDERFUL with my dog. I really can't say enough good about them all. So grateful for their care of my dog.

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Margaret G.
Boarding
5.0 out of 5 stars

Adam and his family did a fantastic job with our dogs. I could tell when I dropped them off and picked them up that they were both very comfortable at his house and with his dogs. We won’t hesitate to hire him again next time we need a dog sitter.

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Andrew 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!

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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

Andrea was great! She sent photos of Sophie and sent them regularly. She responds quickly when you text her and she’s very from and welcoming! I would definitely use her again!!!

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Karen G.
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

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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.

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

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Popular requests for dog boarding - Chesterfield

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Chesterfield average 12
repeat dog boarding clients

FAQs for Dog Boarding - Chesterfield

Frequently asked questions about Rover

The average cost for Dog Boarding in Chesterfield on Rover is $39.96 per night (as of September 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 September 2026, there are 782 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 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.

94% of Chesterfield 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 Chesterfield 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 Chesterfield 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 Chesterfield.

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 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 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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