Dog Boarding Chesterfield

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Over 1,734
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: 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: 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 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!

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Marika 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

Dylan was very nice and gave me daily feedback and pictures of my puppies. The puppies had plenty of room to play and stretch their puppy legs. I would definitely rebook.

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Robin T.
Sitter Profile Image: Kendra B.
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Kendra B.
Star Sitter
from
$25
per night
5.0 out of 5 stars
40 reviews
11 repeat clients
25 years of experience
North Chesterfield, VA, 23237

⭐️⭐️⭐️⭐️⭐️ Kendra did an amazing job watching my fur baby Rylo! She kept me updated throughout his stay with plenty of pictures and messages, which truly put my mind at ease while I was away and showed how much fun he was having. It was clear he was well cared for and loved. To top it all off, she even sent him home with a sweet gift 🥹💖. I’m so grateful for her care and would absolutely recommend her to anyone looking for a trustworthy and attentive pet sitter! I will definitely be booking again for future stays.

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Tney
Sitter Profile Image: Lucky B.
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Lucky B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
544 reviews
256 repeat clients
10 years of experience
Midlothian, VA, 23112

Our bur baby had a wonderful stay! As first time Rover users we were a bit nervous, but so grateful to have found such a loving home to have Alma stay for our vacation. We were delighted to get pictures daily and happy to see our girl in such a happy place 🐾 🐶 🥰 🌟🌟🌟🌟🌟🌟🌟🌟🌟🌟

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Ashley J.
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

Amy and her family were great! Cleo is an old dog, I usually take her with me but this time we were traveling for a funeral. It was our first time using Rover or leaving her with others, I was nervous. Our drop off time was early in the day but they were accommodating. Amy kept me posted on how Cleo was doing and sent pics every day which was unexpected but very much appreciated. Cleo clearly got lots of love from the whole family. I highly recommend Amy and Grant P. (and family.)

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Teresa L.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$28
per night
5.0 out of 5 stars
318 reviews
86 repeat clients
30 years of experience
North Chesterfield, VA, 23236

Damacia was fantastic! Our Goldendoodle puppy loved playing with her dogs and was very well-cared for. She came home clean, happy and tired! We’d definitely recommend and will use Damacia in the future. We are so grateful to have found her!

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Nicole K.
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
20 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: Erin M.
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Erin M.
from
$53
per night
30 years of experience
Chesterfield, VA, 23838

About: • Home full-time • Only 1–2 guest dogs at a time • Large fenced backyard • Constant supervision • Family environment • Daily enrichment and play • Red Cross Pet First Aid & CPR Certified • 30 years of dog experience • Meet & greet required for every new client. Dogs have been a part of my life for over 30 years, and caring for them is one of my greatest passions. I've raised and trained my own dogs throughout my life, volunteered with pet shelters and continued expanding my knowledge by learning from professional dog trainers, working with a canine behaviorist, attending obedience classes, and reading about canine behavior and psychology. As a Stay at home Mom, I'm home most of the day allowing me to provide constant supervision, companionship, and individualized care. Your dog will enjoy a large, securely fenced backyard, a calm cage-free environment (unless you provide your own crate), and lots of love and attention. I intentionally limit my care to no more than two guest dogs at a time so every dog receives personalized care. A meet-and-greet is required before the first booking to ensure everyone is a good fit. Guest dogs must be at least one year old, house-trained, friendly with other dogs, and comfortable around children ages 4 and 7. I do not accept puppies or cats to my home. My goal is to provide a safe, loving home where your dog feels like part of the family while you're away. Where dogs spend the day like part of the family! As a stay-at-home mom, I'm home throughout the day, allowing me to provide frequent potty breaks, playtime, companionship, and constant supervision. I intentionally accept a limited number of dogs so each one receives individualized attention. Enrichment activities; Snuffle mats Enrichment treats (owner approved, of course) Puzzle toys Backyard sniff sessions Fetch Sprinkler or kiddie pool (seasonal) One-on-one play and belly rubs Your furbaby spends the day: playing sniffing socializing supervised backyard time relaxing indoors napping showered with attention You pick up a tired, happy dog after! Your dog's safety and comfort are my top priorities. My home has a large, securely fenced backyard for supervised outdoor play, and dogs are never left outside unattended. I provide a calm, cage-free environment unless you prefer to bring your dog's own crate. Baby gates are used to separate areas of the home when needed. I accept a maximum of two guest dogs at a time to keep the environment safe and low stress. All guest dogs must be at least one year old, house-trained, fully vaccinated, non-reactive toward other dogs, and comfortable around children ages 4 and 7. I do not accept puppies or board cats. Meet-and-greets are required before every first booking to ensure everyone is comfortable and a good match.

Sitter Profile Image: Michelle T.
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Michelle T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
51 reviews
14 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
44 reviews
13 repeat clients
10 years of experience
Chesterfield, VA, 23838

Adam took great care of our pup! She came home happy and content after her stay. We loved getting pics and updates of her during her stay too! Thanks, Adam!

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Sara E.
Sitter Profile Image: Laura C.
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Laura C.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
2 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: Laura B.
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Laura B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
67 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: Christine & Nick G.
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Christine & Nick G.
Star Sitter
from
$33
per night
5.0 out of 5 stars
55 reviews
19 repeat clients
20 years of experience
south chesterfield, VA, 23803

Christine and Nick were amazing! They took such great care of our Frenchie for a week while we were out of the country. They sent daily pictures with updates. Took her on walks and she played with their two dogs. Their dogs were GREAT with her and well trained. I highly recommend them!! Thank you so much!!!

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Kirstin M.
Sitter Profile Image: Radka & James A.
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Radka & James A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
218 reviews
69 repeat clients
18 years of experience
Moseley, VA, 23120

Radka and James were fantastic! They treated our Chai like a part of their family. She didn’t want to leave. Chai was well exercised and had a great role model in their dog, Scooter. When we need boarding again, we will not hesitate to contact Radka and James!

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Corrin B.
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: 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: 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 amazing and took great care of my boy, Henry! She provided updates and photos while dog sitting and has a nice home with fully fenced backyard to accommodate any dog. Henry enjoyed his stay and we'll definitely look to work with her again for dog sitting needs.

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Tyler B.
Sitter Profile Image: Cassandre S.
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Cassandre S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
315 reviews
69 repeat clients
30 years of experience
Midlothian, VA, 23114

I’ve boarded my dog with Cassandre twice now and he loves staying with her! Cassandre sends a lot of photo updates every day, which I love. Parker gets lots of walks and attention for her and I know he’s being taken of. He comes home tired from all the fun he’s had! I would recommend Cassandre to anyone looking for a responsible and fun Rover for their pup.

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Peyton H.
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

This was our first-time using Miranda and she made us feel comfortable from the very start. We started with a pre-stay meet and greet to make sure our dogs got along, and everything went perfectly. Miranda did an awesome job with Draco from the time we dropped him off until the time we picked him up. She sent us many videos and pics and in all of them he looked super happy. It really seemed that he had acclimated and became a part of her family, and they treated him as such. He also really enjoyed playing with their son and their beautiful chocolate lab. We will definitely be using her again in the near future. Draco looked like he was having such a great time in all the pictures and videos, and we were worried that he wouldn't want to come back home to us LOL.

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Alvin A.
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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

Frankie loves his stays at Dylan's. We always know that he is in good hands and having lots of fun.

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Teresa P.
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

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

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
5.0 out of 5 stars

Apollo always has the absolute best time! We never have to worry about him because the daily updates keep our minds completely at ease .

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Tracy 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

Adriana was absolutely wonderful start to finish! Super responsive with messaging, asked great questions up front to make sure we were a good fit, and sent regular updates with photos and videos. We knew Dexter was in the best hands and would definitely recommend her to anyone looking for a great sitter!

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

How Rover works

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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 for Dog Boarding in Chesterfield on Rover is $38.85 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 790 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.

96% 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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