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.

1 / 1
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
32 reviews
13 repeat clients
20 years of experience
Chester, VA, 23831

Willow is completely at ease with Amanda. Amanda does a fantastic job keeping me informed about Willow’s health, activities, and interactions with their family. I have already rebooked. I have and will change plans if Amanda is not available.

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

Abby did a wonderful job taking care of my Sammy. She kept us informed of how he was doing. We could enjoy our trip knowing he was in good hands. He was healthy and happy when we picked him. I would highly recommend her

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Garrett L.
Sitter Profile Image: Kendra B.
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Kendra B.
Star Sitter
from
$25
per night
5.0 out of 5 stars
50 reviews
12 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: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$28
per night
5.0 out of 5 stars
331 reviews
91 repeat clients
30 years of experience
North Chesterfield, VA, 23236

I am more than pleased with the ❤️ and care DAMACIA provided for my 3 months puppy. I would recommend her and we will be going back. Was a little nervous at first, but she reassured me he would be fine even around other Fur Babies.

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Cheryl B.
Sitter Profile Image: Dylan H.
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Dylan H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
565 reviews
210 repeat clients
20 years of experience
Chester, VA, 23831

Hands down every time I bring my pupper, he is so excited!!! I can tell they have a great connection with my boy and that makes us feel like he is safe. Thanks so much!!!

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Tamara J.
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
31 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: 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 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: 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 always does a great job sitting my dog. I had a last minute trip planned and she was able to accommodate. I even had a delayed trip back home and she was very flexible which I appreciated.

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Chelsy H.
Sitter Profile Image: Adam B.
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Adam B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
51 reviews
15 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 B.
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Laura B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
69 reviews
13 repeat clients
30 years of experience
Midlothian, VA, 23114

Star’ visit was just as great as the first time. All went perfectly smoothly and Star appeared to thoroughly enjoy her stay. I was at ease knowing she was being well taken care of.

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Marie L.
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
29 reviews
16 repeat clients
15 years of experience
North Chestefield, VA, 23237

We had an amazing experience boarding our dog with Deven and Tyreek from start to finish! They treated Riot just like their own; he was happy, comfortable and loved! Their communication was excellent, especially the frequent updates they sent with pictures and videos to show us how much fun Riot was having. We (Riot included) are grateful for the care they provided and would absolutely book them again in the future!!

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Tenae W.
Sitter Profile Image: Matthew B.
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Matthew B.
from
$30
per night
5.0 out of 5 stars
13 reviews
10 years of experience
Midlothian, VA, 23112

About: I've been providing loving and dependable dog boarding care for over years, and caring for dogs has truly become a part of my family life. My goal is to provide a safe, comfortable, and welcoming environment where every pup can feel at home while their family is away. I have experience caring for dogs of all sizes and life stages from small breeds to giant breeds, energetic puppies to senior dogs who may need a little extra patience and attention. I understand that every dog has their own personality, routine, and individual needs, so we take the time to provide personalized care for each pup. I am also comfortable following detailed care instructions, including administering oral medications, injections, supplements, and special feeding routines, as directed by pet parents and their veterinarian. I also have experience providing palliative and comfort-focused care for senior dogs or dogs with additional needs. After more than years in the dog boarding world, I still genuinely love what I do and look forward to continuing to provide pups with plenty of love, attention, playtime, comfort, and care while they’re away from home. 🐾❤️ Pet care is a big part of our everyday routine. Since I provide care from home, I am able to spend plenty of time with the dogs throughout the day and give them the attention, supervision, and companionship they need. My daily routine includes regular potty breaks, outdoor playtime, feeding according to each dog’s schedule, medication when needed, rest periods, and lots of love and attention. I also make sure each pup has time to settle in, relax, and feel comfortable in their new environment. I keep my schedule flexible because every dog is different. Whether I am caring for an energetic puppy, an adult dog who loves to play, or a senior pup who prefers a slower and quieter routine, I adjust my day to meet their individual needs. 🐾 Safety, comfort, and trust are always my top priorities. In my home, I provide a clean, secure, and welcoming environment where dogs can relax, play, and feel like part of the family. My home has a fully enclosed 6-foot vinyl privacy fence, giving our guests a secure outdoor space for supervised potty breaks, fresh air, exercise, and playtime. I also keep fresh, clean water bowls available outside during playtime and outdoor time, so our pups always have easy access to water and can stay hydrated, especially during warmer days. I carefully follow each pet parent’s instructions regarding feeding, medications, supplements, potty routines, sleeping arrangements, and any special needs or restrictions. I supervise interactions and take the time to understand each dog’s personality, behavior, and comfort level. Dogs are separated when needed for meals, rest, safety, or simply when they need their own personal space. I pay close attention to changes in appetite, energy, bathroom habits, or behavior and communicate with pet parents if I notice anything concerning. With over years of boarding experience, I understand how important it is to trust the people caring for your dog. I treat every pup with patience, respect, affection, and individualized care, with the goal of making their stay feel safe, comfortable, and as close to home as possible. 🐾

Sitter Profile Image: Matt M.
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Matt M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
285 reviews
89 repeat clients
25 years of experience
Northern Barton Heights, Richmond, VA, 23222

Excellent experience, as always. Henry has stayed with Matt several times. Matt communicates well and often, is great managing the pack, and my Henry is always happy to go back.

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Lenore D.
Sitter Profile Image: Miranda C.
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Miranda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
20 years of experience
Midlothian, VA, 23112

First time using Rover but wanted to have more of a home feel for my puppies first time being boarded. Miranda was really nice and provided pics and videos of my puppy during his stay. Miranda will also be keeping Miles when I go on vacation in March for a longer period of time, but trust he will be in good hands.

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Melissa S.
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: Laura C.
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Laura C.
Star Sitter
from
$28
per night
5.0 out of 5 stars
12 reviews
5 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: Ellysia F.
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Ellysia F.
Star Sitter
from
$41
per night
5.0 out of 5 stars
6 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: Radka & James A.
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Radka & James A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
224 reviews
71 repeat clients
18 years of experience
Moseley, VA, 23120

What a great experience Sailor had! She became part of this wonderful family. Radka kept in touch with us and sent many pictures to show how Sailor was doing. Sailor was happy and safe.

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Donna B.
Sitter Profile Image: Leidy C.
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Leidy C.
from
$35
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
5 years of experience
Colonial Heights, VA, 23834

We had a wonderful experience with Leidy! She took excellent care of our senior dog, kept us updated with messages and photos, and made us feel completely at ease while we were away. It was obvious our dog was happy, comfortable, and well cared for ❤️ We would absolutely book with Leidy again and highly recommend her to anyone looking for a trustworthy and caring sitter!

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Nickita B.
Sitter Profile Image: Cindy T.
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Cindy T.
from
$42
per night
5.0 out of 5 stars
314 reviews
85 repeat clients
20 years of experience
north chesterfield, VA, 23235

Cindy has been the best sitter for my Ziggy. He loves going to her place. Soon as we arrive, he just runs inside. She sends me daily updates and pictures also. Anytime I’ve needed to extend, Cindy is always accommodating and I truly appreciate it. I can’t recommend her enough!!

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Chasidy T.
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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

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

Kendra was amazing and consistent! We met prior to make sure my dog was comfortable before staying at her residence. Kendra made sure she was updated me with pictures and moments throughout the day. Her love for dogs is phenomenal! Book with Kendra you will not be disappointed! ❤️

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Osaretin I.
Boarding
5.0 out of 5 stars

We always appreciate Dylan taking care of our dogs and sending the best dog photos while we're away!

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Tammy W.
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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Sitters in Chesterfield average 12
repeat dog boarding clients

FAQs for 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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