Doggy Day Care in Chesterfield

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Top rated Chesterfield doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
25 reviews
6 repeat clients
4 years of experience
Chester, VA, 23831

My puppy loves her!

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Teja T.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$28
per day
5.0 out of 5 stars
282 reviews
97 repeat clients
14 years of experience
Chester, VA, 23831

Very genuine person, got down on brownie's level to engage with her, brownie was happy and well taken care off. Abby worked with me and my schedule, I am grateful that brownie has a home away from home

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Tricia D.
Sitter Profile Image: Royal & Rhonda P.
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Royal & Rhonda P.
from
$35
per day
5.0 out of 5 stars
158 reviews
50 repeat clients
5 years of experience
Chesterfield, VA, 23237

Phoebe LOVES going to daycare every week; I think she’s starting to learn which day it’s on. She’s been gaining confidence, learning new skills, and making friends while I’m at work, and I’m so grateful I found y’all!

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Megan G.
Sitter Profile Image: Deven & Tyreek C.
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Deven & Tyreek C.
Star Sitter
from
$27
per day
5.0 out of 5 stars
24 reviews
13 repeat clients
15 years of experience
North Chestefield, VA, 23237

Deven, Tyreek, and Ozzy have been an amazing addition to Tonka's village. They are responsive, caring, and bring lots of joy to my pups life. I appreciate them immensely!

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Genarda B.
Sitter Profile Image: Lisa C.
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Lisa C.
Star Sitter
from
$34
per day
5.0 out of 5 stars
69 reviews
21 repeat clients
40 years of experience
North chesterfield, VA, 23237

Lisa was an absolute gem of a dog sitter! Her bubbly personality immediately put both me and my dogs at ease. She was incredibly generous with her communication, sending me regular updates and photos of their daily adventures, which I truly appreciated. It was so clear from every interaction that she has a genuine love for canines. I'd highly recommend her to anyone looking for a reliable and loving sitter.

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Kiana K.
Sitter Profile Image: Kendra B.
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Kendra B.
Star Sitter
from
$23
per day
5.0 out of 5 stars
38 reviews
9 repeat clients
25 years of experience
North Chesterfield, VA, 23237

About: What sets me apart is 25 years of experience. I began pet sitting at the age of 10 and have been surrounded by dogs my entire life. Providing pets with a safe, loving, and comfortable environment has always been a passion of mine. Including walking, bathing, and working with both puppies and senior dogs. I also have experience with pet sitting more than one dog. I currently volunteer remotely for two hours once a week, so I have plenty of free time to care for your fur baby. I'm available Monday through Friday, but I'm happy to be flexible if you need weekend boarding or doggy day care for your fur baby. I have a fenced yard and a friendly small dog who would love to keep your fur baby company. If you prefer, I can also crate your dog with ease.

Sitter Profile Image: Jeanette A.
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Jeanette A.
from
$27
per day
5.0 out of 5 stars
10 reviews
1 repeat client
30 years of experience
Chester, VA, 23831

Jeanette was great! She was able to accommodate Romeo in a very short time frame, and had to wake up early for the drop off. She kept me updated and Romeo loved her! Overall great experience.

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Felix L.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$35
per day
5.0 out of 5 stars
44 reviews
10 repeat clients
15 years of experience
Chester, VA, 23831

Sabrina was extremely accommodating as I needed day care coverage extremely last minute. She allowed the my pup & her dogs to get comfortable with one another and sent me updates throughout the day without prompting. I truly appreciate her kindness and expertise and will definitely book with her again.

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Nay L.
Sitter Profile Image: Tianna L.
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Tianna L.
from
$38
per day
4.4 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Chester, VA, 23831

About: I’ve taken care of my sisters dogs in the past, also owned many dogs growing up. My daughter LOVES them. My availability is pretty open! We would love to meet your furry friends. I’m in college and and i’m not currently working. My availability is open so that I will have plenty of time to care for your furry friend. We love animal's in my home we will treat them as our own of course. My place is clean and taken care of perfect setting.

Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$38
per day
5.0 out of 5 stars
18 reviews
5 repeat clients
20 years of experience
Chester, VA, 23831

Amanda is hands down a five-star sitter! She watched my dog all day and did an incredible job managing her high energy; she really went above and beyond to get all those "zoomies" out, and I picked up a very happy, tired pup. Her communication was also top-notch throughout the day, which gave me total peace of mind while I was away. If you’re looking for someone reliable who truly knows how to engage with dogs, I highly recommend booking with Amanda!

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Jennifer S.
Sitter Profile Image: Cindy T.
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Cindy T.
from
$32
per day
5.0 out of 5 stars
301 reviews
82 repeat clients
20 years of experience
north chesterfield, VA, 23235

Eddie had a blast with Cindy!! She sent us so many pictures and updates that made us able to enjoy our time away from him and know he was being well loved. She was very accommodating with pick up and drop off as well. We can’t wait to use her again!

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Abbie S.
Sitter Profile Image: Rangeen A.
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Rangeen A.
Star Sitter
from
$45
per day
4.9 out of 5 stars
37 reviews
10 repeat clients
10 years of experience
Richmond, VA, 23237

Rangeen is amazing!! I was coming through Richmond just for a day and she was so accommodating to my two pups, especially the timid not-so-dog-friendly one! Very responsive and kept me updated throughout their stay. If I lived closer, Rangeen would be our regular sitter! I hope we have the chance to book with her again.

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Ali S.
Sitter Profile Image: Abreya K.
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Abreya K.
from
$37
per day
4.8 out of 5 stars
48 reviews
18 repeat clients
23 years of experience
Chester, VA, 23831

Abreya is wonderful. Great communication, friendly, & flexible. Don’t hesitate to book her. We needed services early morning hours outside of her normal hours & she was able to do it. Communication was top notch. Definitely will be using her again & again. Thanks again Abreya.

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Tierney J.
Sitter Profile Image: Amber C.
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Amber C.
from
$35
per day
4.9 out of 5 stars
47 reviews
13 repeat clients
8 years of experience
Midlothian, VA, 23112

Excited to have found Amber!

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Paula F.
Sitter Profile Image: Kourtney D.
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Kourtney D.
Star Sitter
from
$50
per day
5.0 out of 5 stars
86 reviews
20 repeat clients
17 years of experience
North Chesterfield, VA, 23234

Kourtney is so loving and kind — she made me feel completely at ease with leaving Henry with her! She kept me updated with photos and texts of how he was doing. I never worried because I knew he was taken care of and loved the whole time! I’m definitely using her again and would highly recommend her!

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Kelsey S.
Sitter Profile Image: Brenda C.
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Brenda C.
from
$100
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
9 years of experience
Richmond, VA, 23234

About: With 9 years of experience as a veterinary assistant, I bring both professional medical knowledge and genuine compassion to every pet I care for. I have extensive hands-on experience with cats and dogs of all ages, temperaments, and health conditions, including seniors, anxious pets, and animals requiring medications or specialized care. Working in veterinary medicine has taught me how to recognize subtle changes in behavior and health, respond calmly in stressful situations, and tailor care to each animal’s individual needs. Beyond my professional experience, animals have always been a huge part of my life. I understand that trusting someone with your pet is deeply personal, and I strive to provide the same level of attentiveness, patience, and affection that I would want for my own pets. Whether your dog needs long walks and playtime or your cat prefers quiet companionship and routine, I create a safe, calm, and loving environment where pets can feel comfortable and secure while you’re away. I am currently taking a break for myself from my career in veterinary medicine so I have all the time in the world for your beloved kiddos! I provide detailed updates, photos, and consistent communication so you can feel confident your pets are safe, loved, and stress-free while you’re away. I tailor my care to each pet’s individual personality, routine, and medical needs. Whether your baby is shy, energetic, senior, or requires medications or extra monitoring, I create a calm, low-stress environment built on patience, trust, and compassion. Your pets will always be treated like family in my care.

Sitter Profile Image: William C.
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William C.
from
$27
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
22 years of experience
Warwick, Richmond, VA, 23225

William was great with Church and very attentive throughout the day. He made sure Church was comfortable, safe, and well cared for, and I appreciated the communication and updates. It gave me peace of mind knowing Church was in good hands. I would definitely book again and recommend him to others looking for reliable doggy day care.

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Kortney J.
Sitter Profile Image: Nadia J.
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Nadia J.
Star Sitter
from
$32
per day
5.0 out of 5 stars
35 reviews
14 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

If I could give her 10 stars I would!!! My Lily had such a great time. I really appreciated the tour of where she would be the dogs she will be around before leaving her. I felt very comfortable with leaving her there. I will absolutely use Nadia again and again ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

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Ayesha D.
Sitter Profile Image: Tracey H.
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Tracey H.
from
$25
per day
5.0 out of 5 stars
39 reviews
11 repeat clients
35 years of experience
Chester, VA, 23831

This is our second overnight visit for our fury friend & each time “it’s just like home treatment.” We are sooo happy we found the Right Loving place!!

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Kim H.
Sitter Profile Image: Christine & Nick G.
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Christine & Nick G.
Star Sitter
from
$28
per day
5.0 out of 5 stars
54 reviews
19 repeat clients
20 years of experience
south chesterfield, VA, 23803

Christine and Nick are absolutely incredible with our German Shepherd, Aurora. This was her first time staying away from home and socializing with other dogs, and they made her feel completely safe, loved, and part of the family. They followed her routine, handled her quirks with confidence and compassion, and kept us updated the entire time. Aurora always comes home exhausted, happy, and clearly well cared for. We’re so grateful to have found such trustworthy and experienced sitters— Highly recommend!

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Erin M.
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Over 45
pet parents in Chesterfield have booked doggy day care

Chesterfield dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Wonderful sitter for our Pup! Andrea is very sweet and communicative. Thank you so much Andrea for coming through for us in a crunch.

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Shameka C.
Doggy Day Care
5.0 out of 5 stars

We had such a wonderful experience with Aurora’s daycare! From the moment we dropped her off, we felt completely at ease knowing she was in such caring, capable hands. Aurora is a young German Shepherd with lots of energy and big feelings, and they handled her beautifully, providing a calm, structured, and loving environment where she could feel safe and comfortable. It’s clear they have experience with larger breeds and truly understand dog behavior. We received updates and could tell she was happy, well cared for, and getting the attention she needed. We are so grateful and would absolutely trust them with Aurora again. Highly recommend to anyone looking for reliable, attentive care! 🐾💛

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Erin M.
Doggy Day Care
5.0 out of 5 stars

Rhonda agreed to watch Monroe last minute- convenient but also their family was kind and Monroe had a great time. Peaceful day relaxing with their dogs and family.

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Lorraine T.
Doggy Day Care
5.0 out of 5 stars

Taco seemed really happy to see Lisa. This was his second visit. We will try her again. She’s keeping him over the holidays. 🎄

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Ashley R.
Doggy Day Care
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per day for doggy day care in Chesterfield is $35

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Sitters in Chesterfield average 3
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Chesterfield on Rover as of Jun 2026 was about $35 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Chesterfield doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 589 sitters provided doggy day care in Chesterfield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Chesterfield sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Chesterfield have an average of 16 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chesterfield.

Chesterfield doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Chesterfield sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 589 sitters offering doggy day care in Chesterfield on Rover, so you’re sure to find the perfect match for your dog! In Chesterfield, 98% of sitters offer daily exercise, 96% offer medication administration, and 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.