Doggy Day Care in Chesterfield

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

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.
Verified Enhanced Background Check
Andrea B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
23 reviews
6 repeat clients
4 years of experience
Chester, VA, 23831

Needed a sitter at the last minute and she was a life saver ❤️❤️

Profile image
Jeremiah B.
Sitter Profile Image: Royal & Rhonda P.
Verified Enhanced Background Check
Royal & Rhonda P.
from
$35
per day
5.0 out of 5 stars
157 reviews
50 repeat clients
5 years of experience
Chesterfield, VA, 23237

Tut was a happy pup at pickup up! Accommodating for my schedule, great communication, and photo updates during the day. Will be happy to work with them again!

Profile image
Christine H.
Sitter Profile Image: Abby M.
Verified Background Check
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

Abby, had great communication with me while our pup was there. She sent me pics which helped put our minds at ease. What sold me on her was that within 5 minutes of me reaching out with our dogs info and request for care she responded back with her address ready to take him immediately. If we’re ever in the area again we will definitely be using her services!

Profile image
Jessyca E.
Sitter Profile Image: Jeanette A.
Verified Enhanced Background Check
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.

Profile image
Felix L.
Sitter Profile Image: Deven & Tyreek C.
Verified Enhanced Background Check
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 and Tyreek were AMAZING with Ms.Jaxon. She was very timid at first but they won her over very quickly. Now she gets excited as soon as we enter the neighborhood 🥹 And the photos💕💕💕

Profile image
Brianna R.
Sitter Profile Image: Lisa C.
Verified Enhanced Background Check
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.

Profile image
Kiana K.
Sitter Profile Image: Kendra B.
Verified Enhanced Background Check
Kendra B.
Star Sitter
from
$23
per day
5.0 out of 5 stars
38 reviews
7 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: Cindy T.
Verified Enhanced Background Check
Cindy T.
Star Sitter
from
$32
per day
5.0 out of 5 stars
300 reviews
82 repeat clients
20 years of experience
north chesterfield, VA, 23235

Cindy updated pictures of my puppy during my first daycare experience and my puppy looked so happy with other dog friends. He is only 5 months old so I was worried about any unexpected accident but everything went smooth. I highly recommend her!

Profile image
Juhae Lyla P.
Sitter Profile Image: sabrina s.
Verified Enhanced Background Check
sabrina s.
Star Sitter
from
$35
per day
5.0 out of 5 stars
42 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.

Profile image
Nay L.
Sitter Profile Image: Rangeen A.
Verified Enhanced Background Check
Rangeen A.
Star Sitter
from
$45
per day
4.9 out of 5 stars
37 reviews
9 repeat clients
10 years of experience
Richmond, VA, 23237

Rangeen and her boyfriend Mike took wonderful care of my dog for a day of daycare. She kept in close touch and sent photos during the day which put me at ease as this was our first time using Rangeen. She also took the time to do a meet and greet with us before our daycare date. Overall, I’m very happy and thankful we found them!

Profile image
Bridget W.
Sitter Profile Image: Amanda B.
Verified Enhanced Background Check
Amanda B.
Star Sitter
from
$38
per day
5.0 out of 5 stars
16 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!

Profile image
Jennifer S.
Sitter Profile Image: Kourtney D.
Verified Enhanced Background Check
Kourtney D.
Star Sitter
from
$50
per day
5.0 out of 5 stars
86 reviews
19 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!

Profile image
Kelsey S.
Sitter Profile Image: Abreya K.
Verified Background Check
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.

Profile image
Tierney J.
Sitter Profile Image: Tracey H.
Verified Enhanced Background Check
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!!

Profile image
Kim H.
Sitter Profile Image: Brenda C.
Verified Enhanced Background Check
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: Amber C.
Verified Enhanced Background Check
Amber C.
from
$35
per day
4.9 out of 5 stars
45 reviews
13 repeat clients
8 years of experience
Midlothian, VA, 23112

Excited to have found Amber!

Profile image
Paula F.
Sitter Profile Image: Tianna L.
Verified Enhanced Background Check
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: Nadia J.
Verified Enhanced Background Check
Nadia J.
Star Sitter
from
$32
per day
5.0 out of 5 stars
32 reviews
14 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

I can’t say enough great things about Nadia! She took such amazing care of my dog, Mojo, during his first stay that it completely put my mind at ease. From the moment we met her, it was clear how much she genuinely cares about the dogs she looks after. Mojo had such a great experience that what started as a one time stay has now turned into a regular weekly visit. He gets so excited every time we arrive he truly loves Nadia, and that says everything. It’s such a relief knowing he’s not just being watched, but is actually happy, comfortable, and well cared for. Nadia is reliable, kind, and clearly passionate about what she does. I highly recommend her to anyone looking for a trustworthy and loving dog sitter!

Profile image
Diara G.
Sitter Profile Image: Christine & Nick G.
Verified Enhanced Background Check
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!

Profile image
Erin M.
Sitter Profile Image: Julia P.
Verified Enhanced Background Check
Julia P.
from
$30
per day
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Richmond, VA, 23235

Julia was very great and helpful especially since I had to find boarding last minute. She worked with my schedule which I greatly appreciate and was responsive. Highly recommend!

Profile image
Brianna S.
1 / 1
View more sitters

Over 110
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.

Profile image
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! 🐾💛

Profile image
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.

Profile image
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. 🎄

Profile image
Ashley R.
Doggy Day Care
1 / 1
Find pet care near you

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, 564 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 564 sitters offering doggy day care in Chesterfield on Rover, so you’re sure to find the perfect match for your dog! In Chesterfield, 100% of sitters offer daily exercise, 98% offer medication administration, and 94% 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.