Doggy Day Care in Chesterville

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 Chesterville 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: Jen C.
Verified Enhanced Background Check
Jen C.
Star Sitter
from
$30
per day
5.0 out of 5 stars
176 reviews
62 repeat clients
20 years of experience
SMYRNA, DE, 19977

Our boys had a great time with Jen while we were on vacation in Delaware! They spent two days attending day care so we could explore the area. Highly recommend!

Profile image
Julie B.
Sitter Profile Image: Emily M.
Verified Background Check
Emily M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
165 reviews
54 repeat clients
25 years of experience
Smyrna, DE, 19977

Our dog is recovering from a spine injury and Emily did a nice job giving her good care. She didn't hesitate to do everything according to our specifications. We didn't need to worry. Joy was in good hands.

Profile image
Pam L.
Sitter Profile Image: Shereen S.
Verified Background Check
Shereen S.
from
$35
per day
5.0 out of 5 stars
10 reviews
25 years of experience
Middletown, DE, 19709

About: I have been taking care of dogs for over 25 years. Since I've retired, I wanted the opportunity to watch dogs on a more regular basis. I love dogs.. They say, a happy wife is a happy life.. In the same vain.. A happy dog is a happy household. My dogs are my family. Any dogs I am entrusted to take care of will be treated as an extension of my family. They would be loved and given free reign of the house. My first priority is the welfare of any dog I am taking care of. While you are away, you will be sent daily updates about your pet. I will follow your instructions as to the care of your dog. Your dog will be well cared for.. My priority is the welfare of your pet. I look forward to hearing from you. I'm retired so my schedule is flexible. Dogs are welcome to stay for a day or any extended period of time. All breeds are welcome. I have a fenced in back yard and care for all dogs as if they were a member of my family. I abide by any specific instructions the owners have.

Sitter Profile Image: Rackeem R.
Verified Enhanced Background Check
Rackeem R.
from
$55
per day
5.0 out of 5 stars
30 reviews
15 repeat clients
7 years of experience
Middletown, DE, 19709

Very professional and has a great relationship with dogs and knowledge of them. Provided pics and videos and walks. Will definitely use him again.

Profile image
Joseph L.
Sitter Profile Image: Tarina L.
Verified Enhanced Background Check
Tarina L.
Star Sitter
from
$40
per day
5.0 out of 5 stars
39 reviews
12 repeat clients
30 years of experience
Edgewood, MD, 21040

Our golden retriever puppy, Loki had the BEST time in Tarina’s care! He was extremely comfortable there and was treated like part of the family. We are excited to have Tarina watch him again soon! :)

Profile image
Maritta B.
Sitter Profile Image: Paris V S.
Verified Background Check
Paris V S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
239 reviews
56 repeat clients
17 years of experience
Edgewood, MD, 21040

my pup was so excited to see paris again! as soon as we turned down her street for drop off, his tail had already started wagging. i know he’s in great hands when he’s with paris!

Profile image
Britney N.
Sitter Profile Image: Jenny M.
Verified Enhanced Background Check
Jenny M.
from
$37
per day
5.0 out of 5 stars
175 reviews
64 repeat clients
9 years of experience
Dover, DE, 19901

Jenny took great care of Poe. We received pictures and updates and Poe came home happy and tired. 😁

Profile image
Courtney E.
Sitter Profile Image: Gisel D.
Verified Enhanced Background Check
Gisel D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
39 reviews
18 repeat clients
7 years of experience
Edgewood, MD, 21040

This was Finlay’s first visit with Gisel. Seems like he had a great time. He came home happy and tired. Thank you for being great with communication. Much appreciated.

Profile image
Teal C.
Sitter Profile Image: Angela O.
Verified Background Check
Angela O.
from
$38
per day
5.0 out of 5 stars
111 reviews
35 repeat clients
25 years of experience
havre de grace, MD, 21078

My Aggie had a good time with Angela! Everything I was so worried about turned out to be me just being nervous. Aggie had a great day and will be coming back to visit again!

Profile image
Jessyca J.
Sitter Profile Image: Samantha B.
Verified Enhanced Background Check
Samantha B.
from
$25
per day
50 years of experience
Aberdeen, MD, 21001

About: I have taken care of animals all my life. I love dogs, they are part of the family here in my home. Fenced yard for exercise, allowed on furniture and friends to play with. Your dog will be right at home here. I am home all day to care for your fur baby. Dog door to the back yard so they can go play and potty when they need to. Exercised daily. I have a safe fun environment for your fur baby. Love and treats given freely. Pictures sent to you daily to your phone of your fur baby.

Sitter Profile Image: Jacob & Megan W.
Verified Enhanced Background Check
Jacob & Megan W.
from
$35
per day
5.0 out of 5 stars
76 reviews
47 repeat clients
10 years of experience
Bel Air, MD, 21015

Megan & Jake took such good care of Willa while we were visiting for a funeral. I didn’t have to worry at all about her and she had Dunkin to play with! Will definitely contact them again in the future for care 👍🏻

Profile image
Lauren C.
Sitter Profile Image: Candice M.
Verified Background Check
Candice M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
128 reviews
58 repeat clients
10 years of experience
South St. Georges, DE, 19709

Candice is a wonderful doggie caretaker. She was very attentive and patient with my fur baby, who is very needed and spoiled. I will be looking to have my fur baby do another stay soon. Thanks Candice!

Profile image
Otis S.
Sitter Profile Image: Dan K.
Verified Enhanced Background Check
Dan K.
from
$35
per day
15 years of experience
Middletown, DE, 19709

About: I’ve have been a dog owner all throughout my life. I currently have a golden retriever that is three year old named Steve. I know level 1 and level 2 dog training techniques. And enjoy taking dogs for long walks to get their energy out. I live five minutes from my job and can come home if needed and never work weekends. My wife works from home 3 out of 5 week days. I have a large fenced in yard (.75 acres) and a dog friendly golden retriever named Steve. I have an extra crate available if your pet needs crating.

Sitter Profile Image: Cynthia M.
Verified Enhanced Background Check
Cynthia M.
from
$25
per day
5.0 out of 5 stars
5 reviews
40 years of experience
Middletown, DE, 19709

About: I own It takes a village animal rescue, though I am taking a 2 year break, I have had 451 dogs come through my rescue in the last 10 years. I can help with house training, and basic puppy skills. I have probably had about 100 plus puppies in the last 10 years. I have a facebook account for the rescue and you can see all that My Volunteers and I have done over the years. Pet care has been a way of life for me for the last 10 years, I own an animal rescue, but am taking a 2 year hiatus, but miss haveing dogs around all day. I am home 90% of the time so I am there to let dogs out who might not be potty trained or sometimes it is just for company, laying on the couch watching TV and getting rubbed. I have a fenced in yard with lots of room to roam. I also have Mr Donovan, 110 pound hound mix that lost his 2 playmates in the last 2 months, so he would love having anotherfriend to hang/ play with.

Sitter Profile Image: Rachel B.
Verified Background Check
Rachel B.
from
$45
per day
5.0 out of 5 stars
49 reviews
24 repeat clients
10 years of experience
Aberdeen, MD, 21001

My puppy had the best time with Rachel and her kids. She come home happy and exhausted from playing all day. Thank you for giving her so much attention and sending so many pictures- we will definitely be back!

Profile image
Taren V.
Sitter Profile Image: Karen D.
Verified Enhanced Background Check
Karen D.
Star Sitter
from
$27
per day
4.9 out of 5 stars
158 reviews
77 repeat clients
30 years of experience
North East, MD, 21901

My pups change home happy and tired! Karen did an amazing job caring for them. She was very responsive and friendly! They will be going back soon!

Profile image
Valerie J.
Sitter Profile Image: Elena C.
Verified Enhanced Background Check
Elena C.
from
$40
per day
5.0 out of 5 stars
3 reviews
7 years of experience
Belcamp, MD, 21017

Thanks for helping us out with a rushed schedule and for taking care of our little girl!

Profile image
Jackie E.
Sitter Profile Image: Tania H.
Verified Enhanced Background Check
Tania H.
from
$50
per day
4.8 out of 5 stars
52 reviews
12 repeat clients
7 years of experience
Edgewood, MD, 21040

Me and my fur baby really appreciate Tania. She is there on time when we need her. She is the best I would recommend her to all my friends and family.

Profile image
Danny H.
Sitter Profile Image: Jen P.
Verified Enhanced Background Check
Jen P.
Star Sitter
from
$45
per day
5.0 out of 5 stars
76 reviews
22 repeat clients
25 years of experience
Middletown, DE, 19709

Liza had a great time with Jen!! Jen is really caring and was really attentive to put Liza at ease, not always a simple task as Liza has separation anxiety. Jen was very responsive, took a bunch of pictures, and sent me lots of updates. I really appreciated it and highly recommend her!

Profile image
Tatiana G.
Sitter Profile Image: Myra D.
Verified Enhanced Background Check
Myra D.
from
$35
per day
5.0 out of 5 stars
58 reviews
13 repeat clients
12 years of experience
Dover, DE, 19901

I couldn’t be more pleased with Myra’s kindness, patience and attentiveness while hosting my Fido. her photo updates and DM’s throughout the day were very considerate and most welcome. I would certainly recommend her to anyone looking for caring and competent care of their furry buddy

Profile image
Calvin S.
1 / 1
View more sitters

Chesterville dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Everything worked out perfectly! Lincoln got two walks, played in a fenced in yard and even took a dip in the river. Great communication as well

Profile image
Chris Z.
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 Chesterville 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 Chesterville average 4
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 Chesterville 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 Chesterville 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, 709 sitters provided doggy day care in Chesterville. 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 Chesterville sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Chesterville have an average of 17 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 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 Chesterville.

Chesterville 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 Chesterville 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 709 sitters offering doggy day care in Chesterville on Rover, so you’re sure to find the perfect match for your dog! In Chesterville, 95% of sitters offer daily exercise, 99% offer medication administration, and 97% 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.