Doggy Day Care in Chesapeake City

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Top rated Chesapeake City 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.

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Sitter Profile Image: Justin & Stephanie W.
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Justin & Stephanie W.
from
$40
per day
4.9 out of 5 stars
144 reviews
48 repeat clients
5 years of experience
Elkton, MD, 21921

Justin & Stephanie have a nice home that's very dog friendly. The back yard is fenced, clean and spacious. Our dog Molly had a great time at day care and we immediately booked her to be boarded over the following weekend. Can't recommend them highly enough!

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Hiram P.
Sitter Profile Image: Rackeem R.
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Rackeem R.
from
$55
per day
5.0 out of 5 stars
25 reviews
11 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.

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Joseph L.
Sitter Profile Image: Sharon M.
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Sharon M.
from
$42
per day
4.9 out of 5 stars
91 reviews
42 repeat clients
40 years of experience
Elkton, MD, 21921

Sharon was very good and patient with my baby pup. She took him when so many others wouldn't. Thank you Sharon for caring for my Koda. I highly recommend her.

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Cheryl A.
Sitter Profile Image: Jill & Thomas K.
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Jill & Thomas K.
Star Sitter
from
$35
per day
5.0 out of 5 stars
133 reviews
69 repeat clients
15 years of experience
Middletown, DE, 19709

Bijou had a great day. He’s all tuckered out now! Jill took good care of him. Set a comfortable and fun schedule for the day and set regular pics. We will definitely bring Bijou back. Thank you!

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Carol L.
Sitter Profile Image: Candice M.
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Candice M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
128 reviews
56 repeat clients
10 years of experience
South St. Georges, DE, 19709

Candice is great. She was able to watch my puppy Harley last minute for the day. He had so much fun! It was a great experience. We would definitely use her again.

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Tamarra W.
Sitter Profile Image: Yvonne & Joseph K.
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Yvonne & Joseph K.
Star Sitter
from
$60
per day
5.0 out of 5 stars
185 reviews
45 repeat clients
50 years of experience
Newark, DE, 19702

Yvonne and Joseph took wonderful care of Louie. He can be a handful, with all his energy, but thy were patient and kind with him. Thanks again!

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Jenny W.
Sitter Profile Image: Jen P.
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Jen P.
from
$45
per day
5.0 out of 5 stars
72 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!

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Tatiana G.
Sitter Profile Image: Dan K.
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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: Karen D.
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Karen D.
Star Sitter
from
$27
per day
4.9 out of 5 stars
150 reviews
74 repeat clients
30 years of experience
North East, MD, 21901

Reese had a great time with Karen and her husband. Karen was super sweet and welcoming. She sent pics and videos too! So glad we found someone we can trust super close to home! 🥰

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Jenel P.
Sitter Profile Image: Sandra T.
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Sandra T.
from
$29
per day
5.0 out of 5 stars
10 reviews
25 years of experience
Newark, DE, 19713

Thank you for letting Chai stay with you, Sandra!!

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kat g.
Sitter Profile Image: Latoya C.
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Latoya C.
Star Sitter
from
$45
per day
5.0 out of 5 stars
9 reviews
2 repeat clients
35 years of experience
Newark, DE, 19702

Latoya cared for my Benny as if he was her own. She give him his medication and ensure it was taken at each meal. Latoya is very professional and reliable. Thank you for taking such great care of my furbaby. I highly recommend Latoya and I'm confident you will not be disappointed!!!!

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Davida B.
Sitter Profile Image: Sunaina D.
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Sunaina D.
Star Sitter
from
$29
per day
5.0 out of 5 stars
13 reviews
7 repeat clients
6 years of experience
Newark, DE, 19702

Sunaina was great with Loki! He had such a great time with her and her family. She sent us many pictures and updates periodically of him during his time with them. She listened to our instructions on his allergies and food timing, and took him out for walks. We were super happy that he was happy! Definitely will book again when we are back in the area!

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Krishna P.
Sitter Profile Image: Chelsea K.
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Chelsea K.
Star Sitter
from
$50
per day
5.0 out of 5 stars
92 reviews
36 repeat clients
30 years of experience
Middletown, DE, 19709

Dropped our puppy off again at Chelsea’s and he was so happy to be back with her and had a blast!

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Sara B.
Sitter Profile Image: Claudia T.
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Claudia T.
from
$35
per day
5.0 out of 5 stars
110 reviews
29 repeat clients
14 years of experience
Newark, DE, 19702

Claudia is great with my little fur baby! She spends extra time with him and is very gentle with him. I can tell that he enjoys her company. I can tell that she is well educated when it comes to dealing with animals and has even taken the time to teach me some tricks and tips as I am a first time dog owner with crazy long hours at work. I will definitely be using her services frequently.

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Bianca M.
Sitter Profile Image: Johnathan G.
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Johnathan G.
from
$45
per day
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Newark, DE, 19713

We made a very last-minute request, but Jonathan responded immediately, willing to help. He was extremely easy to communicate with, and kept us up to date on what our little beagle was doing with his two adorable corgis during her six-hour stay. Next time we are in his area and need a sitter, we will definitely contact him.

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Mayumi W.
Sitter Profile Image: Briana B.
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Briana B.
from
$55
per day
4.9 out of 5 stars
18 reviews
6 repeat clients
12 years of experience
Middletown, DE, 19709

About: Important Information Before Booking Location Details: • For My Dogs: Collingdale, PA • For Services: I provide in-home pet care in your home only. I am based in Middletown, Delaware, just over the bridge. Introduction: Hello, my name is Briana. I have a master’s degree and work full-time in person/remote. I am here to provide reliable pet care. I have a dog, Nola, and ideally your pet should be able to interact with her under supervision. If not, I will make arrangements to ensure both pets’ comfort. As a new mom, I sometimes need to work around my child’s schedule and may need to bring him along when providing services. Service Details: • In-home pet care only. • Responsibilities include feeding, walking, and cleaning up after your pet. • I am not responsible for household chores like watering plants or sweeping. • I can bring in packages and retrieve mail if needed. Traveling Services: • I can travel to provide boarding, walking, or drop-in visits. • Full in-home boarding is possible if schedules align. • For safety, please ensure doors, windows, and outdoor security systems are secure. Safety Notice: • Please inform me if your home has cameras or any broken doors/windows. Experience and Commitment: • Lifelong animal lover and dog mom. • Experience with puppies, kittens, senior dogs, and pets with special needs. • Volunteered at a local animal shelter caring for dogs and cats. • Flexible to travel within Delaware, Maryland, and Pennsylvania. Dependability and trustworthiness are my top priorities. Booking Policy: • Rates have been adjusted due to previous clients not completing bookings. Please confirm all details and commit to your booking. My schedule is pretty flexible. I typically start my boardings on a Friday until Sunday but I can make arrangements if it aligns with my schedule. I do have a baby so I ask that my time is respected and that I’m able to tweak the pet services schedule according to our needs I typically have a work commitment every Wednesday 8:30 AM-3:00 PM. Fenced yards are my favorite, I always keep an eye on pets when they’re in a fence or out of a fence since pets are like babies, especially my own baby. When caring for pets in my home, I create a safe and comfortable environment for them. I have designated spaces for sleeping, playing, and eating, ensuring they have everything they need. I follow a structured routine for feeding, walking, and playtime to maintain consistency and reduce stress. I also monitor their health, and offer plenty of affection and attention. When caring for pets in a client’s home, I prioritize maintaining their usual routine to help them feel secure. I follow detailed instructions provided by the owner regarding feeding times, portion sizes, and any specific care needs. I ensure the pets get their regular walks, playtime, and any medication they might require. Additionally, I keep the home clean, ensure the pets have fresh water, and provide updates to the owner about their pets’ well-being. This approach helps pets feel comfortable and keeps the owners reassured.

Sitter Profile Image: Geosselyn D.
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Geosselyn D.
from
$30
per day
5.0 out of 5 stars
9 reviews
3 repeat clients
7 years of experience
Elkton, MD, 21901

About: Hi! My name is Geosselyn, and I’m 31 years old. My love for animals is what led me to the wonderful world of pet sitting. I’ve had pets all my life, and my bond with them has only grown stronger into adulthood. I have over 7 years of experience as a dog walker, pet sitter, and dog boarder. My experience comes not only from caring for my own pets but also from helping friends, family, and volunteering at shelters throughout the years. I understand how important it is to trust someone with your beloved pets, and I take that responsibility seriously. I’m married with two amazing kids, ages 14 and 5. We share our home with two dogs—a Pug and a Maltese and two cats—a Russian Blue and a Tuxedo. They bring so much joy to our lives! We live in the countryside with a fenced backyard and plenty of space for pets to run and play. I’m currently available full-time or part-time during both weekdays and weekends, so your pet will get lots of attention and care. We’re so excited to meet your pets and welcome them into our home! ❤️🐾 I’m currently available to work full time or part-time, I’ll have plenty of time to take care of your lovely pet during weekdays and weekends. We living in the countrySide with a fence backyard and with plenty of space for them to run and play! We are so excited to meet your pets. ☺️❤️

Sitter Profile Image: Divya J.
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Divya J.
from
$33
per day
5.0 out of 5 stars
4 reviews
3 repeat clients
7 years of experience
Middletown, DE, 19709

I’ve had the pleasure of using Divya as a dog sitter for the past two days, and I couldn’t be happier with the experience. She is incredibly kind and attentive to my dog, Max, and it shows. Max had no hesitation being dropped off and always looked happy and healthy when I picked him up. I felt completely at ease knowing he was in such good hands. I plan to use Divya’s services often in the future and highly recommend her to anyone looking for a reliable and caring dog sitter!

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Annie & Nick B.
Sitter Profile Image: Susan C.
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Susan C.
from
$40
per day
5.0 out of 5 stars
59 reviews
26 repeat clients
14 years of experience
Bear, DE, 19701

Susan was great with Rupie! She was very communicative and texted us updates throughout the day which really put us at ease. You can tell she has a lot of experience with animals and Rupie was quickly comfortable with her. I would definitely book with Susan again!

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Drew R.
Sitter Profile Image: Huimin Q.
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Huimin Q.
from
$30
per day
5.0 out of 5 stars
15 reviews
6 repeat clients
9 years of experience
Middletown, DE, 19709

Huimin was amazing with Max and Bailey - she was so sweet and gentle with the dogs, and you can tell she totally knows how to take care of them. She took them on multiple walks, and sent pictures throughout the day so I felt completely at ease leaving my babies with her. My dogs got along great with her puppy, Tutu, and even cuddled together. I recommend leaving your fur babies with Huimin! 10/10!

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Rachel L.
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The median cost per day for doggy day care in Chesapeake City is $35

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Sitters in Chesapeake City 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 Chesapeake City on Rover as of Apr 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 Chesapeake City 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 Apr 2026, 278 sitters provided doggy day care in Chesapeake City. 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, 93% of Chesapeake City sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Chesapeake City have an average of 23 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 Chesapeake City.

Chesapeake City 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 Chesapeake City 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 278 sitters offering doggy day care in Chesapeake City on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake City, 92% of sitters offer daily exercise, 92% offer medication administration, and 96% 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.