Doggy Day Care Chesapeake City
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Chesapeake City, Find top rated doggy day care
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: ***drop off and pick up times are between 9 am -2:30 pm or between 5 pm and 10 pm***** as I have zoom meetings in mornings and afternoons ; Rover will not let me put in specific times I do apologize****I have two fur babies of my own! They are spoiled rotten. Their names are Rainy and Stormy . I am well trained in giving oral medications as I had a fur baby that had congestive heart failure for 4 years whom also was a senior dog when he passed at 18 years old. I have taken care of other people’s dogs and cats. Where they are treated like my babies while here as well and get spoiled and lots of attention. I work from home and care for my grandmother so I will home with them at all times. I can administrate pills/medicine if needed. I am able to take the dogs out whenever it is needed. My babies are always by my side like shadows. I have a fenced in yard.My dogs love to play with friends dogs. The more the merrier!
“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! 🥰”
About: Dogs have always been a big part of my life. I grew up with Border Collies and have also adopted several dogs over the years, so I'm comfortable with everything from high-energy working breeds to laid-back companions. I've also volunteered at several shelters, giving me experience with dogs of different ages, sizes, temperaments, and backgrounds. I work from home (as does my wife) so your pet will be getting consistent, attentive care. To be honest, our dog passed away last fall and we are missing the joy of being dog owners and having dogs around, but we need something a little more flexible for the time being. You are getting two sitters for the price of one and we will care for your dog as if they were our own :) As a former dog parent who has used Rover, my goal is to provide exactly what I was looking for each time I booked a walker/sitter: clear communication, limited hassle, and all of the assurances that you can rest easy and not worry...your doggo is in good hands! I work from home and call my own hours (as does my wife) so as long as we know your dog's routine we will make sure to incorporate it into our own. We have a fenced-in yard and a walking path near our home so walks are never a problem (we love walks). My wife and I both work from home so one of us will always be giving your dog attention/supervision. We have previously owned dogs who were flight risks so we have been conditioned to keep an eye out, keep doors closed, etc. We have a big fenced-in yard and have a little indoor gate/fence that we use in the house if need be to secure a hallway, etc.
“Jen did a great job watching our greyhound Cleo! We had a very last minute need as we moved homes and Jen made it happen. We loved getting the photo updates of how Cleo was doing.”
“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!”
“Emily was so attentive and confident. Her knowledge and expertise are unmatched! She is so in tune with my dog - it definitely made me feel like my dog was safe and in good hands. Would recommend Emily to anyone!”
“Justin and Stephanie were amazing with Charlie. From the moment I met Justin I knew I had nothing to worry about! I received many pictures and plenty of updates even though he was only there for one day. Communication was excellent and thorough. I really appreciated how kind and considerate they were of my highly anxious sensitive pup and took great care to make him comfortable! Thanks again!”
“It was very easy to book the stay for our fur baby. Paris communicated with me from the start of my inquiry, throughout my booking, my pup's stay & after pick up. I don't leave my baby with other people often but I felt at total ease leaving her with Paris. She has earned my trust and my future business. If you book with Paris, you and your fur baby with be super happy. Thank you so very much for taking great care of our girl!”
About: Dogs have always had a special place in my heart and require a lot of patience and attention. I have over five years of experience within dog sitting and in my care, they will be loved, respected, and given the enrichment they properly deserve! I'm currently working part-time with plenty of availability during the week! My flexibility allows me to properly care for all the needs of your pet! At my apartment we have a trail that is great for walking pets and in close proximity within my complex. It's perfect for walking your pet(s) and a great place to decompress! If you have any questions or concerns I am here to accommodate for you and your furbaby!
“Rover services are top notch. Claudia was/is an angel and was fantastic with my dog Bella. I am using her serive again in a week. I didn't know about the tipping, so l will make up to her on Bella's next visit.”
“Karen provided excellent care for my daughter’s dog Pippin! Pippin can be anxious but she was right at home with Karen and her dogs. Karen sent us lots of pictures and updates and was an overall outstanding dog sitter!”
“I really appreciated Nicole's care for and attention to our senior guy. I had no worries leaving him in her care. And since she only takes one animal per day it worked out perfectly. Will definitely use her again!”
“Couldn’t be more grateful Tevin was willing to host Spark! My dog loved him/the environment. He was worn out from playing by the pickup time. Great sitter, good communication, and thorough updates. His dogs were very welcoming towards mine.”
About: I don’t just watch dogs I treat every dog like family. 🐾❤️ I take the time to understand each dog’s personality, routine, energy level, and individual needs so they feel safe, comfortable, and loved while they’re in my care. From playtime and cuddles to walks, attention, and plenty of positive interaction, I make sure every dog gets more than just supervision they get a fun, personalized experience they’ll look forward to every time. Because your dog deserves more than a place to stay they deserve a second home. I am a stay at home mom my attention is on kids and animals I only go out if I have to and it’s never a long time I have a fenced in yard and 2 friendly dogs (small dogs ) to keep your fur baby company. They will be loved and protected by me and my family❤️
The median cost per day for doggy day care in Chesapeake City is $35
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for doggy day care - Chesapeake City
Select a filter and find qualifying sitters offering doggy day care.Sitters in Chesapeake City average 3 repeat doggy day care clients
FAQs for Doggy Day Care - Chesapeake City
Frequently asked questions about Rover
As of September 2026, there are 485 sitters on Rover offering Doggy Day Care across Chesapeake City. Enter your ZIP code to see which available sitters are closest to your home.
Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Chesapeake City commute.
If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
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 MD 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.
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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 485 sitters in Chesapeake City, 85% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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