Doggy Day Care Chesapeake City

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

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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.

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Sitter Profile Image: Justin & Stephanie W.
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Justin & Stephanie W.
from
$45
per day
4.9 out of 5 stars
160 reviews
59 repeat clients
13 years of experience
Elkton, MD, 21921

Wonderful experience boarding with Justin and Stephanie! Such an easy process, and my dog was well taken care of. They are also very accommodating as I had a family situation to tend to. Grateful for their service :) would recommend!

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Nikki C.
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
190 reviews
47 repeat clients
50 years of experience
Newark, DE, 19702

Mutig was so happy when we picked him up! I have been nervous about where to leave him during a vacation we have coming up, but I was put at ease after this stay. She sent so many happy pictures of Mutig and Quincy playing and sent me updates of how he was doing. Yvonne and her husband were very caring. She fed the dogs separately, took them out often, and showed a lot of care. We are so glad we found her to have piece of mind that we are leaving Mutig in good hands when we cant be there!

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Greer B.
Sitter Profile Image: Candice M.
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Candice M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
129 reviews
59 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: 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: Jen P.
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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!

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Tatiana G.
Sitter Profile Image: Sandra T.
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Sandra T.
Star Sitter
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$30
per day
5.0 out of 5 stars
14 reviews
2 repeat clients
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: Nancy L.
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Nancy L.
from
$40
per day
5.0 out of 5 stars
6 reviews
1 repeat client
12 years of experience
Newark, DE, 19702

Was accepted on a late notice for a Holiday and was very flexible. Sent plenty of updates and Barkley had a great time! Definitely recommend!

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Jordan C.
Sitter Profile Image: Karen D.
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Karen D.
Star Sitter
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$27
per day
4.9 out of 5 stars
163 reviews
78 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: Mark & Kayleigh B.
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Mark & Kayleigh B.
from
$35
per day
10 years of experience
Bear, DE, 19701

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.

Sitter Profile Image: Sharon M.
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Sharon M.
from
$42
per day
4.9 out of 5 stars
97 reviews
46 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: Latoya C.
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Latoya C.
Star Sitter
from
$45
per day
5.0 out of 5 stars
18 reviews
5 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
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$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: Rackeem R.
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Rackeem R.
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$55
per day
5.0 out of 5 stars
32 reviews
16 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: Cynthia M.
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Cynthia M.
from
$25
per day
5.0 out of 5 stars
7 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. Dogs must be neutered or spayed. Pet care has been a way of life for me for the last 13 years, I own an animal rescue but am taking a 2 year hiatus, but miss having 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 we just lay 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 another friend to hang/ play with.

Sitter Profile Image: Geosselyn D.
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Geosselyn D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
15 reviews
4 repeat clients
11 years of experience
Elkton, MD, 21901

We were very impressed with Geosselyn’s care of our dog! Her large fenced in backyard was perfect! Our dog seemed very comfortable with her! We highly recommend Geosselyn!

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Kathleen O.
Sitter Profile Image: Selena L.
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Selena L.
from
$35
per day
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
El Cerritos, Bear, DE, 19701

Chai seemed like a happy gal after a day with Selena, so I can tell Selena took great care of her!

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kat g.
Sitter Profile Image: Brittany F.
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Brittany F.
from
$29
per day
5.0 out of 5 stars
3 reviews
20 years of experience
Warwick, MD, 21912

About: My farm is a beautiful sanctuary that we love to share with all furry friends! Whether they want to splash in the pool, run outside in a safe CLEAN secure area, or just have a nice snuggle in their indoor kennel or maybe even stretch out on the couch- just know they’ll be wagging to come back! I have 6 horses on the property, 13 chickens, 2 turkeys, 2 outdoor barn cats, and my Friendly Laid back dog Archie. I provide love & care which is more important than anything else. But of course- I follow parents rules! My entire life revolves around my farm and caring for all of my animals. I am on the property 24/7 as this is my full time job. And luckily it’s my passion. We have a beautiful fenced in pasture with lots of space to run. We are in a very private and rural area. We also have a pool- only if parents are OK and the Pup chooses to take a dip! Your Pup will always be supervised. If there are restrictions we will always abide by them. We also have dog crates if needed or requested and a beautiful inside area as well. Basically your Pup is gonna have free range and feel a home away from home.

Sitter Profile Image: Kelsie T.
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Kelsie T.
from
$30
per day
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Elkton, MD, 21921

About: Hi there! My name is Kelsie, and caring for animals isn’t just something I do—it’s who I am. With over 15 years of both professional and personal pet care experience, I bring a deep understanding of animals of all kinds and the love they deserve. I’m comfortable caring for a wide variety of pets, from dogs and cats to birds, fish, and small animals. In fact, my own home is full of furry (and feathery!) family members—I currently have four dogs, a bird, a fish, and a chinchilla. Because of this, I’m very familiar with different temperaments, routines, and care needs. Whether your pet is a playful puppy, a senior who needs extra patience, or has medical needs that require special attention, you can trust that they’ll be in capable and compassionate hands. I have experience caring for pets of all ages and am attentive, reliable, and detail-oriented when it comes to following care instructions. Your pet’s safety, comfort, and happiness are always my top priorities. I treat every animal like they’re my own and strive to make sure they feel loved and secure while you’re away. I’d love the opportunity to meet you and your pet! I have a busy schedule but I always make time for my clients and their pets. And they always have my focus while I am spending time with them. My husband helps me with my services and between the two of us someone is almost always home! I believe that care should be tailored to each specific pet, so I do not have a set care plan until I meet you and your pets

Sitter Profile Image: Briana B.
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Briana B.
from
$58
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 Monday 9:30 AM-2:30 PM, Tuesday/Thursday/Friday 8:30 AM-1:30 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: Elizabeth D.
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Elizabeth D.
from
$29
per day
5.0 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Newark, DE, 19702

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!

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The median cost per day for doggy day care in Chesapeake City is $36

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Meet local sitters who will treat your dogs like family

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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 July 2026, there are 497 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 497 sitters in Chesapeake City, 84% 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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