Doggy Day Care Shady Side

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

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Shady Side, 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: Tanner B.
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Tanner B.
from
$25
per day
7 years of experience
shady side, MD, 20764

About: I have many years of hands on experience caring for dogs, cats, and other animals of all breeds, sizes, ages, and personalities. I’ve worked in animal shelters and have been working at Beechnut Kennels for the past 3 years, caring for pets daily through feeding, exercise, playgroups, cleaning, and monitoring their health and behavior. I also foster cats and kittens and have experience with shy, fearful, reactive, and feral animals. I’m comfortable administering medications and using Fear Free handling techniques to keep pets as comfortable and stress-free as possible. I truly love animals and treat every pet in my care like they’re my own! I currently work part-time at Beechnut Kennels, which gives me flexibility to provide dependable pet care throughout the week. I offer drop-in visits, walks, and overnight care, and I’ll do my best to accommodate your pet’s routine. I understand the importance of consistency and will always keep you updated with photos and messages while you’re away. Your pet’s safety and comfort are my top priorities. With years of experience working in shelters and at Beechnut Kennels, I’m comfortable caring for pets of all ages, sizes, temperaments, and medical needs. I have experience using Fear Free handling techniques, administering oral medications, and caring for shy, fearful, and senior pets. I’ll always follow your pet’s routine and instructions closely to help them feel safe, relaxed, and loved while you’re away. Communication is important to me, so you can expect regular updates and pictures during every visit.

Sitter Profile Image: Diana V.
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Diana V.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 223 reviews
96 repeat clients
10 years of experience
Riva, MD, 21140

“Our pupper enjoyed his day stay and really got to stretch his legs in such a large yard. We received regular updates and felt at ease leaving him in such capable hands.”

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Christian M.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$50
per day
5.0 out of 5 stars
• 70 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

“Elaine takes such good care of our dog, Ellie. I'm so glad she was available to watch her when I had to be away for a work trip. I know she's in good hands! Thank you Elaine!”

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Jessica A.
Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 17 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

“Lucy and Daniel are a great team for the best doggy daycare you could ever want/need for your dog! My dog is extremely needy and they gave him nothing but love. We look forward to next time!”

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Meredith C.
Sitter Profile Image: Sarah & Peter L.
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Sarah & Peter L.
from
$30
per day
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Annapolis, MD, 21401

“Sarah and Peter are great! They took care to read my dog’s profile carefully to attend to her needs. They were sure to give her play breaks away from their dog (mine’s older and gets tired faster) and gave her lots of attention!”

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Audrey A.
Sitter Profile Image: Sean K.
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Sean K.
from
$35
per day
5.0 out of 5 stars
• 1 review
1 repeat client
10 years of experience
Stevensville, MD, 21666

About: I've always been great with animals, able to read them and good at figuring out what they need. I volunteered at Animal Welfare League of Queen Anne's County for several years starting in High School. I've worked closely with large animals with behavioral problems, so I'm down the handle whatever quirks your pet has. My schedule is very flexible, and I can usually provide services as needed when given prior notice. Anytime of day as well, within reason ofc. I'm very adept at reading animals behavior and figuring out when they need attention, when they need space, and good at gaining an animals' trust.

Sitter Profile Image: Chasity P.
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Chasity P.
from
$100
per day
5.0 out of 5 stars
• 2 reviews
2 repeat clients
8 years of experience
Shady Side, MD, 20764

About: I'm a very energetic person so I will always play with the pets and I'm always making sure they are well looked after. I have taken care of plenty of pets aging from young puppies and kittens to older. When taking care of cats I have plenty of toys and things for them to climb on. I have also taken care of pets that have special needs. Like diabetics and other things. I know how to give medications oral and in shot form. Special skills would be probably that I can keep up with any animal and I love all of them. They put a smile on my face. And I love seeing owners with the same smiles. It warms my heart every day. ? I'm usually free most of the day and love cuddles and walking with the pups and kitties. So scheduling will be easy and always available. I have a fenced in yard and a dog and cat that love others. We can play and go for walks. Also tons of activities to do.

Sitter Profile Image: Taylor Grace T.
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Taylor Grace T.
from
$55
per day
5.0 out of 5 stars
• 9 reviews
1 repeat client
7 years of experience
Capitol Hill, Annapolis, MD, 21401

“They were sweet with Kodi and sent picture updates during the day. I look forward to using them again!”

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erin t.
Sitter Profile Image: Mya P.
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Mya P.
from
$60
per day
5.0 out of 5 stars
• 6 reviews
3 repeat clients
25 years of experience
Chesapeake Beach, MD, 20732

“My puppy was totally comfortable and loved while at Mya’s…. I had a last minute appointment close by and felt completely comfortable leaving my puppy for the day. Mya sent pics and videos - she even managed to get Hutch to eat his lunch -he gets excited and won’t eat ! I highly Reccomend Mya! !!”

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Terri I.
Sitter Profile Image: Nicki J.
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Nicki J.
from
$35
per day
5.0 out of 5 stars
• 1 review
3 years of experience
Deale, MD, 20733

About: I have been taking care of dogs and cats for the last 6 years. I have had to feed, walk, scoop litter boxes, give medicine, and give ALL of my attention to them :) I have had a dog all of my life and have been around animals every single day. I will care for your for baby like my own. I will send pictures/videos to make you feel like you are there watching them :) I do have a full-time job, but it is remote, so I am very flexible. I do not have assigned hours, so I am able to care for your animal at any point of the day, whether be walks, or just stop in to say hey and play for a while! I will be able to care for your fur baby at your house making sure everything is cleaned up and safe for your animal. I am very accommodative and if you need or want anything else done just let me know!

Sitter Profile Image: Maria K.
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Maria K.
from
$25
per day
5.0 out of 5 stars
• 1 review
20 years of experience
Edgewater, MD, 21037

About: I'm Maria, a dedicated and loving caregiver, passionate about dogs and cats. Lover of art and cooking, born in Argentina and now living in the US, I speak Spanish and English fluently. I would love to meet your little boy and make him feel at home house under my care and affection I offer flexible schedules to care for your pets in my home, adapting to your needs. Since I work from home, I can provide constant care for your pet throughout the day. Your furry friend with me will be in good hands! I have a large open yard with lots of space for playing, a house that is easy to partition in case pets need separating, and more than enough time to watch for and meet your pets needs and desires!

Sitter Profile Image: Holly L.
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Holly L.
Star Sitter
from
$25
per day
5.0 out of 5 stars
• 103 reviews
23 repeat clients
14 years of experience
Owings, MD, 20736

About: I have grown up with dogs and now I have 3 of my own! I have a pug, and 2 basset hounds. I'm experienced in all size dogs. (I previously had 2 english mastiffs that crossed the rainbow bridge) I also have chickens and ducks. I worked at a retirement community for years.. so I'm understanding and kind towards our wiser elders who made need help with their furbabies. I'm a homemaker so I'm almost always available for your pet care needs. I'm available to sit and play with them to your hearts comfort. All 3 of my dogs are inside dogs who sleep in bed with me. 🤣 Furbabies are like children to me. I truly believe they have souls and they deserve all the love in the world.

Sitter Profile Image: Lindsay M.
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Lindsay M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 55 reviews
13 repeat clients
40 years of experience
Annapolis, MD, 21401

“If I could give Lindsay 10 STARS I would!!! If you're traveling to the Annapolis area and don't know who to trust with your most precious asset - your pup (this was me!) - choose Lindsay! As you can see from all of Lindsays reviews, she is amazing with animals - its in her heart - but what makes Lindsay stands apart is her responsiveness, her communication, her ability to work with your schedule. She is so kind, and loving towards your dog, that you can enjoy your time away with peace in your heart. Thank you for everything Lindsay! <3”

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Pamela C.
Sitter Profile Image: Chris G.
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Chris G.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 21 reviews
9 repeat clients
30 years of experience
Dunkirk, MD, 20754

“Chris and Kelly are extremely sweet, understanding, loving and caring. If you choose them as a sitter your baby will be in safe/loving hands. I look forward to using their services again!”

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Win W.
Sitter Profile Image: Taylor C.
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Taylor C.
from
$60
per day
5.0 out of 5 stars
• 173 reviews
53 repeat clients
12 years of experience
Annapolis, MD, 21403

“Taylor took such great care of Millie, she was super attentive, caring and kept me updated with how she was doing! I'll definitely be using her services again!”

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Morgan W.
Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 66 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

“Andy & Lydia took wonderful care of our pup during his day visit in their home, he was so happy and energetic when we picked him up, we knew he had had a great time!”

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Anna K.
Sitter Profile Image: Stacia D.
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Stacia D.
from
$49
per day
12 years of experience
Annapolis, MD, 21403

About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! I believe in open communication to ensure the safety of you, your pet, me and mine. I work fully remote and am able to support daycare and boarding. I usually walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. This is to ensure the safety of my dog and if I am boarding or hosting daycare for another dog. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive, okay without supervision, or is okay in a crate or enclosed room. I communicate my anticipated work schedule and plan for the day with the pet owner.

Sitter Profile Image: Kacie B.
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Kacie B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 81 reviews
29 repeat clients
12 years of experience
Annapolis, MD, 21401

“Had work done to my home and my puppy needed a place to stay for the day. Bruno had the best time with Kacie. I received so many updates and photos. It was so comforting to know he was in great hands.”

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Katie F.
Sitter Profile Image: Alex K.
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Alex K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 64 reviews
16 repeat clients
30 years of experience
Annapolis, MD, 21401

“Alex communicated throughout our dog’s stay, shared lots of photos, and took him out for walks. Our shy boy normally takes weeks to adjust to a new sitter, but clearly liked being with Alex and her pack.”

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Martin N.
Sitter Profile Image: Faith M.
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Faith M.
from
$30
per day
4.9 out of 5 stars
• 21 reviews
7 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

About: Hello, I’ve been caring for pets since I was 16. Mainly my own and my neighbors animals. I have had nothing but good reviews from them all! I currently do online school and am home all the time because of that. This leaves a lot of quality time I can spend with your animals. I have a single dog at home that is very friendly to keep your doggies company. If you have specific needs for your animals then I will make sure to follow them no matter what.

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The median cost per day for doggy day care in Shady Side is $40

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Meet local sitters who will treat your dogs like family

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Popular requests for doggy day care - Shady Side

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Sitters in Shady Side average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Shady Side

Frequently asked questions about Rover

As of September 2026, there are 4,089 sitters on Rover offering Doggy Day Care across Shady Side. 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 Shady Side 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 4,089 sitters in Shady Side, 86% 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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