Doggy Day Care in Shady Side

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Top rated Shady Side 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: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
16 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: Laura T.
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Laura T.
from
$40
per day
5.0 out of 5 stars
36 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

Laura is fantastic! Our pup Luna had a great time and loved playing around in the yard and with her two lovely pups. Laura was great to work with and sent pictures during Luna’s daycare session. Thanks!

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Mike H.
Sitter Profile Image: Aleah J.
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Aleah J.
from
$35
per day
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

About: I’ve been caring for cats and dogs for about 10 years now, through my friends, family, neighbors and my own 2 puppies! I’m a college athlete who’s very active, so I’m happy to run/play and keep energetic dogs exercised while also making sure they feel loved, safe, and cared for! Pet care has always been a part of my daily routine, caring for my own two dogs! However, I’m a college student now, who lives an hour away from home, but I’m back for weekends and have plenty of free time to care for pets! I provide a safe, fun environment for pets. I have a fenced yard for running around outside, and two friendly dogs who would love to make friends! I closely supervise pets and will follow all instructions/special requests strictly from owners!

Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$50
per day
5.0 out of 5 stars
224 reviews
60 repeat clients
10 years of experience
Annapolis, MD, 21401

Jenna is super - very relaxed — super helpful communication — and Wilson was delighted with her attention. A great experience 5 stars - gold stars!

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W. Brett M.
Sitter Profile Image: Alex K.
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Alex K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
61 reviews
15 repeat clients
30 years of experience
Annapolis, MD, 21401

Alex Z. was amazing! Very loving and caring while dog sitting for my 3 month old puppy. Her pets were loving and playful also. She took lots of pics and kept me updated with his activities throughout the day. Will definitely request her services again.

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

Lindsay did an amazing job with our Daisy who has separation anxiety. Photo during the day and a fun video to watch. We will book again next time we are in town!

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

Kacie was just great with our pup! Even though this was our first visit, they bonded quickly and I knew he was going to have a fun day. Walks, play date with another pup and a trip to the dog park - all things wonderful for an eager playful pup. I walked away as he walked in the house with Kacie. He was happy when I picked him up - perfect day in every way. Highly recommend Kacie - your pup will be in great hands. Plus, she’s so nice and super friendly!!

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Linda R.
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
63 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

Roxy had a wonderful time playing with Andreas and his dog Luna. She was reluctant to leave in order to come home. The rest of the day she was happy and tired. Andreas was very pleasant to deal with. His fenced-in yard is a big plus.

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David C.
Sitter Profile Image: Diana V.
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Diana V.
from
$55
per day
5.0 out of 5 stars
202 reviews
84 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: Amanda D.
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Amanda D.
from
$40
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
30 years of experience
North Beach, MD, 20714

Amanda was friendly and communicated with me all day. Felt very comfortable leaving my fur baby in her capable hands. We will definitely use her again.

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

Elaine welcomed my Ziggy with open arms and heart. She is warm, friendly, loves dogs and treats them like family. Since being attacked by another dog at a dog park Ziggy has been anxious and nervous in different situations. When I returned I found a happy, smiling pup, which spoke volumes for his care with Elaine. I feel like I found a new family member who loves dogs as much as myself and shows Ziggy the kind of love to feel safe at home with her. Thanks Elaine

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Patricia J.
Sitter Profile Image: Taylor Grace T.
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Taylor Grace T.
from
$55
per day
5.0 out of 5 stars
8 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: Chris G.
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Chris G.
Star Sitter
from
$35
per day
5.0 out of 5 stars
18 reviews
8 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: Alexis H.
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Alexis H.
from
$60
per day
13 years of experience
Annapolis, MD, 21403

About: I’ve been around animals my entire life and grew up caring for 3 dogs, 2 cats, birds, lizards, hermit crabs, fish, and rabbits. Taking care of pets has always come naturally to me. Since I was around 10 years old, I’ve helped walk my neighbors’ dogs and puppies, as well as pet sit their dogs and cats while they were away on vacation. I’m very patient, attentive, and love making pets feel safe, comfortable, and cared for like they’re part of the family. 🐾 Pet care fits naturally into my daily routine as a stay-at-home mom, which gives me a very flexible schedule and allows me to be home throughout the day for walks, feedings, playtime, check-ins, and lots of attention. My 5-month-old daughter and I spend a lot of time at home, so I’m able to provide consistent care, companionship, and updates for pet owners. I enjoy having animals as part of our daily routine and make sure every pet feels comfortable, safe, and cared for. In my home, pets are treated like family and are welcome on the furniture for comfort and companionship. I create a calm, loving environment where animals can feel safe and relaxed while away from their owners. My cats have access to food and water throughout the day, with their setup safely placed out of reach from dogs when needed. I do not crate animals unless specifically requested by the owner, as I prefer pets to feel comfortable and free in the home. I pay close attention to each pet’s routine, personality, and comfort level to make sure they receive individualized care, attention, and plenty of love.

Sitter Profile Image: Julia H.
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Julia H.
from
$75
per day
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21403

Julia was incredibly responsive and promptly accepted our last-minute request. She took excellent care of our dog, providing frequent updates and photos that truly went above and beyond. She was attentive to his needs and very respectful of his comfort level. As a bonus, she has a delightful dog of her own, and ours clearly enjoyed the time playing together.

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Natalie K.
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: Lily K.
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Lily K.
from
$70
per day
5.0 out of 5 stars
1 review
2 repeat clients
10 years of experience
Edgewater, MD, 21037

About: My family and I had two amazing dogs growing up who recently passed away, and I’ve really been missing that kind of dog love. I just graduated college and would love to spend more time around pets while gaining more experience caring for them. I recently graduated college, where I was a student-athlete majoring in criminology and sociology. I’m looking to gain more hands-on experience in animal care while I'm in the application process— and have a pretty flexible schedule! When caring for pets in a client's home, I prioritize maintaining their familiar surroundings. and following their routines, including feeding times, walks, and play sessions. I make sure to provide regular updates to the owners, giving them peace of mind while they're away.

Sitter Profile Image: Sally D.
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Sally D.
from
$40
per day
5.0 out of 5 stars
7 reviews
3 repeat clients
26 years of experience
Edgewater, MD, 21037

About: I will treat your pet as my own with care, welcoming hugs, and one on one attention. I’m not in the position to have a pet right now but find much joy from being with animals. I’ve had both small and large dogs. I have experience providing dogs with medications as both of my previous dogs needed multiple medications in their older years. I’ve lived with my partner’s cat for a few years and enjoy cats. However, I have less experience with higher needs cat care. I’m open to cat care though. I once watched 10 cats and a goose during grad school. I would go into the house several times a day to change litter and play with the cats and goose. I’m currently work part time three days a week. This allows me to provide individual attention and spend quality time with the pets I care for. I integrate my visitor pets into everything I do. I will primarily walk your pet but I do have a small fenced yard (20x7). The yard has payers and some a small flower bed/dirt area. It is connected to my work area and I can watch your pet in the yard should fresh air breaks be needed. I would not leave your animal in the yard alone as I think that not okay. If I am inside, they will be inside. I have experience crating pets should that be preferred. However, I’m fine with pet’s being able to roam my home.

Sitter Profile Image: Taylor C.
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Taylor C.
from
$60
per day
5.0 out of 5 stars
172 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: 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.

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Over 15
pet parents in Shady Side have booked doggy day care

Shady Side dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Hannah is responsive and is experienced with pet care. Louie was very comfortable there and happy when I picked him up.

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Joy B.
Doggy Day Care
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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 Shady Side is $36

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 Shady Side 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 Shady Side on Rover as of Jun 2026 was about $36 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 Shady Side 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, 825 sitters provided doggy day care in Shady Side. 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 Shady Side sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Shady Side have an average of 15 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 Shady Side.

Shady Side 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 Shady Side 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 825 sitters offering doggy day care in Shady Side on Rover, so you’re sure to find the perfect match for your dog! In Shady Side, 99% of sitters offer daily exercise, 97% offer medication administration, and 91% 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.