Doggy Day Care in Winsome Heights

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

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Top rated Winsome Heights 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: Lydia B.
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Lydia B.
Star Sitter
from
$26
per day
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Eldersburg, MD, 21784

Lydia Is an awesome sitter! My dog Bennett absolutely thrives there, she takes him on little adventures he plays outside it’s wonderful! I would highly recommend her! She also sends pictures all the time which I adore!

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Kaitlyn D.
Sitter Profile Image: Lonnie P.
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Lonnie P.
Star Sitter
from
$40
per day
5.0 out of 5 stars
48 reviews
11 repeat clients
50 years of experience
Finksburg, MD, 21048

Lonnie was great! He was so good with our dogs and I felt so comfortable leaving them with him knowing they were in good hands! They had so much fun and didn't even want to leave. We couldn't ask for anyone better for our dogs!

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Caitlyn B.
Sitter Profile Image: Sarah C.
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Sarah C.
from
$25
per day
15 years of experience
Westminster, MD, 21157

About: I have had dogs my whole life. I’ve owned various breeds throughout the years and am comfortable with puppies and senior dogs. I’ve had German Shepherds, Great Danes, Weimaraner, and mutts. I even have a experience with blind dogs! I currently work remotely 4 days a week. I do go into the office on Tuesdays. Aside my gym time, I’m home during the week. I have a condo with a nice fenced in yard in downtown Westminster. I currently have one dog, a female mutt named Ruane. She gets along great with other dogs. She gets plenty of outside time and loves to have doggy playmates over to keep her company:)

Sitter Profile Image: James & Mary H.
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James & Mary H.
Star Sitter
from
$40
per day
5.0 out of 5 stars
203 reviews
59 repeat clients
50 years of experience
Eldersburg, MD, 21784

Maverick already loves his “grandparents” so much. We really appreciated the updates and pictures. He only did a day care day so far, but he was exhausted from his great day. We knew he was in great hands and are happy to have caring sitters for the future!

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Madison Y.
Sitter Profile Image: Candace S.
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Candace S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
34 reviews
11 repeat clients
30 years of experience
Hanover, PA, 17331

Candice is great! She is very kind and polite. My dog loves it at her home. When I come to get him he always act like he doesn’t want to leave.

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Sean D.
Sitter Profile Image: Rosario R.
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Rosario R.
from
$30
per day
5 years of experience
Westminster, MD, 21158

About: I have a deep love for all animals and years of experience caring for them. I am a proud owner of a cat, a ferret, and a budgie, so I am very comfortable with both common and exotic pets. I am responsible, attentive to detail, and I will make sure your pet feels safe and loved while you are away. I offer personalized care tailored to your pet's specific needs and routine. "I am currently at home full-time, which means I have all the time in the world to dedicate to your pets! I can provide constant supervision, plenty of playtime, and frequent potty breaks. My schedule is very flexible, so I can easily adapt to your pet's specific routine and needs at any time of the day. Your pets will be treated like family here—they are more than welcome to cuddle on the sofa with me or even sleep on the bed if that's what they’re used to at home!" "I provide a very safe and calm environment for all my pets. I am home most of the day, so I can offer constant supervision and care. I’m very attentive to their needs, ensuring they are always comfortable, safe, and treated like part of the family in a clean and peaceful home."

Sitter Profile Image: Rodney & Marissa O.
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Rodney & Marissa O.
from
$32
per day
5.0 out of 5 stars
419 reviews
211 repeat clients
10 years of experience
Randallstown, MD, 21133

Rodney was great! He listened to my concerns and additional info I provided on my furbaby and put me at ease. My furbaby came home that evening and was tired from all the fun she had. Would definitely recommend.

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Melina T.
Sitter Profile Image: Hannah A.
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Hannah A.
Star Sitter
from
$40
per day
5.0 out of 5 stars
18 reviews
4 repeat clients
14 years of experience
Reisterstown, MD, 21136

About: We are huge animal lovers in our home! I have been a pet owner myself and taken care of other’s pets for majority of my life. I have also had experience taking care of pets in all stages of life. Whether they’re energetic and need constant play, or they’re older and require more specialized attention. I do not view our pets as just animals, but as family members, so I understand the importance of providing them with the attention and care they deserve. During the week I work a second job from home so I do not leave pets unattended for long if at all during weekdays. My schedule is fairly flexible so please reach out and I will do my best to accommodate when I can! I offer personalized care based off the needs of each pet individually. Any pet in my care will be treated with the same care and attention as if they were my own.

Sitter Profile Image: Lora M.
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Lora M.
Star Sitter
from
$60
per day
5.0 out of 5 stars
102 reviews
25 repeat clients
22 years of experience
Finksburg, MD, 21048

Lora is such a great sitter, so responsive and knows my dog well. She’s got a great location and even on days where she’s busy she’s often got a helping hand to make sure all dogs are taken care of

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Cedric G.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
20 reviews
12 repeat clients
21 years of experience
Randallstown, MD, 21133

Thank you for taking loving care of my fur baby ❤️

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Pamela J.
Sitter Profile Image: Brianna G.
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Brianna G.
Star Sitter
from
$28
per day
5.0 out of 5 stars
45 reviews
7 repeat clients
10 years of experience
Owings Mills, MD, 21117

Brianna was a joy to work with. We dropped our pup off in the morning and we were sent photos and updates which was wonderful. I strongly recommend Brianna if you’re looking for an engaged and thoughtful dog sitter. 10/10!

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Claudia Z.
Sitter Profile Image: Ebony M.
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Ebony M.
from
$25
per day
5.0 out of 5 stars
25 reviews
8 repeat clients
14 years of experience
Reisterstown, MD, 21136

Ebony is amazing with dogs. My dog Odin always has a great time, gets lots of attention, and comes home happy. She has a big yard for playing as well. Very highly recommended!

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Zach S.
Sitter Profile Image: Asani L.
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Asani L.
from
$30
per day
5.0 out of 5 stars
6 reviews
1 repeat client
4 years of experience
Westminster, MD, 21157

About: Helllo my name is Asani I am 25 years old I inspire to be a hair stylist I enjoy the creativity and freedom of being one its like art to me. That is just one of my many passions.I have a very bubbly friendly personality. I joined rover because I am a huge dog lover and Ive dog sat in the past absolutely loved it. I Enjoy the thought of being able to care for animals and also helping people at the same time. I can provide tons of exercise and enrichment my home is your pets home away from home they will never want to leave . I look forward and hope to build a very fun and trusting relationship with you and your fur baby! I don’t really work right now so I have a lot of free time to dedicate my focus into pet sitting. I’ve always found it therapeutic to care for animals and interact with them. I always try to ask questions about my clients so that I am able to give them the best care. I like to know what behaviors & routines need to get accustomed too so that my clients feel comfortable because I know how to care for them based on what their parents tell me.

Sitter Profile Image: Mandy W.
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Mandy W.
from
$40
per day
4.8 out of 5 stars
13 reviews
5 repeat clients
10 years of experience
Westminster, MD, 21157

Mandy was great! She was able to accommodate me on short notice. My dogs came home exhausted.

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Jessica P.
Sitter Profile Image: Kirsten K.
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Kirsten K.
from
$35
per day
5.0 out of 5 stars
15 reviews
4 repeat clients
7 years of experience
Hanover, PA, 17331

Kirsten was fantastic! She took our doodle last minute and he absolutely enjoyed his time with her and her family. We received regular updates and he surely had a great time!

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Jordan B.
Sitter Profile Image: Shandell C.
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Shandell C.
from
$30
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
Owings mills, MD, 21117

Shandell is always amazing and accommodating. She’s my permanent sitter 😊

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Francine R.
Sitter Profile Image: Victoria N.
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Victoria N.
Star Sitter
from
$40
per day
5.0 out of 5 stars
245 reviews
72 repeat clients
10 years of experience
Timonium, MD, 21030

Victoria was able to watch my pup on short notice and took great care of him! She sent photos of their playtime and it looked like he really enjoyed himself! Will definitely will her again and would highly recommend to anyone!

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Eli M.
Sitter Profile Image: Jacob L.
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Jacob L.
Star Sitter
from
$30
per day
5.0 out of 5 stars
46 reviews
14 repeat clients
20 years of experience
Hanover, PA, 17331

Jacob was easy going and totally in tune with our Louie who was a bit shy to stay behind. We have a Rover the next time we need care in Hanover. Thanks Jacob.

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Charla A.
Sitter Profile Image: Audrey S.
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Audrey S.
Star Sitter
from
$40
per day
4.9 out of 5 stars
119 reviews
57 repeat clients
30 years of experience
Reisterstown, MD, 21136

Audrey was great! Mochi enjoyed his time. Seems like she made him feel at home. I would definitely recommend Audrey.

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Mike M.
Sitter Profile Image: Kimberly M.
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Kimberly M.
from
$30
per day
5.0 out of 5 stars
21 reviews
11 repeat clients
12 years of experience
Westminster, MD, 21158

About: Avid dog lover! I have experience volunteering in a veterinary office, boarding facility, and the humane society. I have experience in medication administration, including injections. I’ve recently relocated from LA to MD and would love to continue caring for your pets while you're away. I am comfortable with all sizes and breeds and I am a firm believer in energetic play and outdoor time suited to your pets ability level and preference. Care would be structured to your preference level, and your dog will enjoy his or her normal schedule to reduce anxiety while you are away. I have a flexible weekend schedule and flexible booking policy, understanding the struggles of working and being a full time pet parent! I look forward to meeting you and your furry loved ones ! I am currently available for day or overnight boarding during the weekends. I have limited availability during the week but please feel free to inquire! I have a fenced in yard on over two acres as well as a gated deck for outdoor sunning. Your pet’s routine will be accommodated to ensure comfort and reduce anxiety.

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The median cost per day for doggy day care in Winsome Heights is $35

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Sitters in Winsome Heights 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 Winsome Heights 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 Winsome Heights 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, 819 sitters provided doggy day care in Winsome Heights. 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, 86% of Winsome Heights sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Winsome Heights have an average of 17 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 Winsome Heights.

Winsome Heights 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 Winsome Heights 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 819 sitters offering doggy day care in Winsome Heights on Rover, so you’re sure to find the perfect match for your dog! In Winsome Heights, 98% of sitters offer daily exercise, 99% 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.