Doggy Day Care in Windsor Mill

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Top rated Windsor Mill 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.

1 / 1
Sitter Profile Image: Felice & Ken & Tyler & Morgan T.
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Felice & Ken & Tyler & Morgan T.
Star Sitter
from
$45
per day
5.0 out of 5 stars
261 reviews
144 repeat clients
50 years of experience
Catonsville, MD, 21228

We’ve had all five star experiences. We have a mini doodle who has anxiety and she got more and more comfortable with each stay. Our girl loves being outside and there is plenty of space to explore. Lots of communication and feedback. Highly recommend!

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Regina L.
Sitter Profile Image: Kierra C.
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Kierra C.
Star Sitter
from
$30
per day
5.0 out of 5 stars
15 reviews
5 repeat clients
5 years of experience
Gwynn Oaks, MD, 21207

Kierra was very communicative. She sent so many pictures and videos of our pup! Apollo looked as if enjoyed and was super comfy! Thank you so much Kierra for all the updates and for taking good care of him. Def would recommend and will be back in the future!

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Aminah C.
Sitter Profile Image: Brittanie & Ryan C.
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Brittanie & Ryan C.
Star Sitter
from
$35
per day
5.0 out of 5 stars
119 reviews
41 repeat clients
10 years of experience
Catonsville, MD, 21228

Brittanie and Ryan are amazing and caring couple. They have a lovely family and 2 beautiful dogs. We were made to feel very welcome in their house and they did everything they could to give Zoe a comfortable stay at their house. They are very responsive and communicate well. Zoe comes home happy after each stay at their house. We recommend them highly....

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Sunita P.
Sitter Profile Image: Lingli Y.
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Lingli Y.
Star Sitter
from
$35
per day
5.0 out of 5 stars
141 reviews
68 repeat clients
15 years of experience
Inner Harbor, Ellicott City, MD, 21043

I can’t say enough good things about the care my Duchess received from Lingli!! From the moment we arrived, I felt completely at ease. She was so kind and welcoming, and I truly appreciated the daily photo updates—it made being away from Duchess so much easier. Lingli's patience and flexibility, especially with my changing schedule due to meetings, meant the world to me. It’s rare to find someone who is both professional and genuinely loving toward pets, but she’s exactly that. Highly recommend!

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Tammi F.
Sitter Profile Image: Kelly H.
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Kelly H.
from
$39
per day
5.0 out of 5 stars
48 reviews
13 repeat clients
13 years of experience
Catonsville, MD, 21228

Kelly’s family is wonderful! They took such a great care of Toto 🥹 Took Toto for a walk to the park and updated me every hour!!! Super nice family and trustworthy 🙏🏻🥰 Toto enjoyed time there!! Thank you so much 😇🙏🏻

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Jung Yun N.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
22 reviews
12 repeat clients
35 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: Rodney & Marissa O.
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Rodney & Marissa O.
from
$35
per day
5.0 out of 5 stars
422 reviews
217 repeat clients
10 years of experience
Randallstown, MD, 21133

Benny had a great time at Rodney’s house romping around in the snow! He came home exhausted. Rodney was accommodating to an early pickup so we could get home before the roads iced up.

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Kristen L.
Sitter Profile Image: Alonni M.
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Alonni M.
Star Sitter
from
$38
per day
4.9 out of 5 stars
101 reviews
27 repeat clients
6 years of experience
Ellicott City, MD, 21043

My dog is always so nervous around new people but Alonni tried her best to make Jubo feel comfortable around her. Great experience for my dog!!!

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Yuge M.
Sitter Profile Image: Kassandra P.
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Kassandra P.
from
$35
per day
5.0 out of 5 stars
6 reviews
1 repeat client
1 year of experience
Park Heights, Baltimore, MD, 21215

Kassandra was absolutely magnificent! Super kind, caring, and incredibly gentle with Chloe. I’m beyond grateful for the thoughtful, detailed care she provided. She’s truly a wonderful human, and Chloe already adores her. Thank you so much!

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Ancella B.
Sitter Profile Image: Carolina M.
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Carolina M.
from
$40
per day
5.0 out of 5 stars
79 reviews
25 repeat clients
15 years of experience
Pikesville, MD, 21208

Carolina was amazing with our 12 week old puppy AND communicating with us. Lots of updates and pics and our pup came back very happy. Also very flexible with our schedule which was awesome. Will definitely be asking her to watch our pup again!

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Alexander C.
Sitter Profile Image: Robin & Tyrone & Maritta A.
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Robin & Tyrone & Maritta A.
Star Sitter
from
$40
per day
5.0 out of 5 stars
116 reviews
44 repeat clients
40 years of experience
Halethorpe, MD, 21227

Robin made it really easy to drop my dog off and pick him up. He had a great playdate while we were going out for lunch. Robin sent lots of cute pictures and videos.

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Susan K.
Sitter Profile Image: Jerry Z.
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Jerry Z.
from
$42
per day
5.0 out of 5 stars
20 reviews
5 repeat clients
8 years of experience
Ellicott City, MD, 21043

About: I do not own a dog personally, however I have had experience caring for dogs. I have dogsitted for as long as I can remember, feeding, walking dogs and genuinely caring for them. I love all dogs alike and at the end of the day I just want to see your dog happy. I am very active, patient and gentle with pets and understand a dog/cats needs from experience and teachings from pet trainer friends and friends that own pets. I am meticulous and detailed when it comes to care, especially understanding that when dogsitting I am dealing with another persons pet, but most importantly an animal that deserves care and respect. I would love to walk or play with your dog, and have committed the time to this work despite also working from home in another profession. Services will include -Meet and Greet. -Convenient/flexible drop off and pick up times. -Excercise/walks at least 3 times a day or whatever is preferred by the owner. -Sanitized rooms, vacuumed daily, and house will never be shared with other pets. -Around the clock attention for overnight boarding, I am able to be work from home every day when I have a dog in my care. I work from home in Ellicott city with time dedicated to care for pets. I am pretty flexible and willing to go out of my way for pet care work. I live in a very walkable and safe neighborhood community in Ellicott City. While not gated, it is a closed community and offers numerous paths for dog walkers, including a dog park nearby as well. There is a shared backyard where I have seen dogs play and ample space in my townhome. I have had cats/ dogs in my home in the past with no problem.

Sitter Profile Image: Cheryl C.
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Cheryl C.
from
$35
per day
5.0 out of 5 stars
36 reviews
14 repeat clients
20 years of experience
Gwynn Oak, MD, 21207

Peppa seemed to really enjoy her visit. On the second day, Peppa said good bye to me and kept walking, that really gave me a peace of mind.

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Tanya S.
Sitter Profile Image: Shakiyla H.
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Shakiyla H.
Star Sitter
from
$35
per day
5.0 out of 5 stars
27 reviews
10 repeat clients
10 years of experience
Park Heights, Baltimore, MD, 21215

Shakiyla did an excellent job watching our giant schnauzer puppy. He had plenty of activity throughout the day! I will rebook her again!

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Reyna L.
Sitter Profile Image: Destiny O.
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Destiny O.
from
$30
per day
20 years of experience
Gywnn Oak, MD, 21207

About: - efficient in administering oral medication if needed - efficient in potty training - efficient in giving ample love, affection and constant attention - efficient in recognizing the needs and wants of the pet - extremely trustworthy and reliable - Respect clients’ homes and personal property, especially when it comes to cleaning up after pet - Observe outdoor and indoor play to ensure safety of the pet -Feed and provide water based upon client instructions, which may be very detailed and will be followed exactly as given -Provides additional customer service as requested by clients, which may include picking up mail, watering plants and opening and closing blinds or curtains - Most importantly I will always treat pet as if they are my own . I’m currently working from home , so I have plenty of times to take breaks to play with the pups and take them outside ! I will take them on walks . As long as I can walk them on a leash. I also live down the street from a park !

Sitter Profile Image: Esther & Yi L.
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Esther & Yi L.
from
$39
per day
5.0 out of 5 stars
41 reviews
17 repeat clients
10 years of experience
Ellicott City, MD, 21043

Esther and Yi took great care of Eevee. Eevee was a picky and slow eater but Esther ans Yi was very patient and accompanied her to finish her food. Eevee had a great time with their puppies Milk and Peanut! She can’t wait to have her next vacation in Esther and Yi’s house!

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Cathy C.
Sitter Profile Image: Terry R. S.
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Terry R. S.
Star Sitter
from
$39
per day
5.0 out of 5 stars
281 reviews
55 repeat clients
20 years of experience
Woodstock, MD, 21163

Terry did an amazing job taking take of Star! I received updates 3-4x daily which was awesome. Also, Terry was very open to accommodate the needs of Star and making sure I was comfortable as well. She definitely had a easy transition being away which is great! It's good to know that Terry is reliable and we will be using his help again!

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Badal P.
Sitter Profile Image: Robyn G.
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Robyn G.
from
$70
per day
5.0 out of 5 stars
50 reviews
16 repeat clients
16 years of experience
GWYNN OAK, MD, 21207

Robyn was great! She was dependable, reliable, and easy to work with. We did have a slight scheduling conflict on one occasion, but sometimes life can get in the way and that is understandable. Best wishes and many successes to you, Robyn!

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Emica M.
Sitter Profile Image: Meredith & Kevyn B.
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Meredith & Kevyn B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
330 reviews
198 repeat clients
25 years of experience
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21201

Fabulous!! These guys were recommended and I was so happy that they are so knowledgeable and great with dogs!! Brody was taken care of and mommy was given lots of photos!! Thank you!

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Lauren E.
Sitter Profile Image: Francine K.
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Francine K.
Star Sitter
from
$40
per day
5.0 out of 5 stars
34 reviews
10 repeat clients
20 years of experience
Ellicott City, MD, 21043

We booked day care with Francine super last minute and she accepted a same day request (on Christmas Eve!!) Our dog had a great time with their 2 dogs, running around in their fenced in back yard and chilling in the house. We would strongly recommend booking with Francine!

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Joanna & Jung C.
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Over 27
pet parents in Windsor Mill have booked doggy day care

Windsor Mill dog parents share their Rover experiences

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5.0 out of 5 stars

I would leave my fur baby with Dimitri any day. He is extremely attentive and you can tell he loves what he does. His dog, Stella, is the most adorable pup and they treated my baby well. Very communicative, organized, and great for a high energetic dog like mine!

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Madison J.
Doggy Day Care
5.0 out of 5 stars

My pup, Yumi, had a great time with Melanie and her pup. It was our first time doing a daycare service with Yumi but Melanie was very attentive and sweet to my Yumi. She was also very accommodating when my schedule had to change a bit as well and i greatly appreciate that. I felt comfortable and safe leaving Mr fur baby in her hands and would definitely book again in the future.

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Alison E.
Doggy Day Care
5.0 out of 5 stars

Kierra was very communicative. She sent so many pictures and videos of our pup! Apollo looked as if enjoyed and was super comfy! Thank you so much Kierra for all the updates and for taking good care of him. Def would recommend and will be back in the future!

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Aminah C.
Doggy Day Care
5.0 out of 5 stars

Ms.Cheryl is the best! Her availability is convenient and this is the only person I have been using on rover since I started using the app!

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Reese C.
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 Windsor Mill is $38

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 Windsor Mill average 5
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 Windsor Mill on Rover as of Jun 2026 was about $38 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 Windsor Mill 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, 1,693 sitters provided doggy day care in Windsor Mill. 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 Windsor Mill sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Windsor Mill have an average of 15 years of experience. Sitters offering doggy day care with repeat customers have an average of 5 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 Windsor Mill.

Windsor Mill 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 Windsor Mill 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 1,693 sitters offering doggy day care in Windsor Mill on Rover, so you’re sure to find the perfect match for your dog! In Windsor Mill, 96% of sitters offer daily exercise, 98% 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.