Doggy Day Care in Windsor Mill
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 Windsor Mill doggy day care sitters

“Bella has been enjoying her daycare with Morgan! Bella is always a happy girl whenever I pick her up after hanging out with Morgan and friends.”



“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!”


“Love Rodney & Marissa, professional, provided clear instructions and they obviously love, love, love animals. My dog Bailey warmed up quickly and in every picture she was in full sprint, running leash free as she loves. She enjoyed the other dog’s company as well. Rodney & Marissa kept in communication with Bailey’s hovering Mom and Auntie. So happy and pleased with the service provided. 🥰🥰🥰”


“Katie is the best!! I couldn’t be happier with the care my dog gets. Katie understands my dog’s needs and personality, making each visit a joy. My dog, who usually resists going to dog daycares, absolutely loves spending time with her. Highly recommend!”


“Jessica is so sweet with Mia and took great care of her!”


“Elisha was great! Her communication from the beginning with the meet and greet and upto the last day of daycare for my puppy was amazing! I was very comfortable with her watching over my dog. She is great with updates and loves the dogs she takes care of! Austin was happy with Elisha and Dado :)”


“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.”


“My 6lb maltipoo Sophie LOVED puppy day care with Kelly. I recently moved and was nervous about finding the right care for Sophie. I initially booked one day with Kelly and immediately after the first day, booked the rest of the week! The communication throughout the days was fantastic and Sophie was so excited to return each day. It was very clear that Kelly is attentive to Sophie the entire day…. Walks, snacks, rest, playtime. Totally recommend Kelly! I will be a regular.”


“Jerry is great. Will work with him again in future.”


“Virginia is an absolutely wonderful sitter! Rolo LOVED staying with her and playing with the other pups at her house. She is incredibly attentative and will treat your dog like one of her own. I highly recommend Virginia's services and will be using her again!”


“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!”


“Tavia is wonderful and did such a great job taking care of our Nala. Nala took right to her and gets so excited when we pull up to her home. Thank you Tavia for being so good to our baby and we look forward to many more visits!”


“Brittanie and Ryan were super welcoming and their house is set up amazingly well for dogs. I love how they made sure my dog was a good fit for their family so that everyone is happy!”


“Chaya was great. I’m visiting the area and she put me at ease. Maizy took few mins to settle and after that she was fine. She sent me pictures and look forward to using Chaya again next time I’m in town.”


“Thank you Kelly for helping us so fast and being so kind to tuna!”


“Naomi was great! Our house sitter had to take off early and couldn't wait till our flight arrives so we had to find someone to watch Kuma for the day. Naomi coordinated the drop off with the house sitter in the morning and brought Kuma back home safe to us at night! Kuma seemed very happy and we appreciate Naomi being flexible with us!”

“I was happy to have someone that loves dogs and treated my baby like it was her own. I appreciated the pics and the great care Davida provided. I would highly recommend her to anyone that needs their dog taken care of in a nice and safe home. Thank you so much.”


“Thank you for taking great care of Geordi for the day! Geordi has been part of our family for almost one year and this was the first time that we had him stay with a sitter. Dorothy was wonderful! She cared about Geordi and she did a great job. Dorothy sent updates and photos several times during the day. Geordi got to play with her dogs which was a great experience. When Geordi got home, he curled up and took a nap which was awesome. Thank you Dorothy for the great care you took with our pup. A+ experience.”


“Leah and Shawn we're great with our 2 dogs. They have a great home and are very flexible hosts!”


About: I work from home, therefore I can tend to your fur baby closely as they relax and get some sun on the deck and have playtime with my energetic pup. I work from home so my time is very flexible! Your fur baby will have pretty much my full attention. Please let me know your your dog has any allergies or a schedule so I can ensure I plan accordingly throughout the day. Quiet community that allows for nice walks and a deck for your dog to sunbath on. Tons of space in the house to navigate through.
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Morgan J.

“Bella has been enjoying her daycare with Morgan! Bella is always a happy girl whenever I pick her up after hanging out with Morgan and friends.”




Felice & Ken & Tyler & Morgan T.
Star Sitter


“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!”


Rodney & Marissa O.
Star Sitter


“Love Rodney & Marissa, professional, provided clear instructions and they obviously love, love, love animals. My dog Bailey warmed up quickly and in every picture she was in full sprint, running leash free as she loves. She enjoyed the other dog’s company as well. Rodney & Marissa kept in communication with Bailey’s hovering Mom and Auntie. So happy and pleased with the service provided. 🥰🥰🥰”


Katie W.
Star Sitter


“Katie is the best!! I couldn’t be happier with the care my dog gets. Katie understands my dog’s needs and personality, making each visit a joy. My dog, who usually resists going to dog daycares, absolutely loves spending time with her. Highly recommend!”


Jessica B.Star Sitter

“Jessica is so sweet with Mia and took great care of her!”


Elisha C.Star Sitter

“Elisha was great! Her communication from the beginning with the meet and greet and upto the last day of daycare for my puppy was amazing! I was very comfortable with her watching over my dog. She is great with updates and loves the dogs she takes care of! Austin was happy with Elisha and Dado :)”


Cheryl C.Star Sitter

“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.”


Kelly H.Star Sitter

“My 6lb maltipoo Sophie LOVED puppy day care with Kelly. I recently moved and was nervous about finding the right care for Sophie. I initially booked one day with Kelly and immediately after the first day, booked the rest of the week! The communication throughout the days was fantastic and Sophie was so excited to return each day. It was very clear that Kelly is attentive to Sophie the entire day…. Walks, snacks, rest, playtime. Totally recommend Kelly! I will be a regular.”


Jerry Z.Star Sitter

“Jerry is great. Will work with him again in future.”


Virginia & Steven W.Star Sitter

“Virginia is an absolutely wonderful sitter! Rolo LOVED staying with her and playing with the other pups at her house. She is incredibly attentative and will treat your dog like one of her own. I highly recommend Virginia's services and will be using her again!”


Carolina M.Star Sitter

“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!”


Tavia M.

“Tavia is wonderful and did such a great job taking care of our Nala. Nala took right to her and gets so excited when we pull up to her home. Thank you Tavia for being so good to our baby and we look forward to many more visits!”


Brittanie & Ryan C.Star Sitter

“Brittanie and Ryan were super welcoming and their house is set up amazingly well for dogs. I love how they made sure my dog was a good fit for their family so that everyone is happy!”


Chaya C.

“Chaya was great. I’m visiting the area and she put me at ease. Maizy took few mins to settle and after that she was fine. She sent me pictures and look forward to using Chaya again next time I’m in town.”


Kelly C.

“Thank you Kelly for helping us so fast and being so kind to tuna!”


Naomi S.
“Naomi was great! Our house sitter had to take off early and couldn't wait till our flight arrives so we had to find someone to watch Kuma for the day. Naomi coordinated the drop off with the house sitter in the morning and brought Kuma back home safe to us at night! Kuma seemed very happy and we appreciate Naomi being flexible with us!”


Davida A.Star Sitter

“I was happy to have someone that loves dogs and treated my baby like it was her own. I appreciated the pics and the great care Davida provided. I would highly recommend her to anyone that needs their dog taken care of in a nice and safe home. Thank you so much.”


Dorothy R.

“Thank you for taking great care of Geordi for the day! Geordi has been part of our family for almost one year and this was the first time that we had him stay with a sitter. Dorothy was wonderful! She cared about Geordi and she did a great job. Dorothy sent updates and photos several times during the day. Geordi got to play with her dogs which was a great experience. When Geordi got home, he curled up and took a nap which was awesome. Thank you Dorothy for the great care you took with our pup. A+ experience.”


Leah & Shawn P.Star Sitter

“Leah and Shawn we're great with our 2 dogs. They have a great home and are very flexible hosts!”


Dayasia R.
About: I work from home, therefore I can tend to your fur baby closely as they relax and get some sun on the deck and have playtime with my energetic pup. I work from home so my time is very flexible! Your fur baby will have pretty much my full attention. Please let me know your your dog has any allergies or a schedule so I can ensure I plan accordingly throughout the day. Quiet community that allows for nice walks and a deck for your dog to sunbath on. Tons of space in the house to navigate through.
Over 27 pet parents in Windsor Mill have booked doggy day care
Windsor Mill dog parents share their Rover experiences
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!

Last minute notice, but Fallon was available and flexible as always! My furball feels welcomed and having fun every time he stays at Fallon’s.

How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. 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 $35
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 Jul 2025 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.
As of Jul 2025, 1,678 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, 86% 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 1,678 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, 99% of sitters offer daily exercise, 98% offer medication administration, and 92% 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.
