Doggy Day Care Windsong Farms
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Windsong Farms, Find top rated doggy day care
“Thank you James and Mary for watching my pups at a last minute’s notice. I appreciate your updates throughout the day. The pups told me they had a wonderful time! Wendy T”
“Our dog, Brandi, had such a fun time at Brenda's house for Doggy Day Care. Brenda is very kind and truly enjoys what she does. She kept me updated throughout the day with texts and pictures. Her resident dog, Willow, also made Brandi feel right at home. Brenda takes wonderful care of our dog and we will definitely request her services for future doggy day care or overnight stays.”
“Ellen is great! She has a big heart and is an animal person through and through. We started out with a few boarding visits and now go to Ellen for day care every week. She’s very easy to work with and has a great location for dogs to run around/play/hike. Thanks Ellen!”
“Jennifer is always wonderful with Sami. When Sami visits I’m always confident she’s being well cared for. I’m grateful that Jennifer provides photos and updates. I would highly recommend Jennifer.”
“Israel took such great care of my puppy! They sent plenty of pictures and updates throughout the day, which gave me so much peace of mind. They kept me informed about how he was doing, responded quickly to my messages, and were incredibly friendly. It was clear that my puppy was happy and well cared for. I would absolutely book with Israel again and highly recommend them!”
“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 😇🙏🏻”
“This was Jax's first time with Nat and Ally and it was fantastic. They kept me updated most of the day with very fun-loving photos of the other dogs playing...Jax was smiling in every photo or just chillin'. The icing on the cake was the family's son handing me a drawing of Jax's name in big beautiful letters. I will definitely be sending Jax here again! :)”
“Camden came home and within 15 minutes he was asleep. So much playing and fun! Francine takes care of dogs like she does her own. We are always confident Camden will be happy with Francine. ❤️”
“Nova had a great time with Renee today. Renee was responsive, shared updates throughout the day, and made scheduling very easy. She was flexible and it truly felt like she treated Nova as her own. I will definitely use Renee and her husband again.”
“This was Teddy’s 3rd time with Susan. It gives me peace of mind to know he is well cared for by her. She is great with communication, and I can tell Teddy is comfortable with her.”
“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!”
“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”
“Jeremy was great! We had to make changes to the reservation, and he was very responsive and made changes quickly. He also did a fantastic job watching Indi, and he provided a lot of picture updates. Thanks for doing such a great job with our dog!”
“Jijo and Smitha are ABSOLUTELY the BEST!!!! My Beau spent 4 days with them. He was truly in doggy heaven every single day! They took the BEST pics throughout the day. Every dog should have their experience. I will most certainly be using them again!!”
About: I’ve taken care of dogs since I was a child. My friends and family rely on me for dog sitting when away, and my lab loves all other dogs! I currently work from home and don’t travel much on weekends. So I have time to walk, play, and take care of other pups. I take my lab out every 4 hours for a nice long walk, and we love going to dog parks and hiking if that’s something your pup likes to do as well! I’m in an apartment so walks are my go to for my lab. We go out every 4 hours or so, with a long walk in the morning before breakfast, a long walk at lunch, and a long walk in the evening. In between that, I have lots of toys for dogs to play with and will provide lots of love and pets!
“Chuy seemed to have a wonderful time at his evening with Oyindamola! When I picked him up he looked so happy and said goodbye to her at least 3 times. 😊 She was very kind and helped him feel comfortable when he was a little nervous at first. I highly recommend!”
“Huan was such great help taking care of my dog for 3 days. She was very communicative about his day and always sending me pics and videos of his day. Will totally recommend her as a pet sitter and I am sure we will be coming back again :).”
The median cost per day for doggy day care in Windsong Farms is $40
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for doggy day care - Windsong Farms
Select a filter and find qualifying sitters offering doggy day care.Sitters in Windsong Farms average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Windsong Farms
Frequently asked questions about Rover
As of August 2026, there are 3,954 sitters on Rover offering Doggy Day Care across Windsong Farms. 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 Windsong Farms 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 3,954 sitters in Windsong Farms, 87% 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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