Doggy Day Care Winding Brook Village
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 1 pet parents in Winding Brook Village have booked doggy day care
Winding Brook Village, Find top rated doggy day care
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Wonderful experience boarding with Justin and Stephanie! Such an easy process, and my dog was well taken care of. They are also very accommodating as I had a family situation to tend to. Grateful for their service :) would recommend!”
“We were very impressed with Geosselyn’s care of our dog! Her large fenced in backyard was perfect! Our dog seemed very comfortable with her! We highly recommend Geosselyn!”
“Latoya cared for my Benny as if he was her own. She give him his medication and ensure it was taken at each meal. Latoya is very professional and reliable. Thank you for taking such great care of my furbaby. I highly recommend Latoya and I'm confident you will not be disappointed!!!!”
“Sunaina was great with Loki! He had such a great time with her and her family. She sent us many pictures and updates periodically of him during his time with them. She listened to our instructions on his allergies and food timing, and took him out for walks. We were super happy that he was happy! Definitely will book again when we are back in the area!”
“Lauren is very flexible and understanding and really great with Chai! Great with updates and giving Chai lots of opportunities to potty and exercise. Chai also gets along great with Lauren’s own pups!”
About: Dogs have always been a big part of my life. I grew up with Border Collies and have also adopted several dogs over the years, so I'm comfortable with everything from high-energy working breeds to laid-back companions. I've also volunteered at several shelters, giving me experience with dogs of different ages, sizes, temperaments, and backgrounds. I work from home (as does my wife) so your pet will be getting consistent, attentive care. To be honest, our dog passed away last fall and we are missing the joy of being dog owners and having dogs around, but we need something a little more flexible for the time being. You are getting two sitters for the price of one and we will care for your dog as if they were our own :) As a former dog parent who has used Rover, my goal is to provide exactly what I was looking for each time I booked a walker/sitter: clear communication, limited hassle, and all of the assurances that you can rest easy and not worry...your doggo is in good hands! I work from home and call my own hours (as does my wife) so as long as we know your dog's routine we will make sure to incorporate it into our own. We have a fenced-in yard and a walking path near our home so walks are never a problem (we love walks). My wife and I both work from home so one of us will always be giving your dog attention/supervision. We have previously owned dogs who were flight risks so we have been conditioned to keep an eye out, keep doors closed, etc. We have a big fenced-in yard and have a little indoor gate/fence that we use in the house if need be to secure a hallway, etc.
About: Dogs have always had a special place in my heart and require a lot of patience and attention. I have over five years of experience within dog sitting and in my care, they will be loved, respected, and given the enrichment they properly deserve! I'm currently working part-time with plenty of availability during the week! My flexibility allows me to properly care for all the needs of your pet! At my apartment we have a trail that is great for walking pets and in close proximity within my complex. It's perfect for walking your pet(s) and a great place to decompress! If you have any questions or concerns I am here to accommodate for you and your furbaby!
“Candice is great. She was able to watch my puppy Harley last minute for the day. He had so much fun! It was a great experience. We would definitely use her again.”
“Joseph is awesome! He's very patient with my dogter Penni.. She's still a young puppy and I feel at ease when she's in uncle Joe's care. I also love the social skills she gets, while there, with her friends (the other dogs).. Coming from someone who's cautious, I would 100% recommend Joseph to also care for your fur babies!! 😊”
“Rover services are top notch. Claudia was/is an angel and was fantastic with my dog Bella. I am using her serive again in a week. I didn't know about the tipping, so l will make up to her on Bella's next visit.”
“Christie was great with Nyla on this last minute booking. Very communicative through the day with check-ins. Her dog is friendly and playful. Great for a puppy’s first mate.”
About: I’ve cared for the pets of friends and family for many years, and I’d love to offer my help with your precious friends too! I currently have a Bassett hound/springer spaniel mix named Moody Blues, but enjoy dogs of all sizes and even the sassiest cats! This is currently my main job, so ensuring my flexibility for you is priority! I look forward to working with you to make sure your pets are cared for. I love to visit and take care of friends! For dogs, we can walk, play at home, I can bring Moody Blues if your dog would enjoy visits, and I’m happy to take care of any cleanups or feedings as well. For my cat friends, I’m happy to take care of the same things, with offers of cuddles and lap time in place of the walks for the indoor kitties.
About: I’ve been enjoying helping my kids care for their dogs and cats creating a strong bond while having so much fun with their dogs and cats. I have a flexible schedule to care for pets while providing a safe environment to stay in and keep to their schedule like their own parents with me. I have a fenced yard under my supervision and have fun playing with my own pets! Any suggestions that your pet needs will be appreciated in order to create a bond and trust while you are not there will be perfect to make your pet’s and your day!
About: Hi there! My name is Kelsie, and caring for animals isn’t just something I do—it’s who I am. With over 15 years of both professional and personal pet care experience, I bring a deep understanding of animals of all kinds and the love they deserve. I’m comfortable caring for a wide variety of pets, from dogs and cats to birds, fish, and small animals. In fact, my own home is full of furry (and feathery!) family members—I currently have four dogs, a bird, a fish, and a chinchilla. Because of this, I’m very familiar with different temperaments, routines, and care needs. Whether your pet is a playful puppy, a senior who needs extra patience, or has medical needs that require special attention, you can trust that they’ll be in capable and compassionate hands. I have experience caring for pets of all ages and am attentive, reliable, and detail-oriented when it comes to following care instructions. Your pet’s safety, comfort, and happiness are always my top priorities. I treat every animal like they’re my own and strive to make sure they feel loved and secure while you’re away. I’d love the opportunity to meet you and your pet! I have a busy schedule but I always make time for my clients and their pets. And they always have my focus while I am spending time with them. My husband helps me with my services and between the two of us someone is almost always home! I believe that care should be tailored to each specific pet, so I do not have a set care plan until I meet you and your pets
The median cost per day for doggy day care in Winding Brook Village is $40
Dog parents share their Rover experiences - Winding Brook Village
5 stars! Erikah was fantastic with my dog Tigger. I needed to drop him off super early at 6 AM on a Saturday, and she was more than happy to accommodate with no issues at all—super flexible and reliable. She sent me adorable pictures throughout the time showing Tigger relaxing and having so much fun playing with her own dog, which really put my mind at ease. It’s clear she knows her stuff, and Tigger came back happy and well-cared-for. Highly recommend—I’ll definitely book with her again!
We made a very last-minute request, but Jonathan responded immediately, willing to help. He was extremely easy to communicate with, and kept us up to date on what our little beagle was doing with his two adorable corgis during her six-hour stay. Next time we are in his area and need a sitter, we will definitely contact him.
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?
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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
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Popular requests near you
Select a filter and find qualifying Winding Brook Village sitters!Sitters in Winding Brook Village average 3 repeat doggy day care clients
FAQs for Doggy Day Care - Winding Brook Village
Frequently asked questions about Rover
The average cost for Doggy Day Care in Winding Brook Village on Rover is $27.75 per day (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .
As of July 2026, there are 594 sitters on Rover offering Doggy Day Care across Winding Brook Village. 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 Winding Brook Village 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 594 sitters in Winding Brook Village, 85% 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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