Doggy Day Care Chesterville
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Chesterville, 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.
“Omg I cannot say enough good things about Brittney…first off her place is such an amazing doggy heaven, from the large fenced in yard to the pool it is all so dog friendly…Brittney is amazing with the dogs and mine felt right at home with her and at her place ….i cannot recommend her enough…trust me your dog will love spending time at Brittney’s farm”
“Absolutely phenomenal! I have just moved from Las Vegas Nevada and I don’t know that many people out here yet. Her warm personality and smile makes you feel at ease. I was already struggling to find someone last minute do to some house work needed but seems like everyone wasn’t too keen on watch a pit mix. No hesitation from her whatsoever and super responsive! Will definitely be back !”
“Tarina was great with Dolly who has some anxiety issues. She was welcomed into Tarina’s home and, apparently , did well with her own dogs. I felt very comfortable leaving Dolly after I met Tarina and her daughter. Thank you🐾💕”
“It was very easy to book the stay for our fur baby. Paris communicated with me from the start of my inquiry, throughout my booking, my pup's stay & after pick up. I don't leave my baby with other people often but I felt at total ease leaving her with Paris. She has earned my trust and my future business. If you book with Paris, you and your fur baby with be super happy. Thank you so very much for taking great care of our girl!”
About: I have been taking care of dogs for over 25 years. Since I've retired, I wanted the opportunity to watch dogs on a more regular basis. I love dogs.. They say, a happy wife is a happy life.. In the same vain.. A happy dog is a happy household. My dogs are my family. Any dogs I am entrusted to take care of will be treated as an extension of my family. They would be loved and given free reign of the house. My first priority is the welfare of any dog I am taking care of. While you are away, you will be sent daily updates about your pet. I will follow your instructions as to the care of your dog. Your dog will be well cared for.. My priority is the welfare of your pet. I look forward to hearing from you. I'm retired so my schedule is flexible. Dogs are welcome to stay for a day or any extended period of time. All breeds are welcome. I have a fenced in back yard and care for all dogs as if they were a member of my family. I abide by any specific instructions the owners have.
About: I've been around animals as long as I can remember. I currently have a puppy named Star and three cats Persephone (Purrsi), Odin and Loki. I foster for the local QA shelter and have worked in a vets office for a short time. I am lucky enough to work out of my house or remote so I am available seven days a week with enough notice. I can come to you or provide care in my house. I live in an end unit Duplex. I have a fenced in yard complete with a puppy pool and beds for lounging. I can provide care in my home or come to yours. Following directions and care requests provided is not a problem.
About: ***drop off and pick up times are between 9 am -2:30 pm or between 5 pm and 10 pm***** as I have zoom meetings in mornings and afternoons ; Rover will not let me put in specific times I do apologize****I have two fur babies of my own! They are spoiled rotten. Their names are Rainy and Stormy . I am well trained in giving oral medications as I had a fur baby that had congestive heart failure for 4 years whom also was a senior dog when he passed at 18 years old. I have taken care of other people’s dogs and cats. Where they are treated like my babies while here as well and get spoiled and lots of attention. I work from home and care for my grandmother so I will home with them at all times. I can administrate pills/medicine if needed. I am able to take the dogs out whenever it is needed. My babies are always by my side like shadows. I have a fenced in yard.My dogs love to play with friends dogs. The more the merrier!
“Liza had a great time with Jen!! Jen is really caring and was really attentive to put Liza at ease, not always a simple task as Liza has separation anxiety. Jen was very responsive, took a bunch of pictures, and sent me lots of updates. I really appreciated it and highly recommend her!”
About: I own It takes a village animal rescue, though I am taking a 2 year break, I have had 451 dogs come through my rescue in the last 10 years. I can help with house training, and basic puppy skills. I have probably had about 100 plus puppies in the last 10 years. I have a facebook account for the rescue and you can see all that My Volunteers and I have done over the years. Dogs must be neutered or spayed. Pet care has been a way of life for me for the last 13 years, I own an animal rescue but am taking a 2 year hiatus, but miss having dogs around all day. I am home 90% of the time, so I am there to let dogs out who might not be potty trained or sometimes we just lay on the couch watching TV and getting rubbed. I have a fenced in yard with lots of room to roam. I also have Mr Donovan, 110 pound hound mix that lost his 2 playmates in the last 2 months, so he would love having another friend to hang/ play with.
About: I’ve have been a dog owner all throughout my life. I currently have a golden retriever that is three year old named Steve. I know level 1 and level 2 dog training techniques. And enjoy taking dogs for long walks to get their energy out. I live five minutes from my job and can come home if needed and never work weekends. My wife works from home 3 out of 5 week days. I have a large fenced in yard (.75 acres) and a dog friendly golden retriever named Steve. I have an extra crate available if your pet needs crating.
“Reese had a great time with Karen and her husband. Karen was super sweet and welcoming. She sent pics and videos too! So glad we found someone we can trust super close to home! 🥰”
About: We got our first pup in 2011. All 3 dogs we’ve owned have been since they were puppies. We’ve taken care of pups who require shots and pills. We treat pups in our house like family members. My husband and I have off weekends. My husband works from home so dogs get let out frequently. I’m a high school teacher so I also have summers off. We’re happy to follow your routines so they feel at home. I have 2 friendly dogs who love kids & pups. We just ask that your pup is friendly with kids and dogs, and is comfortable being crated for short periods of time, if needed.
“Megan & Jake took such good care of Willa while we were visiting for a funeral. I didn’t have to worry at all about her and she had Dunkin to play with! Will definitely contact them again in the future for care 👍🏻”
About: I have over 20 year experience owning, showing and competing dogs for clients as well as my own. I have titled/finished dogs in conformation shows and agility and currently own working German shepherds that are trained for personal protection. I have worked with animals my entire life from dogs to horses and everything in between, I’ve worked for many boarding/ doggie daycare facilities and worked as a hospital tech at animal hospitals. I am extremely confident working with any breed or temperament! I currently own and manage a small farm raising sheep, goats and cows which gives me a lot of free time I’m looking to fill. I am home all day and can take care of your pets while you are working or away I have a fenced in yard and 3 dogs that can keep your pups entertained during their stay and if they are not dog friendly we can accommodate that as well! I work from home so I have plenty of time to make sure all your pets needs are met! We have dog friendly pups that can also play with your pup if requested! We have a fenced in property and supervise your pups at all time wether they are inside or outside. We can also crate them as needed/requested by owners!
The median cost per day for doggy day care in Chesterville is $35
Dog parents share their Rover experiences - Chesterville
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 - Chesterville
Select a filter and find qualifying sitters offering doggy day care.Sitters in Chesterville average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Chesterville
Frequently asked questions about Rover
As of August 2026, there are 711 sitters on Rover offering Doggy Day Care across Chesterville. 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 Chesterville 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 711 sitters in Chesterville, 88% 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.
Connect anywhere with the Rover app
