Doggy Day Care Pittsfield
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 6 pet parents in Pittsfield have booked doggy day care
Pittsfield, 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.
“Melissa was wonderful! Her family was incredibly sweet, and my dog had an amazing time. She came home happy, relaxed, and completely tuckered out. Melissa has a fenced-in backyard which made lots of outdoors time accessible and she sent photos and updates throughout the day so I knew how things were going. She was very communicative from the start and set up a meet-and-greet beforehand, which helped me feel comfortable leaving my dog in her care. It’s clear that she provides a safe, positive, and peaceful environment for the pets she watches. I would absolutely book with Melissa again and highly recommend her to anyone looking for a caring and trustworthy sitter!”
“Kristin was a really great! Quick to respond, great communication, and the meet and greet was very helpful. She took great care of Barley for day care and he seemed very happy when we picked him up. We would absolutely return to Kristin if we need coverage when we're in town!”
“Always a joy to have Shanna watch my little Doodle. She takes care of him so well. His little tummy was upset so she made him some chicken amd rice to settle his belly. She asked me first.to see if it was ok. Love having her with my dog”
About: I have been dog sitting for over 20 years. Love dogs, and helping them have great experiences. I foster dogs, and volunteer at animal care clinics. I have two of my own pups, and a foster dog. I have schedule flexibility to provide care in your home, and there is a possibly of care in my home if all dogs get along. I have a fenced in potty area, and a huge yard. I strongly believe in positive training, positive reinforcement - I’ve taken training classes with my pups and foster pups in positive training methods and use that with all the dogs I engage with.
“Our first time using Rover and we had a great experience with Cassie. We felt very comfortable leaving our golden doodle with her while we were away and received updates throughout the day. We definitely would have Cassie care for our dog again!”
About: I've always had dogs in our family and sense getting older continue to love them. I handle all the training for my dogs and even do bikejoring with them! I frequent the local dog park weekly and go on frequent walks as well. I have a large fenced in area (and an electric portion on top to defer dog nappers!) With free access of water and feedings twice a day (or more if your dog needs it!) your pups will feel right at home with me. I have basic first aid knowledge and did complete a semester of vet tech in collage so I can handle pretty much anything from pills to injections. Your dog will be treated like family and thus will get better treatment than most humans! LOL I’ve been running and maintaining my own business as a handywoman for the last few years but miss the interactions with other dogs! My schedule is very flexible for that reason. As stated in a previous section I have a fenced in yard with free access of fresh water and feeding done twice a day. My dogs are both house trained and crate trained. They also are great with other dogs. In my fenced in backyard it’s about 90% privacy fence and is currently in the process of being cleaned up after the pool had a leak and ruined a lot of the stuff we had back there including a jungle gym for the dogs.
“I couldn’t have been happier with the care and attention Breanna gave to our pets. The whole process was so easy and Breanna was very accommodating. She sent pictures and messages to let me know how our babies were doing and allowed us to have a great day without worrying about our pets. She is a very sweet girl with an obvious love for animals. An overall outstanding experience; I would highly recommend her!!!”
About: Hi there! I’m a lifelong dog lover who recently retired, and I’m looking to fill my days with some extra puppy love. My pup, Cullen, and I are a duo that loves company. Since I’m home throughout the day, your dog will have constant supervision, plenty of backyard time, and all the belly rubs they can handle. We’re looking for friendly companions to join us for neighborhood strolls and afternoon naps. Your pup won’t just be "staying" here—they’ll be part of the family! Since I am retired, my schedule is completely dedicated to pet care. Your dog will enjoy 24/7 companionship and a consistent routine, as I am home full-time to provide potty breaks, backyard play, and plenty of cuddles. Cullen and I are very flexible with drop-off and pick-up times, and we look forward to a Meet & Greet to ensure a perfect match! We offer a fully fenced-in backyard featuring a beautiful koi pond. To ensure a safe and harmonious environment for everyone, I look for guest dogs who have a solid foundation in basic obedience and a 'gentle' temperament around water and wildlife. My own dog loves making new friends, and I prioritize active supervision to ensure all 'fur babies'—and my fish—stay happy and safe!
About: I’ve been around dogs, cats and other pets my whole life. I grew up on a hobby farm and have over 10 years of experience caring for pets of all ages—from kittens and puppies to seniors. I currently have two dogs of my own and know how important it is to find someone you can trust with your pet. Since I work from home, I’m able to be flexible and give your pet the attention they deserve, whether that’s regular walks, check-ins, or just some extra company during the day. I’m also a clear communicator and will always keep you in the loop while you're away. Looking forward to getting to know your pet! I work from home, so I am flexible about what time of day I can drop in on your pets. I can also bring my computer and work from your home if needed. Weekend availability varies but I keep my schedule up to date on Rover. I take care of pets in their own home so they can stay in a familiar, stress-free environment. I'll follow the routine you provide—whether it’s feeding, walks, or medication—and make sure they feel safe and comfortable while you’re away. I’m respectful of your home, double-check doors and gates, and always keep you updated with how things are going. Whether it’s a drop-in, walk, or overnight stay, you can count on reliable care and clear communication.
“Mackenzie was the absolute perfect dog sitter for our sweet Maverick! From the moment we dropped him off, we knew he was in great hands. It was clear she loved and cared for him as if he were her own, which gave us so much peace of mind while we were away at the Packers game. She kept us updated with pictures and made sure Maverick had everything he needed — including lots of love and snuggles! We couldn’t have asked for a better experience. Highly recommend Mackenzie to anyone looking for someone reliable, compassionate, and who truly loves animals. Thank you so much for taking such great care of our boy!”
About: We have done long-term and short-term fostering for more than 7 years and love pets. We have a finished basement with a spare bed in case your pet prefers privacy from our resident pets. If not, our cats and dogs love visitors and are very accustomed to new friends. Both my husband and I work from home and are able to give your pet round-the-clock care. We also live in a subdivision featuring many walking trails and sidewalks to give your furry friend the fun they crave while you're away. I have two kids (16 and 8) who love helping walk and play with your pet. We are excited to love your pet just like you would while you're away from home. I work from home for a business I help run, as does my husband so I have plenty of time to hang out with your furry friend! Our pets are part of our family- and yours will be too while you're away. We are a home of animal lovers- our pets included! While we do not have a fenced-in yard (bordered by one fence however), any time our dog is outside- we are too and we will do the same with your furry friend. Our pets are accustomed to new friends and always are receptive and friendly. However, on the off chance your pet is stressed out by the hustle and bustle of family life, they can have their own space with either me or my husband in a fully finished basement. We will let your animal lead the way in what makes them feel comfy, safe and loved. Our goal is always to provide the home we would want for our pets if we were away.
“We had a last-minute Rover request, and Bobbi responded quickly and made booking easy. Even though it was a short stay, we could tell our dog had a great time especially with Mercy, their adorable pug! Bobbi shared updates and photos, and Nova seemed to really enjoy their spacious backyard. Bobbi was so kind and welcoming. We’d absolutely recommend her to others!”
“Bonnie was amazing with our dog Cinnamon! We were in town for my daughter’s dance competition when a blizzard completely changed our plans. Bonnie was incredibly understanding and accommodating when we unexpectedly had to stay an extra night because travel was so dangerous. She even offered to help with anything Cinnamon might need since we hadn’t planned on being away another day. Cinnamon had a wonderful time playing with Bonnie’s fur babies and came home happy and completely exhausted from all the fun. If you’re looking for someone who will truly care for your pup like their own, Bonnie is fantastic. Highly recommend!”
“I truly appreciate Colleen for taking care of my fur baby all day! She is super nice and took very good care of my fur baby! I definitely recommend her. If and when I am back in Greenbay I will for sure do another booking with her.”
“Isaiah is a very knowledgeable and nurturing dog sitter. He handled my rambunctious pup with expert care, and his dog Finley graciously scaled down his play to match my wee one. Would highly recommend for walking, watching, or boarding.”
“Olivia had great communication and flexibility with drop off and pick up times. My dogs were very happy and pooped out from playing all day. I most certainly would have Olivia take care of Daisy and Theo again.”
The median cost per day for doggy day care in Pittsfield is $35
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet & Greet
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 near you
Select a filter and find qualifying Pittsfield sitters!Sitters in Pittsfield average 3 repeat doggy day care clients
FAQs for Doggy Day Care - Pittsfield
Frequently asked questions about Rover
The average cost for Doggy Day Care in Pittsfield on Rover is $33.3 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 134 sitters on Rover offering Doggy Day Care across Pittsfield. 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 Pittsfield 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 WI 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 134 sitters in Pittsfield, 93% 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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