Doggy Day Care Stockbridge
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

Stockbridge, Find top rated doggy day care
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“We had such a great experience with Yenifer! Our dog, Rocky, absolutely enjoyed his stay—he came home happy and relaxed. Yenifer was incredibly kind and responsive, and even accommodated us on very short notice, which we really appreciated.”


“Peter was great with my very energetic pup! He called a day before the appointment to make sure all my preferences are met. Very flexible with the times I requested. Most importantly, I was confident that my puppy was safe and enjoying himself. Peter’s home is dog friendly and he was kind enough to send me a picture of my beloved pup. Would definitely recommend!!”

“Tetiana and her family have a loving, welcoming home and environment. We were met with smiles, shown around and we felt very comfortable leaving our pup. The communication during the booking process was great, as I had a number of questions. Tetiana was responsive and thorough. We found written Q&A better than a call. They were flexible with how we prefer care, food, exercise, rest, etc. We received nice pictures, videos and notes ... even though our stay was only 2 days. We will use Tetiana again when we have a need in the Berkshires, and I'd feel comfortable with longer if needed (and agreed upon). Each member of the family was fast friends with our dog.”

“Bruno had a wonderful time at Kathleen's beautiful place! The fully-fenced in green space for the dogs was so peaceful I wanted to stay myself. Kathleen has a calming manner which the dogs respond well too. I am contemplating more trips to the Berkshires now that I know Bruno has a safe place where he will be happy and well taken care of while I spend time at Jacob's Pillow or museums. Thank you!”

About: My experience in pet care began during my childhood on my grandparents’ farm, where I was surrounded by a wide variety of animals every day. From an early age, I learned the importance of responsibility, compassion, and attentive care. I gained hands-on experience feeding, grooming, and nurturing animals of all kinds—including dogs, cats, livestock, and small animals—each with their own unique needs and personalities. More than just daily routines, I developed strong, loving bonds with the animals I cared for, treating them as family. That foundation shaped my deep understanding of animal behavior and my commitment to providing patient, personalized, and reliable care for every pet I work with. I bring a deep love and understanding of dogs of all ages, sizes, and personalities. From playful pups to sweet seniors, I tailor each walk to fit their needs. I prioritize safety, communication, and fun—always engaging with your dog and even teaching basic cues like sit, stay, and wait during our adventures. I’m passionate about nature and I believe dogs thrive when they can safely explore their environment —sniffing the breeze, feeling the grass under their paws, and soaking up the world around them. I’m dependable, energetic, and treat every dog like my own. Whether it’s a gentle stroll or a playful outing, your pup will be in great hands and have a tail-wagging good time! Dog walking fits perfectly into my current routine. I’m a part-time healthcare worker with a consistent schedule, working from 8 a.m. to 1 p.m. on Monday, Tuesday, Thursday, and Friday. Outside of those hours, I have a flexible schedule and plenty of availability and plenty of time to dedicate to your pup. I truly enjoy incorporating walks into my day—they keep me active, bring me joy, and let me connect with more wonderful dogs. Your dog will receive dependable, loving care from someone who’s already made this a part of daily life. Safety, trust, and a positive environment are at the heart of every walk I take. I prioritize clean, open, and dog-friendly spaces—like the Rail-Trail, local parks, and secure walking paths—where pups can enjoy fresh air and nature safely. I always use leash control, stay highly observant of their behavior, and make sure every walk is calm, comfortable, and secure. Whether we’re exploring a quiet trail or playing at a safe dog park, your dog’s well-being is my top priority. You can trust that your pup is in caring, capable, and experienced hands every step of the way.

“Diana and her kids took great care of our dog. He had lots of playtime with her and her kids. It was a great comfort knowing our pup was in good hands and well cared for. Thank you Diana! We will definitely use her again.”

About: I absolutely love animals. I have been helping friends and neighbors with watching their pets for years. I currently have two dogs myself, one with complicated medical needs. I am confident I would be able to care for your pets no matter their age. I currently work from home 2-3 days per week and am available most weekends. Our two Poms love to play and cuddle with us on the couch. Your pets would be welcome to join us on the couch. I have a fenced in backyard. I live in a dead-end street near the rail trail so walks are a breeze and do not have me near any main roads. I do have two Pomeranians to keep your pets company while with us. Both of my dogs are fixed and friendly.
About: I'll provide constant supervision of your pet. I enjoy interacting with animals. Although I am not a professional dog handler I have had a dog in the house for the past 12 years. I will do my best to provide competent care for your pet. I am currently retired from the Columbia County jail, after completing 23 years. I am a Navy veteran. My wife and I have twin boys who are all grown up and out of the house. As a result of this I have become a little bored. I would appreciate your consideration when deciding on who to entrust the care of your pet while you are away. You will be able to be rest assured that they are being taken care of. I am usually available all the time except for the occasional vacation I might go on. Weekends are no problem either. I am pretty much available year round. I like to hang out with my dog all day. Adding more animals to the mix is no problem. I like taking walks with them and I also have a fenced yard.
About: We have one year of experience caring for small dogs. We are responsible, attentive, and ensure a safe, loving and confrable environment at all times We work from home, so we have plenty of time to take care of pets. Provide constant attention follow daily routines. And we are also available on weekends when needed. We have a fenced yard where pets can play safetly. And we can take them for once or two daily walks ensuring exercise, attention, and a conformable environment
“Diana and her family provided day care to my puppy Jolene and I cannot say enough good things. She is a wonderful and attentive sitter and provided great care. I would definitely recommend her.”

About: walking service tailored to meet the needs of both you and your furry companion. Whether you're away for work, a vacation, or just need some extra help, I ensure your dog is well cared for, exercised, and happy. My dog sitting service provides your pet with personalized attention, a comfortable environment, and plenty of playtime, while my dog walking service offers a fun, safe, and invigorating walk to keep your dog active and healthy. With a focus on trust, safety, and companionship, I aim to give you peace of mind knowing your dog is in loving, responsible hands. I am a stay at home mom. Me and my son Liam would love to spend time with your doggo. Reach out and we can discuss further what times would work best for you and your furry babies needs. Pets feel secure with predictability, so I maintain their feeding, exercise, and play routines as closely as possible to their normal habits.Understand and respect each pet’s individual needs and preferences, such as their comfort level with strangers, exercise needs, and dietary restrictions.
The median cost per day for doggy day care in Stockbridge 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 - Stockbridge
Select a filter and find qualifying sitters offering doggy day care.Sitters in Stockbridge average 3 repeat doggy day care clients
FAQs for Doggy Day Care - Stockbridge
Frequently asked questions about Rover
As of August 2026, there are 115 sitters on Rover offering Doggy Day Care across Stockbridge. 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 Stockbridge 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 MA 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 115 sitters in Stockbridge, 90% 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.












