Doggy Day Care Pittsfield

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

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Over 97
pet parents in Pittsfield have booked doggy day care

Pittsfield, 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%.

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Sitter Profile Image: Yenifer V.
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Yenifer V.
$67
total per day
5.0 out of 5 stars
30 reviews
6 repeat clients
3 years of experience
Pittsfield, MA, 01201

My dog had a really nice time, was a super good fit! Great communication and caring, sweet family vibes. I would definitely recommend them : )

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Eric M.
Sitter Profile Image: Christina D.
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Christina D.
$84
total per day
5.0 out of 5 stars
6 reviews
20 years of experience
Pittsfield, MA, 01201

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.

Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter
$67
total per day
5.0 out of 5 stars
61 reviews
14 repeat clients
2 years of experience
Pittsfield, MA, 01201

I’m so thankful I found Tetiana. I left my 5-month puppy for the first time with her and I could not be happier. She took care of her with love and so much warmth. I received many pictures thought the day. Thank you Tetiana!!!

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Marta H.
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$50
total per day
5.0 out of 5 stars
162 reviews
46 repeat clients
12 years of experience
Becket, MA, 01223

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!

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Amanda T.
Sitter Profile Image: Kenia K.
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Kenia K.
$39
total per day
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Rensselaer, NY, 12144

Kenia and her family did an excellent job caring for Izzy, I received photo and text updates throughout! Will definitely be back with Izzy for another stay

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Ronit Z.
Sitter Profile Image: Davis B.
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Davis B.
Star Sitter
$56
total per day
5.0 out of 5 stars
39 reviews
11 repeat clients
10 years of experience
BENNINGTON, VT, 05201

Davis was a wonderful sitter for our pup, Beau. We left Beau with Davis, her partner, and her pups for a few hours while we went to a museum and Beau seemed perfectly content when we picked him up. Thanks, Davis!

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Jacqueline & Elspeth N.
Sitter Profile Image: Gregory A.
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Gregory A.
Star Sitter
$45
total per day
4.9 out of 5 stars
19 reviews
6 repeat clients
30 years of experience
Valatie, NY, 12184

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.

Sitter Profile Image: Josselin M.
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Josselin M.
$56
total per day
5.0 out of 5 stars
2 reviews
5 years of experience
Pittsfield, MA, 01201

Josselin was excellent! Great communication, very accommodating and super welcoming and friendly to our dog. We would highly recommend her and certainly use her services again.

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Oliver L.
Sitter Profile Image: James S.
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James S.
$56
total per day
5.0 out of 5 stars
12 reviews
1 repeat client
10 years of experience
Williamstown, MA, 01267

About: I bring a unique level of structure, energy, and reliability to pet care through my experience as a college coach. My daily work revolves around building routines, paying attention to small details, and making sure individuals are supported and performing at their best — and I carry that same approach into caring for dogs. I am highly dependable and organized, so you can trust that your dog’s schedule, feeding routine, and exercise needs will be handled consistently. I also bring an active lifestyle, which is great for dogs that need engaging walks, playtime, and attention. What sets me apart is the level of care and awareness I provide. I pay close attention to behavior, energy levels, and any changes, and I prioritize clear communication so you always feel confident while you are away. My goal is to make sure your dog feels comfortable, safe, and well cared for at all times My schedule is currently wide open following the end of the swim season, which gives me plenty of flexibility for walks, drop-ins, and overnight care throughout the week and weekends. I understand how important it is to trust someone with your dog. I create a safe, comfortable environment where your pet feels secure and cared for at all times. I pay close attention to their needs, keep a watchful eye during walks, and always make sure you are updated so you can relax knowing they are in good hands.

Sitter Profile Image: Iris F.
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Iris F.
$34
total per day
4.9 out of 5 stars
56 reviews
14 repeat clients
10 years of experience
North Adams, MA, 01247

Iris was the perfect sitter for Livvy. I could not have asked for anyone better.

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Paul C.
Sitter Profile Image: Cheyenne F.
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Cheyenne F.
$50
total per day
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Kinderhook, NY, 12106

Cheyenne was amazing! We had a very last minute trip and Cheyenne was able to watch our pup the very next day. She was communicative and would recommend!

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Grace A.
Sitter Profile Image: Deanne R.
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Deanne R.
$38
total per day
5.0 out of 5 stars
71 reviews
23 repeat clients
10 years of experience
Kinderhook, NY, 12106

Outstanding care - would recommend. She listened about temperament and his need to get out for a walk. Very fortunate to find a responsible dog sitter. Thank you

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Jean C.
Sitter Profile Image: Saskia C.
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Saskia C.
$50
total per day
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Kinderhook, NY, 12106

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.

Sitter Profile Image: Jialin & John Y.
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Jialin & John Y.
Star Sitter
$28
total per day
5.0 out of 5 stars
27 reviews
9 repeat clients
4 years of experience
East Greenbush, NY, 12061

Jialin and John took great care of our Noodle while we attended a friend’s wedding in the area. We are not NY locals and the decision to bring our dog on the trip with us was somewhat last minute, so we were so lucky and grateful to find people to care for Noodle for a full day on such short notice. We received many photos and videos throughout the day which reassured us that Noodle was having fun and in great hands! If we lived in the area we would 100% book them again, and we’re honestly bummed that they can’t be our regular dog sitters due to distance. We are very satisfied with the care they provided and we highly recommend them!!

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Paige S.
Sitter Profile Image: Liza Q.
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Liza Q.
$84
total per day
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
Blandford, MA, 01008

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.

Sitter Profile Image: Ericca B.
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Ericca B.
Star Sitter
$56
total per day
5.0 out of 5 stars
54 reviews
18 repeat clients
36 years of experience
Bennington, VT, 05201

Ericca was wonderful with our new dog, Arlo. Arlo is a rescue and he is reactive to other dogs and Ericca knew just how to handle him. Arlo spent the entire day with Ericca and he had a great time. We will definitely be working with her again!

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Melissa M.
Sitter Profile Image: Keegan R.
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Keegan R.
$45
total per day
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Center Square, Albany, NY, 12210

Keegan is the best 😍 he shows my dog so much love and affection. He communicates well, is trustworthy and keeps me updated with photos. He is such an amazing person and we are so grateful to have him in our lives. I trust him with all animals.

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Amanda S.
Sitter Profile Image: Peter K.
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Peter K.
$45
total per day
5.0 out of 5 stars
30 reviews
7 repeat clients
8 years of experience
South Egremont, MA, 01258

Thank you, Peter, for taking such good care of Minnie! She had a great time hiking and monitoring those rabbits and came home a tired and happy dog. She was in a beautiful and safe place and we will look forward to return visits.

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Hillary M.
Sitter Profile Image: Nikole S.
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Nikole S.
$36
total per day
7 years of experience
Berlin, NY, 12022

About: I’ve been around and taking care of dogs of different breeds since I was 16. Most of my experience has been with friends’ and family members’ dogs. I’ve helped with walks, feeding, playtime, and taking care of them when they stay at my house. I’ve also helped keep their areas clean when needed. I really enjoy spending time with dogs and making sure they feel comfortable, safe, and loved while they’re with me 🐶❤️ I’m available 24/7, which means I’ll have plenty of time to take care of your furry friend and give them lots attention and love :) I live in Berlin, NY, in a quiet area with a large yard where dogs have plenty of space to play and enjoy some time outside. I have a medium sized house and a very friendly 14 year old cat who is used to being around others.

Sitter Profile Image: Ivan O.
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Ivan O.
$34
total per day
5.0 out of 5 stars
6 reviews
20 years of experience
New Lebanon, NY, 12125

Thank you for keeping Scout safe and happy:)!

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Julia M.
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The median cost per day for doggy day care in Pittsfield is $40

Dog parents share their Rover experiences - Pittsfield

1 / 1
5.0 out of 5 stars

Josselin was excellent! Great communication, very accommodating and super welcoming and friendly to our dog. We would highly recommend her and certainly use her services again.

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Oliver L.
Doggy Day Care
5.0 out of 5 stars

Mackie enjoyed her rainy day visit! Yenifer was very flexible and accommodating with our last minute request.

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Gregg D.
Doggy Day Care
5.0 out of 5 stars

Tetiana took wonderful care of Pete. She was super communicative. Very responsive in planning and during the stay. And she sent lots of great pictures. Pete had a great time!

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Rachael P.
Doggy Day Care
5.0 out of 5 stars

Irene provided excellent care for Ruby. She is professional, flexible and responsive. Highly recommended !

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Carol F.
Doggy Day Care
5.0 out of 5 stars

Deb was very welcoming and kind and focused on Sadie being happy and safe. Deb made Sadie feel very welcomed and played with her right away. On the second visit Sadie pull into her house and was very excited to see Deb. She gave me updates during the visit on how Sadie was doing. Thanks!

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Ross O.
Doggy Day Care
1 / 1
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Popular requests for doggy day care - Pittsfield

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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 $35.52 per day (as of August 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 August 2026, there are 163 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 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 163 sitters in Pittsfield, 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.

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