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

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Top rated Great Barrington doggy day care sitters
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

“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!!”

“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!”

“Yenifer was a rare gem!! I was in town last minute with my dog, and she was amazing to accommodate Pancake for doggy day care with no notice. She kept me up to date and Pancake was so excited to see her the second day!”

“Sandi was the absolute best dog sitter! Giddy was so excited to go to doggy daycare every day and was tuckered out by the time I picked him up. He loved spending time with Copa and getting to play outside often. He even got some healthy snacks! If I’m ever back in the area I will definitely we calling Sandi! Her whole family was lovely. We’ll miss y’all!”

About: We’ve been dog sitting and caring for pets for years and have built strong relationships with dozens of happy, reliable clients. Our goal is to make every dog and cat feel comfortable, safe, loved, and anxiety-free while you’re away. We have experience with high-energy, needy, and attention-seeking pets, and we always adapt to each animal’s personality and routine. Communication is very important to us, so you can expect regular updates, photos, and peace of mind knowing your pets are being cared for like family. I’m currently home full-time with my two boys, which gives me a very flexible and reliable schedule for pet care. I’m available for walks, drop-ins, boarding, and whatever your pet may need throughout the day. Because I’m home often, your pets will receive plenty of attention, care, supervision, and companionship instead of being left alone for long periods. I’m happy to work with your pet’s routine to help them feel comfortable, safe, and right at home. We have a very large private backyard with over an acre of space for dogs to enjoy and explore. While the yard is not fenced in, it is set far back from busy roads and offers a quiet, safe, and peaceful environment. Safety is extremely important to us, and all outdoor time is closely supervised. Our property is long and spacious with plenty of room for walks, playtime, and exercise while still maintaining privacy and a calm atmosphere for pets to feel comfortable and relaxed.
“Tetiana was marvelous! She was able to take us rather last minute and provided very attentive care to our extremely playful but also a bit nervous dog. She greeted us outside and immediately got to work making our dog feel comfortable. She invited us into her home to help acclimate our dog. And then sent a number of updates with pictures confirming all was well. We are so grateful for the care she provided.”

“Dim Sum had such a great stay with Benjamin and his partner on their beautiful farm! They were super helpful with being available last minute and gave Dim Sum a cozy spot to stay. Bonus points for being able to say hi to their beautiful horses too :). Highly recommend!”

About: My name is Jessica and I am a caring and fun person who has been caring for dogs since I was seven years old! Now I am 24 years old and do not have a dog anymore but still enjoy spending time with my friends pets and I dog sit for my neighbors. I am very active so I enjoy taking dogs on walks and hikes. I live walking distance from a lake. If the dog I am taking care of feels comfortable in water then I will splash around with the dog in the lake (there are dirt roads in this area to walk the dog on too). I have had experience with a wide variety of breeds, so I feel pretty comfortable with any dog. I understand caring for a dog is similar to caring for a child. I am trustworthy and loving towards animals! I recently passed my board exam so now I am relaxing for some time & will begin my job hunt in February, 2022. Therefore, caring for a pet will fit perfectly into my current flexible daily routine. I do not live with any other pets & I create a safe environment by keeping the dog on the first level of my home only. On the first level I make sure that there are no hazards for the dog. In a client's home, I follow all of their reccomendations in order to keep the pet as comfortable & safe as possible.
“Jess took great care of my pup and sent me lots of pics and updates throughout the day! She has a sweet dog, and her dog and mine played together all day. Uva came home fed, healthy and tired! Thank you Jess!”


“Izzy had a great time with Cindy! Cindy is not only a great pet sitter, but a great trainer as well. She taught Izzy some new tricks and we can tell that she got lots of attention. We look forward to our next visit with Cindy!”

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.
“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: Grew up on a farm caring for animals since my youth. now enjoy the company of visiting dogs, just like I had with my own. I currently work part-time and many situations able to bring a boarding dog with me; as I work with mostly older folks who would love the sweetness of a dog visit; considered therapy. I have a side fenced yard, safe from the road, and only do private walks in a comfortable grass field near my home, leashed and one at a time for individual attention.
Over 12 pet parents in Great Barrington have booked doggy day care
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1. Search
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2. Meet & Greet
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The median cost per day for doggy day care in Great Barrington is $45
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It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Great Barrington average 3 repeat doggy day care clients
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Great Barrington on Rover as of Jun 2026 was about $45 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, 119 sitters provided doggy day care in Great Barrington. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Great Barrington sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Great Barrington have an average of 20 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Great Barrington.
Great Barrington doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Great Barrington sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 119 sitters offering doggy day care in Great Barrington on Rover, so you’re sure to find the perfect match for your dog! In Great Barrington, 100% of sitters offer daily exercise, 90% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.







