Doggy Day Care Cherry Plain

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

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Cherry Plain, 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.

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Sitter Profile Image: James S.
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James S.
from
$50
per day
5.0 out of 5 stars
8 reviews
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: Irene T.
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Irene T.
Star Sitter
from
$40
per day
5.0 out of 5 stars
18 reviews
6 repeat clients
20 years of experience
Pittsfield, MA, 01201

Irene was great with Sadie. Sadie loved playing with Goldie and loved the friendly and warm reception she got. Sadie was given both play and rest time and really looked really comfortable with Irene when I picked her up.

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Ross O.
Sitter Profile Image: Ivan O.
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Ivan O.
from
$30
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.
Sitter Profile Image: Yenifer V.
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Yenifer V.
from
$60
per day
5.0 out of 5 stars
25 reviews
5 repeat clients
3 years of experience
Pittsfield, MA, 01201

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.

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Liliya K.
Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter
from
$60
per day
5.0 out of 5 stars
59 reviews
13 repeat clients
2 years of experience
Pittsfield, MA, 01201

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.

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Jill A.
Sitter Profile Image: Iris F.
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Iris F.
from
$28
per day
4.9 out of 5 stars
54 reviews
12 repeat clients
10 years of experience
North Adams, MA, 01247

About: I’ve been on Rover for 5 years now! I have lots of experience with animals and my education background is in biology and animal sciences I am available pretty much whenever to do drop ins or walks for your pets!! Let me know what you need and I can accommodate :) I always make sure to follow the owners instructions and communicate with them! Communication is important when taking care of someone else’s animals! I make sure to send lots of pictures as well

Sitter Profile Image: Jess L.
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Jess L.
from
$30
per day
5.0 out of 5 stars
88 reviews
21 repeat clients
5 years of experience
Pittsfield, MA, 01201

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!

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Janice G.
Sitter Profile Image: Patty D.
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Patty D.
Star Sitter
from
$40
per day
5.0 out of 5 stars
140 reviews
65 repeat clients
30 years of experience
Rensselaer, NY, 12144

Patty took wonderful care of my puppy Zoey. She kept me updated throughout her stay. I would definitely recommend Patty and will be using her again.

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Brian K.
Sitter Profile Image: Sylva & Mark M.
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Sylva & Mark M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
64 reviews
19 repeat clients
9 years of experience
Troy, NY, 12180

Mark & Sylva were great hosts for my dog when we needed a few hours of care while my son toured a nearby college. They were welcoming and kind and did a great job with her. I'd happily book again if we're in Troy in the future. Thank you!

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Liz M.
Sitter Profile Image: Ericca B.
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Ericca B.
Star Sitter
from
$50
per day
5.0 out of 5 stars
52 reviews
17 repeat clients
36 years of experience
Bennington, VT, 05201

Ericca was extremely communicative and flexible when it came to getting my dog dropped off and picked up! Highly recommend, especially if you’re looking for someone with experience with GSDs!

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Jackson C.
Sitter Profile Image: Davis B.
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Davis B.
Star Sitter
from
$50
per day
5.0 out of 5 stars
34 reviews
10 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 N.
Sitter Profile Image: Maura A.
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Maura A.
from
$65
per day
5.0 out of 5 stars
3 reviews
30 years of experience
Adams, MA, 01220

About: Hi! I’m Maura, a high school English teacher who has lived and worked in the Berkshires for 19 years. I’ve spent my entire life caring for animals of all kinds, and my goal is simple: to provide safe, personalized care so you can enjoy your time away without worrying about your pets. I offer dog walking, drop-in visits, house sitting, overnight pet care, and small farm sitting throughout the Berkshires. Whether you need someone to check on a new puppy, care for a senior pet, or manage a small farm while you’re away, I’d love to help. I have experience caring for dogs, cats, rabbits, ferrets, hamsters, gerbils, rats, large aquariums, horses, cows, goats, and pigs. In addition to caring for my own animals, I have experience managing an equine boarding facility with 19 horses on the property and am comfortable handling a variety of animal personalities, energy levels, and care needs. I am experienced with: • Puppies and kittens • Senior pets • Oral medication administration • Basic trick training and potty training • High-energy dogs • Shy or anxious animals • Horses and livestock requiring daily care routines I also offer red light therapy sessions for pets, both small and large, upon request. Coming soon: private in-home boarding! I am currently creating a private pet guest house on my property that opens directly into a fully fenced backyard. My goal is to provide a low-stress alternative to traditional kennels by boarding only one pet family at a time. This allows your pets to receive individualized attention in a quiet, secure environment without the stress of sharing space with unfamiliar animals. If this is something you’d be interested in, feel free to reach out for details. I know firsthand how stressful it can be to leave beloved pets behind when traveling. That’s why I prioritize communication, reliability, and personalized care. I provide regular photo updates and am always happy to check in while you’re away so you can feel confident that your pets are safe, comfortable, and well cared for. Whether you’re visiting the Berkshires for a weekend, heading out for a day of skiing or sightseeing, or leaving town for a longer trip, I’d love the opportunity to care for your pets as if they were my own. Please feel free to reach out with any questions about services, availability, or your pet’s specific needs. I look forward to meeting you and your animals! I’m always running errands for my pets, spending time with my pets, or I’m at the barn with my horse. Taking care of the needs of my own pets is one of my top priorities, and I can easily work your furry friend into my schedule! It’s important that we discuss your specific expectations and needs as a pet owner/parent to ensure that you get the best care! Every pet owner and pet is different and I want to tailor my approach to what your pet is used to and comfortable with.

Sitter Profile Image: Lindsay L.
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Lindsay L.
from
$50
per day
5.0 out of 5 stars
5 reviews
20 years of experience
Canaan, NY, 12029

Our pup had a great day with Lindsay. Definitely will book again in the future when we are back in the area!

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Christine N.
Sitter Profile Image: Vera M.
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Vera M.
from
$75
per day
5.0 out of 5 stars
30 reviews
6 repeat clients
10 years of experience
East Greenbush, NY, 12061

Amazing service! Vera went above and beyond. She was very attentive to Lilly and her needs. So glad that she got to play with Vera’s dogs and that they went on a long walk! We are definitely returning ?

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Xiomara S.
Sitter Profile Image: MaryEllen M.
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MaryEllen M.
from
$40
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
25 years of experience
Menands, NY, 12204

MaryEllen was all I could have asked for and more to watch my little girl Nala! She was kind, easy to work with, responsive, and thoughtful! She went above and beyond to make Nala feel at home and welcome! I will absolutely ask her to watch Nala again!

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Genevieve G.
Sitter Profile Image: Mariana F.
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Mariana F.
from
$19
per day
5.0 out of 5 stars
2 reviews
10 years of experience
North adams, MA, 01247

Mariana was an absolute life savior and our dog had the time of his life with them. Very responsive, helpful and attentive to your doggos needs. We even got some cutest Polaroids back :)

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Artem P.
Sitter Profile Image: Logan S.
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Logan S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
30 reviews
11 repeat clients
25 years of experience
Castleton, NY, 12033

Marcie's stay with Logan went very well, he sent us updates with photos and videos. Logan really knows and loves dogs! We will be happy to bring Marcie back.

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Katie V.
Sitter Profile Image: Katherine H.
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Katherine H.
from
$35
per day
5.0 out of 5 stars
20 reviews
7 repeat clients
12 years of experience
East greenbush, NY, 12061

Katherine is an excellent dog rover. She is a strong communicator, caretaker, and most importantly a good hearted dog person. Your dog is in great hands with her. When I’m in the area she will be my go-to person.

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Paul M.
Sitter Profile Image: Kenia K.
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Kenia K.
from
$35
per day
10 years of experience
Rensselaer, NY, 12144

About: I’ve taken care of many pets in my life as I used to live on a farm growing up. I treat them all as if they’re my kids. I have a part time job as a nurse at a nursing home and I have two children in the home but over the ages of 15, other than that I have no young kids or other pets. I have a fenced yard with plenty of room to play! As well I have a park 2 mins from my home that I can take any pet I’m caring for.

Sitter Profile Image: Kimberly E.
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Kimberly E.
from
$32
per day
5.0 out of 5 stars
139 reviews
50 repeat clients
25 years of experience
Troy, NY, 12180

Xena had a great time at doggy daycare with Kimberly. I’d highly recommend her. She kept in contact all day and sent photos and videos. Which is what any crazy dog mom needs! ??

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Victoria K.
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The median cost per day for doggy day care in Cherry Plain 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Cherry Plain average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Cherry Plain

Frequently asked questions about Rover

As of July 2026, there are 235 sitters on Rover offering Doggy Day Care across Cherry Plain. 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 Cherry Plain 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 NY 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 235 sitters in Cherry Plain, 87% 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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