Doggy Day Care West Chesterfield

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

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West Chesterfield, 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: Kathleen M.
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Kathleen M.
Star Sitter
$50
total per day
5.0 out of 5 stars
159 reviews
45 repeat clients
12 years of experience
Becket, MA, 01223

Kathleen was great. She was very responsive before we dropped our pooch off, and then sent regular updates throughout the day. He was in a good mood when we picked him up at the end of the day.

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Andrew T.
Sitter Profile Image: Shawna B.
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Shawna B.
$69
total per day
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Westhampton, MA, 01027

Shawna was a great sitter. My dogs are never tired. But they were worn out when I picked them up so I know they got plenty of exercise and attention. I highly recommend Shawna!!

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Amanda G.
Sitter Profile Image: Kristin B.
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Kristin B.
$50
total per day
5.0 out of 5 stars
15 reviews
4 repeat clients
20 years of experience
Goshen, MA, 01032

As always, Bean had a great time at Kristin's!

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David B.
Sitter Profile Image: Lisa A.
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Lisa A.
$67
total per day
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Florence, MA, 01062

Lisa took great care of Benny and provided many updates during his visit!

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Jesse G.
Sitter Profile Image: Alison D.
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Alison D.
$45
total per day
15 years of experience
Northampton, MA, 01053

About: I have been the go to dog sitter for family, friends and coworkers for the last 15 years. I was finally able to adopt my very own pup a little over a year ago and have been obsessed with him ever since. We have a small fenced in backyard and live extremely close to the bike path and park! Lots of walks and exploring. I am looking to make pet care my full time career. I am aiming to be available daily for all types of care. Walking, daycare as well as overnight sleepovers! I have a small fenced in back yard and a cozy ranch style home. No stairs, for those pups who have a hard time getting around. I take daily morning walks with my guy around the park and have many other spots we visit on the weekends. Couches, beds, chairs, none of those are off limits. Your pet can be comfortable! If you want your pup to be spoiled, loved, and entertained while you are busy, look no further!

Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
$56
total per day
5.0 out of 5 stars
52 reviews
13 repeat clients
15 years of experience
Northampton, MA, 01060

Another great time at Emma’s! You know you’ve found someone special when your dog tries to stall when it’s time to go home:) It’s such a load off my mind to know that Sadie is in good hands, thank you again Emma!

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Alie S.
Sitter Profile Image: Gabriela K.
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Gabriela K.
$50
total per day
5.0 out of 5 stars
6 reviews
3 repeat clients
5 years of experience
Northampton, MA, 01060

I’m so glad to have connected with Gabi (and so is my pup)! I could tell right away that she loves and genuinely cares about any dogs who are lucky enough to hang out with her. And Sadie, my slightly nervous/sometimes hyper girl settled right in. Thanks Gabi, we’ll see you soon!

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Alie S.
Sitter Profile Image: Jesse L.
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Jesse L.
$32
total per day
5.0 out of 5 stars
2 reviews
9 years of experience
Northampton, MA, 01062

I’m so glad to have connected with Jesse (and so is my pup)! I could tell right away that he loves and genuinely cares about any dogs who are lucky enough to hang out with him. And Sadie, my slightly nervous/sometimes hyper rescue settled right in with him and his family. Thanks again Jesse! We’ll be back!

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Alie S.
Sitter Profile Image: Evan A.
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Evan A.
$111
total per day
5.0 out of 5 stars
7 reviews
10 years of experience
Florence, MA, 01062

Evan was amazing!! He was so communicative and was so sweet with our dogs. He also took us on an insanely last minute request. He was the best!! Thank you Evan ☺️

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Alexandra L.
Sitter Profile Image: John M.
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John M.
Star Sitter
$39
total per day
5.0 out of 5 stars
149 reviews
54 repeat clients
15 years of experience
Turners Falls, MA, 01376

John was very caring and supportive to my dog who is anxious with new people. . He was also very flexible with the time, which I really appreciated. I already planned a second day for him to watch my dog.

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Karen D.
Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$34
total per day
5.0 out of 5 stars
7 reviews
4 repeat clients
25 years of experience
Westfield, MA, 01085

Katie and her family were an absolute dream! I couldn’t be more pleased with how attentive and caring they were towards our puppy. I highly recommend Katie! I wish we lived closer to use her again! Thank you, Katie!

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Regina T.
Sitter Profile Image: Nicole S.
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Nicole S.
Star Sitter
$56
total per day
5.0 out of 5 stars
83 reviews
23 repeat clients
25 years of experience
Greenfield, MA, 01301

Our dogs had a blast at Nicole’s place. They got to run around in her nice fenced in yard, played a lot of fetch and got to cool off in the kiddie pool. Nicole and her family are obviously dog lovers and I was so happy we left our girls with them. I would highly recommend Nicole to care for your pups as if they were her own.

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

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!

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Julie C.
Sitter Profile Image: Amad E.
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Amad E.
$50
total per day
5.0 out of 5 stars
34 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

Amed was prompt with communication, and was sweet with our dog. He took her for a walk and the dog park, and she was tuckered out after. It worked out well to have Ahmed watch our dog while we were visiting from out of town to see a concert. Thank you Amed!

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Mary Beth B.
Sitter Profile Image: Dorjee D.
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Dorjee D.
Star Sitter
$43
total per day
5.0 out of 5 stars
35 reviews
21 repeat clients
15 years of experience
Amherst, MA, 01002

We had a wonderful experience with Dorjee! She took on our last-minute request and Ziggy came back from his day very content. Very kind, responsive, and provided us with updates during his stay. Will be sure to reach out again!

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Tristen M.
Sitter Profile Image: Tricia G.
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Tricia G.
Star Sitter
$45
total per day
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Chicopee, MA, 01020

Tricia was great with Dax! She came out to greet me, was responsive when I messaged to check in, and sent me very sweet videos of them playing fetch! Thanks Tricia!

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Leila R.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
$39
total per day
5.0 out of 5 stars
26 reviews
11 repeat clients
10 years of experience
Greenfield, MA, 01301

Christian was a great dog watcher for a day while we went on a ski trip! We got photo updates while we were gone and Hudson came home tired!!

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Curtis M.
Sitter Profile Image: Lataya I.
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Lataya I.
$34
total per day
4.6 out of 5 stars
16 reviews
3 repeat clients
10 years of experience
holyoke, MA, 01040

About: i’ve taken care of dogs/animals mostly all my life ,im 21 and owned a dog half my life also but sadly i had to put him down so now i would love to dog sit to still show my love , interest and care into dogs without owning my own again yet i’m home all day unless i make plans and adding pet care into my day would allow me to be more active and it just gives me something do to during the day i have a fended in yard and a good sized back yard for pets to play and roam freely , no other pets in the house hold at the moment,

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: AMY L.
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AMY L.
$67
total per day
5.0 out of 5 stars
11 reviews
1 repeat client
8 years of experience
Easthampton, MA, 01020

About: I sincerely LOVE getting to know each individual dog's personality (quirks and all!) and learning about what makes them happiest. I have many years of experience: walking dogs in NYC & in Western Mass; pet-sitting for my friends', neighbors' and partner's dogs (as well as for other types of pets). I create a warm, nurturing and happy environment for my precious furry friends to thrive. (Please note: on Tuesdays, Thursdays & Fridays, I am usually available from 11 AM-5:30 PM; on Mondays & Wednesdays, I am usually available from 11 AM -12 PM) I'm currently working part-time as a educator (tutor) so I have ample time to provide dog care (walking, drop-in day care and occasional boarding) during the week, Mon-Wed and Thurs-Friday. On occasion, I may be able to board dogs during the weekend. I live in an extremely peaceful, quiet, dog-friendly neighborhood (the Plains of Easthampton) toward the end of a cul-de-sac. So there is almost no cars or traffic here. I do have a front & back yard. Although it is not fenced, it is backed by trees and, as mentioned, almost zero traffic

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The median cost per day for doggy day care in West Chesterfield is $40

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Meet local sitters who will treat your dogs like family

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Popular requests for doggy day care - West Chesterfield

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Sitters in West Chesterfield average 4
repeat doggy day care clients

FAQs for Doggy Day Care - West Chesterfield

Frequently asked questions about Rover

As of August 2026, there are 195 sitters on Rover offering Doggy Day Care across West Chesterfield. 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 West Chesterfield 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 195 sitters in West Chesterfield, 91% 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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