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
154 reviews
43 repeat clients
12 years of experience
Becket, MA, 01223

She did such a great job! Nozzle came home so tired and I was a happy dog Mom bShe was able to take him at such a short notice and was a life saver for us. I would recommend her to anyone. She’s very flexible with schedules too!

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Laura H.
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: 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: 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: Jesse L.
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Jesse L.
$32
total per day
9 years of experience
Northampton, MA, 01062

About: I have been the proud dog dad of Franklin, a rescue 14 year old terrier mix, for over 9 years, who suffers from separation anxiety. More recently, I have cared for him through eye removal surgery as well as terminal joint and heart issues. As a result, I have experience giving oral, ocular and topical medications. I have this experience with other dogs as well, as I am always quick to volunteer for any opportunity to walk or babysit a friend or families dog - even going so far as to visit dogs rather than people at family weddings. I'm currently unemployed, so 100% of the time I'm not with my dog I can and want to spend taking care of your dog! Please check my schedule or reach out. First and foremost, I care for animals by showing them love and respect. When it comes to caring for your pet, I will conscientiously follow all instructions you provide and never put your pet in any danger.

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

So far, so good, with Emma as our latest dogsitter. Gives great reports during the day so we have a good impression how our dog is doing...:)

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Joy J.
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

Sitter Profile Image: Gail H.
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Gail H.
$50
total per day
5.0 out of 5 stars
7 reviews
1 repeat client
50 years of experience
Haydenville, MA, 01039

About: I am a lifelong dog person with a large fenced yard and miles of trails out my back dog. A tired dog is a happy dog. Unless I am traveling myself I am extremely flexible and available. I will let you know if I will need to spend more than a few hours away from your pet before booking a stay. I think it’s important for pets to keep to their normal routine while their people are away. A little extra attention and affection also helps ease the stress of separation. I have a pretty mellow disposition and enjoy cuddling with a furry friend while reading or watching a show.

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

Dorjee took great care of my pup! Sadie was immediately comfortable with her, and I felt at ease as well. Highly recommend!

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

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.

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

We have loved working with Tricia! Very flexible, understanding, and affordable. She went the extra mile for our senior dog. Can’t wait to book the next visit for our dog!

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Katy N.
Sitter Profile Image: Yenifer V.
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Yenifer V.
$67
total per day
5.0 out of 5 stars
25 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: Evan A.
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Evan A.
$111
total per day
5.0 out of 5 stars
5 reviews
10 years of experience
Florence, MA, 01062

Evan was great with my dogs - they loved being with him and he took super care of them, tired them out on nice long walks and sent videos of snuggling them. Cannot recommend him strongly enough!

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Jim Q.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
$39
total per day
5.0 out of 5 stars
23 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: Nicole S.
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Nicole S.
Star Sitter
$56
total per day
5.0 out of 5 stars
82 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: Irene T.
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Irene T.
Star Sitter
$45
total per day
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
Pittsfield, MA, 01201

Thank you Irene for taking good care of Mackie again! Several pee/potty breaks even for a short stay demonstrate commitment to providing excellent care.

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Gregg D.
Sitter Profile Image: Saige G.
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Saige G.
$39
total per day
4.9 out of 5 stars
36 reviews
13 repeat clients
11 years of experience
Easthampton, MA, 01027

Ziggy was great with our dog Jet! Jet is a high energy Springer Spaniel and she went above and beyond with taking him for hikes and making sure he got enough exercise. She took care of Jet at our home and was respectful of the space and was able to keep Jet’s routine as normal as possible which made us comfortable leaving him with her. We would definitely book with Ziggy again in the future!

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Abby W.
Sitter Profile Image: John M.
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John M.
Star Sitter
$39
total per day
5.0 out of 5 stars
148 reviews
53 repeat clients
15 years of experience
Turners Falls, MA, 01376

After flunking out of another doggy daycare in the first ten minutes, my little guy had a great experience with John and the other dogs today. In addition to being a good caretaker, John is a great dog photographer!

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Noelle J.
Sitter Profile Image: Leah B.
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Leah B.
$39
total per day
5.0 out of 5 stars
5 reviews
40 years of experience
Westhampton, MA, 01027

About: I can't remember a time that I didn't have at least one dog. I often had several at a time and they all lived a long and happy life with tons of love and affection! I will care for your dog(s) as if they were my own and provide the affectionate, loving care they deserve. I have raised 3 great kids who are now all grown so I would love the opportunity to share my life with as many pets as possible. I have a flexible schedule. I believe in keeping your dog in a fenced-in area (supervised) or on a leash at all times while outside. I also believe in crate training puppies for potty training and safety only.

Sitter Profile Image: Lataya I.
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Lataya I.
$34
total per day
4.6 out of 5 stars
15 reviews
2 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,

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

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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 July 2026, there are 200 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 200 sitters in West Chesterfield, 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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