Doggy Day Care in West Chesterfield

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Top rated West Chesterfield 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%.

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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
150 reviews
40 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: 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: Caitlin J.
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Caitlin J.
$37
total per day
20 years of experience
Windsor, MA, 01270

About: I've loved animals forever and have cared for everything from a cockatiel to a chameleon, Great Pyrenees to Pekapoo. I currently have 1 Goldendoodle and 1 chocolate tabby cat in my home with fenced area and walking trails. I'm currently homeschooling my children at our 10+ acre home with fenced area and walking trails. We have a light schedule and are home more often than away. We currently walk our Goldendoodle daily and pet care is our love, in addition to our responsibility. I have a fenced area and multiple indoor secure areas where animals can get healthy time in a safe home without overstimulation. I have 1 Goldendoodle and 1 chocolate tabby cat who are the best of friends and are supportive to newcomers.

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

Emma was great!! She took my two puppies, one being only 3 months old and they look like they had the best time. She kept me updated throughout the day with pictures and videos and how they were doing. 10/10 would recommend!

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Megan M.
Sitter Profile Image: Jessica C.
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Jessica C.
$32
total per day
5.0 out of 5 stars
54 reviews
18 repeat clients
35 years of experience
Sunderland, MA, 01375

About: Parents Jessica and Philip are the responsible adults guaranteeing that your dog will get everything they need, but 13-year-old Josie is the primary caretaker of our dog guests. She is a very attentive, loving and engaged pet pal! Since we started on Rover as a summer job for Josie in 2023, we have hosted dogs of all sizes, energy levels and needs and she loved every single one of them. She gets up early every day (whether or not she is caring for a dog) so she often gives the pups their first walk of the day before anyone else has gotten out of bed. In spring of 2023 Josie rescued an Eastern Phoebe (songbird) that was pushed out of its nest and injured; she fed it dry cat food soaked in sugar water and set it free a week later as a robust young fledgling (see pictures). On weekends and school vacations, Josie has little to do other than care for your dog! We are early risers. Our calendar has school days blocked off, but we would consider boarding a dog during the school week if its needs match Josie's availability so please inquire. Both parents work mostly or fully from home and could manage a midday walk for a quiet dog. Jessica is an elementary teacher and education administrator who is accustomed to carrying great responsibility for the safety of precious smaller beings. She closely supervises Josie as the primary caregiver. Our home is in the woods with access to Mt. Toby trails so your pup will get to enjoy the outdoors several times a day. Sometimes dogs who are anxious in the busy neighborhoods of their homes are much calmer when they come to our quiet, wooded setting. We have a flock of chickens in an enclosed outdoor area.

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

Nicole is the best! This was my second time having her watch my puppy, and she’s been consistently great! My pup loves it at her house. Thanks again!!

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Laura R.
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: Dorjee D.
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Dorjee D.
Star Sitter
$43
total per day
5.0 out of 5 stars
18 reviews
14 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: Talula T.
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Talula T.
$50
total per day
5.0 out of 5 stars
15 reviews
4 repeat clients
14 years of experience
Southampton, MA, 01073

Talula took such good care of our pup! She was responsive, flexible with timing, and generally a great human being. Thanks Talula!

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

Benny had a great day playing with Mylo at Saige’s!

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Jesse G.
Sitter Profile Image: Tricia G.
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Tricia G.
$34
total per day
5.0 out of 5 stars
9 reviews
3 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: megan b.
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megan b.
$39
total per day
4.9 out of 5 stars
121 reviews
36 repeat clients
20 years of experience
South Hadley, MA, 01075

Megan was great with JJ, he fit right in with her doggie family! Her location is great, close to my folks’ place so I’ll def be booking with her again. Wonderful day!

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

John and his two very sweet doggies were wonderful with our skittish girl, Chloe. John's calm demeanor is exactly what dogs respond well to. He took lots of pictures of playing and walking, putting us at ease. When we came to pick her up, she had become part of the pack. Great sitter!

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Shannon O.
Sitter Profile Image: Yenifer V.
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Yenifer V.
$67
total per day
5.0 out of 5 stars
22 reviews
4 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: Christian M.
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Christian M.
$39
total per day
5.0 out of 5 stars
16 reviews
9 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: Erica B.
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Erica B.
$62
total per day
5.0 out of 5 stars
6 reviews
1 repeat client
37 years of experience
Amherst, MA, 01002

About: I’ve taken care of dogs and cats of every age and many breeds since I was 12 years old. I’ve lived with dogs for my whole life. I believe pets deserve special attention and lots of love. I have taken care of pets recovering from surgery, trained puppies, entertained energetic dogs who love long walks and play, and cared for senior cats and dogs. I look forward to caring for your pet! I work from home and have flexibility in my schedule so I am available at lunchtime and in the evenings and all weekend to care for your pets. I have a fenced in yard and no pets of my own currently so your pet would get all the attention. I can crate your dog if they are used to that and also am comfortable without crating if you or your pet doesn’t like that. I have many toys and leashes and am well experienced in caring for pets.

Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter
$67
total per day
5.0 out of 5 stars
57 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: Amad E.
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Amad E.
$50
total per day
5.0 out of 5 stars
31 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

Amad was amazing!! Would definitely recommend him to take care of your pup. Marley was well taken care of and came back tired from all the walks they went on🙌🏼 10/10

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Jessica Z.
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.

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Over 1
pet parents in West Chesterfield have booked doggy day care

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  3. 3. Book & Pay

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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 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 West Chesterfield on Rover as of May 2026 was about $40 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.

If you’re searching for a West Chesterfield doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of May 2026, 115 sitters provided doggy day care in West Chesterfield. 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, 84% of West Chesterfield sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in West Chesterfield have an average of 19 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 West Chesterfield.

West Chesterfield 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 West Chesterfield 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 115 sitters offering doggy day care in West Chesterfield on Rover, so you’re sure to find the perfect match for your dog! In West Chesterfield, 100% of sitters offer daily exercise, 92% offer medication administration, and 92% 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.