Doggy Day Care in Chester

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Top rated Chester doggy day care sitters

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Sitter Profile Image: Amanda & Stewart J.
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Amanda & Stewart J.
Star Sitter
from
$35
per day
5 out of 5.0 stars
7 reviews
3 repeat clients
17 years of experience
West Springfield, MA, 01089

5 Stars – Wonderful Experience with Amanda! I had an absolutely wonderful experience with Amanda and her family for doggy daycare. From the start, she was warm, welcoming, and incredibly accommodating—even when my schedule shifted slightly. Her flexibility made everything so much easier. Amanda lives in a very safe, quiet neighborhood, which gave me peace of mind every day I dropped Rolo off. Speaking of Rolo—he loved going to her house! He happily ran to her each morning, tail wagging and full of excitement, which speaks volumes about the care and love he received. It’s clear Amanda treats every dog like part of her family. I’m so grateful to have found her, and I highly recommend her to anyone looking for reliable, loving care for their pup!

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David D.
Sitter Profile Image: Yenifer V.
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Yenifer V.
from
$60
per day
5 out of 5.0 stars
11 reviews
1 repeat client
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: Irene T.
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Irene T.
from
$35
per day
5 out of 5.0 stars
3 reviews
1 repeat client
20 years of experience
Pittsfield, MA, 01201

Irene was an excellent sitter for our boy Aslan. He got along great with her dog, and she sent many photos of how well the two puppies got along! Our boy came back to us happy and a little tired from so much play, we highly recommend Irene and will be excited to have her watch our boy in the future!

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Yue W.
Sitter Profile Image: Jessica C.
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Jessica C.
from
$35
per day
5 out of 5.0 stars
6 reviews
1 repeat client
10 years of experience
South Hadley, MA, 01075

Jessica went above and beyond to make sure my dog was comfortable, happy, and well cared for while I was away. She provided updates, including photos, which gave me peace of mind, and I loved seeing how quickly my pets warmed up to her and her dogs. I highly recommend Jessica to anyone looking for a reliable, kind, and attentive pet sitter.

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Laura S.
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
from
$50
per day
5 out of 5.0 stars
139 reviews
37 repeat clients
12 years of experience
Becket, MA, 01223

This was the second time that Kathleen had Maggie for the day. My dog is quite comfortable going to their home and you feel like they will be treated with so much care. I highly recommend Kathleen.

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Susan C.
Sitter Profile Image: Angie E.
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Angie E.
from
$45
per day
5 out of 4.9 stars
64 reviews
32 repeat clients
8 years of experience
McKnight, Springfield, MA, 01109

Angie has been so accommodating for my puppy, Liv. When my typical sitter cancelled, I was able to drop the dog off within 30-minutes of me initially reaching out. This happened twice and I was so grateful for her promptness and flexibility. She sends lots of pictures of my puppy and he has a wonderful time playing outside. Angie is one of the best providers I have met on Rover!

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Laurinda M.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$45
per day
5 out of 5.0 stars
31 reviews
6 repeat clients
15 years of experience
Northampton, MA, 01060

I am so happy to have found Emma. My two sweet but somewhat anxious dogs were immediately at ease in her lovely space. Her calm, confident energy is just what we were all looking for in a caregiver. Emma was easy to communicate with and very professional. I look forward to working with her again!

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Jill F.
Sitter Profile Image: Sandra W.
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Sandra W.
from
$60
per day
5 out of 5.0 stars
12 reviews
2 repeat clients
12 years of experience
Pittsfield, MA, 01201

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!

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Karli T.
Sitter Profile Image: Shelby L.
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Shelby L.
Star Sitter
from
$35
per day
5 out of 4.9 stars
81 reviews
24 repeat clients
30 years of experience
Westfield, MA, 01085

York had an amazing time playing with Shelby’s dogs. It was my first time leaving him with a sitter and I was nervous, but Shelby was very accommodating and responsive throughout the day. I would highly recommend her for your doggy daycare needs.

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Victoria V.
Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter
from
$60
per day
5 out of 5.0 stars
41 reviews
10 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: Shawna B.
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Shawna B.
from
$62
per day
5 out of 5.0 stars
8 reviews
3 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: Jess L.
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Jess L.
from
$30
per day
5 out of 5.0 stars
70 reviews
19 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: Sarah F.
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Sarah F.
from
$45
per day
20 years of experience
Florence, MA, 01062

About: I’m a responsible, animal-loving mom with a flexible work-from-home schedule and a big fenced-in yard for your pet to play in. I have had pets (cats and dogs at different times) for my whole adult life, but said goodbye to my sweet elderly dog last year and am now enjoying the adventure of pet-sitting for others. My wife and I have an adorable 1-year-old child (she is in daycare most weekdays but she LOVES animals) and I have a peaceful home and routine that allows me to give lots of attention, love, and care to your pet. I offer a calm, predictable environment and we treat every pet like part of the family, with lots of love, attention, play, walks, and belly rubs. Your pet will enjoy a secure, spacious outdoor play area, comfy indoor areas to relax, a walkable neighborhood with forest trails, and (with your permission) lots of treats. I’m around all day for walks, feedings, and companionship, and I love sending you pictures of your pet having a blast on their vacation. My Schedule: I work full time from home (with some flexibility) on weekdays while my child is in daycare, and am happy to watch your pet on a daily basis or board them overnight. The environment : I have a large fenced in yard and a comfortable, climate controlled home, and have experience caring for dogs and cats, including elderly animals. I host one pet at a time (unless the pets are from the same family) and will lavish your fur baby with attention, play, and plenty of time outdoors. Because I have a young child, I can currently only care for pets 25lbs or under who are comfortable with babies/toddlers.

Sitter Profile Image: Ryan O.
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Ryan O.
from
$35
per day
5 out of 5.0 stars
284 reviews
59 repeat clients
15 years of experience
Florence, MA, 01062

Elio had a lovely first day of playing at Ryan's daycare! Ryan took a lot of time to get to know both of us, telling me about his daycare and making sure Elio was a good fit. And once Elio arrived, he settled in nicely with the other dogs. Ryan gave us updates about which dogs he was making friends with and sent a few cute pictures. We will be back!

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Yotam T.
Sitter Profile Image: Isabella M.
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Isabella M.
from
$38
per day
5 out of 5.0 stars
2 reviews
1 repeat client
18 years of experience
Easthampton, MA, 01027

About: I’ve taken care of dogs and cats in my house since I was born and I’ve always been a part of walking, feeding, bathing, playing with, and giving meds to them. I have taken care of my dog who is elderly, has worn diapers and has experienced surgery and anesthetics. I really enjoy being around animals of all kinds! I only work about 1-3 hourly per day! I’m always around to hang out and play with pets. I always will have someone around the pets so they’ll never be alone. I know a lot of the behavioral signs of discomfort in animals, I always want the pets I’m working with to enjoy their time. I will always make sure a pet is in a safe and fitting environment for their needs. I have worked with pets who are sick, directly after surgery, and who need medication administered

Sitter Profile Image: Saige G.
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Saige G.
from
$30
per day
5 out of 5.0 stars
15 reviews
6 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: Courtney C.
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Courtney C.
from
$30
per day
5 out of 5.0 stars
1 review
10 years of experience
Westfield, MA, 01085

About: Experienced and Caring Dog Lover with a Lifetime of Pet Care! I’ve had dogs my whole life and truly understand their needs and personalities. While living in Hawaii, I worked as a professional dog walker, gaining hands-on experience with dogs of all breeds and temperaments. I’m also the go-to pet sitter for my family and friends, trusted to provide loving care for puppies, seniors, and everything in between. Your furry family member will be treated like my own! As a stay-at-home mom in Westfield, I have plenty of time and flexibility to provide attentive care for your dog. Whether it’s daily walks, playtime, or just keeping them company, I can easily work pet care into my routine. With a spacious home and a love for dogs, your pup will have all the attention they need in a safe and loving environment! In my home, your dog will have plenty of love and attention! I have a spacious fenced in yard for your dog to run, play, and relax. I also have a friendly collie who enjoys the company of other dogs, but I’m happy to keep them separate if your dog prefers their own space. Your pet’s comfort and safety are always my top priorities!

Sitter Profile Image: Jeffrey S.
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Jeffrey S.
from
$28
per day
5 out of 5.0 stars
1 review
25 years of experience
Russell, MA, 01071

About: I am a loving and attentive dog owner. I love nothing more than to take care of my K9 friends. I have always had a dog and currently one. I understand that all dogs have a big personality with a lot of understanding required. I am just as happy running with a dog as I am a quiet day of relaxation indoors. Whatever your pet needs I provide. I take pride in understanding my pets needs. It can be hard when their owner is always gone at work but I can help relieve some of that anxiety. I’ll work within your pets restrictions and needs to better suit them and to make sure they feel at home! Give me a call if you need! I’m a professional artist and I work from home so dog care needs fit well into my life. I have a dog of my own and a cat as well that are both well loved. My environment is very well suited for pet care. I have a social elderly dog and a sweet kitty who’s very friendly. We have a big yard, spacious house and pet friendly environment. Pups always get two walks a day and plenty of attention:

Sitter Profile Image: Gail H.
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Gail H.
from
$45
per day
5 out of 5.0 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: Leah B.
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Leah B.
from
$30
per day
5 out of 5.0 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.

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Sitter Profile Image: Amanda & Stewart J.
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Sitter Profile Image: Amanda & Stewart J.
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Amanda & Stewart J.
Star Sitter

Loving Home Away From Home
West Springfield, MA, 01089
20.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$35
per day
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

5 Stars – Wonderful Experience with Amanda! I had an absolutely wonderful experience with Amanda and her family for doggy daycare. From the start, she was warm, welcoming, and incredibly accommodating—even when my schedule shifted slightly. Her flexibility made everything so much easier. Amanda lives in a very safe, quiet neighborhood, which gave me peace of mind every day I dropped Rolo off. Speaking of Rolo—he loved going to her house! He happily ran to her each morning, tail wagging and full of excitement, which speaks volumes about the care and love he received. It’s clear Amanda treats every dog like part of her family. I’m so grateful to have found her, and I highly recommend her to anyone looking for reliable, loving care for their pup!

Availability updated 3 days ago
Sitter Profile Image: Yenifer V.
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Sitter Profile Image: Yenifer V.
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Yenifer V.

EXCLUSIVE PETSITTER 💕☘️✨
Pittsfield, MA, 01201
18.2 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$60
per day
5 out of 5.0 stars
11 reviews
1 repeat client
Profile image

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.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Irene T.
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Sitter Profile Image: Irene T.
Verified Enhanced Background Check

Irene T.

Your fur babies home away from home
Pittsfield, MA, 01201
19.3 mi. away
Boarding, Doggy Day Care
from
$35
per day
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Irene was an excellent sitter for our boy Aslan. He got along great with her dog, and she sent many photos of how well the two puppies got along! Our boy came back to us happy and a little tired from so much play, we highly recommend Irene and will be excited to have her watch our boy in the future!

Availability updated 2 days ago
Sitter Profile Image: Jessica C.
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Sitter Profile Image: Jessica C.
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Jessica C.

Animal lover
South Hadley, MA, 01075
19.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Jessica went above and beyond to make sure my dog was comfortable, happy, and well cared for while I was away. She provided updates, including photos, which gave me peace of mind, and I loved seeing how quickly my pets warmed up to her and her dogs. I highly recommend Jessica to anyone looking for a reliable, kind, and attentive pet sitter.

Availability updated 2 days ago
Sitter Profile Image: Kathleen M.
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Sitter Profile Image: Kathleen M.
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Kathleen M.
Rover 101
Star Sitter

Berkshires #1 Trusted Pet Sitter ❤️
Becket, MA, 01223
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per day
5 out of 5.0 stars
139 reviews
37 repeat clients
Profile image

This was the second time that Kathleen had Maggie for the day. My dog is quite comfortable going to their home and you feel like they will be treated with so much care. I highly recommend Kathleen.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Angie E.
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Sitter Profile Image: Angie E.
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Angie E.

I treat your fur baby as my own ❤️
McKnight, Springfield, MA, 01109
23.7 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$45
per day
5 out of 4.9 stars
64 reviews
32 repeat clients
Profile image

Angie has been so accommodating for my puppy, Liv. When my typical sitter cancelled, I was able to drop the dog off within 30-minutes of me initially reaching out. This happened twice and I was so grateful for her promptness and flexibility. She sends lots of pictures of my puppy and he has a wonderful time playing outside. Angie is one of the best providers I have met on Rover!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Emma G.
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Sitter Profile Image: Emma G.
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Emma G.
Star Sitter

Lifetime dog lover w/ genuine care
Northampton, MA, 01060
17.7 mi. away
Boarding, House Sitting, Doggy Day Care
from
$45
per day
5 out of 5.0 stars
31 reviews
6 repeat clients
Profile image

I am so happy to have found Emma. My two sweet but somewhat anxious dogs were immediately at ease in her lovely space. Her calm, confident energy is just what we were all looking for in a caregiver. Emma was easy to communicate with and very professional. I look forward to working with her again!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sandra W.
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Sitter Profile Image: Sandra W.
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Sandra W.

Dog Enthusiast
Pittsfield, MA, 01201
22.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per day
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

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!

Availability updated 6 days ago
Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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Shelby L.
Star Sitter

Your dog has a spot on our couch!!
Westfield, MA, 01085
16.8 mi. away
Boarding, Doggy Day Care
from
$35
per day
5 out of 4.9 stars
81 reviews
24 repeat clients
Profile image

York had an amazing time playing with Shelby’s dogs. It was my first time leaving him with a sitter and I was nervous, but Shelby was very accommodating and responsive throughout the day. I would highly recommend her for your doggy daycare needs.

Availability updated 23 days ago
Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter

I care for the dogs
Pittsfield, MA, 01201
19.8 mi. away
Boarding, Doggy Day Care
from
$60
per day
5 out of 5.0 stars
41 reviews
10 repeat clients
Profile image

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!!!

Availability updated 62 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Shawna B.
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Sitter Profile Image: Shawna B.
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Shawna B.

Responsible Reliable Pet Care
Westhampton, MA, 01027
10.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$62
per day
5 out of 5.0 stars
8 reviews
3 repeat clients
Profile image

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!!

Availability updated yesterday
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
Verified Enhanced Background Check

Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
18.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
70 reviews
19 repeat clients
Profile image

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!

Availability updated yesterday
Sitter Profile Image: Sarah F.
Verified Enhanced Background Check
Sitter Profile Image: Sarah F.
Verified Enhanced Background Check

Sarah F.

Loving care for your sweet pet
Florence, MA, 01062
15.0 mi. away
Boarding, Doggy Day Care
from
$45
per day
2 reviews

Sarah is fantastic with our dog. She is trustworthy and caring. She has walked our dog several times and she’s always reliable, giving us full reports. During an unexpected hospital stay, we felt confident that we could reach out to her to go by our house and make sure our dog was taken care of. That was so helpful!

Availability updated 19 days ago
Sitter Profile Image: Ryan O.
Verified Background Check
Sitter Profile Image: Ryan O.
Verified Background Check

Ryan O.
Rover 101

The Doggie Dood - Pet Services
Florence, MA, 01062
15.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
284 reviews
59 repeat clients
Profile image

Elio had a lovely first day of playing at Ryan's daycare! Ryan took a lot of time to get to know both of us, telling me about his daycare and making sure Elio was a good fit. And once Elio arrived, he settled in nicely with the other dogs. Ryan gave us updates about which dogs he was making friends with and sent a few cute pictures. We will be back!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Isabella M.
Verified Enhanced Background Check
Sitter Profile Image: Isabella M.
Verified Enhanced Background Check

Isabella M.

I really enjoy working with animals
Easthampton, MA, 01027
16.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per day
5 out of 5.0 stars
2 reviews
1 repeat client

About: I’ve taken care of dogs and cats in my house since I was born and I’ve always been a part of walking, feeding, bathing, playing with, and giving meds to them. I have taken care of my dog who is elderly, has worn diapers and has experienced surgery and anesthetics. I really enjoy being around animals of all kinds! I only work about 1-3 hourly per day! I’m always around to hang out and play with pets. I always will have someone around the pets so they’ll never be alone. I know a lot of the behavioral signs of discomfort in animals, I always want the pets I’m working with to enjoy their time. I will always make sure a pet is in a safe and fitting environment for their needs. I have worked with pets who are sick, directly after surgery, and who need medication administered

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Saige G.
Verified Background Check
Sitter Profile Image: Saige G.
Verified Background Check

Saige G.

Lover Of All Living Things
Easthampton, MA, 01027
15.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
15 reviews
6 repeat clients
Profile image

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

Availability updated yesterday
Sitter Profile Image: Courtney C.
Verified Enhanced Background Check
Sitter Profile Image: Courtney C.
Verified Enhanced Background Check

Courtney C.

Full-time loving care in Westfield!
Westfield, MA, 01085
15.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
1 review

About: Experienced and Caring Dog Lover with a Lifetime of Pet Care! I’ve had dogs my whole life and truly understand their needs and personalities. While living in Hawaii, I worked as a professional dog walker, gaining hands-on experience with dogs of all breeds and temperaments. I’m also the go-to pet sitter for my family and friends, trusted to provide loving care for puppies, seniors, and everything in between. Your furry family member will be treated like my own! As a stay-at-home mom in Westfield, I have plenty of time and flexibility to provide attentive care for your dog. Whether it’s daily walks, playtime, or just keeping them company, I can easily work pet care into my routine. With a spacious home and a love for dogs, your pup will have all the attention they need in a safe and loving environment! In my home, your dog will have plenty of love and attention! I have a spacious fenced in yard for your dog to run, play, and relax. I also have a friendly collie who enjoys the company of other dogs, but I’m happy to keep them separate if your dog prefers their own space. Your pet’s comfort and safety are always my top priorities!

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jeffrey S.
Verified Enhanced Background Check
Sitter Profile Image: Jeffrey S.
Verified Enhanced Background Check

Jeffrey S.

Energy and love to match your dog.
Russell, MA, 01071
11.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$28
per day
5 out of 5.0 stars
1 review

About: I am a loving and attentive dog owner. I love nothing more than to take care of my K9 friends. I have always had a dog and currently one. I understand that all dogs have a big personality with a lot of understanding required. I am just as happy running with a dog as I am a quiet day of relaxation indoors. Whatever your pet needs I provide. I take pride in understanding my pets needs. It can be hard when their owner is always gone at work but I can help relieve some of that anxiety. I’ll work within your pets restrictions and needs to better suit them and to make sure they feel at home! Give me a call if you need! I’m a professional artist and I work from home so dog care needs fit well into my life. I have a dog of my own and a cat as well that are both well loved. My environment is very well suited for pet care. I have a social elderly dog and a sweet kitty who’s very friendly. We have a big yard, spacious house and pet friendly environment. Pups always get two walks a day and plenty of attention:

Availability updated 3 months ago
Sitter Profile Image: Gail H.
Verified Background Check
Sitter Profile Image: Gail H.
Verified Background Check

Gail H.

Long walks and yardtime
Haydenville, MA, 01039
15.7 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
from
$45
per day
5 out of 5.0 stars
7 reviews
1 repeat client

I've known Gail for over 20 years. In all that time, Gail has been a consistently loving, attentive, and attuned caregiver. She makes sure her animals are engaged, known, and attended to while providing respectful boundaries. Gail is friendly, professional, resourceful, utterly reliable, not to mention funny and smart! Your pets will be happy as clams in Gail's care.

Availability updated 26 days ago
Sitter Profile Image: Leah B.
Verified Enhanced Background Check
Sitter Profile Image: Leah B.
Verified Enhanced Background Check

Leah B.

Big or Small, I love them ALL.
Westhampton, MA, 01027
12.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
5 reviews

Where do I begin?? Leah is absolutely incredible with, not only dogs, but ALL animals. She's an animal-whisperer! She puts their needs first and I never worry about my dog when she's with her. If you're looking for someone who you can trust with your furry family members, Leah is the person to contact!

Availability updated 32 days ago

Over 2 pet parents in Chester have booked doggy day care

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Chester average 3 repeat doggy day care clients

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