Doggy Day Care in Pittsfield

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brit L.
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Sitter Profile Image: Brit L.
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1. Brit L.

The queer dog walker
NORTH ADAMS, MA, 01247
18.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$30
per day

Scout was well cared for!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kathleen M.
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Sitter Profile Image: Kathleen M.
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2. Kathleen M.

Rover 101
Berkshires #1 Trusted Pet Sitter ❤️
Becket, MA, 01223
15.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
118 reviews
34 repeat clients
from
$45
per day

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Teresa D.
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Sitter Profile Image: Teresa D.
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3. Teresa D.

Dog Mom w/Rich Fostering Background
New Marlborough, MA, 01230
20.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$28
per day

Ahsoka is a high energy pup and is properly tuckered out and allowed us to sleep in this morning! Mission accomplished for play date while we were out. Theresa was flexible with drop off and pick up, which was a huge help. Thank you!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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4. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
7 repeat clients
from
$22
per day

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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Sitter Profile Image: Mary & Todd H.
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Sitter Profile Image: Mary & Todd H.
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5. Mary & Todd H.

Weekend getaway with active people
Chatham, NY, 12037
18.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
35 reviews
10 repeat clients
from
$35
per day

Toby was in great hands with Mary and Todd! We were in communication throughout the day — Mary sent updates as well as photos. And Todd went above and beyond by riveting together Toby’s leash after it snapped in two.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kim C.
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Sitter Profile Image: Kim C.
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6. Kim C.

Your dog’s staycation starts here!
Adams, MA, 01220
13.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
1 repeat client
from
$40
per day

Kim was so great and so flexible. I can def tell my dog enjoyed staying with her as he rushed into her house the second day of daycare. Would definitely recommend Kim!

Sitter Profile Image: Heather M.
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Sitter Profile Image: Heather M.
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7. Heather M.

Your pets new best friend
Lanesboro, MA, 01237
4.8 mi. away
Boarding, Doggy Day Care, Dog Walking
5 reviews
from
$40
per day

Heather's love of animals reaches far beyond dogs and cats. She is caring, respectful, and trustworthy. She has an amazing personality and lots of patience.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Adrienne H.
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Sitter Profile Image: Adrienne H.
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8. Adrienne H.

Love dogs!
Pittsfield, MA, 01021
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
46 reviews
17 repeat clients
from
$28
per day

Adrienne aka Sissy was amazing. You can tell right away that she and her husband were dog lovers. They took our puppy out for a hike and when we came to pick her up she seemed very content. We plan on using her again. I highly recommend her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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9. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
9.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$60
per day

Bella is my daughter so, of course, I am biased. But she has taken care of my dogs since she was little. I absolutely trust her with my animals' well-being. Also--again, I'm biased--but most people find her really fun to deal with and be around. I totally recommend her to take care of your dog.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jonathon M.
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Sitter Profile Image: Jonathon M.
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10. Jonathon M.

10 Miles from Jiminy Peak!
Stephentown, NY, 12168
12.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$40
per day

Jon is great with my pup Oscar, they go on hikes and swim to cool off on hot days, anytime I take him for daycare I know he'll have the best time. Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tiffany A.
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Sitter Profile Image: Tiffany A.
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11. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$28
per day

Tiffany is an excellent dog walker/boarder. She is professional, friendly, reliable, and organized. Your fur babies will be in great hands with her, I know mine love her! Working with Tiffany has always been a pleasant experience and I highly recommend booking her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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12. Tetiana M.

I care for the dogs
Lenox, MA, 01240
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$60
per day

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!!!

Sitter Profile Image: Emily P.
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Sitter Profile Image: Emily P.
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13. Emily P.

I’m here for pets, kisses and wags!
Pittsfield, MA, 01201
0.5 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per day

Emily would certainly make a wonderful addition to your service. She is a loving, warm and caring individual! She has had pets,dogs and cats, most of her life. She takes very good care of them and considers them part her family. Do not hesitate to hire her as she would be a very responsible employee!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bella G.
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Sitter Profile Image: Bella G.
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14. Bella G.

Rover 101
Huge animal lover 🩵
lanesborough, MA, 01237
4.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$28
per day

Bella is great friend, and really care for animals. I’ve seen so first hand with her dog and mine. I would say one person I would trust the most with my animals if I was every way or something would be Bella. She just a all around good person and knows how to brighten the day. I’ve also never seen anyone else take care of a animal like she does. Great person with great personality and caring.

Sitter Profile Image: Sandra W.
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Sitter Profile Image: Sandra W.
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15. Sandra W.

Dog Enthusiast
Pittsfield, MA, 01201
6.2 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$60
per day

Sandi loves animals, especially dogs! I highly recommend her to care for your fur family members! Whether it be walking, playing with, or just hanging and keeping them company, Sandi is a great choice to take care of your pet!

Sitter Profile Image: Michael V.
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Sitter Profile Image: Michael V.
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16. Michael V.

7 acre remotely located ranch!
Pittsfield, MA, 01201
3.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
1 repeat client
from
$28
per day

Minnie had a safe, fun, comfortable stay at Michael's, was relaxed and happy when we picked her up. Michael responded quickly and stayed in touch. We appreciated his flexibility and care and definitely want to return.

Sitter Profile Image: Jessica P.
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Sitter Profile Image: Jessica P.
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17. Jessica P.

Fun and caring dog sitter
Canaan, NY, 12029
9.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
1 repeat client
from
$50
per day

We had Jessica watch our cat Lucy and turtle Rio for two weeks and it was the best pet sitting experience we have had! Jessica sent updates and images each visit. Lucy was played with every visit and when we returned we could tell she had a good time. I would highly recommend Jessica and look forward to having her pet sit again!

Sitter Profile Image: Melanie & Sean H.
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Sitter Profile Image: Melanie & Sean H.
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18. Melanie & Sean H.

Dog-loving home with large dog run!
Richmond, MA, 01254
7.6 mi. away
Boarding, Doggy Day Care, Dog Walking
5 reviews
from
$55
per day

Melanie has taken care of my dog for all my long vacations over the last six years. My dog can be a little anxious, but Melanie went out of her way to make sure she was comfortable and had her "safe space". My dog loves playing with her very welcoming and friendly two pups, and I can always enjoy my time away knowing that my pup has plenty of play time, socialization, and cuddle time.

Sitter Profile Image: Talya F.
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Sitter Profile Image: Talya F.
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19. Talya F.

I love animals
Pittsfield, MA, 01201
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4 years of experience
from
$28
per day

About: I have volunteered at numerous shelters caring for many different dog breeds and ages. I have had pet rabbits for 4 years and currently house 3 bunnies. Very available during the day and need a distraction from real life and animals help me deal with stress. Would love to help care for dogs since I can’t house one myself. My bunnies in my home live better than me. They are in my bedroom so for temporary arrangements your dog would have the rest of my apartment to play.

Sitter Profile Image: Alaina S.
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Sitter Profile Image: Alaina S.
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20. Alaina S.

Must love dogs
Pittsfield, MA, 01201
1.0 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
15 years of experience
from
$30
per day

About: I’ve had and taken care of pets since I was a young child. I have 20 years experience dog sitting for one or multiple dogs. I am currently out of work so my schedule is very flexible. I am home most of the time and have reliable transportation for services. The animals needs are extremely important to me. I make sure they are well fed, entertained, and exercised. Hydration and rest are also a must!

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Pittsfield Doggy Day Care ratings

Overall Rating:
5.0 out of 5 stars

Doggy Day Care sitters in Pittsfield are rated on average 5 out of 5 stars based on 67 reviews.

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