Doggy Day Care in Great Barrington

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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What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Diana H.
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Sitter Profile Image: Diana H.
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1. Diana H.

Walk. Run. Sit. Stay
Athens, NY, 12015
23.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
7 repeat clients
from
$55
per day

Diana and her family provided day care to my puppy Jolene and I cannot say enough good things. She is a wonderful and attentive sitter and provided great care. I would definitely recommend her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lori B.
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Sitter Profile Image: Lori B.
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2. Lori B.

Animal loving farmer
Hudson, NY, 12534
21.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
3 repeat clients
from
$60
per day

Lori is the best. Her own dogs are so sweet and happy and Lori is so caring. My dog slept so well after being there. And she was so excited the next day when I dropped her off. Kajsa loves it there.

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
6.0 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!

Sitter Profile Image: Cindy K.
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Sitter Profile Image: Cindy K.
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4. Cindy K.

Rover 101
Star Sitter
What makes a happy dog?
Pine Plains, NY, 12567
19.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
163 reviews
60 repeat clients
from
$55
per day

Cindy was great! Super hospitable, friendly, and knowledgeable about all things dog care. We’ll definitely be working with her more for our doggies!

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

I care for the care of your pets
Pittsfield, MA, 01201
19.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
8 repeat clients
from
$30
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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cheyenne F.
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Sitter Profile Image: Cheyenne F.
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6. Cheyenne F.

Animal Lover - Work from Home
Kinderhook, NY, 12106
22.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
6 reviews
1 repeat client
from
$45
per day

Cheyenne was amazing! We had a very last minute trip and Cheyenne was able to watch our pup the very next day. She was communicative and would recommend!

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

Weekend getaway with active people
Chatham, NY, 12037
14.3 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: Gulsanat S.
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Sitter Profile Image: Gulsanat S.
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8. Gulsanat S.

Loving Pet Sitter, Works from Home
Ancramdale, NY, 12503
14.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
3 reviews
1 repeat client
from
$40
per day

About: Hello, my name is Gulsanat. I am a dog owner looking to care for other dogs at my home. I work remotely and a proud owner of my sweet little dog named Simba. I often care for pets belonging to family and friends. I’m working at home remotely and I have a plenty of time take care of your dog. I’m available any days, weekends and weekdays, I’m looking forward ! I will take care your dog at my place. Your dog and my dog will become friends. Dog will feel like at home and play.

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

Rover 101
Berkshires #1 Trusted Pet Sitter ❤️
Becket, MA, 01223
17.5 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

Kathleen is excellent - knowledgeable, friendly, caring, and I love how active she is with our puppy! She sends great updates throughout the day, and is easy to get in touch with. Our dog always comes home tired and happy...a perfect combination.

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Sitter Profile Image: Peter K.
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Sitter Profile Image: Peter K.
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10. Peter K.

Dogs speak to those who listen.
South Egremont, MA, 01258
4.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$40
per day

Peter was great with my very energetic pup! He called a day before the appointment to make sure all my preferences are met. Very flexible with the times I requested. Most importantly, I was confident that my puppy was safe and enjoying himself. Peter’s home is dog friendly and he was kind enough to send me a picture of my beloved pup. Would definitely recommend!!

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

Love dogs!
Pittsfield, MA, 01021
18.3 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

I cannot say enough about Adrienne. She is a 5-star sitter. My dog fell in love with her and her husband immediately, and during their time together went for lots of long walks, got tons of attention and love, and came back to me happy and exhausted. I loved all the pictures, videos and updates! I will definitely be contacting her again whenever we are in town and need a sitter!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Donna & Christopher K.
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Sitter Profile Image: Donna & Christopher K.
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12. Donna & Christopher K.

I can’t imagine a life without dogs
Blandford, MA, 01008
19.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
50 reviews
10 repeat clients
from
$25
per day

Donna and Christopher were really wonderful and caring with our dog, providing a loving and safe environment. They are very passionate about dogs and we felt ours was in good hands. Would definitely recommend!

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

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
8.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 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.

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Sitter Profile Image: Danielle C.
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Sitter Profile Image: Danielle C.
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14. Danielle C.

Large Property- Loving Family
Hillsdale, NY, 12529
10.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
from
$36
per day

Such a warm and great babysitting place!

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

I care for the dogs
Lenox, MA, 01240
13.7 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: Teresa M.
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Sitter Profile Image: Teresa M.
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16. Teresa M.

Caring, loving, compassion .
Great Barrington, MA, 01230
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
3 reviews
from
$95
per day

About: I’ve taken care of dogs of every kind since 2009 working with Neighbors, friends and family help them with bathing, feeding, hair cut, nail trim. I’m concurrently don’t have a full time job, I have a lot time available to help you with your doggie with walking, car ride, park. I have a big yard to play, run, jumping, very responsible, have a finish basement with open room to play . I can cook a low diet food .

Sitter Profile Image: Sandra W.
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Sitter Profile Image: Sandra W.
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17. Sandra W.

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

Sandra is the perfect person, friend, anyone would choose to care for their loving family member! She is parent to her beautiful Copa who is named after her children, "Co" for Cole and "Pa" for Payton. Sandra is a happy and kind person who will do anything for another. Over the many years of our friendship I have witnessed Sandra (really Sandi) give generously towards others with donations of any kind. It is her kindness that goes beyond humans and towards all animals. Knowing that your beloved pet (family member) is in her care would ease anyone's travel. Love, patience and kindness will take your place when you need to be away. Sandi should be added to the Team Rover! Everyone is a winner, especially the best family members . . . our pets!

Sitter Profile Image: Jessica P.
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Sitter Profile Image: Jessica P.
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18. Jessica P.

Fun and caring dog sitter
Canaan, NY, 12029
14.8 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

Jessica has taken care of my pup Willy a for a few weekends that I was away on travel. She is very responsive and takes caring for my dog to the next level. Willy always follows her out the door when I come back home begging her to stay and I can tell she gives him much love and play while I am gone. 10/10 would recommend.

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

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

Couldn’t be happier with Melanie and Sean! They were more than happy to take in my puppy Hank, and we all know puppies are a lot of work! Their dogs have been amazing with him, along with the other pups they watch. Hank is excited the second we pull in the driveway and cones home safe, well cared for and tired at the end of the day. Highly recommend!

Sitter Profile Image: Olivia N.
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Sitter Profile Image: Olivia N.
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20. Olivia N.

animal lover is an understatement.
New Marlborough, MA, 01230
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$40
per day

Olivia was very helpful and friendly. Koo seemed to enjoy time with Olivia and Popcone. Highly recommended!

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