Dog Boarding in Pittsfield

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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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1. 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
6 repeat clients
from
$43
per night

Jess was good. We booked her while we were in Berkshires for our weekend ski/snowboard trip. It was a basically a 2 day noticed thankfully she was available. We enjoyed ourselves knowing that our Shiba girl Yumi was taken care of. Twice a day updates as requested. Whenever were in the area again, will rebook. Thanks Jess!

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

Rover 101
CRAZY DOG FAMILY
Pittsfield, MA, 01201
1.5 mi. away
Boarding
5.0 out of 5 stars
89 reviews
25 repeat clients
from
$40
per night

Once again we are so please with Brooke and grateful we found a happy safe second home for our pups. We needed to leave out of town rather quickly and she was able to fit us in on short notice. We love the pictures and updates she sends of the pups. Thank you!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Adrienne H.
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Sitter Profile Image: Adrienne H.
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3. 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
$30
per night

Adrienne is a wonderful dog sitter! She’s watched my dog twice for me now and it’s been great both times! My dog is very happy and well cared for. I also get updates and photos! Highly recommend sitter!!!

Sitter Profile Image: Chelsea S.
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Sitter Profile Image: Chelsea S.
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4. Chelsea S.

Experience sitter and dog lover!
Pittsfield, MA, 01201
1.2 mi. away
Boarding, House Sitting, Dog Walking
from
$31
per night

Chelsea is possibly the most kind, gentle, and responsible person I know. She watched my extremely high energy and high-maintenence dog Harley when she was in her puppy stage, and I could tell from the photos Chelsea sent that Harley absolutely adored her. For years after their visit together, Harley responded to seeing Chelsea by "crazy pupping" and doing her zoomies. You can trust Chelsea with your fur baby, guaranteed. Walks, overnights, feedings, anything.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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5. 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
7 reviews
4 repeat clients
from
$60
per night

Tetiana and her lovely mother were LIFE SAVERS! Our holiday plans changed at the last minute and Tetiana responded so quickly to our request. Our two cats had a wonderful stay and we loved receiving the adorable photos. I wholeheartedly recommend Tetiana for anyone who wants a caring, loving experience for their pets. THANK YOU :)

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Sitter Profile Image: Mahayla G.
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Sitter Profile Image: Mahayla G.
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6. Mahayla G.

Exercise, training, and wellness!
Adams, MA, 01220
14.2 mi. away
Boarding
5.0 out of 5 stars
29 reviews
14 repeat clients
from
$65
per night

I was very happy with this service. Mahayla was able to take Dougal onshort notice and was very accommodating to my schedule. I got daily videos that were much appreciated!!

Sitter Profile Image: Mónica G.
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Sitter Profile Image: Mónica G.
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7. Mónica G.

Crazy lover for the animals
Pittsfield, MA, 01201
0.6 mi. away
Boarding, Drop-In Visits, Dog Walking
3 years of experience
from
$39
per night

About: I am very sensitive to animals, it hurts me more than anything in the world when they are hurt! I love animals with great passion, more than a person! They are defenseless and pure beings, since I was a child and I have been pets, I had 8 dogs throughout my life, boxers, Great Danes, Labradors, I also had 7 cats that I loved very much until they died due to their advanced age, I feel that I have all the qualities and aptitudes to take care of a little 4-legged ange I can take care of them at any time, any day in the owners' house my schedule is completely free to take care of the 4-legged angels In my house and in the house of the people who hired me, I take care of them with love, pampering them, darling, having their fresh water all the time, watching what they do, taking into account their mealtimes, their hours of play, walks, pooping, I am like a mother to the animals

Sitter Profile Image: Mary & Todd H.
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Sitter Profile Image: Mary & Todd H.
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8. 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
34 reviews
9 repeat clients
from
$45
per night

Mary and Todd were amazing! Sent us pics of Oakley having fun on her walks and other pups Communication was terrific and Oakley seemed so happy being there! We can’t wait until her next visit with them! Plus, she made friends with the chickens!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brit L.
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Sitter Profile Image: Brit L.
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9. 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
17 reviews
8 repeat clients
from
$45
per night

Brit is an absolutely wonderful pet sitter! My cat, who is generally pretty picky about who he lets care for him, loves her. She is attentive, reliable, generous with pets and scritches, and is even good at giving pills. I’ve been thrilled with Brit as a cat sitter, and you and your pets are going to adore her, too. I highly recommend Brit!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Teresa D.
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Sitter Profile Image: Teresa D.
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10. 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
9 reviews
1 repeat client
from
$45
per night

We were so happy with Teresa. She boarded our 1.5 year-old puppy for a few days—our dog looked so happy and comfortable within minutes of arrival and was exhausted when we picked her up (always a sign of a good time). Teresa was great at communication, sent daily photos of our puppy, and was very communicative via the app. we also really loved that Teresa had other dogs (both hers personally and others that she was boarding) so our dog really got to engage and play actively. We would definitely choose Teresa again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kim C.
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Sitter Profile Image: Kim C.
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11. 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
4 reviews
1 repeat client
from
$65
per night

Our two dachshunds stayed with Kim over one night. They had a good experience also enjoying in particular Kim's dachshund. Kim updated us every few hours with text and photos. Since she is also a dog trainer she had a professional approach, and gave our dogs time and space to get used to their new environment. Picking our dogs up the next day up they were easygoing and relaxed. When we return to the Berkshires we would board our dogs with Kim again and recommend her highly. Thank you, Kim!

Sitter Profile Image: Jonathon M.
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Sitter Profile Image: Jonathon M.
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12. 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
4 repeat clients
from
$63
per night

We were pleased with our experience with Jonathan. Our dog seem to have a great time and enjoyed playing with his dog. Also really nice to get updates and pictures every day. We would definitely use Jonathan again.

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
9.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$60
per night

Left my dog for two nights with Bella and he looks like he had a lot of fun! She was very responsive at all times and seems very knowledgeable about dogs!

Sitter Profile Image: Nikki R.
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Sitter Profile Image: Nikki R.
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14. Nikki R.

Apartment but I’m able to go out
Adams, MA, 01220
13.9 mi. away
Boarding, House Sitting
from
$25
per night

What I know about Nikki is that she's a kind and caring person and has been around dogs most of her life. When she has been around any of my dogs she has always been attentive.

Sitter Profile Image: Jennifer C.
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Sitter Profile Image: Jennifer C.
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15. Jennifer C.

Smile, your pet is safe and happy!
Averill Park, NY, 12018
20.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
59 reviews
21 repeat clients
from
$50
per night

Our dog was very happy with Jennifer. We are so happy to have found her. She's kind and gentle and she worked with us when we had unknowns about our needs because of a funeral we had to travel for. We were trying to book without full details of when and where we had to be. We feel very fortunate she was willing to be flexible. Our pup was happy that he was the only one she had with her during his stay. He got all of her love and attention. Thank you, Jennifer.

Sitter Profile Image: Amber S.
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Sitter Profile Image: Amber S.
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16. Amber S.

Trusted care for your pet
Dalton, MA, 01226
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
15 years of experience
from
$90
per night

About: I have had animals my whole life and I understand how hard it is to leave them I proved a caring environment to nurture your pet I have plenty of time to play with and take care of your pets. Walks, trips to the dog park. Your pets will get 1 on one attention. I have a fenced in yard and a large property for your pets to play and enjoy their day inside and out. Lots of room to run.

Sitter Profile Image: Talya F.
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Sitter Profile Image: Talya F.
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17. 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
$20
per night

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.

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Sitter Profile Image: Peter K.
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Sitter Profile Image: Peter K.
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18. Peter K.

Dogs speak to those who listen.
South Egremont, MA, 01258
22.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$50
per night

Peter was such a wonderful sitter. His updates were timely and detailed and I felt confident that Nutmeg was cared for, happy, and healthy during her stay. I will definitely ask Peter to sit again if I’m ever in the area again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Candice S.
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Sitter Profile Image: Candice S.
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19. Candice S.

Dog lover with great pet space!
Stuyvesant, NY, 12173
26.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$55
per night

Candice was so nice and was easy to coordinate with. Her space was perfect for my dog and a plus that she let him on the furniture as he loves to chill out on the couch and bed. My dog seems to have a great time and I’m so thankful to have someone nearby.

Sitter Profile Image: Tiffany S.
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Sitter Profile Image: Tiffany S.
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20. Tiffany S.

Your pets will love me!
North Adams, MA, 01247
19.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$50
per night

Tiffany was great! Was able to book last minute for a weekend and took great care of our dogs. Very communicative and sent pics throughout the stay. Would definitely work with her again!

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Pittsfield Dog Boarding ratings

Overall Rating:
4.9 out of 5 stars

Dog boarders in Pittsfield are rated on average 4.9 out of 5 stars based on 225 reviews.


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