Dog Boarding in Pittsfield

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Sitter Profile Image: Brooke B.
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Sitter Profile Image: Brooke B.
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1. Brooke B.

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

My dog came home happy and even better, tired! My pup loved her dog and kids. Brooke was great about communication and sent updates. Will definitely book again.

Availability updated 2 days ago
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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2. 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
from
$44
per night
5.0 out of 5 stars
50 reviews
10 repeat clients
Profile image

chai loved spending time with jessi! we got pupdates every day and jessi was super flexible with our chaotic schedule. we were visiting for an event, so we can’t be regulars, but we would absolutely contact jessi again if we were ever in town again. she made us feel extra comfortable with a last-minute boarding arrangement and handled our nerves with grace :) thank you so much, jessi!

Availability updated 12 days ago
Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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3. Tetiana M.

I care for the dogs
Pittsfield, MA, 01201
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
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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 :)

Availability updated 5 days ago
Sitter Profile Image: Mahayla G.
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Sitter Profile Image: Mahayla G.
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4. Mahayla G.

Exercise, training, and wellness!
Adams, MA, 01220
14.2 mi. away
Boarding
from
$65
per night
5.0 out of 5 stars
33 reviews
15 repeat clients
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I have no words for Mahayla! Couldn't ask for anyone better than you!! She went above and beyond for Chow and Zoe in their stay.We know 100% sure they will be safe and well taken care when they are with her.

Availability updated 3 days ago
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
from
$45
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
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Mary and Todd are the absolute best dog sitters! Their great care for our dog Toby gives us a lot of peace of mind. We know he is having a great time — it shows in the photos that Mary sends to us throughout his stay.

Availability updated 38 days ago
Sitter Profile Image: Jennifer C.
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Sitter Profile Image: Jennifer C.
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6. 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
from
$50
per night
5.0 out of 5 stars
70 reviews
23 repeat clients
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Jennifer took such good care of my dogs while I was traveling abroad. I felt very comfortable leaving them with her while I was gone for just over a week. I got regular pictures and updates on how they were doing and they were both clearly happy and relaxed with her. Highly recommend booking Jennifer for you pet care needs!

Availability updated 29 days ago
Sitter Profile Image: Teresa D.
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Sitter Profile Image: Teresa D.
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7. Teresa D.

Dog Mom w/Rich Fostering Background
Ashley Falls, MA, 01222
27.2 mi. away
Boarding, Doggy Day Care
from
$55
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
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Finnegan had a great time! Easy communications and great updates. Would highly recommend and will definitely be back for future stays and plays!

Availability updated 4 days ago
Sitter Profile Image: Danielle F.
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Sitter Profile Image: Danielle F.
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8. Danielle F.

Would love your dog like my own!
Castleton-on-Hudson, NY, 12033
23.7 mi. away
Boarding, Doggy Day Care
from
$50
per night
5.0 out of 5 stars
4 reviews
Profile image

Danielle was wonderful! I highly recommend her. She took such good care of my "Charlie" who is an older dog and required a little more attention and assitance. Offered walks as needed during the day and night. Corresponded with us daily and sent pictures. Baked special heart shaped dog cookies for him as well as remembered us saying he enjoys hamburgers and made him his own dog sized burger. I felt so comfortable after the "meet and greet" and was worry free on my vacation. In fact, Charlie was not too interested in leaving when we picked him up! A+ Thank you!! And Charlie thanks you!!

Availability updated 4 days ago
Sitter Profile Image: John S.
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Sitter Profile Image: John S.
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9. John S.

Retired professional enjoys dogs!!!
Norfolk, CT, 06058
28.2 mi. away
Boarding
from
$68
per night
5.0 out of 5 stars
47 reviews
16 repeat clients
Profile image

John was great with our senior Lab Rylee -- we have used him a few times to care for our dogs and he's always pleasant and easy going to arrange things with him. Rylee is always happy to go when we get there and looks well cared for when we get her back. Definitely recommend.

Availability updated 3 days ago
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
22.4 mi. away
Boarding, Doggy Day Care
from
$50
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
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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.

Availability updated 2 days ago
Sitter Profile Image: Jayla L.
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Sitter Profile Image: Jayla L.
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11. Jayla L.

Your baby and my new best friend!
Sheridan Hollow, Albany, NY, 12210
30.0 mi. away
Boarding, Doggy Day Care
from
$45
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
Profile image

Jayla is very knowledgeable about dogs and is super wonderful to interact with! We will definitely be bringing our boy back to stay with her again :)

Availability updated today
Sitter Profile Image: Deanne R.
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Sitter Profile Image: Deanne R.
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12. Deanne R.

I would love to watch your pets!
Kinderhook, NY, 12106
24.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$47
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
Profile image

Jasper seemed very happy and well cared for when we picked him up. He needed a bit of extra care in the beginning of his stay. Deanne followed all of the instructions perfectly. Deanne sent lots of updates and pictures during his stay.

Availability updated 13 days ago
Sitter Profile Image: Ericca B.
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Sitter Profile Image: Ericca B.
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13. Ericca B.

Ultimutt Dawg Sitter
Bennington, VT, 05201
29.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$63
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
Profile image

Ericca was so lovely and accommodating to our timing. She is a pro and has her routine down for how best to make dogs feel comfortable, introduce them to her dogs. Our dog looked happy when we picked her up and even gave her a sweet goodbye out the window.

Availability updated 5 days ago
Sitter Profile Image: Cheyenne F.
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Sitter Profile Image: Cheyenne F.
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14. Cheyenne F.

Animal Lover - Work from Home
Kinderhook, NY, 12106
24.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$55
per night
5.0 out of 5 stars
7 reviews
1 repeat client
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Cheyenne watched our dog Nellie for the first time last night . Nellie seemed to love it and Cheyenne’s dogs . It was a great experience! Thank you !

Availability updated 5 days ago
Sitter Profile Image: Tiffany M.
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Sitter Profile Image: Tiffany M.
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15. Tiffany M.

Pet sitter , Walker , Animal lover
Watervliet, NY, 12189
29.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
29 reviews
7 repeat clients
Profile image

Tiffany was excellent with my 3 fur babies. I have one of each age group and she was able to accommodate them all. She send frequent pictures and videos with updates and was very responsive to my text messages. Good communication is so important when leaving your babies in the care of someone else. I will definitely be booking with her again. I highly recommend her services!

Availability updated yesterday
Sitter Profile Image: Margie G.
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Sitter Profile Image: Margie G.
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16. Margie G.

Dog Loving Family
Castleton, NY, 12033
23.8 mi. away
Boarding
from
$45
per night
5.0 out of 5 stars
56 reviews
17 repeat clients
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Margie was all I could ask for and more! Our dog, Blaze, had a wonderful time. I got pictures and updates for the entire stay and they made Blaze feel right at home. Thanks so much, Margie! We will definitely be visiting again.

Availability updated 6 days ago
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
6.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5.0 out of 5 stars
9 reviews
1 repeat client

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!

Availability updated 64 days ago
Sitter Profile Image: Sylva & Mark M.
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Sitter Profile Image: Sylva & Mark M.
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18. Sylva & Mark M.

Our whole family loves dogs
Troy, NY, 12180
29.9 mi. away
Boarding, Doggy Day Care
from
$50
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
Profile image

Sylva & Mark were absolutely perfect. They took such good care of my boys and kept me updated daily on how they were doing. I couldn't have asked for a better couple to watch my boys. If you ever need a sitter I would 1000% recommend them. I don't trust many people to watch my pups but I would send my Buddy & Connor to them anytime. Thank you again from the bottom of my heart for taking care of them.

Availability updated 2 days ago
Sitter Profile Image: Franny A.
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Sitter Profile Image: Franny A.
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19. Franny A.

Compassionate dog lover
Copake, NY, 12516
28.8 mi. away
Boarding, House Sitting
from
$50
per night
5.0 out of 5 stars
3 reviews
Profile image

Franny took wonderful care of my 14 year old Charlie overnight. She’s a very kind person and Charlie felt completely comfortable with her. He also got along well with her dog. I will definitely be using her again.

Availability updated 3 months ago
Sitter Profile Image: Madison D.
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Sitter Profile Image: Madison D.
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20. Madison D.

Compassion, dedication, lovable
Huntington, MA, 01050
23.9 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
9 years of experience

About: I have had animals my whole life growing up. We have always had dogs, cats, my sister has had horses. I enjoy spending time with animals and always love meeting new ones. I consider animals to be apart of the family and treat them as one. My pets have ALWAYS been super spoiled and loved on! I have two children who definitely take after my love for animals and will give your pet all the extra love and affection I do! I am currently working part time so I have a bunch of flexibility in my schedule to love and care for your pups! I can do boarding anytime during the week/weekend! I have a partial fenced in yard. I have a big area where I can take the dog/s on a walk to get exercise. I live off of the main road so there is plenty of room to run. I live near a river and also have property on a lake to take the dogs swimming!

Availability updated 6 days ago

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