Dog Boarding in Pittsfield

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Adrienne H.
Love dogs!Pittsfield, MA, 01021
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Absolutely fabulous! Sent pictures almost daily and took our Suki on lots of walks/hikes. I’m surprised she even wanted to come back home lol. Definitely will b… (more)

from
$30
per night
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Rick & Autumn C.
Loving Doggy CarePittsfield, MA, 01201
Dog Boarding, Doggy Day Care

I really like my dog sitter. He enjoys taking my dog Max for a walk three times a week.. He is reliable, dependable and kind. (more)

from
$29
per night
Confirmed availability: Labor Day
Sarah M.
3.
Dogs make our world a better place!Lenox, MA, 01240
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We are traveling on a 2 week road trip and found out last minute we couldn’t take Dudley to one of the Airbnb’s. Sarah was very flexible and responsive to our u… (more)

from
$75
per night
Confirmed availability: Labor Day
Justina F.
I treat your pet like family!Peru, MA, 01235
Dog Boarding, Drop-In Visits, Dog Walking

She was amazing with my dog. I feel very comfortable leaving my dog with her. I highly recommend her. She treated my dog as her own dog. I will look for her in… (more)

from
$25
per night
Confirmed availability: Labor Day
Aubrey H.
5.
Ready to Love your Fur Babies♥️North Adams, MA, 01247
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Aubrey was great! She was super fast with communication before and during our dog’s stay. She gave us updates, sent pictures and was very accommodating with arr… (more)

from
$31
per night
Confirmed availability: Labor Day
6.
I love animals.North Adams, MA, 01247
Dog Boarding

Gloria was amazing! Boe loved staying with her. He ran up the stairs to see her on Day 2. She communicated with us, & was there when we needed her. I highly rec… (more)

from
$27
per night
Confirmed availability: Labor Day
Weekend getaway with active peopleChatham, NY, 12037
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Mary & Todd are a dream come true! We were very nervous leaving our baby with someone we didn’t know, for the first time, and Mary made us feel so beyond comfor… (more)

from
$35
per night
Confirmed availability: Labor Day
H🐾ME IS WHERE THE D🐾GS AREStephentown, NY, 12168
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

They took great care of my dogs and were really great about taking them when I needed a sitter last-minute. My dogs have a lot of energy and they were able to g… (more)

from
$50
per night
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9.
Lifelong pet owner & animal loverNorth adams, MA, 01247
Dog Boarding, Drop-In Visits, Doggy Day Care

Wonderful fellow and my dogs had a great stay with him. He was very responsible and resourceful as well as kind and professional. This was my dogs’ first stat… (more)

from
$40
per night
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Perfect vacation home for your pet!Goshen, MA, 01032
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

They watched Roxie for 10 days. Kept us informed every day with great pictures going for walks, chasing chipmunks, visiting the local creek, making friends with… (more)

from
$50
per night
Calendar Recently Updated
11.
Tom 
Verified Background Check
Country Livin’ Pet Sittin’!Blandford, MA, 01008
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Excellent individualised care and idyllic premises. Our dog came back to us happy, healthy, clean and serene. (more)

from
$50
per night
Calendar Recently Updated
12.
Dogs speak to those who listen.South Egremont, MA, 01258
Dog Boarding, Doggy Day Care

Our dog Max had a great time with Peter and Monique. They were kind and took him for walks and offered plenty of lap time to keep him happy while we were gone. (more)

from
$45
per night
13.
Dog Loving FamilyCastleton, NY, 12033
Dog Boarding

Margie and her family did a great job taking care of Apollo! We did a meet & greet with her dogs first. Apollo enjoyed having playmates and even wanted to play … (more)

from
$45
per night
Confirmed availability: Labor Day
I can’t imagine a life without dogsBlandford, MA, 01008
Dog Boarding, Doggy Day Care

Donna and Chris were wonderful! Donna actually slept on the floor with the dog because she was making a fuss. If they will have her again, we certainly will use… (more)

from
$30
per night
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Your dogs favorite gunclesTroy, NY, 12180
Dog Boarding

We were so happy to find Richard and Hery! We have a large dog who has leash reactivity and felt a sitter with a large yard would allow our dog to get exercise … (more)

from
$35
per night
Confirmed availability: Labor Day
16.
H🐾ME IS WHERE THE D🐾GS AREStephentown, NY, 12168
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Edan was amazing with our dog and sent regular updates and pics. We would definitely have our dog stay with her again! (more)

from
$65
per night
Responsible and communicative!Williamstown, MA, 01267
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

If you are looking for a dog sitter in the Williamstown area you simply have to book Rosalind! Rosalind was everything we could have asked for and more in a dog… (more)

from
$50
per night
Calendar Recently Updated
Berkshires #1 Trusted Pet Sitter ❤️Becket, MA, 01223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kathleen is amazing! She was available on very short notice to watch my pup, and she sent regular updates with both pictures and videos to keep me informed on w… (more)

from
$65
per night
I will love your dog like my own!East Chatham, NY, 12060
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Stephanie was great! I needed a last minute dog sitter over the fourth of July holiday weekend and Stephanie was very responsive and helpful. She kept me update… (more)

from
$65
per night
Confirmed availability: Labor Day
20.
Experienced Licensed Vet. Tech.CASTLETON, NY, 12033
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Extremely polite and professional, exemplifies compassion and understanding to a t! She took care of my big doggo very well. Thank you so much! (more)

from
$50
per night

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In other words, when you use Rover to find Pittsfield dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.