House Sitting in Pittsfield

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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1.

Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
1 repeat client
from
$50
per night

We will use you again caitlin thank you for taking care our babies

Sitter Profile Image: Evelyn L.
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Sitter Profile Image: Evelyn L.
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2.

Evelyn L.

the best care for your baby!
Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
2 repeat clients
from
$50
per night

Evelyn took excellent care of my cat and dog and was easily to communicate with. I am certainly using her again.

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Sitter Profile Image: Rick & Autumn C.
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Sitter Profile Image: Rick & Autumn C.
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3.

Rick & Autumn C.

Rover 101
Loving Doggy Care
Pittsfield, MA, 01201
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
25 reviews
6 repeat clients
from
$49
per night

Rick & Autumn were fantastic. They stayed with our 2 crazy pups in our hotel room during our wedding. They spent over 10 hours with them and went above and beyond transporting them to our reception site for pictures and then bringing them back to the hotel. We would absolutely use Rick & Autumn again when we visit the area.

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Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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4.

Jennifer M.

I have a warm heart for cold noses.
Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
3 repeat clients
from
$60
per night

We really appreciated Jen coming and staying with our dogs at my house for a week. She texted me updates and pictures daily. The dogs seemed to enjoy their time with her and she has a lot of experience with dogs. The house was well maintained while we were gone. I would definitely use her again in the future.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kai C.
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Sitter Profile Image: Kai C.
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5.

Kai C.

Rover 101
I'll run with + love your dog
Pittsfield, MA, 01201
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
7 repeat clients
from
$60
per night

Kai stayed at our home to care for our Great Dane, Luna, for a month while we were out of the country. He is super caring, attentive, responsible, communicative and our vacation was all the better because of him. We got updates and photos every day and occasionally videos. He asked questions if he needed to learn more about how to handle our girl’s idiosyncrasies. He took her on hikes and even bought treats and a toy for her. We knew she was being loved in our absence. He also took very good care of our house and plants and when we returned, everything was as we left it along with a really happy and healthy dog. We highly recommend Kai and hope he’s available every time we go away. Luna would love that, too.

Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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6.

Shelby L.

Weekend sitter with lots of love!
Lee, MA, 01238
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
1 repeat client
from
$37
per night

Shelby is a very caring and responsible pet sitter.

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Sitter Profile Image: Keri H.
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Sitter Profile Image: Keri H.
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7.

Keri H.

Rover 101
Ready to jog w/dogs & cuddle cats!
Lenox, MA, 01240
House Sitting, Drop-In Visits, Dog Walking
5.0
32 reviews
11 repeat clients
from
$95
per night

Keri was amazing! Very communicative with lots of pictures, and took great care of our Rosie and our house. Rosie can be a bit of a handful and Keri was patient and won her over like only the best dog sitter could! We can't recommend her highly enough. Thanks Keri!

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Sitter Profile Image: Mary H.
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Sitter Profile Image: Mary H.
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8.

Mary H.

Rover 101
Lots of snuggles and love!
Pittsfield, MA, 01201
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
78 reviews
39 repeat clients
from
$75
per night

Mary was wonderful! My pups truly enjoy being around her. She is attentive, fun, and took care of everything we needed. Will absolutely be requesting to re-book in the future.

Sitter Profile Image: Andrew C. S.
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Sitter Profile Image: Andrew C. S.
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9.

Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Lee, MA, 01238
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
30 reviews
9 repeat clients
from
$85
per night

We are so grateful for Andrew’s care for our Cavalier, Geoff, while vacationing in the Berkshires. Andrew went above and beyond in agreeing to drive a long distance to watch Geoff at our rental home, arriving early and staying late. Definitely recommend Andrew to anyone in the area.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Connie R.
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Sitter Profile Image: Connie R.
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10.

Connie R.

Caring for a pet is a blessing! I
Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$55
per night

About: I have been taking care of animals since I lived at home when I was younger with my parents I was very responsible I love talking to my animals I love taking time with them, making sure that they feel loved And that they felt like they were part of the family! I do work full-time, but during the day, I am able to have a flexible schedule and care to animals. I have more availability during the weekends. I care for pets in my home I make sure that my home is pet proof specially, since I have a dog of my own I make sure that everything that would be unsafe to my dog is put away if areas need to be gated off and make sure that they’re gated off and they make sure that she has all the food that she needs healthy foods and water to drink. If I was caring for a pet and someone else’s home, I would follow instructions that they leave for me and I would also make sure that their pet was comfortable and safe

Sitter Profile Image: Steph F.
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Sitter Profile Image: Steph F.
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11.

Steph F.

Animal lover who's happy to help!
Dalton, MA, 01226
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$75
per night

Steph did a wonderful job taking care of my older handicapped Lab and my timid cat. She sent me pictures of them on the days I was away and I could see they were well and happy. I would definitely recommend her.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Joseph D.
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Sitter Profile Image: Joseph D.
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12.

Joseph D.

Lover of all animals.
Dalton, MA, 01226
House Sitting, Drop-In Visits, Dog Walking
26 years of experience
from
$40
per night

About: You only want the best for you furry friend and I’d love nothing more than to help give them the best! I love all animals from dogs to cats to the creepy crawlies. I work full time days (8:30-4) M-F with weekends off. Evenings I’m usually free. Love to take walks on nice evenings or even early mornings! Your animal & your property’s wellbeing are my number one concerns. I respect the privacy of others and will be sure to deliver the utmost care.

Sitter Profile Image: Lauren K.
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Sitter Profile Image: Lauren K.
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13.

Lauren K.

Outdoorsy animal lover
Pittsfield, MA, 01201
House Sitting
1 review
from
$32
per night

Lauren has watched my dog many times over the years. She has always been responsible, punctual, and fun for my dog to hang out with! He loves spending time with her and anyone would be lucky to have her watch their pets. She even has her own cat!

Sitter Profile Image: Haille B.
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Sitter Profile Image: Haille B.
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14.

Haille B.

Loving and Trustworthy
Lanesborough, MA, 01237
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$45
per night

Haille does a great job with my dogs! She gives them exactly what they need and they are happy and tired when they arrive home. I trust her completely! She’s outgoing and easily accommodating!

Sitter Profile Image: Joshua L.
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Sitter Profile Image: Joshua L.
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15.

Joshua L.

Love dogs and pets!
Lenox, MA, 17842
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$65
per night

Josh is great with our dog. He spends active time with him, walking and playing in the backyard. We like that he is available in the evening if we want to go out and see a show or have a nice dinner. Josh will come by to take care of the dog and we don't have to worry. Our dog is a large, very active breed and Josh is able to handle him without problems. We don't hesitate to recommend Josh!

Sitter Profile Image: Elise W.
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Sitter Profile Image: Elise W.
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16.

Elise W.

Looking to make some furry friends!
Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Dog Walking
5.0
14 reviews
7 repeat clients
from
$50
per night

Elise was amazing with my boy Thomas. He is a very energetic 1 year old golden that I can barely get a good picture of him calm and sitting nicely. Somehow Elise was able to do so. She sent me daily updates while I was gone if how happy he was, she very clearly showed him all of the love and care and I had not one worry while I was away. I would book Elise again in a heartbeat.

Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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17.

Tetiana M.

I care for the dogs
Lenox, MA, 01240
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 years of experience
from
$60
per night

About: I love dogs since I remember myself, gentle and good beehive to any animal in the world. I have been care for the dogs during 1 year. I am available all the time, can drive to your home to take care about dog. walk with them, feed them. I am a student. I have a fenced yard, I can walk dogs, I can take care about dogs at your home, I know how to make dogs playful and enjoy.

Sitter Profile Image: Mónica G.
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Sitter Profile Image: Mónica G.
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18.

Mónica G.

Crazy lover for the animals
Pittsfield, MA, 01201
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
3 years of experience
from
$33
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: Dana G.
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Sitter Profile Image: Dana G.
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19.

Dana G.

Rover 101
Kind and loving leader
PITTSFIELD, MA, 01201
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
39 reviews
11 repeat clients
from
$125
per night

This was the third time Dana watched my gang. She is so responsible, sends updates on my pets, and I feel safe knowing they’re in her care. She even stripped the bed and washed the sheets! Highly recommend Dana.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Justina F.
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Sitter Profile Image: Justina F.
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20.

Justina F.

I treat your pet like family!
Pittsfield, MA, 01201
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
2 reviews
from
$25
per night

Every dog I know loves Justina! I work in an office with her and we sure do wish we could have dogs in the office with us. Justina has gone on multiple dog walks and hikes with me. She safely handles any size dog with ease and laughter. She is responsible, smart and in great shape. I trust her to dog sit my 2 Jack Russels on any occasions and I am confident that she’d be an incredible Rover Walker! Sarah

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Pittsfield House Sitting ratings

Overall Rating:

House sitters in Pittsfield are rated on average 4.9 out of 5 stars based on 77 reviews.


As dog lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect house sitter in seconds on Rover.com. If you're looking for trusted house sitters while you're away, whether it's for one night or a whole month, you can find a sitter who meets your - and your pet's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet - including background checks, sitter testimonials, community reviews. We also offer training and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your pet. Rover is proud to be the nation's largest network of pet lovers for hire.

House Sitting