Pet Sitting in Pittsfield

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Sandy M.
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Sitter Profile Image: Sandy M.
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1. Sandy M.

Furry and Family Go Together
Pittsfield, MA, 01201
1.8 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
95 reviews
31 repeat clients
from
$23
per visit
Profile image

Wow! I cannot rave enough about our experience with Sandy. She took care of our cat with twice-a-day visits over a 6 day period. So professional, so responsible, great communicator. She send us the most detailed updates and lovely pictures. Would 100% recommend her to anyone looking for a sitter! Thanks, Sandy!

Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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2. Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
2 repeat clients
from
$25
per visit
Profile image

Took good care of our fog

Sitter Profile Image: Heather M.
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Sitter Profile Image: Heather M.
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3. Heather M.

Your dog pulls? Challenge Accepted!
Lanesboro, MA, 01237
4.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5 reviews
from
$20
per visit

Heather is great! She is very approachable with concerns and always has a trick up her sleeve to better work with dogs. She is very well versed in dog language and always has their safety and well-being at the forefront.

Sitter Profile Image: Tiffany A.
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Sitter Profile Image: Tiffany A.
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4. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$15
per visit

Tiffany is an excellent dog walker/boarder. She is professional, friendly, reliable, and organized. Your fur babies will be in great hands with her, I know mine love her! Working with Tiffany has always been a pleasant experience and I highly recommend booking her.

Sitter Profile Image: Clarissa M.
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Sitter Profile Image: Clarissa M.
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5. Clarissa M.

Friendly and reliable
Pittsfield, MA, 01201
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$15
per visit
Profile image

Clarissa was so great to work with. She responded right away and followed all the directions needed to keep my dog safe and happy while I was away. I will definitely be calling her again.

Sitter Profile Image: Adrienne H.
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Sitter Profile Image: Adrienne H.
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6. 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
52 reviews
18 repeat clients
from
$20
per visit
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Felt super comfortable that my dog would be well cared for from the moment I met Adrienne. She has a wonderful, warm, calm energy and I'd have her back again in a heartbeat.

Sitter Profile Image: Alyson V.
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Sitter Profile Image: Alyson V.
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7. Alyson V.

Flexible schedule, love walking
Dalton, MA, 01226
4.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
6 repeat clients
from
$20
per visit
Profile image

Alyson stopped in each day to feed and spend a little time with our 4 month old cat, Luna. As new cat owners, we were very apprehensive leaving someone to take care of her. Alyson was the perfect choice and we will definitely be using her again!!

Sitter Profile Image: Cassidy W.
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Sitter Profile Image: Cassidy W.
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8. Cassidy W.

Experienced pet caregiver ❤️
Hinsdale, MA, 01235
6.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$22
per visit
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absolutely awesome!! my pup was so happy and cassidy was able to handle all of his little quirks! super professional and spent time to play with him!!! definitely recommend!

Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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9. Jennifer M.

I have a warm heart for cold noses.
Pittsfield, MA, 01201
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
8 repeat clients
from
$30
per visit
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Jennifer was great! She was easily accessible and pleasant and willing to do what was needed for my kitties. She was willing to other duties such as take out trash,

Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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10. 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
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$20
per visit
Profile image

Tetiana was so sweet to our Bardo and very communicative. She took care of him while we were away and he was recovering from hip surgery. Reliable and very loved by our pup! Would highly recommend

Sitter Profile Image: Karla C.
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Sitter Profile Image: Karla C.
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11. Karla C.

Fun sitter and caring dog walker
Lenox, MA, 01240
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$15
per visit

Karla takes care of my mini-poodle/schnauzer when I travel. Last year I was away for three weeks and Karla stayed at my house with my then 1-year old puppy. She sent me daily pictures and updates, took loving and very good care of him, and I didn't worry about anything knowing that he was in her care. He was happy and had lots of playtime with Karla...I trust her with him completely! I am going away again and happily Karla will be taking care of my dog in my home. She is a delight!

Sitter Profile Image: Emma K.
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Sitter Profile Image: Emma K.
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12. Emma K.

Doggy Daycare Attendant. Lets Walk!
Pittsfield, MA, 01202
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$18
per visit

I would recommend Emma for anyone looking for pet care! She is extremely caring and detail oriented when it comes to the care of any animal. She has a wide variety of experience and is always ready to overcome any obstacles that present themselves.

Sitter Profile Image: Jenna G.
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Sitter Profile Image: Jenna G.
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13. Jenna G.

vacations for animals big and small
Pittsfield, MA, 01201
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
5 reviews
from
$22
per visit
Profile image

Jenna did drop in visits with my 2 babies over a 4 day period. When introduced, my 2 dogs warmed up to her right away, making it easier for me to leave them. She kept me informed of their progress by sending me pictures each time she visited. I think Jenna did a good job and I would use her in the future!

Sitter Profile Image: Logan A.
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Sitter Profile Image: Logan A.
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14. Logan A.

Sitter, Walker, Sled Dog Handler
Pittsfield, MA, 01201
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
9 repeat clients
from
$25
per visit
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Logan did a thorough & professional job.

Sitter Profile Image: Samantha S.
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Sitter Profile Image: Samantha S.
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15. Samantha S.

My life revolves around my dogs!
Pittsfield, MA, 01201
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$25
per visit

Sam and I are best friends, I see her with her dogs all the time, as they are her life! I work in an office with Sam too, where she brings her dogs into work. Her dogs are well-behaved and sweet. She loves them and she is extremely responsible with them. I would trust her 100% with any pet of mine, and would highly recommend her services, as she is super knowledgeable about dogs and very dependable.

Sitter Profile Image: Emily P.
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Sitter Profile Image: Emily P.
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16. Emily P.

I’m here for pets, kisses and wags!
Pittsfield, MA, 01201
0.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$17
per visit
Profile image

Emily was great! I scheduled last minute and she came over for a meet and greet the day before I went away. She totally understood the sometimes tricky dynamic of my pups and went above and beyond when she came over. Communication was great, and got a full report with pics after her drop-in. I would definitely hire her again…. And plan on it!

Sitter Profile Image: Connie R.
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Sitter Profile Image: Connie R.
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17. Connie R.

Caring for a pet is a blessing! I
Pittsfield, MA, 01201
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$25
per visit

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: Jess L.
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Sitter Profile Image: Jess L.
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18. 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
47 reviews
9 repeat clients
from
$38
per visit
Profile image

Very timely and took good care of Luna

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
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
40 reviews
11 repeat clients
from
$30
per visit
Profile image

Dana was amazing. She really helped me out with a jam. I Would highly recommend her!

Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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20. Becca S.

Lover of all animals big and small!
Pittsfield, MA, 01201
0.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$15
per visit
Profile image

Becca is very reliable and wonderful. We are ever so grateful to have her. We get lots of photos and details on her drop ins and she spends quality time while she’s caring for our dog, Emma.

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Rover.com is the simple, savvy way to find and book drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have worked through Rover for years pet sitting, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter on Rover. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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