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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Calendar Recently Updated
Erinn M.
1.
I'll treat your dog like my ownEast Greenbush, NY, 12061
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Erin did a last minute visit for us and we greatly appreciated her help! She is a natural with dogs and they instantly warmed up to her! (more)

from
$16
per visit
Calendar Recently Updated
Sandy M.
2.
Pets are Family MembersPittsfield, MA, 01201
Dog Boarding, Drop-In Visits, Doggy Day Care

Sandy is an absolutely wonderful sitter! She was gentle and patient with my shy kitty, and made my vacation super stress free. She's an awesome person, and I'll… (more)

from
$17
per visit
Calendar Recently Updated
Gayathri N.
Animal-lover here to help you!Rensselaer, NY, 12144
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Gayathri is such an awesome sitter. We needed a cat sitter at the right time before we left the state. She took well good care of our little one and will defini… (more)

from
$15
per visit
Confirmed availability: Memorial day
Maddisyn B.
Need a rest? Call the best!Pittsfield, MA, 01201
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: From personal experience of pet sitting, and playing with lots of animals, I know that your pet will be very happy, cared for, and loved. Growing up,… (more)

from
$15
per visit
Calendar Recently Updated
Rachel P.
5.
Ready to Treat your fur baby!Averill Park, NY, 12018
House Sitting, Drop-In Visits, Dog Walking

Rachel is great with dogs! My dogs have never had a negative reaction to her, and always seem so happy to see her! Definitely recommend her to take care of your… (more)

from
$15
per visit
6.
Flexible schedule, love walkingDalton, MA, 01226
Drop-In Visits, Dog Walking

Alyson was reliable, and checked in with us so we knew all was well. Dogs were happy with her and we happy and relaxed when we got home. Thanks! (more)

from
$20
per visit
Calendar Recently Updated
DOES ROVER NEED EXERCISE?Adams, MA, 01220
Drop-In Visits, Dog Walking

About: I have always cared for, loved & owned dogs for as long as I can remember. I love to walk so why not combine two loves into one lovely hobby! I can'… (more)

from
$12
per visit
8.
Country setting, lots of hikingpittsfield, MA, 01201
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jeanne has cared for my dog Millie many times. She loves going there and playing with Stella (Jeanne's dog). There's a lot of room to play inside and outside. … (more)

from
$25
per visit
Confirmed availability: Memorial day
9.
Dogs make our world a better place!Lenox, MA, 01240
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sarah was great! She made all the requested visits, and even stayed a bit longer than expected taking him on much need walks and play time. She sent pics/vids r… (more)

from
$30
per visit
Confirmed availability: Memorial day
Berkshires #1 Trusted Pet Sitter ❤️Becket, MA, 01223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kathleen is hands down the best dog sitter! We felt so at ease leaving him with her for the day. Sampson had the BEST day and was the happiest pup when we came… (more)

from
$25
per visit
Confirmed availability: Memorial day
11.
Animal loverNorth Adams, MA, 01247
Dog Boarding, Drop-In Visits, Dog Walking

Tina took excellent care of our pets. She is friendly, attentive, and very knowledgeable about dogs. She communicated with us regularly and we felt confident le… (more)

from
$15
per visit
Confirmed availability: Memorial day
Welcome to my pet careEast Greenbush, NY, 12061
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Frederick is really good with cats and dogs. He loves walking them and playing with them. He even talks to them like they are his own kids. I have yet to meet a… (more)

from
$12
per visit
13.
Live Love Bark/Meow!Glenmont, NY, 12077
House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Nicole and I LOVE all animals. I know this is geared towards dogs and cats but all animals could be welcome! I have had dogs all m… (more)

from
$13
per visit
14.
Your fur babies are safe with me!Charlemont, MA, 01339
House Sitting, Drop-In Visits, Dog Walking

Sophie did an amazing job with my dog. She goes above and beyond. She left the house nice and clean. Always had updates on how my dog was doing. I would definit… (more)

from
$15
per visit
15.
Our Home for Your Best FriendOtis, MA, 01253
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I have been taking my golden retriever Jasper to Kelly and Nabil for a few years now. They are both such caring pet sitters. I always know when I'm on vacatio… (more)

from
$35
per visit
Confirmed availability: Memorial day
16.
Dog lover with flexible schedule!Stockbridge, MA, 01262
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Hi! I’m a full time real estate agent with a flexible schedule, and I often work from home. My 1 year old Collie/Samoyed mix, Gus, loves other dogs a… (more)

from
$20
per visit
17.
Love working with animals!Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Dog Walking

Julia did a wonderful job taking care of our dog. She was attentive, detail oriented, and passionate about the care she provided. We also appreciated the pictur… (more)

from
$20
per visit
Confirmed availability: Memorial day
18.
A time your pet won’t forgetAverill Park, NY, 12018
House Sitting, Drop-In Visits, Dog Walking

I highly recommend Andrea for your pets. She’s only been watching mine for about 3 weeks and I look forward to her photos of my Lily! She takes her for about an… (more)

from
$20
per visit
Confirmed availability: Memorial day
19.
Brooke's Dog Sitting/Home Full TimeWest Sand Lake/East Greenbush/Rensselaer, NY, 12196
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

This was our second time using Brooke’s services and we couldn’t have been more pleased. She absolutely loves animals and makes you feel at ease when leaving th… (more)

from
$30
per visit
Loving, reliable and attentive!Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Highly recommend! Ava-Lena was so accommodating to our schedule, very responsive and so nice. Absolutely will be using again! (more)

from
$20
per visit

Rover also offers Pet Sitting & Drop Ins in:


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.