House Sitting in Pittsfield
Find a loving dog sitter to watch your dog overnight in your home.
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“Tara stayed at our home with our two dogs while we were out of the country for a week. She provided several updates and pictures while we were gone so we knew e…” (more)
$118
per night
“Amazing! I couldn't recommend Elizabeth & Robert enough. We have four xxl dogs, with some separation anxiety, some medicine distribution, some special wonky fee…” (more)
$75
per night
“Kali and Ginger had such a nice visit. It was a relief to get away for a day and know that your furry friend was in good hands. I highly recommend Kali.” (more)
$37
per night
“This overnight booking with Wendy to care for our older beloved dog (and assorted pets) could not have gone any better. We had never needed a pet sitter before,…” (more)
$70
per night
“I'm loosing count how many times Alexandra has spent a week with my 2 Bernese Mtn Dogs and I have booked her for several more. She is really good with my girls…” (more)
$70
per night
“Brittany took wonderful care of our 3 yr old pup,Delilah, and communicated so well everything that she managed, with pics and videos and I really loved how much…” (more)
$50
per night
“Kaela was awesome! She was so flexible and accommodating when taking care of my Josie girl. Kaela took my pup for numerous walks and sent along lots of photos w…” (more)
$50
per night“I met Sandra almost 10 years ago. We were both out walking our dogs and connected over our fur baby’s. If you ever ran into Sandra out and about, you’d know he…” (more)
$45
per night
“Baylie is the absolute best! She is so kind and considerate and is amazing with the dogs. Our little ones can be a handful at times and she knocked it out of th…” (more)
$60
per night
“Cassidy was a life saver taking care of our dog Mollie and cat Felix during our wedding weekend! We were stuck in a pinch and had to find someone in just a coup…” (more)
$65
per night
“Amber was an awesome sitter for Cody! He loved her and we do too.” (more)
$25
per night“Meaghan is Coles favorite sitter. He loves playing with her dogs who are very respectful of his space and he loves cuddling with everyone on the couch. Meaghan …” (more)
$75
per night
“Mariana was awesome. She knew all the right questions to ask and ensured she and our pup would be set up for success. She provided daily updates, took great car…” (more)
$90
per night“I know Eron to be a very responsible caregiver for any animal she comes into contact with. She loves all animals, and always gives them her undivided attention.…” (more)
$50
per night
“Marie is absolutely wonderful!! She handled our 3 dogs in our new home for an entire weekend d with 0 issues. They fell in love with her at her drop in visit an…” (more)
$50
per night
“Max was awesome. He helped us out last minute which was greatly appreciated. He sent pictures and kept us updated throughout his stay. I would absolutely recomm…” (more)
$25
per night
“Garrett was extremely accommodating! He was booked but in turn referred me to another sitter which worked out perfectly. Victoria went hiking, walking, and play…” (more)
$99
per night
“I can’t say enough wonderful things about Emily. She fell in love with our 7 cats immediately and the feeling is mutual! Thank you so much!” (more)