House Sitting in Pittsfield
Find a loving house sitter to watch over your pets and your home.

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Loving house sitters in your neighborhood
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1. Carla V.

“Carla is an experienced pet caretaker and we were happy to have her watching our cat and dog while we took vacation. Her communication was fabulous and she went above & beyond keeping our household ticking. We’ll definitely ask her to help out again!”


2. Erin D.

“Erin did an amazing job with my fur babies. Would absolutely book her again! My house was clean and she washed bedding! She also did a lot of shoveling snow while we were away! So appreciative of all she did!”


3. Glendon Y.


“Glendon was absolutely amazing with our reactive pup, Desmond while we were out of town for a few days. He has separation anxiety and can be tough to settle but Glendon was patient and persistent and they soon became buddies. This was a major accomplishment because Desmond usually prefers females over males. Glendon was also available on a very short notice and flexible with the times we requested which helped us out immensely. Our house was clean when we returned and he even made us food so we didn’t have to cook after traveling all day. This was the first time a new person has looked after Desmond and it was such a relief knowing he was in good hands :)”


4. Gillian L.

“Gillian was amazing! My partner and I went to CA to live it up and I’ve always had family watch my puppers. When I met Gillian, I knew right away she was going to be a good fit and sitter for my fur babies. She was responsive and responsible. She has an amazing attitude and energy about her. Gillian even tidied up my house so when we got back, we could just settle right back in! 🤯We surely will be using her again (if she’ll have us ☺️) Thank you Giselle…I mean Gillian!!!! 😜”


5. Allison C.
“Allison has been staying at my home to watch my dog and cat when I've been out of town over the last 2 years and has been nothing but wonderful to work with. She sends frequent pictures and updates and the house is always tidy when we get home. I feel especially great knowing she has veterinary experience and is comfortable giving medications and dealing with issues as they arise.”


6. Andrea W.

“The ABSOLUTE BEST DOG SITTER! Will never recommend anyone else after she watched our dogs for our wedding night this weekend and we were worried as we’ve never left them with a stranger before but oh my gosh I feel like my dogs liked her better than even I with the photos she sent me they were happy go lucky the entire time! Can not thank her enough!!”


7. Caroline C.

“Caroline did an amazing and thorough job with our fur baby! We had last minute travel plans come up and she was still able to accommodate our crazy schedule. She took multiple walks with Zeke and was great at communicating and sending pictures. Zeke is a pretty anxious dog, but he was comfortable with her right away, as were we! She asked questions that showed she genuinely was interested in making sure he was comfortable. We will definitely be booking Caroline again and would highly recommend her!”


8. Sydney J.

“Sydney petsit in our home this past week, taking care of our cat and dog. She was incredibly responsive and sent sweet pictures of our pets throughout our trip. Our neighbors often pitch in to help with each other's pets, and Sydney coordinated with these neighbors to provide seamless care. Definitely will be working with Sydney again!”


9. Stacy E.

“Our family, including our dog, are very anxious, but we felt completely calm, relaxed, and happy with Stacey caring for the pets. She kept the house exactly as we left it, she sent photos every day, and it is clear the pets felt comfortable and relaxed. Her communication was excellent, contacting us daily but unobtrusively. I could not recommend her highly enough. Thank you so much for such a great experience.”


10. Melissa H.

“Melissa did an awesome job taking care of my two fur babies for a week. I recommend her for any of your needs. I have one dog who has to have medication very morning and one dog who is anxious over everything and I am more than pleased to have come home to a happy home.”


11. Alexis V.

“Alexis is a wonderful cat sitter! She is professional and sent photos of our cats during her visit. We will continue to have her come by when we need a cat sitter.”


12. Atlas B.

“Atlas is the best dog sitter we’ve found on this app - probably that we’ve found ever. We cannot recommend her more highly. She went above and beyond for our dogs and was quickly our reactive dog’s favorite person. We’ll be booking with Atlas for all our future travel and dog sitting needs.”


13. Bohni K.

“Bohni was a treat on all levels!!! She stayed with my cat for 3 nights and 4 days.. I think my cat likes her more. The house was better than I left it.. Angel was calm and happy.. I was able to be away from her for the first time and feel confident in her STELLAR care.. if there were 10 stars she would get them all!!!!! Got photos all well everyday!!!! Happy customer”


14. Emma B.
“Emma has been our farm sitter of choice for years. At 16 years old, she was far more responsible than many older adults. She is capable, knowledgeable and willing to work. She clearly loves all animals and can handle difficult situations with a calm, cool head. I have the very highest regard for her!”


15. Brandon T.

“Our animals were happy and healthy when we returned. Branson communicated and sent pictures so we felt very secure.”


16. Julie M.
“I have known Julie for decades, and would trust her with my own beloved pet or even my children. Julie is very responsible and dependable, she also has an abundance of energy needed for keeping up with the most energetic of pets. You can’t go wrong with Julie.”


17. Libby N.

“Libby was an excellent sitter. I was in town for a graduation celebration at the University of Maine and Libby watched my puppy while I attended an event. She arrived on time at my vacation rental and took excellent care of my puppy. I am so grateful that I was able to leave my puppy with someone I could trust and he had so much fun with Libby. I highly recommend Libby for all your pet needs.”


18. Lizzy A.
About: I was taking care of dogs since I was maybe 4 or 5 my family has relied on me to feed and watch the dog Every day when I get up I will take my dog for a walk feed them have play time then they them nap and go potty after I offer walking, house sitting and over night sitting I will also offer playtime and I will feed them and take them on another walk


19. Julianna L.
About: I truly have loved an animals since I was a small girl. My family had a family dog and cat growing up who were both my partners in crime. My love for animals is huge and endless and I will instill the same care and support that I give my own pets to yours if you trust me enough to watch your precious furry friends. I’m currently home from traveling aboard trying to save up money to travel more! I’m free almost anytime of the day or week to be available for your pets! I own one tabby cat names pepper and one big German shepherd named Kai! Pepper receives lots of attention, treats, and cuddles when she wants it of course. Whole Kai gets numerous amounts of belly rubs, one lengthy walk and multiple times to play fetch through out the day. ( he also enjoys a good dance party ) I’ll respect all the wishes and request you have for your furry friends, like even having an afternoon dance party with your dog or cat. I can adjust my manner and behavior based off of what your pet needs at the time !
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Pittsfield on Rover as of Apr 2025 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Apr 2025, there are 27 house sitters in Pittsfield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 100% of Pittsfield house sitters respond in under an hour.
House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Pittsfield.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Pittsfield house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
