Dog Sitting in Pittsfield

Dog sitters in Pittsfield, Massachusetts who will care for your furry friend at home without any charges!

When do you need a dog sitter?

How it works?

video thumbnail

There are 6,652 dog sitters near you

Sitter Profile Image: Elizabeth
Elizabeth

Pittsfield, Massachusetts

Conscientious cat sitter eager to care for your home

5.0
• 28 reviews
Owner Image

Elizabeth is such an amenable and reliable housesotter - it’s a breeze to work with her. She is very organized, clear about arrivals and departures, attentive to our cats and very good about sending photos and updates every few days. She works from home so she spent more time with them than we sometimes do, and both parties seemed to relish each other’s company! Elizabeth is also smart, thoughtful and resourceful.

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Leslie
Leslie

Pittsfield, Massachusetts

For the animals, loving companion

5.0
• 19 reviews
Owner Image

Leslie was wonderful! I would highly recommend her. She did an excellent job taking care of our 4 horses, 3 dogs, and Earle Kitty. When we arrived home, they all looked happy and well kept. She texted updates and sent pictures every morning. The house, I couldn't even tell she had stayed. Leslie washed towels and bed sheets and remade her bed. She is a lovely person to be around.

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Fiona
Fiona

Pittsfield, Massachusetts

Give your pets a fun staycation!

5.0
• 18 reviews
Owner Image

Fiona was a really great sitter. She was super self sufficient, she sent many photos of Zoe and funny commentary. It was clear that she loved spending time with Zoe. She left my place clean and she was easy to coordinate with. I’d have her back any time.

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Karen
Karen

Pittsfield, Massachusetts

Experienced Attorney, Writer, Traveler, Coach and Dancer.

5.0
• 17 reviews
Owner Image

This is the second time Karen has sat for us and hopefully she will be sitting for us again this August.

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Nevline
Nevline

Pittsfield, Massachusetts

Nature & Cat-Loving Artist Would Love to Care for your Precious Beings

5.0
• 16 reviews
Owner Image

I was out of town for a month and Nevline did an excellent job taking care of my cat, apartment and plants. Nevline sent regular updates to assure me that my cat was happy and healthy. She was respectful of my home-space and I returned home to a clean and well-cared for apartment. I would absolutely book Nevline again for my house & pet sitting.

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Kristina
Kristina

Pittsfield, Massachusetts

Writer/teacher/artist and animal lover

5.0
• 16 reviews
Owner Image

Kristina did an excellent job as our house sitter. We have quite a few house plants in our home and in a small green house. Kristina took great care of them. She communicated with us and sent photos whenever she was concerned about a plant. Her concerns were unwarranted as she took excellent care of them. She also communicated well with us regarding some issues with the house. Upon returning from a six-week trip we found our house sparkling clean and well taken care of. We would be happy to have Kristina sit for us again and recommend her without hesitation

Sitter available from Oct 1
Verify availability
Sitter Profile Image: JONATHAN
JONATHAN

Pittsfield, Massachusetts

Lover of animals and travel...

4.98
• 42 reviews
Owner Image

Jonathan was prompt and clear with communications. He reached out with questions before the sit and sought clarification on my instructions during the sit. He sent photos of Sophie and Pepito, along with updates. He reached out with a concern about an open gate in the backyard to make sure I knew about it (I did). My animals were well cared-for and the house was tidy on my return. Overall, he was reliable and trustworthy. Thank you, Jonathan!

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Elizabeth
Elizabeth

Pittsfield, Massachusetts

Frequent Petsitter Who Loves Travel Seeking Accommodation and Pets to Watch

4.96
• 23 reviews
Owner Image

Elizabeth was an excellent sitter. She is clearly an animal lover and was in tune with our cats, especially bonding with Daisy who loves company and cuddles and attention, but also winning over slightly more picky Saffy. Liz kept us informed throughout the sit with photos and news and we came home to two contented and calm cats. The house was neat and tidy, the sheets and towels in the wash, and everything clean. We are glad she liked our area and Bushy Park and made use of our bicycle to explore. We have no hesitation in recommenting Liz and hope to see her again in the future.

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Blair
Blair

Pittsfield, Massachusetts

We’re energetic and thoughtful travelers who love to dote on furry friends! :)

4.88
• 42 reviews
Owner Image

Chase and Blair really are fantastic sitters. This was the 2nd time they sat for us. Everything went perfectly, we came home to a clean flat and a happy cat. We’d love to have them back again!

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Rigel Angelina
Rigel Angelina

Pittsfield, Massachusetts

Animals & Plants are our Soulmates

4.87
• 23 reviews
Owner Image

Rigel has sat for me twice and has done well.

Sitter available from Oct 1
Verify availability

Reviews from Dog Owners

4.93
253,301 reviews
4.93
253,301 reviews
4.96 Organised 4.96 Reliable 4.95 Clean and tidy 4.97 Self-sufficient 4.91 Pet care
User
Abby
David and Elynn were fabulous pet sitters and house sitters. Our dog and rabbit were well-taken care of, the house was left even cleaner than when they arrived! I would highly recommend David and Elynn, and would happily have them again!

David and Elynn took excellent care of our dog Cosmo and our rabbit Oreo. They made sure they were happy, well-fed, and got exercise and fresh air! We were very happy to receive several photos of our furry friends while we were away.

They took amazing care of the house and yard, and were very open with communication. If they were uncertain of anything or had a question, they were very open about reaching out!

David and Ellyn were wonderful houseguests, who left the house even cleaner than they found it!

I would highly recommend David and Elynn and their two adorable children. They are wonderful, respectful people who definitely love animals and will give your pets and home lots of care! Thank you!! :)
User
Natalie
Kelly was an excellent sitter for us. She communicated well, before the sit and during the sit. When we got home, the dogs and our guinea pig were happy and well. Kelly was dependable and showed up exactly on time. The house was well maintained and clean when we arrived home. We would definitely host Kelly again.
User
Sheri
We could not have asked for a better house sitter than Myria!  She is kind, personable, organized, responsible communicative and more...She read all of our instructions before arriving and asked lots of questions about our pups to make sure she understood their personalities and schedules.  You can tell she truly is a dog lover.  Myria provided regular updates and we felt 100% confident leaving our dogs in her care.  We came back to a home that was spotless - you could hardly tell she had been here.  I'd highly recommend Myria as your next zeewoi!
User
Allyson
Susan and Jim were exceptional pet sitters for our 2 pups and cat! From the start they were communicative and asked thoughtful clarifying questions that made us feel comfortable immediately. 
We spent time together the evening before we left for vacation and it was clear that they had read our welcome doc and instructions. They referenced animal behaviors that were noted and confirmed details. They arrived about an hour before we left and gave us all plenty of time to feel comfortable with being in our home. 
Throughout our vacation, Susan sent photos and updates of our critters and let us know how they were spending their time together. Susan was quick to respond to my messages via WhatsApp any time I reached out. 
Susan and Jim stayed at our house until we landed at the airport and let them know we were safely on the ground. They fed and walked the dogs and let us know they would be gone before we got home. It was great knowing that had our flight been delayed, they would have stayed at the house until we were safe driving distance away. 
We came home to a sparkling clean home, a thriving and happy garden, and well cared for animals! Susan and Jim left us detailed notes of their stay and even gave us lots of instructions on how to keep our garden happy! What a treat! All our linens were washed and replaced and the house was immaculate. 
Thank you Susan and Jim for choosing our home and furry family to spend your time with! You were the best first experience we could have asked for and would love to have you back again!
User
Casey
Angela provided complicated medical care for my sick dog for three weeks in Mexico City with the utmost professionalism and kindness 

Right before Angela’s arrival, my dog was hospitalized and almost died. Angela took care of follow up vets visits, administered eight medicines a day for two weeks, and nursed tico completely back to health 

I could tell from the photos and videos that she was taking excellent care of him - he was too weak to walk so she made a comfy bed for him in a large bag and carried him a over the city so he could still have fun during his recovery

I could not recommend Ángela more. She went so far above and beyond what a pet sitter should do, and she did it all with a caring and capable attitude
User
vanessa
Robert and Biljana are absolutely the best sitters you could ever get. We have used them several times already. They have always arrived at the stated date and time. They are eager to receive any and all instructions and will follow them as stated. They keep us informed almost every day on our dogs and send pictures regularly. They always go above and beyond their duties. Robert has fixed a few things around the house without being asked. They buy things for our dogs and have even trained our dogs on certain issues. They made a concerted effort to get to know the neighbors and talked up our dogs to all of them. They will be discreet with any and all information given. We really appreciated all their hard work and effort. They have certainly elevated the bar for the next sitters. Biljana took very good care of our plants and spoiled our dogs to excess. They now expect the same from us!!  We will welcome them back anytime. Hiring them is a decision that will not be regretted.
User
Deborah
This was our first experience with TH and we are very pleased. From the moment Rose arrived we knew she was the right sitter for our “kids”. Communication while we were away was great with pics of the dogs as well as text messages. Rose cared for our home and our “kids” with great care, she is very conscientious of your space. Extremely pleased with the care she provided to our “kids” and our home. We have another trip planned in a couple of weeks and are happy Rose will be staying in our home again. I highly recommend Rose as a sitter!
User
Craig
Ryan is a great house and pet sitter and I definitely recommend him. He took excellent care of my apartment and my dog for peace of mind when I was away. He is professional, friendly, and experienced.
User
Kathleen
Lisa was a terrific sitter for our sweet Rosie.  She arrived the evening before the sit, and we immediately could tell how much love and attention Rosie was to get.  She provided updates and pictures which we were delighted to read, and we could tell Rosie was happy and well-cared for with Lisa on their walks and fetching sessions, on their car rides, and during Rosie’s many daily naps.  Lisa left the house in great condition, she’s very tidy and clean. Lisa’s experience with dogs and her friendly, sweet personality makes her an excellent sitter taking good care of animals while also being easy to communicate with.  I would recommend her and would gladly invite her back.
User
Sidney & Larry
Oh my Goodness!  Where to begin.  Linda was the perfect house sitter for us and the perfect pet sitter for Olivia!  She is one of the nicest people you will ever meet.  When we returned from out two week vacation all our plants were alive, the garden was alive, the birds and fish had been fed regularly, and the dog was alive and happy!  What more can you ask for, right?  Well with Linda you get all that and more.  Updates as you request - even videos of her morning walks with Olivia.  The house as spotless as we left it, maybe even better! Even the porches were clean!  Linda is a genuine treasure and our recommendation would be 10 stars if there were that many!!

House Sitting FAQs

Pet sitters on Zeewoi offer pet sitting free of charge.

The main reasons dog sitters join Zeewoi are:
- They can't have their own dog right now but want to share their love for animals by helping out locally.
- They are work from home professionalist and want to pet sit in different cities.
- Many retired teachers, nurses, firefighters, and others enjoy traveling and caring for dog on Zeewoi.

As of Aug 2024, there are 1,387 dog sitters in Pittsfield, Massachusetts .
You can filter, sort, expand your radius to find the perfect pet sitter near me.
As a reminder, pet sitters joining Zeewoi must pass a background check for you and your dog safety.

Zeewoi makes it easy to reach out to multiple dog sitters about your booking.
Typically, 94% of Pittsfield, Massachusetts dog sitters respond within 24 hours.
Once you create your profile, dog sitters can apply to care for your pets, and you can also invite them!

Yes! dog sitters joining Zeewoi must pass a background check before offering their services.