Dog Sitting in Chesterfield

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

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There are 6,652 dog sitters near you

Sitter Profile Image: Bernard
Bernard

Chesterfield, Massachusetts

Premium Pet Grandparents

5.0
• 25 reviews
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Jerry and Michelle are so great! From viewing their profile and reviews, I knew our dogs would be in great hands while we were out of town. Communication was smooth and reliable throughout the whole process, from the initial zoom to when we made it back to our respective homes. During the house tour on the first day of the visit, we were very comfortable and got along great. We received photos of the pups each day, usually with funny captions and usually with the dogs under their blankets. The house was super tidy when we got back, and we appreciated the fresh sheets after our 9-hour drive home. We would not hesitate to have Jerry and Michelle come back again - hopefully with nicer weather next time!

Sitter available from Oct 1
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Sitter Profile Image: Kit
Kit

Chesterfield, Massachusetts

Let me DO what I DO BEST/LOVE & been PAiD for over 20 years but in your home.

5.0
• 24 reviews
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Couldn't ask for anyone more fantastic to care for my dog and my house!

Sitter available from Oct 1
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Sitter Profile Image: alice
alice

Chesterfield, Massachusetts

Non smoker, cat and nature lover, retired attorney to care for your pets.

5.0
• 21 reviews
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Alice was super helpful, taking care of Xabat and our home with short notice. She is thoughtful and tidy and we are grateful!

Sitter available from Oct 1
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Sitter Profile Image: Melissa
Melissa

Chesterfield, Massachusetts

Hi, I'm Melissa. I'm excited for this opportunity to get to know a new place and

5.0
• 20 reviews
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Melissa was an outstanding housesitter! She took excellent care of our cats and home while we were away. Melissa sent us updates and beautiful photos of our kitties. She is super clean and self-sufficient, and we would gladly have her back again!

Sitter available from Oct 1
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Sitter Profile Image: Fiona
Fiona

Chesterfield, 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
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Sitter Profile Image: Gail
Gail

Chesterfield, Massachusetts

Retired Couple Ready to Babysit Your Pet and Your Home

5.0
• 17 reviews
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Gail and Michael were excellent pet sitters and very lovely people. We felt extremely comfortable leaving our cat and our home in their care. Gail did a great job of keeping us up to date on what we needed to know. We hope to have them return for another stay.

Sitter available from Oct 1
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Sitter Profile Image: Leslie
Leslie

Chesterfield, Massachusetts

"Strangers are just friends you haven't met yet."

5.0
• 17 reviews
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Leslie and geoff were fabulous as ever. Organized, proactive, flexible, Good communicators, reliable!

Sitter available from Oct 1
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Sitter Profile Image: Karen
Karen

Chesterfield, Massachusetts

Experienced Attorney, Writer, Traveler, Coach and Dancer.

5.0
• 17 reviews
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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
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Sitter Profile Image: Nicole
Nicole

Chesterfield, Massachusetts

Picture Book Writer/ Illustrator/ Animal Lover/Traveler/Enthusiast!

4.88
• 17 reviews
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Nicole was absolutely super. She looked after my 11 year old anxious maltipoo and by the time I got home he was eating out the palm of her hand! Probably after 10 mins of me leaving! Also my daughter’s 11 year old Labrador who thinks he’s still a puppy but age is creeping up and he’s not so fit anymore and Nicole totally understood that. My house was kept in great order when I returned. I would definitely recommend Nicole to look after your home and pets.

Sitter available from Oct 1
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Sitter Profile Image: Sunil
Sunil

Chesterfield, Massachusetts

Responsible & non-flakey. Neat and tidy. Experienced homeowner.

4.78
• 36 reviews
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Sunil is an excellent house-sitter. Great communication before and during the sit, with many fun photos. Sunil took great care of our cats, houseplants and home. It is people like Sunil that makes zeewoi a success. We hope he will be available to return to our home in the future. Many thanks to Sunil.

Sitter available from Oct 1
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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
Christina
Maryna was an excellent pet sitter and houseguest! Communicating with her was easy, and she always responded to my messages quickly. She was also incredibly self-sufficient! Moreover, Maryna graciously agreed to check on my neighbor's cat for a couple of days as well. My dog bonded with her quickly and was happy and healthy when I returned. The house was also spotless. I would happily have Maryna sit for me again!
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
Kim & Brian
Joe was an excellent sitter and gave us so much peace of mind while we were away, dealing with one of our pup’s surgery recovery, which was an unexpected circumstance just prior to our trip. We felt fully comfortable and were so grateful to know that all of our dogs and our home were in such good hands during his stay. Highly recommend!
User
Ruth
Cindy was great, couldn’t have asked for a better sitter experience! Communication was great both before and during the sit. Cindy was really helpful and flexible with arrival and departure arrangements. I came back to a happy dog and a well cared for house, can thoroughly recommend 🙂
User
Melanie
Cyndi was fabulous. I'd describe her as the no fuss no muss dog sitter. While some dog sitters need guidance on every little detail, Cyndi was completely self-sufficient. She left the home in perfect shape and totally adored my pup. I'd gladly welcome her back anytime!
User
Eddie & Alvin
Shannon and Travis stepped up at the last minute when an earlier sitter canceled. Shannon and Travis took care our our large brood of animals for two weeks while we were out of the country over the Christmas holiday. They kept us informed about what was happening with the animals and our home. Our dog Pepper doesn’t like most people, but loved Travis and Shannon immediately. I would not hesitate to welcome Shannon and Travis back for another sit. They are very honest and friendly people. Their dog Dime is also awesome.
User
Colleen
I was fortunate to have Lisa as a sitter for my active, 7-year old lab mix (Ozzy) for a week in Bend.   Lisa took the time to meet us via Facetime and in person before her stay.  It was apparent she wanted to be well-prepared and aware of any special doggie needs he may have, or any help I needed with watering plants or bringing in mail.   She took great care of Ozzy while I was away and sent me regular updates and photos of their outdoor adventures.  I returned home to a very happy dog and a house exactly as I had left it.  I'd welcome Lisa back anytime!
User
Susanne
Dede (Duha) is definitely one of our top house/pet sitters so far! The moment we met I knew she was the perfect fit for us. She is the most loving, caring and responsible sitter one could wish for! She send us regular updates of her daily adventures with Kenzie and Ginger and we could not have felt more at ease. I know for sure that our dog fell deeply in love with her and misses her much. We hope to invite Dede back into our home soon! Five stars all the way!!
User
Daniella
Charlie was again an outstanding sitter for us whilst we were away at a wedding. This is the second time having Charlie and although we have not met face to face we completely trust her with our home and of course our cat, Nala. Charlie left the house spotless which is amazing to come home to after a long day of travelling. She is reliable, good at communicating and trustworthy and we would not hesitate to recommend her enough. Thanks again Charlie, we hope you come back again and there might even be a dog next time😁
User
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Ranji was a wonderful pet sitter for my dog Zoe and was very easy to communicate with and kept me informed.  She took wonderful care of our condo and wouldn’t hesitate to have her in my new home in NJ if she wants to check out a new area.

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 Chesterfield, 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 Chesterfield, 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.