Dog Sitting in Chester

Dog sitters in Chester, Connecticut 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: Brooke
Brooke

Chester, Connecticut

Experienced & personable Petsitter available

5.0
• 29 reviews
Owner Image

If I could give more than 5 stars, I would! Brooke and Kirk took excellent care of our elderly cat, and they left our house in pristine condition. Brooke sent daily texts, and it was clear that our cat felt at ease with them. We welcome Brooke and Kirk back anytime!

Sitter available from Oct 1
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Sitter Profile Image: Melissa
Melissa

Chester, Connecticut

OM Guardian

5.0
• 21 reviews
Owner Image

Melissa was great with the dogs. She sent us lots of pictures and kept us up to date.

Sitter available from Oct 1
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Sitter Profile Image: Michelle
Michelle

Chester, Connecticut

Responsible and Compassionate Pet & House Care that Goes Above and Beyond

5.0
• 17 reviews
Owner Image

Such a wonderful experience having Michelle and Ryan take care of our babies. They were very communicative and clear starting from our first call - we got lots of photo updates and they let us know as soon as any issues cropped up (we had some minor ant invasions as the summer heat kicked in which they helped keep at bay). They were completely reliable and we came home to very chill cats so it was clear they got a lot of love. I would highly recommend them to anyone looking for pet sitting!

Sitter available from Oct 1
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Sitter Profile Image: Kristi
Kristi

Chester, Connecticut

I love exploring but miss my pet. I'd love to stay with yours when traveling.

5.0
• 13 reviews
Owner Image

It was an absolute pleasure to have Kristi care for my house and my sweet cat. She was communicative, clear, clean and helpful. Got back to the house better than it was when I left it and with a very satisfied and happy cat. Would be happy to host her again any time.

Sitter available from Oct 1
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Sitter Profile Image: Morgan
Morgan

Chester, Connecticut

Respectful traveler looking to love on some fur/scale/feather babies

4.96
• 23 reviews
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Morgan was incredible! She took great care of the cats and Hugo. The house looked great, as well. She was very responsive and kept us informed about everything. Can’t wait for her to come take care of everything again!

Sitter available from Oct 1
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Sitter Profile Image: Dominik
Dominik

Chester, Connecticut

Trusted sitter with 5 years of experience

4.94
• 17 reviews
Owner Image

Dominik was probably the best pet sitter I have had (out of 10+). He was very flexible and gracious (when I changed the sit), a great communicator and very responsive. He kept my house clean and followed directions to the tee. Dominik asked if it was OK to take my dogs for runs, which he then did every day of the sit. A+ sitter. I hope to have Dominik again soon.

Sitter available from Oct 1
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Sitter Profile Image: Leslie
Leslie

Chester, Connecticut

Kind, impeccable house/pet/property sitter for your home and pets.

4.91
• 22 reviews
Owner Image

Leslie did a great job taking care of our four cats, our house was neat and clean, and we received lots of pictures from her daily - we can't thank her enough! Aside from an alarm on an uninterruptible power supply (UPS) in my office (she has NO blame for this one - it failed while we were gone!), she was self-sufficient and took care of all out plants and paid great attention to the cats!

Sitter available from Oct 1
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Sitter Profile Image: Blair
Blair

Chester, Connecticut

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
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Sitter Profile Image: Marie
Marie

Chester, Connecticut

Paws & plants- quiet and responsible house sitter

4.77
• 22 reviews
Owner Image

Marie was a great sitter. She came by just before I left so I could show her around and where the kitty stuff was. She informed me on how the cats were doing during the sit. the Apartment was in great condition when I returned. Cats did notice me coming home, but I could tell they had not wanted for attention from Marie. I recommend her for any sit you have coming up.

Sitter available from Oct 1
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Sitter Profile Image: Juliet
Juliet

Chester, Connecticut

Responsible, caring professional couple here to take care of your pets and home

4.77
• 22 reviews
Owner Image

Juliet and Laurent were great petsitters! My place was clean and the cats were happy, which is my biggest concern. Juliet was very communicative and sent pics daily along with little comments about Jack and Jamie and how they loved the area around here. I had zero worries about anything, which is always a great feeling while away. I would highly recommend them for any pet sits in the future! Thank you both!😻😻

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
Sansanee
Brian was great and was my first sitter experience through TH to look after my two little dogs and one of them was a recent rescue I had for a month and learning new things and still training. Brian was good with communication, clear about his travel plans and we managed adjustments to him coming in early by a day. This was helpful for me to feel I can personally give orientation to my home and pets before leaving for a few days. Brian was also good with the hand-off to my next sitter when weather conditions delayed me. I came back to a tidy home and happy pets. Brian was calm with my new pup's minor furniture destruction. Thankfully I bought the warranty! I would recommend Brian to anyone and would consider him again for future sits!
User
Leslie
I’m sure most folks say the nicest things about their sitter, but honestly, if there were a “super star” status available then Denise would win the prize as sitter of the year!

From the start, Denise was an excellent communicator.  While we were still in the decision phase, Denise was always available to chat either by FaceTime, telephone or text.  It was so easy to choose Denise; as you can see from her countless 5 star reviews, she truly is the only pet sitter you’d ever need and the one everyone hopes to have.  

Denise came to our house eager to meet us, our pets and the quirks of our house.  Denise has an excellent sense of humor and immediately put us all at ease.  Our pets took to her as if she was a long lost friend (even our finicky Siamese cat was loving on her from the start).  

While we were gone, our dog had a non-emergency health issue come up and just like that Denise was taking her to our vet, and administered the dog’s meds like a champion (Denise is also a nurse BTW).  Additionally, Denise brought our pup to her scheduled groom appointments and even made future appointments for us to make our return home as seamless as possible.

Denise was even above and beyond helpful to our neighbors and they appreciated her giving them access to our refrigerator when theirs broke down on Thanksgiving Eve!  

When we got home we were super impressed by how perfectly immaculate our house was!  Most sitters leave the house clean, but Denise met and may have even exceeded our military standards of clean and orderly.  Seriously, our house felt like we never left it.  Everything was spotless, shinny and clean.  She didn’t miss a beat!!  Our pets were so happy to see us but honestly, I felt like our pup and kitty were disappointed when we walked in the door (I believe they were expecting to see Denise!).  Haha.  

If you are ever fortunate enough to have Denise apply for any of your sits then I can’t recommend her enough.  Seriously, you can stop reviewing applicants and just go with Denise.  She was awesome in every sense of the word and I hope she’ll come back and stay with our pets again.
User
Amanda
Ray and Lynn were excellent sitters for Moose! They took him out multiple times a day and always played with him. They sent so many pictures and Moose always looked so happy! They were very flexible on when they arrived and left and very organized. 

The house was left clean and tidy and we found a happy dog when we got home. We would definitely have them back anytime!
User
Julianne
Emily  and  Chris were absolutely incredible house and pet sitters. They took care of our dog and two cats for 10 days and were some of the best sitters we've ever had. They took amazing care of all three animals -- giving medicine to our aging dog and managing to befriend our very shy cats on day one.  We received adorable picture and video updates each day and it was clear that the pets loved spending time with them. Additionally they left the house in pristine shape and were incredibly diligent in all aspects -- bringing in packages, taking out the trash and recycling, etc.  I can't recommend them highly enough!
User
Adrienne
We loved Misty!!!! She was absolutely the most perfect baby sitter for our dog and an amazing short term tenant at our house. Not only did she keep the house clean but she even washed everything she used before we got home. We even got a couple gifts from her. She is such a sweet human, kept in contact with us while we were gone and sent videos of the hikes and walks they went on. I would 100% ask her to stay at our house again
User
Courtney
Amara was a WONDERFUL sitter for our home and our dogs for the weekend. We were so comfortable with her being in our home, and she provided regular updates and photos of our babies. The house was clean upon arrival home - we would have no hesitation recommending her to others and hope she would consider coming back to spend more time with our dogs!
User
Caroline
We were so happy with Lynda's care for our senior pup. 

Lynda was extremely accommodating with the key hand over situation we had considering our early flights out of Berlin. She was easy to coordinate with and made this part of the holiday very smooth.

We could also tell Sesame was in the best care. We received updates and photos of Sesame on walks and getting cuddles. We know Sesame can be sassy sometimes but Lynda was great with her little attitudes and handled her with ease. It was also really heart warming to see that Lynda truly enjoyed her time with Sesame and created a strong bond with her. We love to know that our dog is loved and treated with the care we would give her if we were home. 

Both my partner and I were able to fully enjoy our holiday as we knew from updates that Sesame and Lynda were doing well. Our apartment was clean and tidy when we returned and the sheets had also been washed. We would definitely have Lynda back and would recommend her to anyone else looking for an experienced sitter to stay with your pet.
User
Jackie
Tom and Diana were perfect house sitters and guests.  Great company, our dog immediately made herself at home with Tom. Animals loved and cleaned. House spotless, great communication and even left a thank you card and gift when they left.   I couldn’t recommend highly enough.
User
Anne
The two-leggeds and four-legged members of this household give Tess a 5-star rating! We think she's one of the best sitters you will find - highly communicative, friendly, competent, reliable, and great with pets. Tess was also flexible about start and end dates to accomodate possible winter weather complications. For this sit, Tess was able to bring along her mom, Cathy. Tess introduced me to Cathy during one of our Skype conversations prior to the sit. It was a bonus to have her here with Tess. Their travel to Marquette was complicated by weather. A fierce winter storm swept across Michigan just before the sit. It took Tess and Cathy two days to drive here but they arrived, as promised, in time for us to fly out early the next morning. We even had time for a lovely dinner together and to introduce them to the dogs and house. We left the next day and never had a moment's worry while Tess and Cathy were caring for our pets and home. Tess sent us regular updates and photos. The dogs immediately accepted them as great new additions to their pack of friends - even our cranky, old chihuahua, Nike! We returned to happy pets and a spotlessly clean home. We plan to invite Tess (and Cathy if available) to return for future sits. Thank you, Tess and Cathy!
User
cookie
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 Chester, Connecticut .
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 Chester, Connecticut 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.