Dog Sitting in Chestertown

Dog sitters in Chestertown, New York 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: Kelly
Kelly

Chestertown, New York

Loving, active & responsible care for your home & pets!

5.0
• 34 reviews
Owner Image

Kelly and Miguel took such good care of Thunder and our house and it made our vacation an absolute joy! We communicated via FaceTime and in person prior to the sit. They are delightful people and we have made new friends😄. This was my first time using zeewoi and it was a great experience. They sent me pictures and updates about Thunder throughout the stay and our house was left immaculate. Thank you so very much for your TLC and our new friendship!

Sitter available from Oct 1
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Sitter Profile Image: Christine
Christine

Chestertown, New York

Retired, nonsmoking couple who enjoy animals and exploring new places

5.0
• 14 reviews
Owner Image

Christine and Mark could not have been more charming or more trustworthy and capable of looking after our cat and our rather complicated home. They were unfortunate enough to be at our home during substantial building works and never made a fuss about this. Everything was immaculate when we returned apart from a leaking shower which was not in any way their fault and which they dealt with very effectively when the need arose. I strongly recommend Christine and Mark as zeewoi.

Sitter available from Oct 1
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Sitter Profile Image: Michael
Michael

Chestertown, New York

Retired animal lovers looking to explore new areas

5.0
• 8 reviews
Owner Image

Michael and Faye were absolutely fantastic guests and took wonderful care of Whiskey and our home. They kindly arrived the evening prior to our departure and spent time with Whiskey that evening and the next morning to ensure they were well-versed on feeding, walking, etc. They provided regular updates and took Whiskey on several adventures during their stay. We would happily have them back in the future.

Sitter available from Oct 1
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Sitter Profile Image: Avis
Avis

Chestertown, New York

A “young” retired couple who will love your pets and home while you travel.

5.0
• 7 reviews
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Cannot say enough about Avis and David. Avis sent daily updates and adorable pictures of the dogs all together. Communication was excellent and my home was left in pristine condition. The dogs were sad to see them leave. I hope we are able to coordinate another sit in the future and would highly recommend them. Thanks again for your excellent care.

Sitter available from Oct 1
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Sitter Profile Image: Lucas
Lucas

Chestertown, New York

Pictures are of me in Spain

5.0
• 5 reviews
Owner Image

Lucas is very tidy, communicative and reliable. He took care of my dog and cat and left the place very clean. I would recommend his services to anyone.

Sitter available from Oct 1
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Sitter Profile Image: Shelby
Shelby

Chestertown, New York

We're looking for someone to show our pup the best care and attention.

5.0
• 4 reviews
Owner Image

We could not have been more happy with our experience having Shelby and her significant other, Marty stay in our home for 2 1/2 weeks. They took excellent care of our beloved labradoodle, Wilt and our home was in impeccable shape upon our return. Shelby sent me photos of Wilt throughout our vacation and responded to my calls and text messages in a timely fashion. It was a wonderful experience all the way around!

Sitter available from Oct 1
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Sitter Profile Image: Linda
Linda

Chestertown, New York

Trustworthy and dependable person ready to sit for you!

5.0
• 3 reviews
Owner Image

We were so glad Linda came to sit with Pepper. She agreed at the last minute to sit for us and drove a very long way to get here. She had a lot of flowers to water because of the drought here and they all looked very happy when we got home. The house was in order and Pepper was happy. I was very thankful that she didn't mind buying more food for pepper because at the last minute I realized we didn't have enough for the week. I would love to have her again.

Sitter available from Oct 1
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Sitter Profile Image: Amy
Amy

Chestertown, New York

Super experienced pet owner and home owner!

5.0
• 2 reviews
Owner Image

Amy arrived on time, left everything in very good order and was so self-sufficient as to have brought her own bedding, and was conscientious in her care for my dog. Gratitude.

Sitter available from Oct 1
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Sitter Profile Image: Rebecca
Rebecca

Chestertown, New York

Digital Nomad w/ 10+ Years House-Sitting Experience

4.89
• 47 reviews
Owner Image

Rebecca is very sweet and incredibly considerate. We had a nice long zoom call before confirming the sit and she was easy to talk to. At the time I had two kitties and one was very ill. Rebecca asked thoughtful questions and had so much experience that my stress and anxiety were alleviated; I was grateful to have found her and felt completely comfortable entrusting my kitties and little piece of paradise to her. Unfortunately my Fizzy Fitzy's health deteriorated and he didn't make it. I let Rebecca know before the sit that it would be only one kitty and that he would be adjusting to the loss of his "brother" and companion and might need more care and attention. She was so kind and again, I felt like the universe had sent me the right person. Rebecca and I got a chance to meet as we overlapped by an hour or two on day one; I was so glad to be able to see her in person and give her a hug before I left. I returned after about 10 days to a calm kitty (which was amazing given that he'd just lost his lifelong companion) and an immaculate apartment. Rebecca even washed the sheets and made the bed which was so beyond helpful and appreciated after a tiring trip. Rebecca sent me a long message on the last day letting me know what had been done and showing a walk-through of the home (she's very thorough, which I love), so I knew what I was coming home to down to the fruit in the fridge. Seriously, the place was immaculate! I know you're journeying on Rebecca but I would love to have you sit anytime. Thank you!

Sitter available from Oct 1
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Sitter Profile Image: Lee
Lee

Chestertown, New York

Let's make a care connection!

2.5
• 2 reviews
Owner Image

Lee took great care of Dexter, my house, and my plants. I’d be happy to have her sit again!

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
Annaliese
Janet and Bob were great to our pups and our home! They were our first sitters so we weren’t really sure what we were getting into, but they made it an awesome experience! 

They are coming back to stay with our dogs again in August. Definitely trust them with your fur babies!! 🐾🐶
User
Alaina
Sharon was an excellent sitter who I knew was taking great care of my two dogs while away. She walked them, was a clean guest, and sent regular pictures and updates. I’d recommend her to anyone.
User
Debra
Jennifer treated my home and furry kids like they were her own. Everything was clean and well cared for and most importantly the dogs were happy! It was their first time with a sitter and they were happy. I couldn’t have asked for a better first experience.
User
Tabitha
Such a great family! George, Larissa and their crew were a fantastic bunch. Our large senior dog got an eye infection right before we left for our trip and so we had to ask them to do some extra eye care. When it was clear that it wasn’t getting better they were willing to load up Lorax and take him to a vet appointment and then apply the prescribed ointment for the next week and a half. Definitely above and beyond care that we really appreciated!
Our house was left in great shape, our pets were super well cared for, and George and Larissa were great communicators. We have had many many sitters over the past 3 years but this was the first family. Nothing to worry about, they were terrific and we would happily have them back again. 
Thanks for taking such good care of our fury family and our home!
User
Jacqueline
If we could give 10 out of 5 stars for Candace, Brian, and Chris, we would!  They were amazing house and dog sitters for Brown Dog and Scout. They were so accommodating with our timeline and had read our welcome guide to a tee!  It was so reassuring being gone for 2 weeks and knowing our pups were in amazing hands. They sent us daily updates and pictures and it was clear the dogs were so well cared for!  They left the house very clean and even had all of our bedding and towels washed for us when we arrived home. Would absolutely recommend them for a sit and would love to have them back again any time!
User
Koni
Robyn was a great pet sitter and house sitter.  She  went way over and beyond my expectations!!!! She sent a photo of her and my dogs and they were looking at her like they were in love.  And my cats are not very friendly, but she won them over also.  I would highly recommend Robyn as a pet sitter and house sitter.  She is a very sweet lady.  I would love to have her watch my babies again and again.
User
Laura
Alexandria was by far our best sitter yet (and we've had excellent zeewoi sitters)!  She was responsible,  self sufficient and very responsive.  She took the time to come meet our dog  ahead of time and to run through the routine before our trip.  She was communicative and sent great pics of her adventures with Rupee while we were away.  She was extremely clean and followed our household routine.  And to top it al off, she left us with a homemade vegetable soup for our jet lagged return home from Europe!  Alexandria is a wonderful, kind and caring person that I am grateful to have met.  I cannot thank you enough Alexandria!
User
Allen
We initially accepted Deirdre and Jason for a long stay to look after our dogs.  We were very happy they accepted.  A few weeks later we realized we needed another sitter for another trip we had planned.  So, we posted more dates on zeewoi.  To our happy surprise,  Deirdre and Jason reached out to us saying they could also look after our dogs and home with the new dates we posted.   This made our life much easier and we were very confident to have Deirdre and Jason stay longer with us and care for our dogs.

We were definitely right!! D&J have countless experiences on zeewoi with very good reviews from all of their previous sits.  They are very experienced with all aspects of a house/pet sitting.  D&J are very self-sufficient, have the background knowledge and education of pet care, and most importantly a genuine love for all animals.  This is most important for my wife and I.  We knew from the first meeting with our pups they loved animals.  

Communication was excellent.  The process before and during our sit was stress-free for us.  We were given daily updates on our dogs including photos and videos.  Any concerns D&J had were vocalized to us.  D&J are also problem solvers and know how to react many challenging situations.  Our routine for our pets was followed immaculately and all dogs were very happy and connected with them.  Even our female dog Kinki grew close so quickly with D&J which is very rare.  We had ZERO issues while we were gone and we were able to really enjoy our trip while we were away.  The dogs definitely love being around D&J.


Homecare:  We are very pleased with the condition of our home when we returned.  It was clean, free of clutter, and exactly how we had left it for them, if not even better!  D&J even mowed our grass and took care of our yard! Our yard is not a small garden.  It is very big and takes hours to mow.  So we were very surprised and excited to know they did that for us even though it's not expected of our sitters!! They definitely went above and beyond what is expected. 

Our dogs are so very important to us.  When we know we can trust our sitters it's the best feeling in the world.  We definitely trust Deirdre and Jason with our most prized possessions and we look forward to the next sit with them in a few days!!! We can't thank them enough for giving our dogs the love and attention they deserve. 

We highly recommend Deirdre and Jason for your future sittings and you can always feel free to contact Izabela and I about D&J for additional verification from us.  They are fantastic!

Thanks so much Deirdre and Jason!

-Allen and Izabela
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
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 Chestertown, New York .
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 Chestertown, New York 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.