Pet Sitting in Chestertown

Pet 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 pet 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: Laura
Laura

Chestertown, New York

Kind and Gentle Person Who Loves Animals!

5.0
• 7 reviews
Owner Image

Laura was an outstanding pet sitter. She took excellent care of my dog and provided needed medication for him daily. She understood the directions of my greyhound's routine and followed then beautifully. He really bonded with her and he slept in her room while we were away. It was so reassuring that Laura was so comfortable with him. She texted me daily to keep me abreast of his activities. She even took him out with her for dinner one night. She was so kind that she left a monogrammed collar sleeve for him. She also left a treat for my boyfriend and I! I only wish that she lived closer to us so that we could see each other on a regular basis and my sweet dog could play with her. Laura kept our house in immaculate condition and her attention to details were really appreciated. A pet owner would be lucky to have Laura sit for their pet. Patrice

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: Vikki
Vikki

Chestertown, New York

Solo empty nester experienced w pets & properties looking for sitters and to sit

5.0
• 3 reviews
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Vicki is a great pet sitter - I highly recommend her! I've had numerous sitters and she's definitely amongst the best when it comes to communication, and attention to taking care of my Bootsie and my home. She sent both photos and videos, and was helpful in paying attention to what Bootsie was and wasn't eating and drinking (he's been persnickety lately) and letting me know. She works remote so it was also great knowing that Bootsie was getting more time with someone in the house than you'd normally expect. Additionally, Vicki was understanding and helpful when I had to ask her a favor to do two personal things for me, things I'd normally never ask of a sitter. I trusted her right away, in part because I know she is a pet parent herself, as well as a sitter. I returned to find my home clean and my kittykins contented. Would love to have Vicki back again if she ever wants to spend more time in Boston!

Sitter available from Oct 1
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Sitter Profile Image: Haley
Haley

Chestertown, New York

Dog & cat lover equally, clean, reliable, uniquely experienced

5.0
• 3 reviews
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Haley watched our home and pets several times this summer and we were so glad to have her! She kept amazing care of all of the animals and would update us with sweet pictures of them being happy 😊. I had several miscommunications on my side that she was able to troubleshoot and problem solve. She was attentive to the animal's needs and respectful of our home. We would use her again for sure!

Sitter available from Oct 1
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Sitter Profile Image: Sara
Sara

Chestertown, New York

I would love to take care of your pets while I work from home!

5.0
• 2 reviews
Owner Image

Sarah was a great sitter! I highly recommend her.

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: Dave
Dave

Chestertown, New York

Retired teacher is ready to care for your home and your pets while you’re away

4.44
• 9 reviews
Owner Image

Dave was so great and easy to coordinate with! He was willing to come by a day early to meet us and the dogs. He was very respectful of our place and left no mess behind. He even left a very kind thank you card. He sent pictures of the dogs out on a walk and communicate often. We will definitely have Dave back anytime!

Sitter available from Oct 1
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Reviews from Pet 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
Hannah
Tina was a fantastic house/pet sitter for my cat Trixie - I can’t recommend her enough! She was very communicative and also self sufficient and I felt completely at peace with Trixie in her care. She took it upon herself to water my plants and also trimmed Trixie’s nails, which I always struggle with! She provided perfect company for Trixie, playing with her, brushing her, loving her and giving her daily medicine. She also left my apartment in perfect condition. I would gladly have Tina pet sit again. A 10/10 experience.
User
Jennifer
Natalie and Christian were dream pet sitters while we were out of the country for 2.5 weeks. From start to finish, they were reliable and professional, with excellent communication. They had took great care of our dog and chickens and left the house and car in great shape. Plus, they’re just a really sweet young couple. We’d highly recommend them as house sitters.
User
Ann
This was the 3rd time that Jill sat for us. That says it all but please read our previous reviews. They all stand and Jill is one of the best and most reliable and loving pet sitters we’ve ever had. If you have a chance to have her in your home and caring for your pets, you will be absolutely delighted. We love her.
User
Kristina and Doug
Hanna did an excellent job sitting Molly, Eddie, Jasper, and Miley. She communicated well, took notes on our initial meet and greet. She went out of her way to help us get the dogs to a kennel when we experienced a family emergency  and could not extend her sit due to work commitments. The dogs loved her and the shy kitties came out of greet her mid stay. She left our home immaculate and well cared for. She is truly a winning pet sitter in our eyes! We hope she can come again sometime.
User
Samantha and Dan
Kelly and Chris are lovely people and we loved having them at the house! They were very engaged from the start, asking questions and wanting to know all the details on our pets. We were completely comfortable going away and didn’t worry during our trip knowing our kiddos were in such great hands. K & C gave us pics & updates as requested, and we loved seeing our pets have such a good time with them! They left the house in as good or better shake as it was found, laundering and folding linens and tidying up so well we could hardly tell they stayed here! They were communicative before the sit, during, and after. Kelly and Chris were the ideal sitters in every way. We’d welcome them back anytime and highly recommend them to others. Thanks you two!
User
Suzanne
Initially, I was very nervous about finding my very first in-home pet sitter who could provide the level of care and attention our 3 beloved fur-kids required. 

From the moment Emily and Johnny stepped into our home, I knew they were going to be in good hands. Their gentle demeanor and genuine love for animals instantly put our dogs Gypsy & Johnny at ease. Emily and Johnny took the time to understand our pets’ unique personalities and preferences, ensuring that their every need would be met.

During our absence, Emily provided us with regular updates and adorable photos. Their detailed communication gave me peace of mind, knowing that my fur babies were in the best possible hands. 
Upon our return, we were greeted by a happy and contented gang, who clearly had enjoyed their time with Emily and Johnny.

Emily and Johnny are more than just pet sitters; they are true companions to our furry family. Their exceptional care, genuine love for animals, and unwavering dedication have earned them a permanent spot in our hearts. 

Without hesitation, we give Emily and Johnny a 5-star rating and highly recommend their services to anyone seeking trustworthy and loving caregivers for their beloved pets.

THANK YOU Emily and Johnny!!! <3
User
John
Kyle was a great house sitter and pet sitter for us. We had a good dialogue prior to him sitting for us, and we also did a short walkthrough the week before. Kyle formed a great bond with our dog Charlie and also took good care of our rabbit Poppy. A couple of minor issues came up with systems in our home due to an unexpected power outage, and Kyle was quick to connect with us and then was able to work 1:1 with the service providers to resolve the issues. We look forward to working with Kyle again.
User
Caitlin
This was my first time using house sitters and Shanen and Ryan were wonderful. She sent me pictures of Calla and game me updates on Calla’s activities. She would be welcome to pet sit for me anytime!
User
Dean
5 stars? Minimum, seriously, Tyler exceeded our expectations and we are DEMANDING when it comes to caring for our 4 pups!  Fortunate to meet Tyler in person about a month prior, instant rapport, and she was basically born surrounded by animals.

Professional high energy, and enthusiastic love for animals!  We asked Tyler "Why the heck would you drive 1.5 hours from Nashville to hang in our small town?" Tyler replied "Have had animals all my life, current Nashville location cannot, I need my animal fix!"

Tyler arrived the evening prior to our departure, met our 4 dogs, the eldest is special needs with bad hips, the youngest a wild child 2 year old husky, and in the 15 years of having family or friends assist with our pup sitting, this is the most positive and enthusiastic our dogs have been to anyone outside our home. It was an instant love affair.

Our dogs are so spoiled with mom & dad working from home, nearly 24/7 attachment, they typically become depressed, despondent, ornery, you name it, even if we go out for 2-3 hours.   The 3 instances where we did an overnight trip or the like, they acted as if we had abandoned!

When we came home after 3 nights away (was going to be 5 but business cut our first vacation in 10 years short), when we walked in the 4 of them looked up as if to say "Oh your home how nice" and were content as if we had never left. That is a FIRST in 15 years.

Not only did Tyler provide us with updates, photos, messages, etc. she organized (we did not require nor ask) our complete chaos of a large kitchen drawers, pots pans, you name it, it was the most organized we have been in a LONG time. 

Our eldest handicapped Husky, usually has accidents in the house at least once a day.  The youngest 2 year old loves to chew up the carpet, toys, bedding. Under Tyler's watch, no accident, no chewing, and total happiness from a new affectionate friend!

This was our VERY FIRST Trusted House/Pet sitter foray, and Tyler far exceeded or expectations, and set a standard that will be difficult for others to follow.  Allowing a total stranger to watch your beloved pets and home is a serious undertaking, and Trusted House/Pet provided us with  a rock star.

Family and friends alike joke how we are over the top with our dogs, and Tyler did not bat an eye, and provided a seamless transition of puppy affection and well being.

This review may seem over the top to some, all I can say is this is 100% true to life, and other Home/Pet owners are welcome to reach out to us for further referral.

Those who are able to work with Tyler depending on her work/travel schedule would be well served to invite her without hesitation.

Tyler, THANK YOU for allowing us to enjoy a few nights for the first time in a decade!

Dean & Diana Smith
User
Laurie
Debra was a Great pet and house sitter !!  She communicated well throughout our long trip and sent us frequent pictures of all of our pets. She watered our plants and brought in all the mail. Our home was immaculate when we arrived home and the dogs and cat were super happy !!  I would recommend Debra as a wonderful, responsible and reliable pet and house sitter !

House Sitting FAQs

Pet sitters on Zeewoi offer pet sitting free of charge.

The main reasons pet sitters join Zeewoi are:
- They can't have their own pet 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 pet on Zeewoi.

As of Aug 2024, there are 1,387 pet 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 pet safety.

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

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