Pet Sitters in Chestertown

Book a free, trustworthy, top rated sitter near you now! There are 2826 pet sitters near Chestertown, Maryland.

When do you need a pet sitter?
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Sitter Profile Image: Cindy
Cindy

Providing Pet Sitting in the Chestertown, Maryland

40+ Five-Star pet sits; Columbia University faculty (teaching remotely)

5.0
• 57 reviews
Owner Image

It was a pleasure to have Cindy care for my cat Stella while I was away on an unexpected last-minute trip. Cindy sent frequent updates and photos, which provided a great comfort to me since I had only been home from a long trip 3 days before suddenly having to leave again. Stella seemed quite comfortable with Cindy's company! I returned home to a relaxed kitty and tidy apartment. Thank you, Cindy!

Sitter available from Oct 1
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Sitter Profile Image: Shauna
Shauna

Providing Pet Sitting in the Chestertown, Maryland

Non-smoking medical professional

5.0
• 48 reviews
Owner Image

Shauna was a wonderful house and pet sitter. I got occasional photos of Buzzi (the cat) -- enough for me to see that Buzzi was very happy. Periodic updates from Shauna revealed no problems. The house looks great; now I just have to keep it that neat and clean.

Sitter available from Oct 1
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Sitter Profile Image: Elena
Elena

Providing Pet Sitting in the Chestertown, Maryland

Quiet, reliable and responsible cat (and small dog) lady

5.0
• 47 reviews
Owner Image

This was our first time using a Trusted Sitter, and I'm so grateful Elena chose to stay with our precious pup. He's a senior dog that requires a little extra attention, and Elena was so kind and caring with him. From our very first zoom call to get to know one another, I knew Elena would be a great fit. She was very organized, told us what she needed to know, and was very flexible when our dates changed a bit. Elena sent several pictures of Beamer every day. My kids eagerly awaited to see what their brother was up to while we were away. He looked so happy in all of his pictures. She took him for walks and gave him plenty of cuddle time. Elena also took such great care of our home. We arrived back to a spotless house! Our experience with Elena was more than I could have hoped for using Trusted Sitter. It was like having an old friend stay over. I highly recommend Elena, and hope she will be available to stay the next time we go on vacation!

Sitter available from Oct 1
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Sitter Profile Image: Jasmine
Jasmine

Providing Pet Sitting in the Chestertown, Maryland

Nature Lover.Artist.Meditator.Traveling Mama.Island Girl. Cat and Dog Whisperer

5.0
• 34 reviews
Owner Image

I've lost track of the number of times Jasmine has house sit for us. As always she is reliable and responsive. I know my house and pets are in good hands with her. She is a great communicator. We came home to a clean house and happy kitties. I highly recommend her!

Sitter available from Oct 1
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Sitter Profile Image: Monica
Monica

Providing Pet Sitting in the Chestertown, Maryland

Non-smoking remote worker eager to love your pets as my own!

5.0
• 32 reviews
Owner Image

Monica was an outstanding house sitter. She communicated well, took very good car of our cat, and was very gracious after a falling tree limb took out the internet. We would definitely invite her to sit again.

Sitter available from Oct 1
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Sitter Profile Image: Tammy A
Tammy A

Providing Pet Sitting in the Chestertown, Maryland

Wanna-be dog mama wants to pamper your pup(s!)

5.0
• 28 reviews
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This is Tammy’s second time here . The house is so neat and clean when we get home/ cleaner than when we left . Piper and Willow are hoping she comes back again !

Sitter available from Oct 1
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Sitter Profile Image: Duha
Duha

Providing Pet Sitting in the Chestertown, Maryland

I’m either fighting crime or with animals in my downtime <3

5.0
• 27 reviews
Owner Image

We loved having Duha sit for us. Communication was excellent and she needed little guidance after the initial walk-through. Both cats took to her immediately and really missed her when we returned. Duha even navigated some contract work outside the house when workers that we had been waiting on showed up unexpectedly. All in all, we had a great experience and would love to have Duha back any time.

Sitter available from Oct 1
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Sitter Profile Image: Kristiana
Kristiana

Providing Pet Sitting in the Chestertown, Maryland

Reliable, experienced, well-traveled petsitters, who hope to meet your pet next!

5.0
• 25 reviews
Owner Image

There are multiple reasons why Kris & Shaun have dozens of five star reviews on the zeewoi website! They are top notch in every category, from superb pet care to communications to reliability. They asked all the right questions and followed all instructions to a tee. They are SIMPLY THE BEST! When I returned from my nearly 3 week overseas trip, I came home to two very happy dogs who were happy to see me, yes, but immediately jumped back into Kris & Shaun’s laps for continued pets and snuggles. It was obvious my girls adored them, and I sensed Kris & Shaun had formed a bond with them as well, as their good-byes were heartfelt. Thank goodness Kris & Shaun will be returning in a few weeks for a repeat sit. This is the highest compliment/review we can give to each other! See you soon!

Sitter available from Oct 1
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Sitter Profile Image: Sharon
Sharon

Providing Pet Sitting in the Chestertown, Maryland

Ms. Dr. Doolittle

4.86
• 49 reviews
Owner Image

Sharon took great care of our two dogs! She sent pictures and updates frequently. The house was kept neat and clean and all of the plants were taken care. 5 stars.

Sitter available from Oct 1
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Sitter Profile Image: Abigail
Abigail

Providing Pet Sitting in the Chestertown, Maryland

Reliable and trustworthy pet lovers

4.66
• 29 reviews
Owner Image

Abby and Matt were so easy to work with and we immediately felt comfortable with them in our home and with our beloved fur babies. They were communicative and clear leading up to the visit. They stopped by our place the evening before the sit started to meet our pets and get the lay of the land. During the visit, they sent just the right amount of updates and photos to give us peace of mind. We returned to a clean home and happy pets and plants. Abby even agreed to change my hummingbird food a couple of times to keep our feathered friends happy and safe. I’d recommend them for anyone looking for friendly, responsible pet sitters.

Sitter available from Oct 1
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Good to know - paid pet sitters alternative in Chestertown, Maryland

This information showed based on local pet sitter providers and businesses in Chestertown, Maryland

Zeewoi price

From $0/day

7 days Zeewoi cost

From $0

Average price

$60/day

Cheap price

$25/day

7 days cost

$501

Additional pet rate

+$30

Puppy rate

$86/day

Holiday rate

$89/day

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
Andrea
We feel like we’ve won the pet and house sitter lotto with Scott. 
Most importantly, he’s taken great care of our much loved little dog, giving him a lot of care, affection and attention.
He paid close attention when Tingsha began scratching (allergy to an insect bite) which needed vet care, with great communication with us. 
He even took Tingsha to his agility school class each week (great fun had by all) and to get a groom. We’ve come home to a contented and very happy dog. 
The house is spotless, cleaner than we left it, with fresh flowers and the bed all made up. Perfect! 
We had regular contact with Scott all through our five week trip and being “fellow travellers” (in all senses) enjoyed sharing lots of local travel tips and experiences as we each visited new parts of the world. 
We were happy to lend Scott our car and he’s been great with it, super responsible. 
Scott is a really terrific guy and a fabulous journalist and story teller (you must listen to his podcast about his travels, it’s a cracker). 
In sharing our home and trusting our beloved dog with him, we feel like we’ve made a new friend along the way. 
We recommend Scott without any hesitation and thank him for a wonderful experience, we’d love him to come back and see us, anytime. Thanks a bunch!
User
Marlynn
Angie and Joe were fabulous pet/house sitters and overall people! Angie sent daily updates with photos. Really appreciate the extra effort they put into watering the grass and garden.  The house was exactly the same as when I left (including sheets/towel washed, beds made, frig cleaned, dishes put away and trash taken out...). Pretty sure Mia was looking for them the next day as she ran to the guest bedroom.  Already scheduled a second sit!  If you're lucky enough to land them as pet sitter then you're lucky.
User
Ericka
Leah was an excellent pet sitter and take care of our home when we were on vacation.
Our dogs were sad when she left.
She even made us some delicious tacos when we got home from the airport!
We highly recommend 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
Chris
Great pet care. The house was clean and tidy. The sitters had great communication. Would recommend again!
User
Evelyn & Jeff
Carolina was a fantastic Pet sitter. From the beginning, it was straightforward to communicate with her. She met us before we left our trip and ensured she understood all the house and pet logistics. Luna and Cal were very comfortable with her and were best friends with her fast. She was very affectionate with them, and Luna and Cal loved her and were very happy with her. Carolina was very responsive and sent updates. She was really lovely and easy to communicate with. She was very respectful of our space and very tidy. She even washed the sheets and towels she used even when she didn’t need to. She put a lot of care into caring for Luna and Cal, and they looked very comfortable with her. Having Carolina as a pet sitter made our trip very easy, knowing our pets were cared for so well. We would love to have her back to sit for us again and highly recommend her.
User
Kellie
Laura was amazing with communication from the very beginning. She sent updates of photos and videos without even being told or asked to do so. She was watching our cat and treated her like her own. Laura was also very responsive when we were trying to find a sitter for our dates and answered any and all questions we had about her experience with pets and house sitting. I would recommend her to anyone! :) and hope we can have her house sit again for us.
User
Valerie + Jon
Judith was one of the most considerate, trustworthy sitters we've ever had. We had to leave in a rush for a family emergency and really didn't have time to prepare the house as we usually do, but Judith took all in stride, leaving the apartment spotless. She sent photos of Baby Boo and Janet on arrival, putting us immediately at ease because it was so obvious the cats were completely comfortable, zero stress, allowing us to relax that they were in such good hands. She sent photos and video every day, which delighted us, confident that they were getting next level care. Judith would take care of anyone's home and pets with as much care as she did at ours, and we highly recommend. Hope she can come back!!
User
Sally Ann
Neil and Anne have just sat for us for a second time, for a week. They are outstanding sitters in every way. Always punctual with communication and arrival. They both have responsible jobs and this is evident as they are both very organised. They care very much about the animals they look after. We were regularly sent updates, pictures and video clips of them, which is great to see when you are away. When we came home we were greeted by happy pets and an immaculately tidy house. We cannot recommend Neil and Anne enough. As far as we are concerned they are perfect housesitters! …...Hopefully they will come back and sit again soon!
User
Nicky
Shella was a great house sitter and I had no concerns leaving her in charge when we went away.  She kept in touch while we were away and we returned to happy pets and a tidy house.  What more can you ask?!  I would be more than happy to welcome Shella back to house sit another time.

Pet Sitting FAQs

From $25/day to $100/day for the cat sitting and from $50 to $150 for the dog, additional rates include from 50% to 100% per additional pet, cheap rates are 40$ for the cat sitting and $120 for the dog sitting. On Zeewoi you can find a pet sitter who will not charge you anything for keeping your pets at home.

Yes, you can find a home pet sitter to stay in your house with your pet overnight and provide 24/7 care for your pets. You can include in your listing time the advisable timeframe that the pet sitter should adhere to and not leave your pet alone in the house. Usually, it's not to leave the pet alone for more than 4 hours.

The pet sitter for the cat should visit at least once a day. For the dogs, the pet sitter should visit at least three times per day, the best solution is if the sitter stays overnight and watches your pets all the time.

Look at the pet sitter with a high rating, and many previous bookings with good reviews, ask the sitter to make a meet and meet before confirming the booking online or in-person, and reach out to the pet owners where the sitter stayed before asking about reference.

Common red flags in pet sitters are bad reviews from previous pet owners, a high cancellation rate after approval, a sitter who doesn't have a background check, a sitter who refuses to meet and greet in person or online, and a sitter who wants to make bookings outside of the platform.

Yes, it is safe to hire a pet sitter it's still advisable to see if the sitter has a background check, good reviews, and past bookings and make a meet and greet before confirmation in this way you can reduce risk to the minimum.

Yes, pet sitters stay all day in your house and also they stay overnight, the sitter can leave your home for up to 4 hours or for a different time that you can discuss during the meet and greet.