Personalized care for your dog or cat - Chester

Highly-rated overnight sitters - Chester

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Emily G.
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Emily G.
from
$35
per night
4.9 out of 5 stars
• 10 reviews
4 repeat clients
15 years of experience
Burlington, ME, 04417

“Emily was great! She provided detailed and frequent updates on our dogs. She was informative, friendly and very caring. She even provided grooming tips. We would use her services again and recommend her.”

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Jae S.
Sitter Profile Image: Ella W.
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Ella W.
from
$39
per night
5.0 out of 5 stars
• 49 reviews
17 repeat clients
19 years of experience
Howland, ME, 04448

“We asked for help on super short notice during a heat wave for our two pups and Ella kept them cool and happy and sent us pictures of their adventures, so we were able to have an adventure without worrying about them. She made them at home with her crew and we picked up happy dogs!”

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Kaitlyn M.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Chester

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ashley M.
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Ashley M.
from
$20
per visit
5.0 out of 5 stars
• 12 reviews
2 repeat clients
20 years of experience
Lincoln, ME, 04457

“Ashley always does a great job checking in on our pups when we are away. She makes sure they are happy and fed well. The pups absolutely love her! She is very nice and easy to work with!”

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It’s Jess
Sitter Profile Image: Jessica H.
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Jessica H.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
27 years of experience
Winn, ME, 04495

About: Trickiest part will be keeping it short. I grew up in a home with 7, high energy Dobermans. They taught me to love and make the most out of every day were given. No one is easier to please than a dog! Lol From the age of 12 to about 23, I volunteered at my local animal shelter in Calais. I learned to work with many variety of animals, all who were generally experiencing very scary times in their lives. I’ve fostered young puppies, a duo of kittens that were ‘supposed’ to never walk again. (They did). and have always owned and occasionally fostered my own high energy, life loving canines. Having always had a dog of my own, pet care, dogs & cats especially, is fairly ingrained into my daily lifestyle. I’ve found myself with more free-time that usual, and would love to offer my services to any local furbutts that may need the extra attention or excercise, any given week. Honestly, this is a very open-ended question. I feel as though the care needed for your pet differs in every situation. My dog requires a few hours of exercise a day. He’s at his happiest and most well behaved with a healthy combo of exercise, puzzle toys, and social interaction. Other dogs are happy with some attention or grooming, a ride around town, and an hour of playtime.

Sitter Profile Image: Ella W.
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Ella W.
from
$21
per visit
5.0 out of 5 stars
• 49 reviews
17 repeat clients
19 years of experience
Howland, ME, 04448

“As a first time user of Rover I don't think I could have asked for a better pet sitter. Ella was very nice and flexible. Ella always checked in if she had to switch stop in time, and gave good daily updates. I was not worried about my cats at all while away and there were no problems while I was gone.”

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Toby L.
Sitter Profile Image: Jonanthan W.
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Jonanthan W.
from
$20
per visit
40 years of experience
Mattawamkeag, ME, 04459

About: I've raised and cared for many types of pets and love them all. Cats have a special place in my heart- for the past 20 years I've always had at least one cat, and currently have 3 cats, each with their own big character!

Sitter Profile Image: Rachel Y.
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Rachel Y.
from
$9
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
10 years of experience
Dexter, ME, 04930

“Rachel provided wonderful care for our three dogs and 2 cats while we were away. She stopped by for drop-in visits and stayed for two overnights. She was very professional and continued to provide photo and written updates through the Rover app. She was attentive to the needs and individual personalities of our pets. Our pets appeared relaxed and happy under her care. We definitely recommend Rachel's services and would love to have her sit for us again!”

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Jodi W.
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Perfect for high energy dogs - Chester

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Ella W.
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Ella W.
from
$31
per day
5.0 out of 5 stars
• 49 reviews
17 repeat clients
19 years of experience
Howland, ME, 04448

“Magnum had a great time playing with other dogs and having a great yard to play in! Drop off was easy and made us comfortable leaving our baby! Thanks for the last minute booking!”

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Charles T.
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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Chester

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ashley M.
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Ashley M.
from
$20
per walk
5.0 out of 5 stars
• 12 reviews
2 repeat clients
10 years of experience
Lincoln, ME, 04457

About: I grew up with pets my whole life and love all types very much! I am home full time and have a large back yard where your pet will be able to play all they would like. We do have 5 children, a cat, a dog, and a few other aquarium pets on the property, so please keep that in mind when contacting me. We love the outdoors and your pet will get plenty of love and playtime. Open hours and huge flexibility. I have raised pets my whole life and have sat for many pets. Your pet will have lots of individual care time, a lot of play time, and will go on many walks. This is an outdoor friendly home! How does pet care fit into your daily or weekly routine? My days are flexible and we can make a schedule work well for the both of us. The pets in my home are just another part of our family. They eat when we do, hang out with us. Our dog even rides bikes with us. They are just another wonderful addition.

Sitter Profile Image: Jessica H.
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Jessica H.
from
$30
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
27 years of experience
Winn, ME, 04495

“Jessica saved us while on vacation walking our dog twice, a dog that is no fun on a leash! She was timely for her visits, sent sweet, thorough messages and truly enjoyed her interactions with our dog! Thank you, Jessica!!”

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Maureen T.
Sitter Profile Image: Ella W.
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Ella W.
from
$25
per walk
5.0 out of 5 stars
• 49 reviews
17 repeat clients
19 years of experience
Howland, ME, 04448

About: I have had many different pets since I was a child and I have always loved interacting with dogs. I love going on long walks and I will spend tons of time playing with them. I will walk them as much as possible and will work with any type of eating schedule that is needed. I have a decent sized yard and plenty of spots to take dogs on nice long walks. I am available anytime on the weekends or weekdays. I also have great experience with obedience and training dogs. I have taught dogs how to sit, lay down, roll over, stay and play dead. Your dog will be safe, happy and comfortable under my care. I am very flexible with my schedule and am willing to work with any kind of special requests that are needed. My husband, Jonny, and I both work together to have a pretty flexible schedule. We will do our best to make the times work for you! I love animals so much. Every pet has a unique personality and I can cater to their specific needs. I have had plenty of experience catering to different pets needs.

Sitter Profile Image: Jonanthan W.
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Jonanthan W.
from
$17
per walk
40 years of experience
Mattawamkeag, ME, 04459

About: I was raised with cats and dogs (and many farm animals!), and participated in 4H and FFA livestock programs. I've raised and cared for many types of pets and love them all. I've volunteered with wildlife rescue and now with my local pet shelter. I am currently self employed and have a flexible schedule. I'm available weekdays, weekends, and holidays. With three pets at home, I appreciate the need for routines and will do my best to work to your schedule. I have reliable transportation to come to your home, and will follow any routine or instructions you have for your pets in and around your home.

Sitter Profile Image: Rachel Y.
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Rachel Y.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
10 years of experience
Dexter, ME, 04930

About: I have been around animals all my life, ranging from animals like horses to birds. I have cared for elderly/injured animals before, who have needed supports walking/using the restroom/feeding. Through family and friends I’ve watched over many pets! I currently nanny for a family, which leaves me with a very flexible schedule especially during the school year!I have free hours throughout the day ,everyday! I can handle special requests for animals, private areas for walking/playing. I’d treat each animal like my own, respecting certain boundaries that there may be.

Sitter Profile Image: Dakota P.
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Dakota P.
from
$16
per walk
5 years of experience
Orono, ME, 04473

About: I have worked in 2 vet clinics, babysitting many types of animals overnight. I'm currently in college for vet and at home have 2 cats and a dog. At school I have a snake that i take care of. I have classes so there are times I'm busy during the week but as long as you message be the day before I will figure out how to get over to your pet as all pets are important to me. I am very happy to do anything needed for your pet. If they need time to warm up me I will take that time so they feel comfortable.

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Chester

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Emily G.
Verified Enhanced Background Check
Emily G.
from
$35
per night
4.9 out of 5 stars
• 10 reviews
4 repeat clients
15 years of experience
Burlington, ME, 04417

“Emily was great! She provided detailed and frequent updates on our dogs. She was informative, friendly and very caring. She even provided grooming tips. We would use her services again and recommend her.”

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Jae S.
Sitter Profile Image: Ella W.
Verified Background Check
Ella W.
from
$39
per night
5.0 out of 5 stars
• 49 reviews
17 repeat clients
19 years of experience
Howland, ME, 04448

“We asked for help on super short notice during a heat wave for our two pups and Ella kept them cool and happy and sent us pictures of their adventures, so we were able to have an adventure without worrying about them. She made them at home with her crew and we picked up happy dogs!”

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Kaitlyn M.
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1Global data from Rover (November 2025)