Dog Walkers in Middlebury, CT

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Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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1. Jennifer M.

Rover 101
Star Sitter
Just like home
Watertown, CT, 06779
4.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per walk
5 out of 5.0 stars
47 reviews
24 repeat clients
Profile image

I'm so glad we found Jennifer to walk our dog during the day! I used to be able to come home on my lunch break to take Scout out, but we recently moved to Trumbull and I'm no longer able to do this. Jennifer has been fantastic, she takes Scout for a nice walk, plays in the backyard, and gives her plenty of love and attention.

Availability updated 54 days ago
Sitter Profile Image: Priscilla W.
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Sitter Profile Image: Priscilla W.
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2. Priscilla W.

Star Sitter
Love them like they are my kids
Plymouth, CT, 06782
10.0 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
76 reviews
22 repeat clients
Profile image

Priscilla is kind and bonded with my dog instantly. This is my first time using a service like this and I can't tell you what a relief it is to know my dog is loved by her as much as I do. Highly recommend.

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Theresa T.
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Sitter Profile Image: Theresa T.
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3. Theresa T.

Rover 101
Star Sitter
Your best friend's new best friend!
Naugatuck, CT, 06770
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
134 reviews
29 repeat clients
Profile image

Theresa is AMAZING! She always goes above and beyond for my Molly and keeps in touch for each stay. I will continue to use her as long as she can! I would highly recommend her for any of your dogs needs. She is very reliable and trustworthy to stay at your home without any worries at all. Thank you so much for peace of mind Theresa! :)

Availability updated 15 days ago
Sitter Profile Image: Vera R.
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Sitter Profile Image: Vera R.
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4. Vera R.

Star Sitter
Happiness is pups
Watertown, CT, 06779
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
14 reviews
7 repeat clients
Profile image

Vera is amazing!! She's reliable and dependable. She always comes o. Time and is respectful of our place. She's great with communicating with us and kylee (our pit mix) loves her!

Availability updated 12 days ago
Sitter Profile Image: Amber B.
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Sitter Profile Image: Amber B.
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5. Amber B.

Loving Pet Care
Bethlehem, CT, 06751
7.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Amber is great! Showed up on time, actually walked my dog a good distance (thank you!) and played with her in the yard. Much appreciated!

Availability updated 2 days ago
Sitter Profile Image: Elena C.
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Sitter Profile Image: Elena C.
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6. Elena C.

Big or small I’ll walk them all ☺️
Oakville, CT, 06779
5.0 mi. away
Dog Walking
from
$18
per walk
5 out of 5.0 stars
2 reviews
2 repeat clients
Profile image

Elena is punctual, professional, and super welcoming to my very zealous and demanding Cocoa. She's great!

Availability updated 9 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Erika P.
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Sitter Profile Image: Erika P.
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7. Erika P.

Rover 101
Star Sitter
Animal lover at your service ❤️🐕🐈
Naugatuck, CT, 06770
4.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
273 reviews
102 repeat clients
Profile image

I’ve been using Erika for months now and she never fails to put a smile on my face with his Rover card and is so incredibly understanding, patient, and flexible. I sincerely don’t know what I would do without her.

Availability updated today
Sitter Profile Image: Erin D.
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Sitter Profile Image: Erin D.
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8. Erin D.

A student who loves her own dog!
Middlebury, CT, 06763
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
2 reviews
1 repeat client

Erin has been my dog sitter for a couple of years. Anyone who meets her, dogs included, will immediately notice her calm and caring demeanor. There were two occassions which Erin dog sat that might have been difficult for someone less competent. The first time, our house was in disarray from renovations. All of the furniture had been moved from the family room to the living room so the carpet could be replaced. Meanwhile, the floors in the room above the living room were also being replaced, and the workers stepped through, creating a hole in the ceiling. Erin stayed in our home: covered furniture, construction dust, and a hole in my ceiling, keeping company with my dog in a chaotic environment. Another time, right before Erin was to come over and dog sit, my dog tore her ear chasing a squirrel into a sticker bush. The vet recommended pumice powder to manage the bleeding. Erin didn't flinch at the injured ear or the additional care our dog needed that day. She sends text updates and photos while she's dogsitting. You and your dog will adore her!

Availability updated 14 days ago
Sitter Profile Image: Araya G.
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Sitter Profile Image: Araya G.
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9. Araya G.

A loving dog enthusiast!
Waterbury, CT, 06704
6.1 mi. away
Drop-In Visits, Dog Walking
from
$17
per walk
1 review

ARAYA is the sweetest, most kind hearted human. She loves her dog Knuckles and her sisters dogs. She always makes sure they have food, water , treats and lots of love! She hangs out with them outside while they get their exercise! She’s a dog lover for sure!!

Availability updated 13 days ago
Sitter Profile Image: Katie W.
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Sitter Profile Image: Katie W.
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10. Katie W.

Veterinary Nurse and Pet Lover
Watbury, CT, 06708
4.2 mi. away
Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Katie had been fantastic with our boxer puppy!

Availability updated 17 days ago
Sitter Profile Image: Keleigh L.
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Sitter Profile Image: Keleigh L.
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11. Keleigh L.

💛🐶 Fear Free certified & insured
Woodbury, CT, 06798
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per walk
5 out of 5.0 stars
39 reviews
8 repeat clients
Profile image

Keleigh is a star as always! Our dog is anxious, however, she connects really well with Keleigh and is relaxed and happy to see her. We couldn’t ask for a better match.

Availability updated 17 days ago
Sitter Profile Image: zofia d.
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Sitter Profile Image: zofia d.
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12. zofia d.

Pawsitive Pet Care & Happy Dogs!
Woodbury, CT, 06798
4.7 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
6 reviews

Zofia is an amazing dog sitter! We have never had any issues and she is always very reliable and flexible. When we leave for trips, we have full confidence in her ability to care for our dogs. She works well with both our shih tzus and chocolate lab, and addresses each of their needs.

Availability updated 5 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Ally M.
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Sitter Profile Image: Ally M.
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13. Ally M.

I’ll love your dog like my own!
Middlebury, CT, 06762
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 5.0 stars
2 reviews
1 repeat client

About: I have a dog and two cats of my own. They’re very friendly and love to be around all kinds of animals. I have had dogs all my life and know how to care for them well. I know how important it is for dogs to be active and be in the outdoors. I would love taking your dog on walks or even go hiking. I just graduated college at Clemson University and am hoping to attend veterinary school in 2026. I am back home for now and would love to help out taking care of your pets. I have dog sat before many times for friends and family and have loved every second of it. I hope to get the chance to meet even more loving pets! I just graduated from college and back home now. My schedule is very flexible as I am in the process of applying to veterinary school. I have a dog I just recently adopted that is very friendly and loves being around other dogs. She is leash trained and crate trained.

Availability updated 7 days ago
Sitter Profile Image: Laura H.
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Sitter Profile Image: Laura H.
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14. Laura H.

Love to play with dogs and cats!
Woodbury, CT, 06798
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
1 review
1 repeat client

About: I have had cats since I was a baby and had chow chow dogs since I was 13 years old. I also worked at a kennel off and on for 12.5 years. I learned a little training but not a lot. I have worked with all different breeds of dogs. I love snuggling with cats as I grew up with having them in my household. I currently work full time however, full time is 30 hours for me so it allows me to have 3 to 4 days off towards the end of the week depending on the week. We have a large back yard with a dog run and as far as my cat. He is an indoor cat and gets spoiled indoors.

Availability updated 38 days ago
Sitter Profile Image: Katie C.
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Sitter Profile Image: Katie C.
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15. Katie C.

Animal lover, Pet Sitter and Walker
Middlebury, CT, 06762
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
3 reviews
2 repeat clients

About: Ive always loved animals ever since I was little, currently I have three dogs, two cat and three leopard geckos staying at my Moms house. I go there to help take care of them. They are very nutty haha but I can handle them, so I will have no problem properly handling excited dogs. I work at Dogtopia as a Canine Coach so everything that I learned there I can apply to your pup to ensure they are safe and well cared for! I am currently a college student looking for a fun and flexible part time job! So pet sitting/walking on the side will be perfect for me! I am available basically whenever unless I have an appointment! I am back in town from school December 14th-January 10th! At your home I will be able to monitor and care for your pet in the safety of their home, as well as take them for a walk if asked! I can ensure that your pet has a fun and stimulated time when I play and interact with them!

Availability updated 68 days ago
Sitter Profile Image: Breanna T.
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Sitter Profile Image: Breanna T.
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16. Breanna T.

Look no further!
Southbury, CT, 06488
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 years of experience

About: I’ve taken care of animals for the past 5 years, both professionally and personally. I have a degree in veterinary technician which led me to a job in an animal hospital where I learned how to handle animals, administer medication, I have also worked in the kennels. I worked for a summer at New Milford animal welfare society where I worked mainly with cats. My job duties were to clean floors and cages, and most importantly play with cats! I have also worked for one couple for the past 6-8 months who own 2 cats. I’m currently working part time as a substitute paraprofessional, so I’ll have plenty of time to pet sit for your babies! My schedule is wide open Your rules, I just follow them! Let me know how you would like me to care for your pet, do they need medication? Do they need to be crated? How many times do they need to be fed and walked? I can do it all!

Availability updated 25 days ago
Sitter Profile Image: Erika S.
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Sitter Profile Image: Erika S.
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17. Erika S.

Dedicated Experienced Pet-Sitter
Naugatuck, CT, 06770
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per walk
5 out of 5.0 stars
11 reviews
4 repeat clients
Profile image

Erika is the best with Maeve! She has been walking her for a while and she’s so reliable and sweet to Maeve. She’s watched Maeve while we were out of town and kept her active the whole time, going on walks and to the dog park. I highly recommend Erika! She’s the best

Availability updated 23 days ago
Sitter Profile Image: Lucy G.
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Sitter Profile Image: Lucy G.
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18. Lucy G.

Your pets new best friend
Waterbury, CT, 06708
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
7 reviews
4 repeat clients
Profile image

Lucy was wonderful with Sparky I will definitely use her again!

Availability updated 7 months ago
Sitter Profile Image: Stephanie F.
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Sitter Profile Image: Stephanie F.
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19. Stephanie F.

Star Sitter
RN who loves to pet sit on the side
Middlebury, CT, 06762
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per walk
5 out of 5.0 stars
55 reviews
25 repeat clients
Profile image

Stephanie is excellent. She is reliable and so flexible. Our dog just loves her walks, we have such peace of mind when we leave for work. I would highly recommend her services.

Availability updated yesterday
Confirmed availability for Easter Weekend
Sitter Profile Image: Rose H.
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Sitter Profile Image: Rose H.
Verified Background Check

20. Rose H.

Tail-Wagging Good Care
Middlebury, CT, 06762
0.2 mi. away
Drop-In Visits, Dog Walking
from
$30
per walk
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Rose provides great service. My dog loves her. She is always on time and very trustworthy

Availability updated 52 days ago

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