Dog Walkers in Middlebury, CT

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Middlebury dog walkers

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: Theresa T.
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Theresa T.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
300 reviews
31 repeat clients
18 years of experience
Naugatuck, CT, 06770

Theresa has done nothing but provide the most TLC for my Zara. She's done an amazing job paying attention to her behaviors and accommodated to her wants. Zara hates the rain and wanted to turn back around before the 30 min was up. Instead of leaving, Theresa sat with Zara and gave her all the butt scratches and extra love. We will def continue to use Theresa for our old girls needs.

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Alexis W.
Sitter Profile Image: Rachael R.
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Rachael R.
from
$15
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Middlebury, CT, 06762

Rachael did a great job with my dog Harry today! He came home happy & tired so that's a good thing. He ate his dinner quite heartily too, ha, ha! I'm looking forward to having her come back again hopefully on a regular basis for walks & see if we can get some weight off Harry as he is overweight for his size right at this stage in life. Thanks so much Rachael!

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Bonnie T.
Sitter Profile Image: Hunter N.
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Hunter N.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
21 reviews
7 repeat clients
4 years of experience
Naugatuck, CT, 06770

Nala looks very happy in the photos; she had a nice long walk

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Ann B.
Sitter Profile Image: Evelyn G.
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Evelyn G.
from
$16
per walk
1 year of experience
Naugatuck, CT, 06770

About: I have taken care of pets for a long time. My neighbor had me dog sit last year for about 2 weeks and it was honestly the best experience. I have also had experience with feeding another neighbors dog once a day while they were at work. I am working part-time so I have an easily flexible schedule with nothing tying me down. I can easily stop by to play or feed the pets. I will easily follow every step that is given to me with rules and boundaries of what the pet can or can not do. I will not bend rules

Sitter Profile Image: Kailah J.
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Kailah J.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
11 reviews
6 repeat clients
3 years of experience
Waterbury, CT, 06706

Excellent walker

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Sarah L.
Sitter Profile Image: Bonnie D.
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Bonnie D.
from
$18
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Watertown, CT, 06795

About: I have several years of paid and volunteer experience with all animals, including dogs, cats, fish, chickens, rabbits, horses, and goats. Growing up, I had two dogs, one small and one medium. I also used to volunteer at a therapeutic horse-riding center for people with disabilities, where I groomed horses and cleaned their barns. I currently have two guinea pigs who are contained in cages, but are very curious, playful, and friendly with other animals. I'm an incoming Master's student who is currently working part-time this summer. I have a highly flexible schedule and short commute times, which gives me more time to care for your pets! I have spacious front and back yards where your pet can roam. I also have a doggy gate to block off the upstairs of my house if necessary, but our downstairs and upstairs are very dog-proof from years of caring for our previous pets. I live in a 3-bedroom home, providing ample room for your pet to explore and wander inside if they prefer the indoors. I also have dog bowls, leashes, toys, and food, ready for use.

Sitter Profile Image: Sarah W.
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Sarah W.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Southbury, CT, 06488

Sarah was very helpful and communicative! Followed instructions well and Molly loved her!

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Hannah L.
Sitter Profile Image: Maylynn M.
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Maylynn M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
6 reviews
5 repeat clients
4 years of experience
Waterbury, CT, 06706

She was very communicative and friendly ! My dog absolutely enjoyed her walk. Will be booking her in the future again !

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Roshica D.
Sitter Profile Image: Lindsay K.
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Lindsay K.
from
$15
per walk
4 years of experience
Woodbury, CT, 06798

About: I previously co-founded a dog training business, managing client relationships and operations, but I have since stepped away from it. Prior to that, I worked for Coaching for Paws, a renowned dog training business in northern Connecticut. I have been working with dogs for around five years and have experience with training basic obedience, dog walking, dog sitting, and overall care. I currently have most weekdays free to dedicate to your pups’ needs, which allows me to provide consistent attention, care, and companionship throughout the day. Pet care fits very naturally into my daily routine, and I genuinely enjoy spending time with animals, whether that means going on walks, playing, feeding, or simply keeping them company. Because of my flexible schedule, I am able to accommodate different care needs and maintain reliable routines for pets, helping them feel comfortable, safe, and well cared for while their owners are away. I have lots of experience with different dogs and understand the needs of dogs and owners. I am able to meet any needs or criteria.

Sitter Profile Image: Priscilla W.
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Priscilla W.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
111 reviews
26 repeat clients
45 years of experience
Plymouth, CT, 06782

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.

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Michael H.
Sitter Profile Image: Darya H.
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Darya H.
from
$18
per walk
10 years of experience
Prospect, CT, 06712

About: I’ve been around animals my whole life and genuinely love spending time with them, especially dogs and cats. I have a golden retriever and two cats of my own, so I know how important it is to have someone you truly trust caring for your pets while you’re away! I’m very reliable, patient, attentive and I honestly just enjoy being around them. I love being outside, going on walks, and making pets feel comfortable, safe, and cared for. I also have a very flexible schedule, so I’m able to give pets plenty of attention and consistency throughout the day. I’m comfortable with dogs of most sizes and energy levels, as well as cats, kittens, and puppies! Whether your pet is super energetic or more shy and relaxed, I’m happy to work with their routine and make sure they feel happy and comfortable while you’re away. I have a flexible schedule and plenty of time to care for your pets! Whether it’s a walk, a drop-in, or just some attention during the day, I’m happy to help! I don’t care for pets in my own home, but I’m very respectful and reliable when it comes to caring for pets in their own space. I always follow the owner’s instructions closely, make sure everything is secure before I leave, and give plenty of attention and care during my visit! I want your pets to feel safe and comfortable while you’re away.

Sitter Profile Image: Laura H.
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Laura H.
from
$20
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
42 years of experience
Woodbury, CT, 06798

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.

Sitter Profile Image: Elizabeth L.
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Elizabeth L.
from
$25
per walk
5.0 out of 5 stars
22 reviews
4 repeat clients
3 years of experience
Naugatuck, CT, 06770

Elizabeth is an amazing dog walker! She takes my dog on a 30 minute walk, plays with him, makes sure his water is filled, and is on time. I am so glad I found her for my dog!

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Kayla R.
Sitter Profile Image: Diana S.
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Diana S.
from
$15
per walk
14 years of experience
Naugatuck, CT, 06770

About: Since I was a kid, I’ve had Guinea pigs, birds, cats, and now the dog mom to two wonderful dogs. Let me help ease your mind during days that are a bit hectic for you. Let me know your pets routine and I will take care of the rest. I look forward to meeting you! I currently work full-time with an hour lunch. I can take care of your pet during my break, after 5pm or anytime on weekends. I will do my best to accommodate your schedule. I do my best to treat your pet as if it was my own and would like to keep the routine as normal as possible for them. Let me know if they have a favorite toy or a walking path they prefer.

Sitter Profile Image: Noel D.
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Noel D.
from
$20
per walk
20 years of experience
Naugatuck, CT, 06770

About: I have taken care of dogs all sizes and different temperaments. We have 4 cats in my home currently! I love working with animals of all kinds- I’m hoping to go back to school for my vet tech certification soon! I have a flexible schedule and am available weekdays until the sun goes down! I am also available on weekends with advance notice. Boarding requests are preferred to be made at least 5 days before the start date! I am not able to host pets at my home but I will always be respectful in yours. If you request I can help with other task during boarding stays such as plant watering, retrieving the mail, or any other small household tasks!

Sitter Profile Image: Lindsay D.
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Lindsay D.
from
$25
per walk
4.9 out of 5 stars
15 reviews
4 repeat clients
10 years of experience
Watertown, CT, 06795

She was great! Came the day before to meet me and my dog to go over everything. Very responsive and obviously caring!

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Mikaela D.
Sitter Profile Image: Vera R.
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Vera R.
from
$27
per walk
5.0 out of 5 stars
19 reviews
10 repeat clients
5 years of experience
Watertown, CT, 06779

About: I have been a dog enthusiast. I have experience with large breeds. Turtles. Rabbits. I love to walk dogs and work one on one with them. Available to help anytime especially in the VALLEY AREA ;) Have experience with large breed dogs. Especially love mastiffs. Bulldogs. And french bulldogs. Pitbulls and fast moving dogs I have 2 french bulldogs currently with a fenced yard. And access to seperate dogs. I love animals and can relate to them to ease their anxiety.

Sitter Profile Image: Anne S.
Verified Enhanced Background Check
Anne S.
from
$20
per walk
5.0 out of 5 stars
7 reviews
20 years of experience
Southbury, CT, 06488

About: I am a semi retired veterinary assistant with nearly 20 years professional experience and a passion for caring for animals. As a life long pet owner myself, I know how hard and stressful it can be to leave your pets at home. I appreciate and respect the trust that every owner puts in me when they contact me to care for their animal. I can give medications if needed, including injections. Also have worked in shelters and volunteer at rescues. I have taken care of senior dogs and cats. Feeding, walking, playing or if they have any special needs is not a problem. I have a flexible schedule and open to working with you to arrange drop in visits. Mid morning through later afternoons are open for me. If you need another time, just let me know. I'm happy to do whatever your pets need, whether they want to play, walk or just hang out. If they are a little shy and need time to get used to me is totally understandable, I will follow their cues. I will take my time to learn what they need and adapt to them. The goal is always to keep them as stress free as possible.

Sitter Profile Image: Laura S.
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Laura S.
from
$22
per walk
5.0 out of 5 stars
36 reviews
9 repeat clients
22 years of experience
Naugatuck, CT, 06770

About: Taking care of pets is not just what I do, its who I am. I truly love having doggy guests, whether it be for daycare or staying while their family travels. My dogs are practically guaranteed to send them home tired and happy. They love meeting new friends to play with. I treat my doggy guests as part of the family while they are in my care. I do cat sitting at the client's home, whether it be drop in visits or staying over. I have small farm animals and poultry experience too. I'm available to care for pets 7 days a week. I had cared for Rover clients in Monroe & Newtown, I moved to Naugatuck May 27th, 2025 I always do a meet n greet with prospective clients. I ask questions and follow instructions so the pet feels safe in their usual routine

Sitter Profile Image: Keleigh L.
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Keleigh L.
from
$35
per walk
5.0 out of 5 stars
44 reviews
9 repeat clients
8 years of experience
Middlebury, CT, 06762

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.

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Laura B.
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Over 24
pet parents in Middlebury have booked dog walking

How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per walk for dog walking in Middlebury is $22

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Middlebury average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Middlebury on Rover as of Jun 2026 was about $22 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Middlebury dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,080 dog walkers in Middlebury. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 85% of Middlebury dog walkers respond in under an hour.

Dog walkers in Middlebury have an average of 14 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Middlebury.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 2,080 dog walkers in Middlebury on Rover, so you’re sure to find the perfect match for your dog! In Middlebury, 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.