Dog Walking Middlebury

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

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Over 22
pet parents in Middlebury have booked dog walking

Middlebury, Find top rated dog walking

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: Rachael R.
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Rachael R.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
12 reviews
6 repeat clients
20 years of experience
Middlebury, CT, 06762

Rachael was incredible! Super flexible, always on time, and knew how to care for our dogs. It’s hard to find someone willing to care for our big babies but she rose up to the challenge. She is always super detailed in how the walks go and keeps us informed about anything that we should know about. We highly recommend Rachael, super polite and responds super quick! Our dogs absolutely loved her, we will definitely be booking again when we need a dog walker. Thank you Rachael!

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Chasidy R.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
14 reviews
3 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: Zarah F.
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Zarah F.
Star Sitter
from
$35
per walk
4.9 out of 5 stars
189 reviews
103 repeat clients
17 years of experience
Southbury, CT, 06488

Zarah is so wonderful and caring! A true dog lover—perhaps dog whisperer—she communicates so well with our rescue Amstaff Aussie Cattle mix who can be stubborn. Hopper is very comfortable with Zarah and looks forward to spending time her. Thank you Rover for bringing Zarah to us!! And thank you Zarah for all that you do!!

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Adam B.
Sitter Profile Image: Evelyn G.
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Evelyn G.
from
$16
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
1 year of experience
Naugatuck, CT, 06770

I can tell she truly loves animals. Xander usually barks at strangers but he was very calm with her. It was a very smooth experience with her and I will definitely be using her services again. Thank you so much ❤️

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Kirsten L.
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

Great walker. Showed up on time and was great with Rosie

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Sarah L.
Sitter Profile Image: Alexa F.
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Alexa F.
from
$15
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
3 years of experience
Bethlehem, CT, 06751

About: Hi! I’m Nicole, a 27-year-old animal lover with hands-on experience caring for both dogs and cats. I’m confident in providing attentive, reliable care tailored to each pet’s needs. I’m friendly, patient, and genuinely enjoy spending time playing, walking, and bonding with animals. I look forward to meeting you and giving your pet the care and attention they deserve! I am normally available Wednesday and weekends, For more descriptions and availability check my profile information, can’t wait to meet your family! ! ! I am currently available on Wednesdays, Saturdays, and Sundays only, and I make sure to dedicate focused, quality time to each pet during those days. At the moment, I don’t offer care in my own home since I have multiple pets. However, I’m happy to provide care in your home or take your dog out for walks. I make sure pets feel comfortable in their familiar environment while sticking to their usual routine.

Sitter Profile Image: Roderick M.
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Roderick M.
from
$10
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Bristol, CT, 06010

Roger was absolutely amazing with my dog! I have a Siberian Husky who can be a LOT to handle, and Roger walked him for a full week and handled him perfectly. He was reliable, patient, and I felt completely comfortable knowing my pup was in good hands. I would 100% hire Roger again and highly recommend him to anyone looking for someone trustworthy and great with dogs! 🐾❤️

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Kate B.
Sitter Profile Image: Darya H.
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Darya H.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Prospect, CT, 06712

Darya was amazing! Kept in touch and sent lots of pictures! I will definitely be using her again 😊

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Jaime W.
Sitter Profile Image: Kejda K.
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Kejda K.
from
$20
per walk
5.0 out of 5 stars
1 review
1 repeat client
5 years of experience
Meriden, CT, 06451

About: Hi everyone. I am new to Rover as a sitter but I’ve taken care of different types of dog breeds for 5 years! Dogs are considered to be humans best friends and I treat them like they’re mine! I provide comfort and care and help each dog with anything they may need, ranging from love, to energy and any special need care the owner may have! I alter my care depending on each need to each individual dog! I am comfortable around all dogs. While also having a job as an engineer, I try to make time for my animals even if that means leaving work and coming home to make sure they have everything they need! I also have days off that need to be filled with more joy and more animals! With a lot of free time, I can make sure your fur baby is never alone and bored! I’m also new on rover as a sitter and I’m super excited to start meeting new pets! I have 2 mini golden doodle puppy one named Tobi and one named Rylee. They are as playful and energetic as they can be. I provide them with attention and energy anytime they need/ want and they control my whole world! This would be no different than taking care of your pets too! Every pet deserves love so I will provide that level of comfortability! I adapt to your pets as if they are my own.

Sitter Profile Image: Priscilla W.
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Priscilla W.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
118 reviews
30 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: KELLY G.
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KELLY G.
from
$22
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
30 years of experience
Meriden, CT, 06450

Thanks for all you do!

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Christopher J.
Sitter Profile Image: Sara R.
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Sara R.
from
$18
per walk
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Prospect, CT, 06712

Sara was awesome!! She came literally with an hour notice and my dog enjoyed her walk with her. Definitely recommend & will book again in the future. Thank you!

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Lusianna M.
Sitter Profile Image: Rachel O.
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Rachel O.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
57 reviews
26 repeat clients
20 years of experience
Bethel, CT, 06801

Rachel is terrific. I have a difficult dog, and it takes patience, time and confidence to get him to trust a new human. Rachel took the time needed and won him over.

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Laura D.
Sitter Profile Image: Jalirakay V.
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Jalirakay V.
from
$20
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
9 years of experience
Hill, New Haven, CT, 06519

About: I have experience caring for a variety of pets, including dogs and cats. My responsibilities have included feeding, providing fresh water, walking dogs, cleaning litter boxes and living areas, administering medications when needed, and ensuring pets receive plenty of exercise, attention, and affection. I am attentive to each pet's individual needs and prioritize their safety, comfort, and well-being. I am reliable, patient, and committed to providing loving, responsible care while owners are away. I’m currently unemployed while my children are in daycare and after school programs. Outside of appointments I’m free spending time with my cats and my females kittens I currently have 2 black cats. My female whom I rescued recently was pregnant and had 6 babies(3 weeks old) I’ve also had dogs and cats in my past. I love animals. My home is clean and organized.

Sitter Profile Image: Hunter N.
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Hunter N.
from
$25
per walk
5.0 out of 5 stars
26 reviews
8 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: Carmela S.
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Carmela S.
from
$25
per walk
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Seymour, CT, 06483

About: I've grew up with dogs and have been responsible for taking care of them, including feeding, walking/running & playing/taking outside, bathing, and more. I have experience giving older dogs medicine, both orally and injections (especially insulin for diabetic dogs). One of my dogs developed hip dysplasia and cancer at her older age, so I am experienced with caring for senior dogs in need of extra attention. Additionally, I often pet sit for family and friends and am trusted to ensure not only their basic needs are met (clean water, food, bathroom breaks/walks), but also they receive attention and affection while their owners are away. I'm currently home for the summer as a college student and I'm unable to get a job with a set schedule because I have surgery coming up which takes a huge chunk out of my summer but I'm available for the entirety of June and first week of July. I can basically be free whenever needed, weekdays and weekends! Since I have cats at my house, I don't care for client's pets in my own home to minimize conflict. In clients homes I follow whatever rules laid out for their animals, ensuring they're fed at the proper intervals, always have clean water (and litter boxes if used). If applicable, I like to go outside with the pets to play with them and make sure they get needed stimulation. I take them on walks (and of course clean up after them), and runs when applicable. I also like to make sure the animals get lots affection (as long as approved by their owners) to make sure they're not lonely while away!

Sitter Profile Image: Keleigh L.
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Keleigh L.
from
$35
per walk
5.0 out of 5 stars
46 reviews
10 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.
Sitter Profile Image: Yvonne D.
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Yvonne D.
from
$25
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
southbury, CT, 06488

About: Hi! I enjoy meeting, engaging with, and caring for family pets and have experience with all breeds of dogs and cats at all age ranges. I am available for ongoing long-term set schedules as well as flexible schedules for pet sitting. My schedule allows me to check in morning, midday, and/or late afternoons/evenings. I do not presently render services at my home, but I do not mind crating your dog at your home and enjoying many walks and hikes nearby.

Sitter Profile Image: Mckenzie P.
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Mckenzie P.
from
$18
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
4 years of experience
Southington, CT, 06479

McKenzie took such great care of our pup! Thanks again, we will be rebooking again

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Christina C.
Sitter Profile Image: Stephanie F.
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Stephanie F.
from
$30
per walk
5.0 out of 5 stars
67 reviews
29 repeat clients
35 years of experience
Middlebury, CT, 06762

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.

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Nicole S.
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The median cost per walk for dog walking in Middlebury is $24

Dog parents share their Rover experiences - Middlebury

1 / 1
5.0 out of 5 stars

Rachel has been great with my dog Hazel. She is great at communicating and letting me know the little details of the visit beyond just the path and basic report. I feel confident that my dog is in good hands while I am at work.

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Melissa T.
Dog Walking
5.0 out of 5 stars

I booked last minute and Rachel arrived on time and my dogs really enjoyed their walk! Would book again!

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Alana C.
Dog Walking
5.0 out of 5 stars

Rachael was incredible! Super flexible, always on time, and knew how to care for our dogs. It’s hard to find someone willing to care for our big babies but she rose up to the challenge. She is always super detailed in how the walks go and keeps us informed about anything that we should know about. We highly recommend Rachael, super polite and responds super quick! Our dogs absolutely loved her, we will definitely be booking again when we need a dog walker. Thank you Rachael!

Profile image
Chasidy R.
Dog Walking
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog walking - Middlebury

Select a filter and find qualifying sitters offering dog walking.

Sitters in Middlebury average 3
repeat dog walking clients

FAQs for Dog Walking - Middlebury

Frequently asked questions about Rover

The average cost for Dog Walking in Middlebury on Rover is $19.98 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of September 2026, there are 2,859 sitters on Rover offering Dog Walking across Middlebury. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Middlebury. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Middlebury.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Middlebury. On Rover:

  • 92% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 98% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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