Dog Walking Middlebury

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

End
Search

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.

1 / 1
Sitter Profile Image: Rachael R.
Verified Enhanced Background Check
Rachael R.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 16 reviews
11 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!”

Profile image
Bonnie T.
Sitter Profile Image: maxine f.
Verified Enhanced Background Check
maxine f.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Naugatuck, CT, 06770

“Maxine was flexible with scheduling and was great with Willow. Thank you!!”

Profile image
Francis C.
Sitter Profile Image: Stephanie F.
Verified Background Check
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.”

Profile image
Nicole S.
Sitter Profile Image: Sarah W.
Verified Enhanced Background Check
Sarah W.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 17 reviews
4 repeat clients
20 years of experience
Southbury, CT, 06488

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

Profile image
Hannah L.
Sitter Profile Image: Kailah J.
Verified Enhanced Background Check
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”

Profile image
Sarah L.
Sitter Profile Image: Sara R.
Verified Enhanced Background Check
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!”

Profile image
Lusianna M.
Sitter Profile Image: Evelyn G.
Verified Enhanced Background Check
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 ❤️”

Profile image
Kirsten L.
Sitter Profile Image: Darya H.
Verified Enhanced Background Check
Darya H.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
• 12 reviews
4 repeat clients
10 years of experience
Prospect, CT, 06712

“Darya is always on time, always accommodating to my changing schedule as a medical professional, and always so sweet with my dog Wally. As a rescue, Wally tends to be suspicious of strangers when first meeting them. But when he first met Darya, he approached her with ease. I like to believe this is a testament to Darya’s positive aura. We are so glad we found her!”

Profile image
Breanna C.
Sitter Profile Image: Keleigh L.
Verified Background Check
Keleigh L.
from
$35
per walk
5.0 out of 5 stars
• 47 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.”

Profile image
Laura B.
Sitter Profile Image: Hunter N.
Verified Enhanced Background Check
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”

Profile image
Ann B.
Sitter Profile Image: Kaylynn G.
Verified Enhanced Background Check
Kaylynn G.
from
$25
per walk
4.8 out of 5 stars
• 6 reviews
2 repeat clients
21 years of experience
Watertown, CT, 06779

“Kaylynn is an amazing communicator. She has been very reliable.”

Profile image
Elizabeth L.
Sitter Profile Image: Anne S.
Verified Enhanced Background Check
Anne S.
from
$20
per walk
5.0 out of 5 stars
• 8 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: Priscilla W.
Verified Enhanced Background Check
Priscilla W.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 119 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.”

Profile image
Michael H.
Sitter Profile Image: Laura S.
Verified Enhanced Background Check
Laura S.
from
$25
per walk
5.0 out of 5 stars
• 39 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: Elizabeth L.
Verified Enhanced Background Check
Elizabeth L.
from
$25
per walk
5.0 out of 5 stars
• 24 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!”

Profile image
Kayla R.
Sitter Profile Image: Mair H.
Verified Enhanced Background Check
Mair H.
from
$50
per walk
5.0 out of 5 stars
• 8 reviews
40 years of experience
Woodbury, CT, 06798

About: I adore pets. I've cared for dogs/cats my entire adult life. I'm an expert in senior animal care as well as puppy/kitten care. Dignity's a must. I can't wait to meet and care for your pet! I'm currently a part-time fitness trainer/nutritionist, sculptor & writer, so I have lots of time to care for your pets. My schedule is flexible. Avail. weekdays, weekends, and holidays. While I'm caring for your pet in your home, I am attentive to their needs. I'm especially compassionate with fearful animals. Always loving & gentle.

Sitter Profile Image: Kaylee B.
Verified Enhanced Background Check
Kaylee B.
from
$30
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Watertown, CT, 06795

About: I have 2 dogs, a cat, and a turtle! They each have unique needs that I tend to in our daily lives. I am an animal lover at heart! Our pets are our family and they deserve the best care we can give them. I am here to help lend a helping hand in giving your pet the best care possible. Whether you are going away for the weekend, or need someone to check-in while you are at work. I am willing to work with all kinds of animals and breeds. I am here to help! I am currently searching for work, and have lots of time at the beginning, middle, and end of the day to help give your pets the attention they need! I’m able to house sit if you are traveling, as well as available for dog walks and check-ins as needed! My animals each have unique needs when it comes to the attention they need and their diet. I carve out time in the day to give the special attention to each animal, that they deserve. I have a special relationship with each of my animals and couldn’t imagine life without them!

Sitter Profile Image: Diana S.
Verified Enhanced Background Check
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: Roeun K.
Verified Enhanced Background Check
Roeun K.
from
$15
per walk
18 years of experience
Waterbury, CT, 06710

About: Hello I am roeun k , I love animals and find them so interesting. I believe animals should always be in great care. I have always had cats, dogs, and birds in all different sizes I am always available, I am not working right now so therefore, Whenever your pet care is in need, I am there for there ! I have a nice apartment with a friendly dog and a baby kitten and adult cat all very friendly and loveable, I gave extra leashes and a harness if needed. I have plenty of food options available.

Sitter Profile Image: Danine C.
Verified Enhanced Background Check
Danine C.
from
$20
per walk
25 years of experience
Naugatuck, CT, 06770

About: I am passionate about animals, taking care of them, loving them, especially since they are not able to communicate for themselves. Dogs are amazing creatures and full of unconditional love and being with them every day is a pure joy and doesn't feel like a job. I go above and beyond to take care of these animals, which are family. I am very loving, kind, reliable, dependable and enjoy being with dogs, petting them, being affectionate with them and taking care of them is very rewarding. This is not just a job for me, it is a passion and a joy to be with dogs of all kinds, walking with them, taking care of them, talking to them is very rewarding. Thank you very much. I’m available for pet care because pet care is my full time job and it’s my passion for the past decade and I love it I will care for them as you tell me too. I give lots of love and care and petting. Animals love to be pet continually

1 / 1
View more

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.

Profile image
Melissa T.
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
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!

Profile image
Alana C.
Dog Walking
1 / 1
Find pet care near you

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge