Dog Walking Middlebury
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 27 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.
“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!”
“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!”
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
“Highly recommend! Samantha is always on time, dependable, and keeps me updated throughout the visit. Most importantly she is kind and caring with my dog, which gives me great peace of mind. I’m very happy with her service.”
“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!!”
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.
“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 ❤️”
About: Hi there! My name is Liliana Meleshkewich and I have had experience with all kinds of pets starting from when I was really young. Currently I own a dog, cat, lizard, and snake so I don’t shy away from any kind of animal. I have dog sat in the past and have cared for many different breeds of dogs. I have always loved spending time with dogs and any other kind of animal. I also am very active and would love to go on a run or hike with your dog. I would love the opportunity to get to know you and your dog and to help out when needed! Thank you so much for considering me and please don’t hesitate to reach out with any questions you may have! I’m currently working Tuesdays-Saturdays starting at 1, so morning care I have available! Mondays and Sundays are free. My schedule is flexible and I’m able to adjust when needed if discussed beforehand. I have the ability to travel to you when needed and can easily crate your dog if needed as well. I am experienced in leashing dogs as well.
About: What sets me apart is my experience with large breeds and special skills in puppy training and senior dog care. I ensure all dogs receive the appropriate care, love, and attention they need. As a part-time remote worker, I have the flexibility to integrate pet care seamlessly into my routine. This allows me to provide attentive, consistent care throughout the day, ensuring your pets are happy and well-cared for. Safety, trust, and a nurturing environment are my priorities. In my home, I provide a secure, pet-friendly space. In clients' homes, I maintain their routines and ensure a safe, familiar setting, always prioritizing their well-being.
About: I grew up with as many as 5 cats and two dogs at a time. I am familiar with caring for most pets including rodents and fish. I work from home so taking a break to walk or feed pets is not an issue. There is even some extra time to give them some attention too! My dog has free roaming permission in the backyard and we also have a cage for large dogs available. For visiting dogs we walk them on a leash since they are not familiar with the area.
About: I have had pets since I was a baby. I had two rabbits who I took care of during my childhood, such as feeding and brushing. When I was around 10 years old we adopted my current dog, who I walk and play with frequently. My family often petsits other animals as well, mostly dogs. I have helped with catering to these dogs needs since I was 9 and have always loved getting the opportunity to take care of them! These experiences have taught me the responsibility necessary to actually take care of animals. I am available to pet sit the entire week except on Mondays. I am a very flexible person and do not mind cancellations or late notices. I have a large yard my dog loves to play in, along with The Canal Trail as a 2 minute walk away from my house. I often take toys from our large toy box to go out into the yard and play with him.
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.
About: Growing up, I had a Lab and then a Boxer and two cats. I've also helped my aunt at the doggie daycare she runs out of her home where she often has more than 10 dogs at a time. Everything from a Great Pyrenees to German Shepherds to Doodles to Yorkies. And it's always so much fun! The care I'll give your pets will really depend on them and their needs. There's a very large unfenced grass area behind my apartment building that would be perfect for walks or play. And there are multiple parks in the area too we could explore. At yours, I'd keep whatever their normal routine is. Whether that's taking walks, throwing the ball or just sitting and chilling and scratching butts. Their butts of course! There's a very large unfenced grass area behind my apartment building that would be perfect for walks or for play. And there are multiple parks in the area too. At yours, it depends what you need. We could take walks, throw the ball or just sit and chill and scratch butts. Their butts of course!
About: I've been taking care of dogs since I was 8 years old and got my very first dog. I love all types of dogs, I can even handle aggressive dogs with ease! I always love to spend my free time with animals. Any availability I have is used to to go towards my pets and hopefully yours! I never let animals I don't know very well be off leash outside without my supervision, it is dangerous to me to be careless like that. I never take it too fast and id love to scedule a meet and greet.
“Raeven is soooo good with my fur baby Rocky. She has a calmness with Rocky and also gives great tips and advice to make my dog’s walking experience even better. I’m so grateful for her.”
About: I’ve cared for many different animals throughout my life, including mammals, birds, reptiles/amphibians, exotics, farm animals, and wildlife. I’ve cared for pets of friends and family. I have experience with overnight sitting in the pet’s home. I also have experience caring for senior and special needs animals. I spent 6 months as a volunteer at a vet clinic assisting with exams and surgical procedures, and I am currently exploring career paths in animal sciences and wildlife rehabilitation. I have lots of availability to care for your fur babies! I work part-time as a waitress while exploring different careers in the field of animal behavior and sciences. I have the flexibility to accommodate to your schedule and needs. I can be available on most weekends and holidays. I also accept same-day bookings. I prefer to care for animals in their own home where they feel most comfortable. As well as walking in areas they are familiar with. I always make sure to maintain pet safety in the home such as keeping doors/windows/gates shut and keeping hazardous items and toxic plants out of reach or locked away.
About: I have spent 10 years of my life taking care of my own animals and families pet. On top of schooling to provide the best care possible. Currently part time, my availability is Sunday, Monday and Thursday. Hours can be interchangeable; never be afraid to ask :). Completely free those days to be attentive to your pets. I’ve had dogs all my life. I know how to play with animals for maximum exercise, can follow dietary instructions and have a deep rooted love for all species. Dogs are the babies in my home and receive the utmost care and love. Never worry about other dogs in the home or mistreatment from others.
The median cost per walk for dog walking in Middlebury is $25
Dog parents share their Rover experiences - Middlebury
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!
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.
How to book dog walking
1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
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 of Dog Walking in Middlebury on Rover is $20 per walk as of October 2026. Most bookings cost between $17 and $27 per walk. walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,799 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Middlebury after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Middlebury. On Rover:
- 88% of walkers can help with special care needs
- 92% can help with giving oral medications or injections
- 96% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
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