Dog Walking Canaan

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

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Over 6
pet parents in Canaan have booked dog walking

Canaan, 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: McKenna P.
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McKenna P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
382 reviews
149 repeat clients
8 years of experience
Lenox, MA, 01240

McKenna came to walk my pup today and I came home to a happy and tired dog. McKenna is a very reliable, punctual, and caring dog sitter. She is extremely trustworthy and I recommend her wholeheartedly. My dog loves her!

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Diana K.
Sitter Profile Image: Lindsay L.
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Lindsay L.
from
$25
per walk
5.0 out of 5 stars
5 reviews
20 years of experience
Canaan, NY, 12029

Thank you Lindsay! You were exactly on time and a last minute life saver for us - we had a great evening out. Great communications too. 🐶

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Teri T.
Sitter Profile Image: Ivan O.
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Ivan O.
from
$20
per walk
5.0 out of 5 stars
6 reviews
20 years of experience
New Lebanon, NY, 12125

About: I have raised 3 dogs from puppy through adulthood with great love and attention. Looking forward to helping others with their beloved pets! Our home is heaven for any dog or cat. My wife and I both work from home so we're always around to provide attention, playtime, walks, feedings, grooming, etc. Our dog Moreno is super friendly and agreeable with other dogs and cats. Our son loves them too! Multiple walks a day, leashed or off depending on the dog. Gated porch for fresh air time. Dog beds, toys, lots of space for people and pets!

Sitter Profile Image: Gregory A.
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Gregory A.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
15 reviews
4 repeat clients
30 years of experience
Valatie, NY, 12184

Greg is the best!! My two dogs can be shy with new people but they instantly warmed up to him and they come back from their walks so happy! He's very punctual and goes the extra mile to make the pups happy!

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Emily G.
Sitter Profile Image: Alison W.
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Alison W.
from
$35
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
56 years of experience
Old Chatham, NY, 12136

Alison is a wonderful dog walker! She loves animals and has been great with Slim! She gives great feedback and is a wonderful communicator! I recommend her as your pet sitter! She's a mom, artist, teacher ... just who you want taking care of your "baby."

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Emily R.
Sitter Profile Image: Adrienne L.
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Adrienne L.
from
$30
per walk
1 year of experience
West Stockbridge, MA, 01266

About: I currently have one almost 2 year old chocolate lab who is sassy and has a lot of energy! I have taken care of many dogs, sometimes 3 at once in my life. I love to walk, and what better way to walk - is with a dog! I have had dogs ever since I was born, and have had both large and small dogs. Dogs are unique and I love getting to know their personality! I am a teacher, so taking clients for dog walks during the summer months, when I am away from the classroom. I am available for the vast majority of the summer! I care for dogs like they are my family. I will treat them like the good dogs they are and give them lots of petting and (if ok with you - treats)!

Sitter Profile Image: Lexi M.
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Lexi M.
from
$19
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
5 years of experience
Old Chatham, NY, 12136

Lexi was great! Responsive and followed directions well

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Christopher H.
Sitter Profile Image: Ashly G.
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Ashly G.
from
$25
per walk
14 years of experience
Old Chatham, NY, 12136

About: 14 years in rescue work, including handling many breeds of all shapes, sizes and ages. Well versed in dog behaviors and pet meds for puppies, seniors everything in between. Newly freed from a corporate desk job, with an open schedule and the ability to have flexible hours tailored to the needs of all types of clients. Available for any time outside breaks or play sessions to allow your schedule to be less chaotic and worry-free knowing your pup is safe and well taken care of. All pets will receive personalized, reliable care with real-time updates.

Sitter Profile Image: Reymon B.
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Reymon B.
from
$20
per walk
20 years of experience
Pittsfield, MA, 01201

About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.

Sitter Profile Image: Brenna B.
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Brenna B.
from
$35
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Pittsfield, MA, 01201

Brenna did a great job. She loves dogs & doing this donit is a win-win. Of course we recommend her.

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Betts M.
Sitter Profile Image: Keri H.
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Keri H.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
57 reviews
19 repeat clients
20 years of experience
Lenox, MA, 01240

My dog LOVES Keri! I felt very comfortable leaving my pup in her hands, and even loved the pictures she sent! Will definitely book her again :)

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Alanna C.
Sitter Profile Image: Dakota F.
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Dakota F.
from
$20
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
20 years of experience
Valatie, NY, 12184

Dakota was great. She offered to do a meet and greet with Cosmo prior to our scheduled walks. She was very communicative during the booking process and provided updates on his walks. We will certainly work with her again.

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Matthew S.
Sitter Profile Image: Dana G.
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Dana G.
from
$30
per walk
5.0 out of 5 stars
40 reviews
11 repeat clients
20 years of experience
PITTSFIELD, MA, 01201

Dana- thank you so much! You came in clutch for us tonight! Thank you thank you! Tippy already can’t wait until next time!

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Brittny L.
Sitter Profile Image: Charlie R.
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Charlie R.
from
$25
per walk
10 years of experience
Chatham, NY, 12037

About: I have worked with herding dogs, guard dogs, sled dogs, service dogs, and pets of all ages. I treat dogs with patience and compassion and believe in training the individual dog in front of me with their owner’s goals at the forefront! I have thousands of hours of hands on experience and countless hours researching training and animal behavior. I am a self-employed artist so my schedule is very flexible. I am happy to go into more detail about my living habits and daily schedule. My dog doesn’t “get into” anything he shouldn’t— including “stealing” his own food and treats, but through experience with my own puppies and client dogs I am well versed in taking extensive precautions to ensure the safety of animals in my home. I will not allow client dogs off leash but I have a 50 foot leash that is excellent for hiking with dogs. I am very observant of potential health issues/injuries. I am happy to expand upon the safety measures I take.

Sitter Profile Image: Abby W.
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Abby W.
from
$30
per walk
5.0 out of 5 stars
22 reviews
5 repeat clients
5 years of experience
Chatham, NY, 12037

Loved having Abby walk my dog! She was very responsive and sent lovely photo updates of my pup during their walk.

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Elisa B.
Sitter Profile Image: Hannah S.
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Hannah S.
from
$30
per walk
5.0 out of 5 stars
17 reviews
6 repeat clients
15 years of experience
Salisbury, CT, 06068

About: I have had pets throughout my life, and my deep love for animals is what makes me a great pet sitter. Regardless of the creature, I will love your animal and will provide the best care possible. I am infinitely playful and loving. I’m currently a stay at home mom and have a very flexible schedule. I have a lot of freedom while my children are at school between 7-3 and after 4:30 when my husband returns home from work. We have a very sweet miniature Dachshund who LOVES playing with other dogs. I do not have a fenced in yard and will take your pup for walks to ensure he/she is getting exercise. Our Dachshund can play with your dog inside, and can either accompany your dog on a walk or can stay behind while I walk your pup.

Sitter Profile Image: Steve F.
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Steve F.
from
$50
per walk
5.0 out of 5 stars
1 review
2 repeat clients
12 years of experience
Lee, MA, 01108

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

Sitter Profile Image: Melanie D.
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Melanie D.
from
$25
per walk
20 years of experience
Dalton, MA, 01226

About: I grew up with dogs my whole life. My parents also run a dog sitting business on cape cod and I help out there when I can! I am also fully insured! I’m a current second grade teacher, so I’m completely free on the weekends and the summer months, as well as school vacations to take care of your furry friends! I will love your dog like my own! I’m a diligent, reliable and clean person that will leave your home and dog happier than I found it. I am also fully insured!

Sitter Profile Image: Lauren B.
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Lauren B.
from
$30
per walk
5.0 out of 5 stars
15 reviews
3 repeat clients
4 years of experience
West Sand Lake, NY, 12196

About: I’ve grown up with animals, specifically Maltese dogs. I enjoy meeting new ones to help a pet owner or a friend out. I really like taking my friends pets for hikes. I have worked in pet stores and have taken a course on exotic animals. I have experience caring for hamsters and hedgehogs. While I don’t pick favorite dogs, my favorite breed of dog is the Sheltie! If your pup is a Shetland sheepdog, I’ll offer discounted rates:) I am currently a college student and my schedule is currently flexible with availability. I can work with you to help you find the right fit. I have two small dogs myself and cannot provide in house for an extended period of time with a larger animal. Have a partially fenced house

Sitter Profile Image: Bella G.
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Bella G.
from
$35
per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
lanesborough, MA, 01237

About: I have my own dog walking/Pet Sitter business called “Canine in motion” On facebook and instagram. I’m super excited to have new clients reach out to me that need a dog walker/pet sitter. I’ve worked at an animal shelter, a doggy day care and I also volunteer at a nearby animal shelter to help walk dogs weekly. Through those experiences i’ve learned so much about different dog breeds and other small animals. I’ll treat your dog like my very own! I’m currently working part-time, so I’ll have plenty of time to play with your pup! I’m available for pet sitting/dog walking Monday-Friday. My weekends are also free. Why should I look after your dog while you're on vacation or unable to look after them? I give genuine love and passion to dogs. I understand their needs, both physical and emotional, and i’m dedicated to providing them with the utmost care and attention. My patience and attentiveness allow me to anticipate their needs and respond accordingly, ensuring their comfort and well-being. I have a keen eye for detail, noticing subtle cues and behaviors that may indicate their mood or health. I’m responsible, I follow instructions diligently, whether it's regarding feeding, exercise, or medication. My calm and nurturing presence creates a safe and secure environment, allowing dogs to feel at ease in my care. With me, dogs will find a trustworthy and compassionate companion, someone who will go above and beyond to ensure their happiness and safety.

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

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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog walking
  2. 2. Meet & Greet

    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

Sitters in Canaan average 3
repeat dog walking clients

FAQs for Dog Walking - Canaan

Frequently asked questions about Rover

The average cost for Dog Walking in Canaan on Rover is $46.01 per walk (as of July 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 July 2026, there are 728 sitters on Rover offering Dog Walking across Canaan. 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 Canaan. 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 Canaan.

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 Canaan. On Rover:

  • 95% of walkers can help with special care needs
  • 96% 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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