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
386 reviews
150 repeat clients
8 years of experience
Lenox, MA, 01240

McKenna has been awesome! My dog loves her and I couldn’t be more happy with the level of care and support that she provides for my pup! A++ McKenna! Thanks so much!

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JC H.
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: 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: 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
58 reviews
20 repeat clients
20 years of experience
Lenox, MA, 01240

Keri was great; very responsive for a last minute request, and she did great with my very shy dog. She gave prompt updates, was very professional, and I wouldn't hesitate to use her again

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Carly K.
Sitter Profile Image: brisa u.
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brisa u.
from
$30
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Lenox, MA, 01240

Brisa was on time to walk my dog! She truly took care of him!

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Alexandra G.
Sitter Profile Image: Dakota F.
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Dakota F.
from
$25
per walk
5.0 out of 5 stars
24 reviews
7 repeat clients
20 years of experience
Valatie, NY, 12184

Dakota was so good with our 2 dogs. They both have strong pray drives and the walking trails are thru the woods so it can sometimes be challenging to control them. They warmed up so fast to her and their walks together went really well. She always gave detailed reports of the walks and sent photos….I really like that ? She is a pleasure to talk to and she has a large dog of her own which gives her that experience that only dog “owners” have. I will definitely be recommending her to friends.

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Bonnie G.
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: Reymon B.
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Reymon B.
from
$20
per walk
5.0 out of 5 stars
2 reviews
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: 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: Ashley T.
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Ashley T.
from
$30
per walk
15 years of experience
pittsfield, MA, 01201

About: Hello! I've had animals my whole life and love being around them. I'm available to walk dogs and give them good exercise for those that have a lot of energy. I am also available to stay overnight to take care of your house and animals. My love for animals has pushed me to study to become a veterinarian technician. I also currently work at Berkshire Veterinary Hospital so I'm comfortable bringing them to the vet in an emergency. I am also able to medicate (orally or injected) your animals. I'm also comfortable cutting nails. I have the most experience with cats and dogs but enjoy taking care of all animals whether they are furry, feathered, or scaled. I have a very calm personality so most animals trust me right away and if they don't, I'm very good at earning it. Let me earns yours and you won't regret it.

Sitter Profile Image: Caitlin H.
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Caitlin H.
from
$15
per walk
5.0 out of 5 stars
17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

About: I acknowledge that routine is important with pets and therefore will mold my style to fit your pets norm. (This includes your rules for your pet, anything you are training them to do, and any medication). Before taking care of your pet I make sure I fully understand their daily routine to make sure their schedule isn’t thrown off. I have experience administrating medicine to pets. I also have experience giving baths to pets as long as their grooming supplies are supplied. Also I have taken care of pets for around 3 years and am very flexible as I want to make it as easier on you as possible. I am a teacher so I have all day to spend with your pup during summer months. Also during the school year, I get off in the late afternoon on Weekdays so I can be there to take care of your pup by early evening. I respect my clients space and I am also happy to take care of any additional things around the house (watering plants, bringing in mail, etc.) if asked.

Sitter Profile Image: Alice G.
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Alice G.
from
$20
per walk
11 years of experience
Lenox, MA, 01240

About: I’ve been caring for animals most of my life, starting with my own cat who is now 11 years old. I’m very experienced with daily cat care, including feeding, litter box cleaning, playtime, and understanding their behavior. In addition, I’ve helped care for my family members’ dogs, handling walks, feeding, and general care. I’m comfortable with different personalities and make sure every pet feels safe, relaxed, and well cared for. I treat every pet like my own and always follow their routine closely. I work remotely and am a full time student, so during the summer I’m fully available for any dog or cat needs!! I’m happy to help out any time from 9am-10pm :) I their usual routine as closely as possible. This includes feeding, fresh water, walks for dogs, and litter box cleaning for cats. I also spend time with them so they feel comfortable and not alone. I pay attention to each pet’s behavior and needs, and I make sure they are safe, relaxed, and well cared for while their owner is away.

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: 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: 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: 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

So happy to have found Dana!! Will definitely call her again ??

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Hillary E.
Sitter Profile Image: nicole d.
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nicole d.
from
$16
per walk
5 years of experience
east greenbush, NY, 12061

About: I have pet sit for multiple families and it’s something I love doing! I have more free time on my hands and want to use it wisely! I work part time so on days that I don’t work Sunday, Monday, and Wednesday I would love to help out! I can do any hours of the day those days! I live in an apartment so I can’t take any animals here but I am more than okay coming to you! I think that makes it easier for the owner anyway!

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: 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.

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

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  • 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

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Popular requests for dog walking - Canaan

Select a filter and find qualifying sitters offering dog walking.

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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