Dog Sitting Canaan

Book a Canaan dog sitter to watch your dog in your sitter’s home or yours.

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Canaan, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Teresa M.
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Teresa M.
from
$30
per visit
5.0 out of 5 stars
4 reviews
11 years of experience
Great Barrington, MA, 01230

About: I’ve taken care of dogs of every kind since 2009 working with Neighbors, friends and family help them with bathing, feeding, hair cut, nail trim. I’m concurrently don’t have a full time job, I have a lot time available to help you with your doggie with walking, car ride, park. I have a big yard to play, run, jumping, very responsible, have a finish basement with open room to play . I can cook a low diet food .

Sitter Profile Image: Lindsay D.
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Lindsay D.
from
$35
per visit
4.6 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Goshen, CT, 06756

Lindsay did such a good job with Lily! She came over 3 times a day to let feed her, take her out, and exercise her. She has an incredible presence with dogs. Lily took to her immediately and she usually takes a long time with new people! I definitely plan on using Lindsay to help take care of my dogs in the future! She is always available and goes above and beyond when caring for your dog! I would trust her with my beloved Lily any day!

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Alexa M.
Sitter Profile Image: Danielle R.
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Danielle R.
from
$20
per visit
5.0 out of 5 stars
1 review
18 years of experience
Millerton, NY, 12546

About: I grew up with two dogs in my house that I was the main care taker of. We have also had Guinea pigs and rabbits. My work schedule rotates. So I would be available different days In the week. My schedule will be updated on that app weekly for my current schedule I will care for your pets like they are my own. I enjoy meeting new pets and making them happy. Dog walks are my favorite!

Sitter Profile Image: Makayla F.
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Makayla F.
from
$45
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Great Barrington, MA, 01230

Makayla is so sweet with our dog - making sure he's having fun and getting all his needs met. She is timely and an excellent communicator which gives us great peace of mind. We highly recommend her!

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Juliet N.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
from
$44
per visit
4.9 out of 5 stars
98 reviews
32 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

Christine was not only friendly and helpful but she was understanding of our dog’s breed and gave us such a piece of mind! She went above and beyond making it easy to highly recommend her to anyone looking for someone to watch their pup. Thank you Christine!

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Amanda R.
Sitter Profile Image: Laina W.
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Laina W.
from
$25
per visit
4.7 out of 5 stars
11 reviews
1 repeat client
18 years of experience
Central East Denver, Harwinton, CT, 06791

Laina was amazing. She came in the heat of a very hot day and took our dog out while we were gone for the evening. She was timely with responses and very friendly. Communication was a breeze. Will definitely use her again!

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Kyle F.
Sitter Profile Image: Alina M.
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Alina M.
from
$25
per visit
1 year of experience
Winsted, CT, 06098

About: I have hands-on experience caring for and walking dogs, including my own Golden Retrievers, who I personally trained and walk regularly. I also care for two other dogs, so I’m very comfortable with different personalities and needs. I’m patient, reliable, and understand how important it is to keep your dog safe, happy, and well-exercised. You can trust that I will treat your pet with the same love and care as my own I’m currently working on part time and go to school, but I have morning availability, so I can make sure your dogs are taken care of early, giving you one less thing to worry about. I provide a safe, loving, and clean environment for all pets in my care. I make sure they are well fed, exercised, and supervised at all times. I follow your pet’s routine closely and ensure they feel comfortable and stress free. I also provide updates and will contact you immediately if there are any concerns or emergencies. Your pet’s safety and happiness are my top priorities.

Sitter Profile Image: Valentina M.
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Valentina M.
from
$20
per visit
6 years of experience
Stockbridge, MA, 01262

About: I grew up with 2 dogs and 2 cats. My family was part of helping a farm when i was little, I got to take care of ducks. They were so cute. I love animals and let me know if you had questions. I work at Marshall’s. I will be taking care of the animals during my days off. I will make sure they have everything they need I grew up with cats and dogs. I love all kinds of animals. I will take good care of them. I can bring them to my house as well.

Sitter Profile Image: Katie O.
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Katie O.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
22 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

About: I have been around dogs my whole life, I took animal science in High school and worked in dog related jobs for about 5 years. I currently have five of my own fur babies. 3 pups and 2 cats I currently am out of work for the summer and I have open availability. Late August I will return to work as a preschool teacher and will be available evenings and weekends. I will take care of your dog as if they were my own, following all the requirements that you set up before hand. Giving your dog all my attention and love.

Sitter Profile Image: Kelly H.
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Kelly H.
from
$50
per visit
5.0 out of 5 stars
66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

As always, our dogs were SUPER excited to see Kelly!

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Eric L.
Sitter Profile Image: Katherine C.
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Katherine C.
from
$50
per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
10 years of experience
Torrington, CT, 06790

Katie took such good care of my kitties! She stopped in prior to our scheduled pet sitting to meet my cats, which was much appreciated. She did everything I asked, and made an effort to give my kitties some playtime, even though they were being shy. She provided lots of pics and feedback after each visit, which I love to see, as I worry about my girls when I can’t be home with them. We will definitely be using her services again! ?

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Natalie C.
Sitter Profile Image: Zachary N.
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Zachary N.
from
$20
per visit
3 years of experience
Torrington, CT, 06790

About: I have had dogs my whole life but 2 of my dogs gave birth to 11 puppies in October of 2022 and I helped take care of them all until they were ready to go to their new homes. I kept one of the puppies and have taken care of her since she was a newborn so I am very familiar around all types of dogs. I am currently working part time but am working towards having my own pet business one day. My hope is to meet new people and create lasting relationships that could lead to business opportunities I will make sure your pets are getting enough attention and exercise when you are away and will treat them like they are my own.

Sitter Profile Image: Clara M.
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Clara M.
from
$45
per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
11 years of experience
Tyringham, MA, 01264

Clara was wonderful! If you’re looking for someone who is responsible and great with animals, then Clara is the right choice. We were away all day so Clara came by to walk and hang out with our very energetic yellow Labrador named Lulu. She did a great job and Lulu was nice and calm when we got back home! Thank you Clara!

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Lisa
Sitter Profile Image: Raelynn M.
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Raelynn M.
from
$25
per visit
5.0 out of 5 stars
7 reviews
12 years of experience
Torrington, CT, 06790

RaeLynn has been such a blessing. Tribe has major anxiety due to trauma he suffered as a puppy, As a result he requires a lot of patience and honestly he just needed someone to see the sweet and loving boy that he truly is. I was really nervous to try rover, but reading RaeLynns profile I felt confident that my baby would be in good hands given her experience and training. And I was absolutely right. We ran into a few bumps along the way but through each step Tribe was treated with patient understanding, love and kindness. I am so grateful and will 100% be contacting RaeLynn for our future sitter needs. Thank you so much

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Sarah H.
Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$42
per visit
5.0 out of 5 stars
274 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

Janice has been our go-to sitter for our 2 kitties for a few years now. She and Sidney are caring, consistent, and wonderful communicators. It is such a relief to know that our cats are in good hands with someone we can trust in our home while we are away.

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Lauren C.
Sitter Profile Image: Melanie D.
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Melanie D.
from
$20
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
14 years of experience
Southwick, MA, 01077

Melanie has cat sat for us multiple times & she is the best! She is trustworthy, responsive, and keeps us informed daily with Rover report cards!! We will hire her again! Lots of paws and thumbs up! 5 stars all the way!

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Simone B.
Sitter Profile Image: Katelynn K.
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Katelynn K.
from
$15
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
25 years of experience
Rhinebeck, NY, 12572

I recommend Katelynn for any services that she provides. She did drop in visits for my Yorkshire Terrier while I was away on vacation. I was uncertain about his care while I was away. Then I came across the Rover app which was right on time. When I reviewed Katelynn profile, I was impressed. We did a meet a greet & I immediately asked if she would be willing to watch my dog. Katelynn was a JOY!! She adjusted her schedule per request. She even offered to water any plants or do any house chores. She even took my trash out for collection due to I was unavailable. I appreciate the photos & the updates on each visit. I wanted my pet to stay in his home so he would be comfortable. Normally I don’t write reviews but this young lady did an awesome JOB!! If she’s available, book her & I promise you will not be disappointed.

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Candace C.
Sitter Profile Image: Hannah R.
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Hannah R.
from
$25
per visit
15 years of experience
Ghent, NY, 12075

About: What sets me apart from other sitters is my lifelong experience caring for animals of all kinds, not just dogs and cats. I currently care for my own dogs and I’ve spent years around animals with different personalities, needs, and temperaments. I’m comfortable with puppies who need patience and consistency, as well as senior pets who require a gentler pace, medication, or extra attention. I believe every pet deserves individualized care, so I take the time to learn their routine and make sure they feel safe, comfortable, and loved while you are away. You’ll also receive regular photo and text updates, so you can relax knowing your pet is in caring, dependable hands. Pet care fits naturally into my daily routine because I already care for a variety of my own animals, including my own dogs, horses, goats, and chickens. I work full-time Monday through Saturday, with Wednesdays off. I have a one-hour lunch break that allows me to stop in for potty breaks, walks, feedings, or check-ins during the day. Before and after work, I have plenty of time to provide attentive care, exercise, and companionship. Whether your pet needs a quick visit, overnight care, or a little extra attention while you’re away, I’m committed to treating them like my own. At this time, I provide care exclusively in my client’s homes, where pets are often the most comfortable in their familiar environment. I follow each owner’s care instructions closely, including feeding schedules, fresh water, walks, potty breaks, playtime, medications (if needed), and plenty of love and attention. I also make sure your home is left just as I found it and will gladly provide photo and text updates so you can have peace of mind while you’re away. As a lifelong animal owner with experience caring for dogs, horses, goats, chickens, and other animals, I understand that every pet has unique needs and personalities. My goal is to keep their routine as normal and stress free as possible while you’re away, treating them with the same care and attention I give my own animals.

Sitter Profile Image: Aaliyah R.
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Aaliyah R.
from
$14
per visit
22 years of experience
Northfield, CT, 06778

About: Ive had pets my whole life, from reptiles to birds to our furry friends. Ive done it all! Loving and caring for animals is one of my greatest passions, Ive been taught from a very young age to treat our lovely companions with the greatest kindness and respect. As a college student ill be able to take care of your pets before and after my classes! I of course can discuss details when booking! I am very detail oriented when it comes to our companions, I will adjust to the schedule you have set for them! As a pet owner i understand the importance of keeping your pets comfortable and happy.

Sitter Profile Image: Trista S.
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Trista S.
from
$15
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
30 years of experience
Pittsfield, MA, 01201

Trista has been great with all our pets and very communicative. We are so appreciative of how reliable she is, even on such short notice! Thank you again 😊

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Alana L.
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The median cost per visit for dog sitting in Canaan is $25

Dog parents share their Rover experiences - Canaan

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5.0 out of 5 stars

Mary Kate dropped in to walk Sunny for a week+ while we were traveling. She gave us regular updates and pix, and bonded very nicely, even made friends with the neighbors. We will definitely be calling on her again!

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Richard K.
Drop-In Visits
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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 sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  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

Sitters in Canaan average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Canaan

Frequently asked questions about Rover

As of July 2026, there are 777 sitters on Rover offering Dog Sitting across Canaan. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Canaan stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Canaan choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter 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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Canaan with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 97% of sitters can help with special care needs
  • 99% can help with giving oral medications or injections
  • 100% 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.

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 sitter.

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