Dog Sitting Canaan

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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: Priscilla E.
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Priscilla E.
from
$20
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
20 years of experience
New Hartford, CT, 06057

About: I’ve been around animals my entire life and have hands-on experience caring for a variety of pets, including dogs, bunnies, and birds. Growing up with different types of animals taught me how to adapt to each pet’s unique personality, needs, and routines. I’m comfortable with everything from energetic dogs who need structured walks and play, to smaller animals that require gentle handling and consistency. I pay close attention to behavior, appetite, and mood to make sure every pet is happy, healthy, and comfortable. I currently have open availability, which allows me to be flexible and fully accommodate your pet’s routine. Whether your pet needs early morning visits, midday check-ins, or evening care, I can adjust my schedule to fit their needs. Because I’m not rushing between commitments, I’m able to give each pet focused, unhurried attention during every visit. I care for pets in their own home, where they feel most safe and comfortable. My approach is always needs-based, meaning I follow your pet’s routine closely and adjust to their personality. whether they need lots of interaction or a calm, low-key presence.

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

We have booked Janice twice now, both times for several days for 6 pets (2 dogs, 4 cats). She is prompt about visit times, a GREAT communicator, sends photos regularly, and has been flexible when we needed to adjust the schedule. She is our absolute first choice when booking osmeone to look after the furry part of the family.

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Scott A.
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: 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: 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
$25
per visit
5.0 out of 5 stars
20 reviews
8 repeat clients
30 years of experience
Pittsfield, MA, 01201

Trista was wonderful! She sent great pictures of all the pets. They all look so happy and well cared for. Great communication and followed all instructions. You can tell she really cares for your pets. We would highly recommend! 😊

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Alana L.
Sitter Profile Image: Ashley E.
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Ashley E.
from
$30
per visit
5.0 out of 5 stars
50 reviews
10 repeat clients
28 years of experience
Torrington, CT, 06790

Super easy to communicate with and she sent pictures of our happy puppers with each visit. Will definitely book again and very happy with her services!!

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Kelsey B.
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

This is the second time we had Melanie take care of our four cats - she gets a 16 (out of 16) paws up from the 4 cats! We came home to very clean food bowls and litter boxes. Food was also left organized! She had great communication. She even accommodated a special diet and feeding cats in two locations. Will use again! Top ratings for Melanie!

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Simone B.
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: Jeanicia S.
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Jeanicia S.
from
$16
per visit
10 years of experience
Pittsfield, MA, 01201

About: I have years of animal care experience. Starting with watching my GSD and American Husky as a teenager. I personally own a cat and an American Staffordshire Terrier mix. I have experience with large dog breeds, medium, and small. I currently am in school asynchronously, therefore allowing me full time scheduling for pet care needs. I also have a work from home position outside of Rover that allows me to adjust my own hours. 1. As a responsible dog sitter, I prioritize the well-being and happiness of your furry friend by ensuring regular walks, playtime, and affectionate attention throughout the day. 2. Your dog's comfort and safety are my top priorities, maintaining a clean and welcoming environment while following any specific care instructions or dietary needs provided. 3. With frequent updates and photos, I aim to provide peace of mind to pet owners, reassuring them that their beloved companion is in good hands and receiving the care and attention they deserve.

Sitter Profile Image: Sophie H.
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Sophie H.
from
$50
per visit
5.0 out of 5 stars
28 reviews
10 repeat clients
15 years of experience
Hudson, NY, 12534

About: I adore animals. I have grown up with cats and dogs my entire life. When I did not have a pet of my own I always have asked friends and family to take care of their pets when in need. People have always relied on me with their animals as they know I show love and I am very attentive. I have mostly trained my young puppy who has a lot of energy, with the help of a few wonderful sitters. I understand behavioral training, being kind but firm. Teaching with kindness and showing the animals the way rather than teaching in fear. I give a lot of attention and am able to read their body language well. I work freelance so I am available intermittently. But when I am available for sitting I am present to give the animal full time care, so if you have an animal who has separation anxiety and doesn't I take the dogs out first thing in the morning for an hour sometimes even 2 hour run in the park. a few small walks in the day and another longer walk or run in the afternoon. I also love to take the dogs on hikes. I do not have a crate as I did not do crate training with my dog but if you want to provide one I am happy to. My apartment is puppy/dog proof. I have a big yard although it is not fenced on one side so I always watch the dogs when I am out there. I have a nice big dog park near my place. I am currently working freelance, as previously mentioned. Reach out to me and I will tell you when/if I am available. I really enjoy animals company and I work in the city so this is something I like to do when I am home in Hudson and not working. I do allow my dog on the bed and couch in my own home, but I do encourage him to sit on his own bed. I can follow any rules that you wish that aligns with you and your pets needs.

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: Tessa C.
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Tessa C.
from
$30
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
9 years of experience
Canton, CT, 06019

Tessa is wonderful with my dogs and she is super responsive!

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Katie D.
Sitter Profile Image: Kayleah S.
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Kayleah S.
from
$30
per visit
5.0 out of 5 stars
27 reviews
6 repeat clients
8 years of experience
Rhinebeck, NY, 12572

Kayleah looked after my older cat for two weeks and had a real connection with him. He is very timid and doesn't like everyone. Her care made all the difference in the world to me knowing he was in good hands while I was away. I will definitely have her care for him again!

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Susan M.
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: kaleigh f.
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kaleigh f.
from
$25
per visit
4.6 out of 5 stars
8 reviews
2 repeat clients
21 years of experience
Plymouth, CT, 06786

About: Hello! My name is Kaleigh. I’m twenty one years old, and I absolutely adore every fur baby around. It doesn’t matter what animal it is, I love all. I have always been surrounded by guinea pigs, hamsters, chinchillas, birds even. I owned a lot of chickens growing up, only for eggs, and i’ve had so many pups to spend my time with. I have a chihuahua who is a certified service animal, as I am diagnosed with epilepsy. I am medicated for that and all seems well. My boyfriend lives with me and typically comes if I take care of pets, but I can make arrangements if needed, just isn’t preferred because it’s a lot easier for the ride factor. I love to write poetry, make music, I draw frequently, and I went to a technical school for culinary as well. Thank you for reading about me. I currently do not have a full time job. I have worked prior at a camp that helped disabled people and nourishes them in the ways they deserve. I’m a stay at home and I help my mom & dad with my dogs and cats, but i’m free any day of the week, as long as it’s known a day ahead, but I would also take emergencies. I have a fenced in yard, but it’s big enough to where my dogs are able to explore around the yard and look through, so they’re still living their best lives. My chihuahua loves to sit on our porch, it’s the first place she runs to in the morning to lay in the sun. She also loves going on rides and exploring the world, going on adventures.

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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 was amazing with our three dogs! She was incredibly communicative, easygoing, and kept us updated throughout our time away. Our senior dog did very well in her care, and Mary Kate made sure she ate, which gave us great peace of mind. We couldn't have asked for a better sitter and will definitely book with Marykate again the next time we're out of town!

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Carole A.
Drop-In Visits
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Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Canaan

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Sitters in Canaan average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Canaan

Frequently asked questions about Rover

As of August 2026, there are 771 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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