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: KELLY G.
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KELLY G.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
30 years of experience
Meriden, CT, 06450

About: I try to take parts of Cesar Milan's strategy with dogs specifically. Trying to not reward bad behavior. Making sure a pet can respect my boundaries. Currently have a dog walking client at Winding Brook Condominiums in Meriden. I’m there twice a day for 30 minute walks and play. I bought some balls for her so she can play. Have videos and lots of photos. I work flexible hours as an independent contractor so I make my own schedule. I am building my pet care business so I am signing up for a drone pilots license for pet recovery. I am also working on upgrading my vehicle to a minivan. I am offering pet sitting in your home until that can change to my home. I am needing different things done to my home before I can bring pets to my house.

Sitter Profile Image: Patricia H.
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Patricia H.
from
$50
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

About: I have been a pet lover & pet care advocate for as long as I can remember! I’ve been caring for dogs of all breeds, sizes, and personalities my entire life. I’ve taken care of kittens, pups, rescued cats, & cared for other pets like bunnies, fish, & hamsters. Over the years, friends, family, and neighbors have trusted me to walk, feed, and love their pets like my own which I do with a smile. Whether it’s an energetic puppy who needs to play & burn off some energy, or a sweet senior pup who needs extra patience and care, I adapt to their unique needs and personalities. I’m not just a sitter, i’m an emotional support human & a dependable companion for your pet while you’re away. I believe in consistent communication, lots of love, and making sure your pet feels safe, happy, and cared for. I love & care for them as if they were my own. I’m experienced with administering medications, sticking to routines, and keeping pets calm and comfortable in their own environment. Your comfort, peace of mind, & your pet’s happiness are my top priority! As someone who works from home and takes online classes, my schedule is super flexible; perfect for giving your pet the attention they deserve! I’m home throughout the day, which means your pet won’t be left alone for long stretches. Whether it’s a midday walk, playtime, or just some company while they nap, I can be there when they need it most. My routine allows me to be fully present and responsive to your pet’s needs. I can stick to their feeding and walking schedule, provide consistent companionship, and make sure they feel safe, loved, and entertained while you’re away. Being home all day also makes me a great fit for puppies, senior pets, or dogs who need a little extra TLC. When I care for pets in their own home, my goal is to keep their routine as familiar and stress-free as possible. I follow your pet’s routine closely & I make sure they’re comfortable in their space, following their usual schedule for walks, meals, playtime, and cuddles. Whether it’s sticking to their favorite walking route or knowing exactly how they like their food prepared, I pay close attention to every detail you share. I know how much the little details matter! Being in their own environment helps your pet feel more relaxed, and I’m there to make sure they feel loved every step of the way. I’m experienced in administering a variety of medications, including flea and tick ointments, oral chewy meds, and pills; whether they’re hidden in a treat or given directly. I stay calm and patient to make the process as stress-free as possible. I’m comfortable managing multiple pets and giving each one the attention and care they need. I treat your home with the same respect and care I give to your pet: clean, secure, and exactly how you left it. I provide regular updates with messages & photos so you can feel confident your pet is safe, happy, and in good hands & know everything is going smoothly while you’re away.

Sitter Profile Image: Anna L.
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Anna L.
from
$30
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
South Glastonbury, CT, 06073

About: I have years of experience with dogs of all ages, including seniors. I’m dependable, gentle, and treat every pet with the same love as my own. Pet care is part of my daily routine, including walks, playtime, and attention to each dog’s needs. I am experienced in safely administering medication when needed. I ensure every pet feels safe, loved, and well cared for. I create a safe, calm, and clean environment in both my home and clients’. I follow all instructions carefully to ensure pets feel secure and well cared for.

Sitter Profile Image: Samantha B.
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Samantha B.
from
$25
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Schodack Landing, NY, 12156

Samantha was on time and took great care of our dog!

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Scott B.
Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$20
per visit
7 years of experience
Hartford, CT, 06106

About: Hi all! I’ve been pet-sitting since very young (age 10), having experience with various dog breeds and sizes as well as cats. Feel free to reach out so we can connect! I currently work per diem, so I have plenty of free time to care for little ones. I tend to have open availability, even for last minute requests! I am very open and able to follow any requests concerning your little ones. I understand that every pet is different when it comes to their needs, so I am very accommodating and willing to learn how to best care for your baby!

Sitter Profile Image: Rosa D.
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Rosa D.
from
$20
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Prospect, CT, 06712

The best!

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Nathan M.
Sitter Profile Image: Diana G.
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Diana G.
from
$30
per visit
5.0 out of 5 stars
3 reviews
5 years of experience
Valatie, NY, 12184

About: I’ve been surrounded by animals of all kinds my entire life, so caring for them has always come naturally to me. I truly love animals and treat every pet I care for as if they were my own. I’ve been pet sitting for several years and understand how important it is to have someone you can trust with your furry family members. Whether it’s walks, playtime, cuddles, feeding, or just keeping them company, I make sure every pet feels safe, comfortable, loved, and well cared for while you’re away. 🐾❤️ I currently work part-time, which gives me plenty of flexibility in my schedule to care for your pets. I’m available throughout the day for walks, drop-ins, feeding, playtime, or just some extra love and attention. My flexible schedule allows me to work around your pet’s normal routine and make sure they get the care and companionship they’re used to while you’re away. 🐾❤️ My home is a safe and comfortable place for your pet to relax and feel at home. I have a partially fenced-in yard where dogs can safely enjoy some fresh air, play, and stretch their legs. I also have a screened-in porch that’s perfect for lounging and enjoying the outdoors while staying safe and secure. Your pet will be treated like part of the family while they’re here! 🐾❤️

Sitter Profile Image: Leona O.
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Leona O.
from
$18
per visit
4.8 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
North Adams, MA, 01247

About: I’ve taken care of dog of many sizes and health conditions, I have had a cat for 9ish years and have cared for friend and families dogs for years. I am a student, I am relatively free but lots of work to do! I like to go on walks already! I am able to be flexible. I know how to feed animals and care for them, can follow special instructions as I know they are important. As much as I would love to care for your fur baby at my home, I cannot.

Sitter Profile Image: Arsen S.
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Arsen S.
from
$32
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
5 years of experience
Bard College, NY, 12504

About: I have worked a lot with both ends of the spectrum in terms of activity: I enjoy sleepy dogs as well as hounds. I have a Hungarian Vizsla back home, who is essentially a hunting dog—and I enjoy seeing her tired at the end of the day. I have recently graduated from Bard College. This summer, I have plenty of time to take care of pets while I prepare for graduate studies. I love hiking, running, reading books, and watching movies — all of those activities are infinitely better with a cat, a dog, a turtle, or fish! At my client's houses, I make sure to maintain a clean and safe environment where pets do not come into contact with anything or anyone that poses even the slightest risk to their health and well-being.

Sitter Profile Image: Karla R.
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Karla R.
from
$40
per visit
5.0 out of 5 stars
5 reviews
11 years of experience
Kingston, NY, 12401

About: I used to be a veterinary assistant-Which gave me valuable exposure to animal handling, basic health procedures, and staying calm in stressful situations. I am now a full time student furthering my career. I have served clients across Ulster and Delaware county. I’m comfortable, reliable, and dedicated to giving every animal the attention, patience, and care they deserve. I genuinely enjoy meeting and caring for all types of animals, and I look forward to caring for yours! (: I’m currently in school- looking to graduate very soon. My availability is pretty flexible and I will be more than willing to work around my schedule to fit your fur babies needs. I feed them, clean up after them, give them medication if needed, bathe them, walk them as often as needed. If your animal is on a schedule of any kind, it will be cared for accordingly.

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: Amy S.
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Amy S.
from
$50
per visit
5.0 out of 5 stars
92 reviews
31 repeat clients
32 years of experience
Shokan, NY, 12481

Amy was kindly able to fit us in with short notice. Very thoughtful and considerate, and an excellent communicator. Would trust Amy to drop in on our cat-loves any day!

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Alanna M.
Sitter Profile Image: Kailah J.
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Kailah J.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
11 reviews
6 repeat clients
3 years of experience
Waterbury, CT, 06706

Kailah has been great with my dogs! I have 2 rescues who are super nervous around new people. This was our 3rd time booking with Kailah, she has been super patient and they are starting to warm up to her. I would recommend Kailah and will definitely be using her services again.

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Molly R.
Sitter Profile Image: Sophie H.
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Sophie H.
from
$50
per visit
5.0 out of 5 stars
30 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: 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: Karif & Natalie J.
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Karif & Natalie J.
from
$18
per visit
30 years of experience
Poughkeepsie, NY, 12603

About: I’ve been a dog lover all my life , currently have five little dogs of my own so when your dog visits he will always have playmates I currently work from home so availability won’t be a problem , my wife also works from home as well, your pets will always be supervised My yard is fully fenced in an of course there will be several playmates to accompany them on there outdoor excursions, I have crates available

Sitter Profile Image: Zarina W.
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Zarina W.
from
$35
per visit
5.0 out of 5 stars
6 reviews
3 years of experience
Troy, NY, 12180

About: I’ve always took a liking to animals and always had postive bonds with them. Over the years of growing up my grandfather owned several big dogs and cats. While others would shy away, not me I always helped out and didn’t mind watching them. I currently run an online business which has allowed me to have so much time for my daily clients. Due to my freedom I’m able to provide walks as often as every two hours or less for my puppies. I also get to spend my days cuddled up with my temporary babies. Caring for any pet at my home or others will be very similar I will need to know any notes and any restrictions for me and the dog. As I would give them my complete attention so that it’s a little vacation for them as well as subtracting feeling neglected.

Sitter Profile Image: Nora E.
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Nora E.
from
$40
per visit
5.0 out of 5 stars
2 reviews
15 years of experience
Granby, CT, 06035

About: Hello! My name is Nora. I have been petsitting for over 15 years! I first started caring for dogs when a friend found out my love for dogs and how much fun I had running with them and making them happy splashing in the water or just playing fetch! My arm can hold up to all the tug-a-wars any dog throws at me as well as throwing a good tennis ball. I love being outdoors and can go for miles walking any size dog. My experience includes any overnights or day-vacations that require your dog to stay home or while your at work. My availability is pretty open so feel free to contact me and let's set up some walks or sitting for an occasion. Looking forward to hearing from you and your dog/animals. I currently work full-time in insurance, but with a flexible work schedule I am able to petsit almost anytime. I currently have 4 dogs in my household, so any amount of dogs, cats, horses, and farm animals, I am available! When taking care of any pet, whether that be of my own or a petsitting job, every animal is taken care of like my own. My 4 dogs are trained to an electric fence, but have trained to kenneled fence, crate, fenced in yard, and on the leash. I love providing care for each pet with love and no matter the occasion, your pet is in good hands.

Sitter Profile Image: Mair H.
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Mair H.
from
$50
per visit
5.0 out of 5 stars
8 reviews
40 years of experience
Woodbury, CT, 06798

Mair took great care of our cats, Matilda and Chips, while we were out of town. They’re usually scared and will hide when company is over but Mair had them out and playing from her first visit. She was also great with sending updates, photos, and videos. She was fantastic and we’ll definitely book with her again when we’re next away!

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Deirdre F.
Sitter Profile Image: Krissi B.
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Krissi B.
from
$25
per visit
15 years of experience
Simsbury, CT, 06070

About: I've taken care of dogs and cats my whole life! I've grown up with German Shepherds and have a strong bond with them. My animals are my everything, they are my children. I love training dogs to see their confidence build, and to make our relationship stronger as well. My pup is beyond spoiled and gets to go everywhere with me! I would love to be able to spend time with your fur babies and taking them for a fun time! I am currently only working a few days and have a very flexible schedule. Unfortunately I am not always available on Saturday's or Sunday's, but be sure to check in with me and we might be able to arrange something! I have a large partially fenced in yard, and dog crates if need be. The dog park is only a few miles from my house, and the bike path is right down the street! I try not to visit the dog parks as much as regular parks and hiking trails. My dog and I like to find rivers to play in and keep cool during the sumner. My 4 year old husky shepherd is more than ready to have a playdate! He has 3 big toy bins overflowing to share! Not to mention my extremely friendly cat that will be sure to make friends and play along with any dog or cat she meets!

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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.
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Sitters in Canaan average 5
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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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