Dog Sitting Canaan

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

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Over 3
pet parents in Canaan have booked dog sitting

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: Charlie R.
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Charlie R.
from
$30
per visit
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: Alison B.
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Alison B.
from
$25
per visit
5 years of experience
Pittsfield, MA, 01201

About: Hello! My name is Alison, and I’d love to get to know you and your furry friend(s)! I’ve grown up with both cats and dogs my whole life, and have done many cat and dog sitting/walking gigs throughout the years (for pets of all ages). Additionally, I completed a 3 credit college course on pet behavior, so I am familiar with pet safety, the importance of body language, mental enrichment, and much more. I look forward to hearing from you and discussing potential opportunities! Feel free to reach out any time. I am a part-time employee, generally working around 30 hours a week, so I am often free before 10 am and after 5 pm. However, I do have flexibility, and I don’t work everyday of the week. I feed my pets two times a day and take my dog on walks three times. For clients, however, I can absolutely accommodate to your needs— let me know what works for you!

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: Laci M.
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Laci M.
from
$25
per visit
5 years of experience
Dalton, MA, 01226

About: I’ve taken care of cats and dogs for about five years now and I have a lot of experience. I’ve worked anywhere from doggy daycare‘s to overnights to boarding dogs in my own home. I’ve always considered myself an animal person and I just love to care for them. I’m currently in cosmetology school so Monday through Friday, I’m in School from 9 o’clock until 430. After that, I plan to stay where I’m dog sitting for so that they get the most love and attention when I am able to be there. I really like to take it on the owners terms. I always prefer to meet the animal I’m caring for first however, if that’s not possible then it’s totally fine, however I like to listen to what the animal tells me, what boundaries it’s giving me, but I love to be able to play with them take them outside as much as possible feed them when necessary and give extra treats because they’re such good babies. I just appreciate the owners letting me know what they do and don’t want from me as a host.

Sitter Profile Image: Kimberly P.
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Kimberly P.
from
$23
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
33 years of experience
Hudson, NY, 12534

About: Hello! I've been an animal lover my entire life. My dog, Zeke and I had a companion kind of relationship, built on mutual respect and happiness; it's something I wouldn't have traded for the world. He sadly passed away in October 2025 after 12 years together, so it would be an understatement to say I'm more than happy to pour extra love to your pup. Times are tough; starting a new 'negotiations and bartering' acceptance. Reach out, the worst I can say is no! Partial payment in veggies, meat, mechanic work...etc. Community care✨ ___________________________________________________________________________ This is a new offering as of August 2024. I have discovered that adventures are my ideal experiences and would like to advertise as such! Mountain hikes, kayak paddles (>15 pounds) are my favorites, but I am open to other ideas/training requests! Paddleboarding, swimming lessons...the possibilities are endless. One hour minimum is preferred; gas and travel time to the adventure site are included. I have many mountains, lakes and trails on my list, so I do not see it as fair to charge you for that time! You will only be charged for adventure time. Depending on your pup(s) comfortability in the car, we may travel up to 45 minutes. You and I will decide together on location details, and this app will track where your pup(s) and I are at all times. Wilderness First Aid trained, canine safety versed, ample water provided, and pups will always be kept safely on the leash. Your pup will return home satisfied and tired! ____________________________________________________________________________ For a NORMAL NEIGHBORHOOD WALK, please book a drop-in visit and message to remind me that you would like a walk. Availability for walks and drop-ins will change after Labor Day. Unavailable most weekdays 8-3:30, I am a caretaker by nature, and have been a teacher for the past 4years, a live in nanny before that and most recently a grade school teacher. I'm going back to school to get my licensure. Honestly, care taking and fresh air gives me clarity of mind, and the chance to peel away from the screen helps process all the new information! I am trying to practice running again too, if your canine would like to train with me. Familiar with many local trails and parks. All weather is good weather! Experience with dogs with seizures and giving various medications. Feline friend as well. Looking forward to meeting you and your furry friends ! I work at a school, but often have days and weeks off. Feel free to request and negotiate for what you need. Finding a good fit is paramount. I offer boarding very rarely. When I am in your home, I try to leave it better than I found it. I have spent a fair amount of time farming and gardening, so plants will be well cared for if asked.

Sitter Profile Image: Bella G.
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Bella G.
from
$30
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
lanesborough, MA, 01237

I can’t recommend Bella enough! From the moment I met her, I knew my pups were in great hands. She took the time to get to know my dogs and their routines, which made me feel so at ease. Throughout my time away, Bella sent me daily updates and adorable photos of my pups playing and enjoying their time. Each picture captured their happiness—tails wagging and big smiles! It was such a relief to see them so content and well cared for. She truly went above and beyond, providing not just care but also love and attention. I will definitely be booking Bella again for future trips. If you’re looking for someone reliable and caring, look no further!

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Bonnie V.
Sitter Profile Image: Melanie D.
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Melanie D.
from
$25
per visit
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: 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: Hannah S.
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Hannah S.
from
$40
per visit
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: nicole d.
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nicole d.
from
$15
per visit
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: Ashley G.
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Ashley G.
from
$25
per visit
5.0 out of 5 stars
1 review
3 years of experience
Troy, NY, 12180

Was great with our 2 cats. Feed, them both, and gave medicine to our Lucky. Spent time petting and playing with them. Arrived on time, and sent pictures of our precious babies. We will hire again. The cats each gave her 2 paws up. :)

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Amy G.
Sitter Profile Image: Leona O.
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Leona O.
from
$18
per visit
4.7 out of 5 stars
6 reviews
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: Bryanna H.
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Bryanna H.
from
$25
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
East Greenbush, NY, 12061

About: I have taken care of all different types of pets since I was young. I’m very comfortable administering medication to those who need it, playing with the young energetic animals, and being sensitive to older ones who may need extra care. I currently work full-time but I am one a hybrid schedule so I am home all day on Monday, Thursday, and Friday. I usually have things to do on the weekends but with enough notice I can certainly work around that. I have one 3 year old cat who is very friendly, quiet, and a bit of a cuddle bug. He is comfortable with other dogs and cats. I have a fenced in porch and a walkable safe neighborhood.

Sitter Profile Image: Steve F.
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Steve F.
from
$40
per visit
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: Logan S.
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Logan S.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
30 reviews
11 repeat clients
25 years of experience
Rensselaer, NY, 12144

About: I've been taking care of a wide variety of animals for a long time. I have experience in all around basic boarding care for dogs, cats, and various reptiles and small animals; dog training basic obedience, fear or frustration aggression/reactivity, high drive dogs, and anxiety behaviors. Pet Care is not only an important part of my life, but it's a passion of mine. Caring for your animal like I do my own is what makes life rewarding for me. When your pet is with me it becomes a part of my family and is treated as such. I look forward to training or caring for your animals! I can train your dog in a multitude of ways. I work a lot of animals with anxiety and behavioral issues. I can easily crate your dog, cat or any other animal if needed. I have access to multiple fenced in yards for your pet to run around in and play. I have a fully trained purebred smooth collie who is extremely gentle and can make friends with anything. I have multiple rooms and spaces in order to accommodate your fur baby's needs. I pay attention to detail and carry out all care with the highest level of standards I can.

Sitter Profile Image: Clara F.
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Clara F.
from
$16
per visit
22 years of experience
Center Square, Albany, NY, 12210

About: Growing up with dogs and taking care of the neighborhood dogs I'm no stranger to the amount of attention a fur baby needs. With a BA in Zoology and over 3 years of professional care with dogs I can't wait to meet your family! My day job at doggy camp keeps me pretty busy but I can't wait to hang with your fur baby on my days off! Your animals boundaries are my top priority. It is important to me that your fur baby and I can create a relationship where they look forward to my visits. Every animal builds trust differently and there's no rush

Sitter Profile Image: Meg L.
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Meg L.
from
$30
per visit
5.0 out of 5 stars
22 reviews
8 repeat clients
15 years of experience
Pine Hills, Albany, NY, 12203

Meg did an amazing job ensuring my fur babies received plenty of tender loving care while I was away. They tend to be hesitant with new people, but they warmed right up to Meg. She was trustworthy, responsible, easy-going, intelligent, and kind-hearted. I would highly recommend her. I will definitely use her services in the future.

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Regina C.
Sitter Profile Image: Clara M.
Verified Enhanced Background Check
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 so wonderful with our animals, very responsive, trustworthy, and friendly. She made it so our trip away (during a snowstorm nonetheless) was as stress free as possible. We were nervous about the weather and her access to the property and the added challenges the storm brought, but she handled it no problem. We are really excited to have someone we can rely on in the future to take care of our furry friends while we’re away.

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Shawn M.
Sitter Profile Image: Sophie H.
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Sophie H.
from
$50
per visit
5.0 out of 5 stars
23 reviews
8 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: Sydney H.
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Sydney H.
from
$30
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Catskill, NY, 12414

Sydney was amazing! Our dogs were well taken care of. Highly recommend choosing her and will be reaching out to her next time we need a sitter.

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Katie W.
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The median cost per visit for dog sitting in Canaan is $25

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Sitters in Canaan average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Canaan

Frequently asked questions about Rover

The average cost for Dog Sitting in Canaan on Rover is $27.25 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .

As of July 2026, there are 738 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:

  • 94% of sitters can help with special care needs
  • 97% 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.

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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