Pet Sitting Canaan

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 3
pet parents in Canaan have booked pet sitting

Canaan, Find top rated pet 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: Lindsay L.
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Lindsay L.
from
$25
per visit
5.0 out of 5 stars
5 reviews
20 years of experience
Canaan, NY, 12029

Lindsay was super responsive to our request and did an excellent job taking care of Fletch for us!

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Erin M.
Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
382 reviews
149 repeat clients
8 years of experience
Lenox, MA, 01240

McKenna is an absolute gem!! She is very diligent in sending us photos and updates and I always feel like she treats our cats as if they were her own. I would highly recommend working with McKenna!

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Erin W.
Sitter Profile Image: Gregory A.
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Gregory A.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
30 years of experience
Valatie, NY, 12184

I had a short notice request and Gregory was so accommodating. He was great with my three goofy dogs and they were so happy after the drop in visits.

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Deanna R.
Sitter Profile Image: Ellen J.
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Ellen J.
from
$25
per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
15 years of experience
Kinderhook, NY, 12106

Ellen took wonderful care of our cat Seven while my husband and I were out of town for several days. She sent detailed updates daily with photos, made sure to give Seven lots of playtime with his favorite toys, and kept our home in spotless condition as well. I highly recommend her if you're looking for a responsible, communicative sitter who loves cats!

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Kaylen S.
Sitter Profile Image: Ivan O.
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Ivan O.
from
$25
per visit
5.0 out of 5 stars
6 reviews
20 years of experience
New Lebanon, NY, 12125

About: I have raised 3 dogs from puppy through adulthood with great love and attention. Looking forward to helping others with their beloved pets! Our home is heaven for any dog or cat. My wife and I both work from home so we're always around to provide attention, playtime, walks, feedings, grooming, etc. Our dog Moreno is super friendly and agreeable with other dogs and cats. Our son loves them too! Multiple walks a day, leashed or off depending on the dog. Gated porch for fresh air time. Dog beds, toys, lots of space for people and pets!

Sitter Profile Image: Adrienne L.
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Adrienne L.
from
$25
per visit
1 year of experience
West Stockbridge, MA, 01266

About: I currently have one almost 2 year old chocolate lab who is sassy and has a lot of energy! I have taken care of many dogs, sometimes 3 at once in my life. I love to walk, and what better way to walk - is with a dog! I have had dogs ever since I was born, and have had both large and small dogs. Dogs are unique and I love getting to know their personality! I am a teacher, so taking clients for dog walks during the summer months, when I am away from the classroom. I am available for the vast majority of the summer! I care for dogs like they are my family. I will treat them like the good dogs they are and give them lots of petting and (if ok with you - treats)!

Sitter Profile Image: Ashly G.
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Ashly G.
from
$25
per visit
14 years of experience
Old Chatham, NY, 12136

About: 14 years in rescue work, including handling many breeds of all shapes, sizes and ages. Well versed in dog behaviors and pet meds for puppies, seniors everything in between. Newly freed from a corporate desk job, with an open schedule and the ability to have flexible hours tailored to the needs of all types of clients. Available for any time outside breaks or play sessions to allow your schedule to be less chaotic and worry-free knowing your pup is safe and well taken care of. All pets will receive personalized, reliable care with real-time updates.

Sitter Profile Image: Lexi M.
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Lexi M.
from
$20
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
5 years of experience
Old Chatham, NY, 12136

Lexi was a wonderful sitter for my two cats. I appreciated the pictures and updates with each visit.

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Susan V.
Sitter Profile Image: Dakota F.
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Dakota F.
from
$20
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
20 years of experience
Valatie, NY, 12184

This is our second booking with Dakota and I will definitely hire her again! She was patient and flexible as I changed the booking. She’s professional, responsible, clearly a dog lover and an all around great human!

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Michelle C.
Sitter Profile Image: Reymon B.
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Reymon B.
from
$20
per visit
20 years of experience
Pittsfield, MA, 01201

About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.

Sitter Profile Image: 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.
Sitter Profile Image: Brenna B.
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Brenna B.
from
$45
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Pittsfield, MA, 01201

About: I’ve been caring for pets informally for my entire life and professionally starting 12 years ago. I care for each pet like they are my own. I am sensitive to their energy and needs. I am able to work with animals who have unique social/emotional and medical needs. I mainly work with dogs and cats but am also experienced in caring for small animals like rabbits, birds, reptiles and fish. I’m currently working part-time, and my schedule varies a bit week to week. I am free mornings and evenings, most Thursdays, as well as Mondays after 2 pm. I usually work shifts under 8 hours, so with good communication I would be thrilled to come up with a plan that will suit you and your pet(s). For now, I am able to care for and board cats and small animals in my home. In the summer, I can board dogs in my fenced in yard. For dogs and larger animals, I can take them for walks and pet sit by traveling to your home. I look forward to meeting you and your pet(s)! I have managed to ensure my pet rabbit feels safe while also living with a rambunctious one-year-old labrador retriever. I am always cautious about my pets and my clients’ pet’s whereabouts. I’ve helped return missing neighborhood cats and dogs to their owners as well as assist with unexpected visits to the vet.

Sitter Profile Image: Abby W.
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Abby W.
from
$25
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
5 years of experience
Chatham, NY, 12037

Abby helped us with daily drop-ins for one week to care for our cats and she was terrific. She met us in advance to understand what our cats needed and then kept us updated everyday while we were away. It was wonderful knowing that our cats were so well taken care of. Abby is wonderful.

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Kevin & Cathleen K.
Sitter Profile Image: Keri H.
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Keri H.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
57 reviews
19 repeat clients
20 years of experience
Lenox, MA, 01240

Keri is great—friendly, professional, and you can tell she really loves animals. We trust her completely to care for our 3 cats while we’re gone. What more could you ask for?

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Cameron M.
Sitter Profile Image: Alyssa M.
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Alyssa M.
from
$40
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Valatie, NY, 12184

About: I’ve had animals throughout my entire life. When I was younger, my parents ran a boarding kennel and my father bred dogs. I grew up on a farm with about five horses, 35 dogs, several cats, a bird, lizards, fish, hermit crabs, etc. My father trained my brother and I to race sled dogs at a young age and we did that for several years along with horseback riding. With that being said, I have extensive experience with different types of animals, and I am confident that you’re fur baby will be in good hands and have the time of their life while under my supervision. Please feel free to reach out with any questions and I hope to hear from you soon! I am currently working at a private residence where I make my own hours , so I have plenty of time to take care of your baby! I can accommodate you and your pet(s)in whichever way you desire! I usually bring my little tuxedo cat with me on trips if it’s an overnight, but if you would rather me not, we can always work something out and discuss our options! (:

Sitter Profile Image: Gabrielle H.
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Gabrielle H.
from
$15
per visit
15 years of experience
Pittsfield, MA, 01201

About: I have been a volunteer at the Berkshire Humane Society for about 6 months now working within the kennel and have been trusted with friends and family's dogs throughout my life! I have personally trained both of my large breed pups and have experience with both puppies and senior dogs! <3 I currently work part-time from Fri-Sun so I have full availability throughout the week to play with your pup(s)! I will always find the best time and place to give your pets what they need. I am not able to bring pets to my apartment, but will gladly give them all the care and attention they need in their home, or out and about!

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: Daniella S.
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Daniella S.
from
$30
per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
7 years of experience
Lenox, MA, 01240

Daniella took such amazing care of our sweet Gandalf, while he was sick and needed to take medicine orally. He didn’t make it easy but she was patient, kind, and kept our home in great condition while we were away so it was lovely to return home to. THANK YOU DANIELLA!

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Noelle B.
Sitter Profile Image: Dana G.
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Dana G.
from
$30
per visit
5.0 out of 5 stars
40 reviews
11 repeat clients
20 years of experience
PITTSFIELD, MA, 01201

About: I've taken care of animals since I was a young child. I have always felt love and responsibility to our animal friends. I worked with cats, dogs, reptiles, birds, horses, guinea pigs, and rabbits. I want to fill my days with helping wonderful pet parents provide the attention and care their pets deserve. I have multiple dog walks daily and will make sure your pet gets lots of love too. I am able to stay away from home for periods of time while my family helps care for my animals and home. I have 2 separate unoccupied bedrooms to allow for private space for animals. I live across from springside park and have a mostly fenced yard with leads. I'm dedicated to pet care. I have daily walks generally in the mid-afternoon. I have online meetings Wednesday and Saturday which I can attend in your home, mine or anywhere with internet access. I have separate spaces available for each animal in my care at any time. I will use provided equipment for transportation. Your pets safety is number one.

Sitter Profile Image: Shannon M.
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Shannon M.
from
$20
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Pittsfield, MA, 01201

About: I have always lived in household with a minimum of 3 dogs, dogs have been my companions before I could walk. Now I’m always with my service dog, Winnie. I worked with a program to train my own service dog. He’s a friendly little golden retriever, and a fast friend. During his training I learned the importance of trust routine, and patience with dogs. I’m currently working part time from 7:30 to 2 pm Monday, Wednesday, Thursday and 10-3 on Saturdays. I am always up for hiking or a short walk with dogs. I have a service dog who comes with me everywhere, he’s a gentle and easy friend, and generally good with other dogs. He’s just as happy to play as he is to nap.

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The median cost per visit for pet sitting in Canaan is $25

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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    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 6
repeat pet sitting clients

FAQs for Drop-In Visits - Canaan

Frequently asked questions about Rover

The average cost for Pet 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 Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 766 sitters on Rover offering Pet 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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