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

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Top rated Canaan dog sitters

“Thank you, Janice and Noah! I can see that B basked in your attention and amazing that E is overcoming her shyness to come out to see you. It’s so good to be able to rest easy while we’re away knowing that the girls are in good hands.”


About: I’ve been around dogs my whole life and took the responsibility of taking care of and training our family dogs. They all turned out great with my first dog becoming a therapy dog helping children. Can’t imagine a world without a dog by your side! I currently work in a school system so during holidays, school breaks, and the summer I’m the most free but can always help once I get out of school as well. Great backyard with a pup to play with. Lots of shade and fencing. Many toys and such to play with as well. Great spot for dogs to relax.

About: I’ve had dogs my entire life from Rottweilers to mastiffs. I’ve been pet sitting for over 10 years, and am comfortable with all breeds, ages, and sizes. I have done basic training with my own puppies, and even adult dogs. I can offer a calm and confident presence, I have flexible availability, and am a great communicator. I greatly appreciate the opportunity to work with you! I currently work 3 days a week, with flexible in office days. My work is done from home most of the time and I am available most days. I can offer a calm and loving environment. I enjoy walking and playing with my dogs, and can give a clean and safe space for them. I follow directions, and am respectful should I enter someone else’s home. I can follow routine, but also am flexible where it is needed. I can happily take on each pets individual needs.

About: What sets me apart is the level of care, presence, and attention I bring to every pet I look after. As a stay-at-home mom, I have the flexibility and availability to give pets consistent companionship and supervision throughout the day. I understand how important routines, comfort, and trust are—especially when someone else is caring for a beloved pet. I’m naturally nurturing, detail-oriented, and communicative, which means you’ll always know your pet is safe, happy, and well cared for. I treat every pet like part of the family, because to me, they truly are. I’m a stay at home mom of 2 wonderful animal adoring children. Because I’m home throughout the day, your pet will get plenty of attention, playtime, and care. During their stay, your pet will experience all the best parts of our family just as if they were our own. When caring for your pets in a clients home, I do my best to adhere to all routines and schedules so the pets can feel as comfortable as possible. I will respect your home and keep everything clean, organized, and calm. I’m more than happy to send regular updates and photos so you can feel comfortable and at ease while you’re away. My goal is to provide a loving and safe environment for you and your pet so you can rest assured knowing that they are being taken care of to your standards.

“Angela is a reliable and caring pet lover. She is super flexible and very knowledgeable when it comes to the well being of like dog. We appreciate all the tips she has given us for our puppy. We will be using Angela again soon”

“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”


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.

“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! ?”


“Grace did a wonderful job caring for our dogs while we were out of town. She was consistent, reliable, good with communication and very sweet with our pups. We will definitely be reaching out to her again and would highly recommend her to others!”


About: I’ve taken care of my family dogs ever since I was a kid. I would take them on long walks and groom them and cut nails if needed. I’m unemployed for now so I’ll have time to play and walk! If anything changes I’d let them know. But, for now I have time to get your animal moving throughout the day. I usually follow the instructions of how the pet owner would like their animal taken care of! If they have a fence yard or crate, however they like it I’ll follow!


About: I am 36 years old. I'm a manager at an Inn and I have a bachelors in business. I lived in Vt for 4 years and loved it. I have 2 cats and a gold fish. Both of my cats are rescues, one from vt who I found on my porch in the middle of winter and the other from a barn. I taught my cats to sit and give paw ;). I love dogs, I have been pet sitting family and friends dogs for a number of years including labs, English mastiff, and bulldogs. I volunteer at 2 local animal shelters where I give the dogs exercise or play with the cats. I love going for hikes or swimming and both are always better with a dog. I work part time but can make whatever works for you with providing care, whether it be feeding, walking or home care. Overnights can be possible I can take care of them in your home preferably but can bring them to mine on a case by case basis. Whatever is needed

About: I’ve had 2 Golden retrievers. One passed away in my arms. I can train puppies. I can take care of older senior dogs too. Specialize in friendly dogs, but I can work with any dog with any personality. I’m looking to make pet care a full time purpose driven endeavor. Right now working part time so I’m available for pet sitting TH, FRIDAY, SAT & SUN. In my home I have a fenced yard and my 8 year old golden, buddy. If needed I can offer in home services but I prefer to go to clients home.

About: Hello Everyone! My name is Sky and I am 24, and am working on my Masters Degree (online). I have been watching and taking care of pets since I was little. Those animals include a variety of livestock, dogs and cats. I have dog sat a variety of breeds as well as grew up with Great Danes, akitas, and teacup Maltese. I have also house sit for a few people that have cats. Last but not least, I have been horseback riding for 20 years. Within these years I have worked at different barns caring for other animals such as goats, sheep, donkeys/mules, and poultry. I know how to muck stalls and various barn chores (count flakes, measure grain, feed oral supplements such as gastrogaurd, etc). I currently am in-between jobs (focusing more on school) and looking for a job in my field (Environmental Engineering) Plenty of time for your pets!! I can not board pets at my house. However, I am totally fine with overnight stays as long as we can meet in a public place beforehand and once again at the location of the sitting.

“Abigail was perfect taking care of our dogs when we were away for a week! She worked with my family on a schedule for morning, afternoon & evenings. Everything went smoothly and she was prompt on letting me know if anything changed!”


About: I have a lifetime of experience living with multiple dogs at a time (6 chiweenies once!) and I adore getting to know new pup pals :) I’d say I’m a cat person, but dogs also carry a special place in my heart. I have a friendly, warm demeanor and I am mindful of being gentle and patient with animal friends that may be more shy. Feel free to message me anytime and we can discuss it all! Prices can be negotiated I work part time, a few days a week, but my schedule is pretty open and flexible. On the days that I am at my job, it is from about 7am-4pm. I care for my 4 cats as my babies, being that I don’t plan to have children of my own. I adore them, and occasionally, I’ll walk them outside on a leash!

“What a thoughtful and amazing pet sitter! Kendra helped us on a last minute request and really saved the day. She was very respectful of our home and needs. Definitely would book with her again!”


About: Growing up with my wonderful childhood dog led me to have a deep love for four legged friends! At 14, I began working as a dog grooming assistant... I can do all the basic pet grooming: bathing and drying, brushing, nail clipping, ear cleaning, and teeth brushing (just don't actually cut hair). Throughout my young adult life, I've had the privilege of living with my roommates animals. From playing with a shy shelter dog, to leash training with puppies, and cuddling with various temperamented dogs and cats. I enjoy the love and happiness that pets spread! I recently relocated to the Berkshires while on a journey of self love and discovery. Currently, I have open availability and I am able to take care of your pets on your schedule! I take extreme pride in keeping my own home cleanly and organized and I will always ensure to treat your home the same way. And when it comes to your furry friends, I will be your pup's new best friend for tail-wagging walks and cozy companionship!
Loving dog sitters in your neighborhood
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Janice A.Star Sitter

“Thank you, Janice and Noah! I can see that B basked in your attention and amazing that E is overcoming her shyness to come out to see you. It’s so good to be able to rest easy while we’re away knowing that the girls are in good hands.”


Alexander S.
“I’ve had the pleasure of trusting Alex with my dogs multiple times, and I can confidently say he is one of the most skilled, compassionate, and reliable people I’ve met when it comes to working with dogs—of any breed. Whether it’s a high-energy shepherd, a stubborn bulldog, or a timid rescue, Alex knows exactly how to approach each dog with the right balance of patience and kindness. His calm demeanor put both dogs and owners at ease. If you’re looking for someone trustworthy, experienced, and genuinely passionate about dogs of all shapes and sizes, Alex is the one. I highly recommend!”


Elizabeth B.
About: I’ve had dogs my entire life from Rottweilers to mastiffs. I’ve been pet sitting for over 10 years, and am comfortable with all breeds, ages, and sizes. I have done basic training with my own puppies, and even adult dogs. I can offer a calm and confident presence, I have flexible availability, and am a great communicator. I greatly appreciate the opportunity to work with you! I currently work 3 days a week, with flexible in office days. My work is done from home most of the time and I am available most days. I can offer a calm and loving environment. I enjoy walking and playing with my dogs, and can give a clean and safe space for them. I follow directions, and am respectful should I enter someone else’s home. I can follow routine, but also am flexible where it is needed. I can happily take on each pets individual needs.


Nicole R.
“Hi all. I’ve known Nicole for a very long time. Nicole has qualities that if everyone had this works would be a much better loving place. Nicole is always compassionate and loving whether it be a fellow human or a pet that she knows is loved by their family. Nicole has suffered numerous debilitating trials in her life and not one of those trials has broken her kind loving spirit. Nicole has my vote for being the perfect caregiver to any families loved and cherished pet. I hope that whomever reads this takes these words to heart and gives Nicole a chance to provide for your needs. With love. Dennis”


Angela W.
“Angela is a reliable and caring pet lover. She is super flexible and very knowledgeable when it comes to the well being of like dog. We appreciate all the tips she has given us for our puppy. We will be using Angela again soon”


Amanda O.

“Prompt, thoughtful, and communicative. Highly recommended!”


Raelynn M.


“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”


kaleigh f.
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.


Katherine C.

“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! ?”


Grace E.

“Grace did a wonderful job caring for our dogs while we were out of town. She was consistent, reliable, good with communication and very sweet with our pups. We will definitely be reaching out to her again and would highly recommend her to others!”


Monica P.
About: I’ve taken care of my family dogs ever since I was a kid. I would take them on long walks and groom them and cut nails if needed. I’m unemployed for now so I’ll have time to play and walk! If anything changes I’d let them know. But, for now I have time to get your animal moving throughout the day. I usually follow the instructions of how the pet owner would like their animal taken care of! If they have a fence yard or crate, however they like it I’ll follow!




Kelly H.

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




Kathleen G.
“Kathleen was great! I had her take care of my cats when I was gone for a couple days. She did a great job and even sent pictures and a video of the cats playing.”


Chloe O.

“Stayed in contact and sent updates and pictures. Lovely human who clearly loves and cares for animals!”


Justin E.
“I couldn’t be happier with the care my dog Ginger received! She came home happy, relaxed, and it was clear she’d had a wonderful time. I really appreciated the updates and the genuine care shown to her. I would definitely recommend Justin to anyone looking for a dedicated and attentive pet sitter!”


Sky M.
About: Hello Everyone! My name is Sky and I am 24, and am working on my Masters Degree (online). I have been watching and taking care of pets since I was little. Those animals include a variety of livestock, dogs and cats. I have dog sat a variety of breeds as well as grew up with Great Danes, akitas, and teacup Maltese. I have also house sit for a few people that have cats. Last but not least, I have been horseback riding for 20 years. Within these years I have worked at different barns caring for other animals such as goats, sheep, donkeys/mules, and poultry. I know how to muck stalls and various barn chores (count flakes, measure grain, feed oral supplements such as gastrogaurd, etc). I currently am in-between jobs (focusing more on school) and looking for a job in my field (Environmental Engineering) Plenty of time for your pets!! I can not board pets at my house. However, I am totally fine with overnight stays as long as we can meet in a public place beforehand and once again at the location of the sitting.


Abigail H.

“Abigail was perfect taking care of our dogs when we were away for a week! She worked with my family on a schedule for morning, afternoon & evenings. Everything went smoothly and she was prompt on letting me know if anything changed!”


Arianna G.
“My name is Christian R., and Arianna and I are friends from work. She's a very hard working individual with a very patient one as well. She has a heart of gold and absolutley loves animals. She's interacted with my cats and my dog many times and they love her. She'll treat your animals with care as well.”


Kendra H.

“What a thoughtful and amazing pet sitter! Kendra helped us on a last minute request and really saved the day. She was very respectful of our home and needs. Definitely would book with her again!”


Madison S.
About: Growing up with my wonderful childhood dog led me to have a deep love for four legged friends! At 14, I began working as a dog grooming assistant... I can do all the basic pet grooming: bathing and drying, brushing, nail clipping, ear cleaning, and teeth brushing (just don't actually cut hair). Throughout my young adult life, I've had the privilege of living with my roommates animals. From playing with a shy shelter dog, to leash training with puppies, and cuddling with various temperamented dogs and cats. I enjoy the love and happiness that pets spread! I recently relocated to the Berkshires while on a journey of self love and discovery. Currently, I have open availability and I am able to take care of your pets on your schedule! I take extreme pride in keeping my own home cleanly and organized and I will always ensure to treat your home the same way. And when it comes to your furry friends, I will be your pup's new best friend for tail-wagging walks and cozy companionship!
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Canaan.
Rover makes it easy to find Canaan dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
