Pet Sitting in Canaan

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Top rated Canaan pet sitters

1 / 1
Sitter Profile Image: Laura L.
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Laura L.
from
$50
per visit
5 out of 4.9 stars
79 reviews
49 repeat clients
30 years of experience
Pine plains, NY, 12567

Wonderful experience every time!!!

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John and Deb F.
Sitter Profile Image: Tracy H.
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Tracy H.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
9 reviews
8 repeat clients
44 years of experience
Sandisfield, MA, 01255

I highly recommend Tracy! She’s popped in to care for my 2 pups (older 11 year old girl, and energetic 1 1/2 year old huge puppy). Tracy is really tuned in and easily gauges and provides individual attention to my two pets who’s needs are very diverse. Tracy is very responsible, competent and I trust my dogs are well cared for, my house is also safe. I trust her and super glad we found her!

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Dana E.
Sitter Profile Image: Jesse R.
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Jesse R.
from
$25
per visit
40 years of experience
Torrington, CT, 06790

About: Whether you have a playful pup, a curious cat, a cuddly guinea pig, a slithering reptile, or a chatty bird, I’m available to provide the best care for all your furry, scaly, and feathered friends. I understand that each pet has unique needs, from daily walks and belly rubs for dogs to creating the perfect habitat for reptiles and keeping your cat’s world enriched with toys and cuddles. I offer compassionate care tailored to your pet’s specific personality and requirements, ensuring they feel loved, safe, and happy while you're away. No matter the species, I treat every pet like they’re part of the family, with lots of attention, patience, and of course, treats! I have a flexible schedule as most of my work is done out of my home. If you have a dog that needs more frequent relief breaks, that is no problem at all. I always prefer to provide care in your home, and will treat your home, property and of course your pets with the upmost respect. In addition to caring for your pets, I am happy to bring in the mail or delivered packages, and provide other random services at your request as needed. I can provide boarding care in my home with notice, if your pet is house-trained and gets along well with my personal pets.

Sitter Profile Image: Angela W.
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Angela W.
from
$30
per visit
5 out of 5.0 stars
111 reviews
43 repeat clients
15 years of experience
Torrington, CT, 06790

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

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Amy R.
Sitter Profile Image: Stacey G.
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Stacey G.
from
$28
per visit
5 out of 5.0 stars
22 reviews
5 repeat clients
15 years of experience
Winsted, CT, 06098

Stacey was reliable and took care of our dog while we went on a last minute overnight get away. I would hire her again. ? She followed all instructions and sent pictures during each visit. Our dog seemed normally loud and barky when we got home! A sign that all is well?!

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Caroline C.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
from
$55
per visit
5 out of 4.9 stars
83 reviews
27 repeat clients
33 years of experience
Rhinebeck, NY, 12572

Christine was not only friendly and helpful but she was understanding of our dog’s breed and gave us such a piece of mind! She went above and beyond making it easy to highly recommend her to anyone looking for someone to watch their pup. Thank you Christine!

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Amanda R.
Sitter Profile Image: Andrea L.
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Andrea L.
from
$35
per visit
5 out of 5.0 stars
18 reviews
5 repeat clients
20 years of experience
Sheffield, MA, 01257

Andrea was very warm and the cats liked her immediately. She also made us very comfortable with leaving out cats and home in her care. Will definitely book again.

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Kelly J.
Sitter Profile Image: Yael G.
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Yael G.
from
$18
per visit
21 years of experience
Hillsdale, NY, 12529

About: I’m passionate about pups and dedicated to giving your canine companions the best care possible! Surrounded by animals since I was young, I’ve had the pleasure of caring for many dogs throughout my life. From playful puppies to senior dogs needing extra TLC, I offer a loving touch and expert skills in everything from administering medication to gentle grooming. My professional background in project management ensures you’ll benefit from clear communication and organized service. What truly sets me apart is my ability to connect with both dogs and their owners, building trust and ensuring your furry friend feels cherished and well-cared for. Let’s team up to make sure your pup gets the top-notch care they deserve! Currently taking a career break to focus on my art and enjoy more time with loved ones—including pets—my schedule is highly flexible. This allows me to offer dedicated and attentive care tailored to each pet’s needs. Whether it's daily walks, playtime, or simply providing companionship, I’m able to adjust my routine to ensure your pet receives the best care possible. In both my home and my clients' homes, I prioritize safety, trust, and a nurturing environment for every pet. I ensure that all areas are pet-proofed and secure, minimizing any potential hazards. My approach involves maintaining a consistent routine, providing plenty of enrichment, and keeping a close eye on each pet's well-being. Communication is key, so I keep clients updated and address any concerns promptly.

Sitter Profile Image: Abigail H.
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Abigail H.
from
$25
per visit
5 out of 5.0 stars
4 reviews
3 repeat clients
5 years of experience
Hillsdale, NY, 12529

Abigail was the perfect cat sitter. I was so nervous leaving my cats for so long but it turns out, I didn't have to worry at all. She came for a meet and greet, learned all their names, and followed every instruction during the entire two week period. I needed twice a day drop ins for one hour each. She stayed for the entire hour, played with the cats, fed them, pet them, cleaned food bowls, replaced water bowls and cleaned their litter. She took pictures of them every time and by the end, my cats were so comfortable with her. I would hundred percent recommend her if you want a sweet, caring sitter who you can rely on.

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John S.
Sitter Profile Image: Janet C.
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Janet C.
from
$16
per visit
5 out of 4.7 stars
13 reviews
11 repeat clients
20 years of experience
Great Barrington, MA, 01230

All good.

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Geri F.
Sitter Profile Image: Elise C.
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Elise C.
from
$20
per visit
5 out of 5.0 stars
33 reviews
15 repeat clients
8 years of experience
Sharon, CT, 06069

Elise has been a wonderful sitter for our dogs and cats. They all look forward to her coming to play with them while we are away. Elise takes great care of all of our animals. She is very attentive and observant of any changes in our pets' behavior. She makes sure to let us know of any concerns she notices. She also sends us pictures from each visit while we're away and keeps us updated on how our pets are doing. I would highly recommend Elise to anyone looking for a sitter for their pets!

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Sam M.
Sitter Profile Image: Evelyn C.
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Evelyn C.
from
$30
per visit
7 years of experience
Ashley Falls, MA, 01222

About: I have done petsitting for dogs and cats, and have both as pets myself. I love animals and I feel comfortable making sure they are well cared for, from food to walks to playing with them outside. I am reliable and really enjoy taking care of pets, so I am always on time and would never want to leave a pet alone for a long time. My schedule varies day to day and week to week. I am open to scheduling services ahead of time but am open to short notice as well! I am not currently offering care in my own home as my yard is not fenced in and my home is too small to allow more animals enough space.

Sitter Profile Image: Teresa M.
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Teresa M.
from
$30
per visit
5 out of 5.0 stars
4 reviews
11 years of experience
Great Barrington, MA, 01230

About: I’ve taken care of dogs of every kind since 2009 working with Neighbors, friends and family help them with bathing, feeding, hair cut, nail trim. I’m concurrently don’t have a full time job, I have a lot time available to help you with your doggie with walking, car ride, park. I have a big yard to play, run, jumping, very responsible, have a finish basement with open room to play . I can cook a low diet food .

Sitter Profile Image: Hannah S.
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Hannah S.
from
$40
per visit
5 out of 5.0 stars
16 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: Danyelle G.
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Danyelle G.
from
$25
per visit
5 out of 5.0 stars
9 reviews
20 years of experience
Norfolk, CT, 06058

Dany was the best - kind and accommodating and cared for my kitty like it was her pet!

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Sarah V.
Sitter Profile Image: Lucy C.
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Lucy C.
from
$25
per visit
5 out of 5.0 stars
3 reviews
8 years of experience
Great Barrington, MA, 01230

About: I spent 3 months last fall volunteering at a dog shelter (5 days a week, 4 hours a day), I’ve worked many dog and cat sitting jobs, and I’ve had my rescue dog Artie for 14 years. I have experience with puppies and rescue dogs. I’m currently taking a gap year and staying home for the next couple of months. My schedule is fairly flexible at the moment, trying to pick up whatever jobs I can! I can follow instructions to care for your pets in your home how you want me to. I’m more than happy to take them for walks, play with them, feed them (including any medications) and give them lots of love!

Sitter Profile Image: Amanda B.
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Amanda B.
from
$20
per visit
5 out of 5.0 stars
2 reviews
2 repeat clients
7 years of experience
Winsted, CT, 06098

About: Hi everyone, I’m Amanda! Currently a stay at home mom raising my 5 and 6 year old human children, and my 7year old mix and crazy kitten! We’re all avid hikers and nature lovers, being outside is our absolute favorite! I grew up having dogs, mostly mixes and rescues, so I know how to gently approach pets that may have trust issues or who may be shy. With our mix having husky in her, I know all about high energy and how to get them relaxed and sleepy! Walking, running, and hiking are what we use to personally exercise our dogs so I can make sure whatever works best for your pup is what we’ll do! If needed I can be open to at home boarding, but I would first need to be sure they’d get along with my dogs :) Thank you for reading! I'm currently home full time with my kids in school, so I'm available from 9A - 2P (depending on distance) and after 5 during the week, as needed on the weekends. We have a large yard, and lead available for dogs who may need it. Currently our dog does well to stay on our property, she loves walking down to the brook for a dip!

Sitter Profile Image: Kendra H.
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Kendra H.
from
$25
per visit
5 out of 5.0 stars
3 reviews
10 years of experience
Monterey, MA, 01245

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!

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Eliana T.
Sitter Profile Image: Abe B.
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Abe B.
from
$14
per visit
1 repeat client
10 years of experience
Lakeville, CT, 06039

About: I’ve taken care of dogs for more than 10 years. I have done long term house sitting for multiple dogs, as well as walking or day care. I am comfortable with all types of dogs. My schedule follows normal school hours. I am available on weekends, evenings after 5, all holidays and all summer long. My schedule is fluid during the day, so I can leave and come back as well. I have one fur baby who is very friendly, but I can also crate her. Whenever we go outside I make sure to have her leash on, and respect other’s privacy.

Sitter Profile Image: Mai H.
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Mai H.
from
$25
per visit
10 years of experience
Sharon, CT, 06069

About: I’m a passionate animal lover and dedicated pet caregiver based in Sharon, CT. I’ve always had a deep connection with animals and believe they bring joy and unconditional love into our lives. As a pet sitter, my goal is to provide your pets with the same level of care, attention, and affection that you do. With years of pet sitting experience, I’ve had the pleasure of caring for a wide range of animals. I have a special soft spot for dogs having cared for breeds of all sizes and temperaments. My experience includes administering medications, handling special dietary needs, and providing ample exercise and playtime to keep your pets happy and healthy. As the assistant manager for my family’s business, I currently have a flexible schedule that allows me to accomodate your pet care needs for bookings When caring for pets in their home, I priortize maintaining their regular routine to keep them comfortable and stress free. When I’m not pet sitting or helping the family business I enjoy staying active through hiking and outdoor adventures.

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Sitter Profile Image: Laura L.
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Sitter Profile Image: Laura L.
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1. Laura L.

Experienced Animal Professional
Pine plains, NY, 12567
15.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per visit
5 out of 4.9 stars
79 reviews
49 repeat clients
Profile image

Wonderful experience every time!!!

Availability updated 9 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Tracy H.
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Sitter Profile Image: Tracy H.
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2. Tracy H.

Star Sitter
Animal, life and nature lover
Sandisfield, MA, 01255
13.5 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
9 reviews
8 repeat clients
Profile image

I highly recommend Tracy! She’s popped in to care for my 2 pups (older 11 year old girl, and energetic 1 1/2 year old huge puppy). Tracy is really tuned in and easily gauges and provides individual attention to my two pets who’s needs are very diverse. Tracy is very responsible, competent and I trust my dogs are well cared for, my house is also safe. I trust her and super glad we found her!

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jesse R.
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Sitter Profile Image: Jesse R.
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3. Jesse R.

Your Pet's Personal Assistant
Torrington, CT, 06790
18.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
6 reviews

Upon my first meet and greet with Jesse, I can tell right off the bat the love he has for his own animals. My dog was fast to warm up to his calming nature he had towards him. I knew my dog would be safe and put me at total ease. After his stay, I could tell my dog was cared for like he was his own. I got photo and video updates which always makes a dog parent happy! I cannot say enough good things about my experience!! Will be using him again!

Availability updated 23 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Angela W.
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Sitter Profile Image: Angela W.
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4. Angela W.

Certified Dog Trainer Big Pet Lover
Torrington, CT, 06790
18.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per visit
5 out of 5.0 stars
111 reviews
43 repeat clients
Profile image

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

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Stacey G.
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Sitter Profile Image: Stacey G.
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5. Stacey G.

Love and care for all puppers
Winsted, CT, 06098
15.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$28
per visit
5 out of 5.0 stars
22 reviews
5 repeat clients
Profile image

Stacey was reliable and took care of our dog while we went on a last minute overnight get away. I would hire her again. ? She followed all instructions and sent pictures during each visit. Our dog seemed normally loud and barky when we got home! A sign that all is well?!

Availability updated 20 days ago
Sitter Profile Image: Christine A.
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Sitter Profile Image: Christine A.
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6. Christine A.

Rover 101
Star Sitter
Home Full time...
Rhinebeck, NY, 12572
18.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per visit
5 out of 4.9 stars
83 reviews
27 repeat clients
Profile image

Christine was not only friendly and helpful but she was understanding of our dog’s breed and gave us such a piece of mind! She went above and beyond making it easy to highly recommend her to anyone looking for someone to watch their pup. Thank you Christine!

Availability updated 9 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Andrea L.
Verified Enhanced Background Check
Sitter Profile Image: Andrea L.
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7. Andrea L.

I got you covered!
Sheffield, MA, 01257
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per visit
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

Andrea was very warm and the cats liked her immediately. She also made us very comfortable with leaving out cats and home in her care. Will definitely book again.

Availability updated 3 days ago
Sitter Profile Image: Yael G.
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Sitter Profile Image: Yael G.
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8. Yael G.

Fetch the best for your furball
Hillsdale, NY, 12529
14.5 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
1 review

Yael has walked and cared for my dog, Adrian, several times. She takes the time to pet and bond with Adrian in addition to walking her, feeding her, and making sure her needs are met. I feel completely comfortable knowing that she is reliable, caring, and really loves animals. Adrian doesn't love everyone, but she took to Yael immediately. I highly recommend her!

Availability updated 56 days ago
Sitter Profile Image: Abigail H.
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Sitter Profile Image: Abigail H.
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9. Abigail H.

Expert belly scratcher
Hillsdale, NY, 12529
14.2 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
4 reviews
3 repeat clients
Profile image

Abigail was the perfect cat sitter. I was so nervous leaving my cats for so long but it turns out, I didn't have to worry at all. She came for a meet and greet, learned all their names, and followed every instruction during the entire two week period. I needed twice a day drop ins for one hour each. She stayed for the entire hour, played with the cats, fed them, pet them, cleaned food bowls, replaced water bowls and cleaned their litter. She took pictures of them every time and by the end, my cats were so comfortable with her. I would hundred percent recommend her if you want a sweet, caring sitter who you can rely on.

Availability updated 7 months ago
Sitter Profile Image: Janet C.
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Sitter Profile Image: Janet C.
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10. Janet C.

animals are loving by nature
Great Barrington, MA, 01230
11.5 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 4.7 stars
13 reviews
11 repeat clients
Profile image

All good.

Availability updated over 1 year ago
Sitter Profile Image: Elise C.
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Sitter Profile Image: Elise C.
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11. Elise C.

Friendly and Experienced Pet Care
Sharon, CT, 06069
12.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
33 reviews
15 repeat clients
Profile image

Elise has been a wonderful sitter for our dogs and cats. They all look forward to her coming to play with them while we are away. Elise takes great care of all of our animals. She is very attentive and observant of any changes in our pets' behavior. She makes sure to let us know of any concerns she notices. She also sends us pictures from each visit while we're away and keeps us updated on how our pets are doing. I would highly recommend Elise to anyone looking for a sitter for their pets!

Availability updated 82 days ago
Sitter Profile Image: Evelyn C.
Verified Enhanced Background Check
Sitter Profile Image: Evelyn C.
Verified Enhanced Background Check

12. Evelyn C.

Reliable, Energetic, Caring Sitter
Ashley Falls, MA, 01222
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
1 review

I highly recommend Evelyn to care for your pets. She has been caring for my three cats for a little over a year, and her reliability and attentiveness give me complete peace of mind whenever I’m away. As a cat owner herself, she goes above and beyond—checking in regularly, bringing in packages, sending adorable photo updates, and making sure my cats are happy, healthy, and well cared for. It’s clear she truly loves animals, and her considerate nature makes all the difference. If you’re looking for a trustworthy and caring pet sitter, Evelyn is the perfect choice!

Availability updated 9 days ago
Sitter Profile Image: Teresa M.
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Sitter Profile Image: Teresa M.
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13. Teresa M.

Caring, loving, compassion .
Great Barrington, MA, 01230
13.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per visit
5 out of 5.0 stars
4 reviews

About: I’ve taken care of dogs of every kind since 2009 working with Neighbors, friends and family help them with bathing, feeding, hair cut, nail trim. I’m concurrently don’t have a full time job, I have a lot time available to help you with your doggie with walking, car ride, park. I have a big yard to play, run, jumping, very responsible, have a finish basement with open room to play . I can cook a low diet food .

Availability updated 21 days ago
Sitter Profile Image: Hannah S.
Verified Enhanced Background Check
Sitter Profile Image: Hannah S.
Verified Enhanced Background Check

14. Hannah S.

Loving caretaker for your pet
Salisbury, CT, 06068
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per visit
5 out of 5.0 stars
16 reviews
6 repeat clients

When my husband and I were taking a trip out of the country, we did not want to board our elderly dog, Mop, because we would be gone longer than usual. We took her to Hannah’s and knew we had left her in good hands. When we returned home, Mop was glad to see us but torn about being with us or Hannah. That’s when we knew she had been cared for well.

Availability updated 31 days ago
Sitter Profile Image: Danyelle G.
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Sitter Profile Image: Danyelle G.
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15. Danyelle G.

Attentive, Active, Responsible
Norfolk, CT, 06058
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
9 reviews
Profile image

Dany was the best - kind and accommodating and cared for my kitty like it was her pet!

Availability updated 24 days ago
Sitter Profile Image: Lucy C.
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Sitter Profile Image: Lucy C.
Verified Enhanced Background Check

16. Lucy C.

Flexible Schedule, Cats and Dogs
Great Barrington, MA, 01230
11.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
3 reviews

I am delighted to have Lucy‘s help caring for my cat Angel. Lucy is reliable, respectful of my home, and is consistently gentle and loving with him. It is very apparent that every time Lucy visits Angel, when I return home, his calmness is the proof he’s been loved up. .

Availability updated 39 days ago
Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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17. Amanda B.

Outgoing avid hiker & animal lover
Winsted, CT, 06098
10.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
2 reviews
2 repeat clients

Amanda has gone above and beyond with the care that she has given to my dog. Our puppy can't wait for Amanda to arrive and will whine and cry until she reaches the door! She enjoys the long walks she goes on with Amanda and comes back tired and content. I highly recommend Amanda's services.

Availability updated over 1 year ago
Sitter Profile Image: Kendra H.
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Sitter Profile Image: Kendra H.
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18. Kendra H.

In need of puppy/kitty love
Monterey, MA, 01245
11.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
3 reviews
Profile image

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!

Availability updated 28 days ago
Sitter Profile Image: Abe B.
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Sitter Profile Image: Abe B.
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19. Abe B.

Walking dogs is a passion of mine
Lakeville, CT, 06039
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
1 review
1 repeat client

Abe watched out two dogs for us. He did a great job taking them on lots of walks, playing with them, and making sure all their nutritional needs were met. He was so kind to our dogs and made us completely comfortable with him taking care of them. He sent lots of pics and gave us updates on how they were doing. I highly recommend him!

Availability updated over 1 year ago
Sitter Profile Image: Mai H.
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Sitter Profile Image: Mai H.
Verified Enhanced Background Check

20. Mai H.

Love & care when you can’t be there
Sharon, CT, 06069
8.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
2 reviews

Mai was an outstanding pet sitter for my pitbull. She was extremely caring, followed all the rules, and went above and beyond in her care. Mai sent regular updates with photos, which gave me great peace of mind while I was away. She took extra time to ensure my dog was comfortable, happy, and well-exercised. It's clear that Mai genuinely loves animals and takes her responsibilities seriously. I highly recommend Mai as a responsible and loving pet caregiver.

Availability updated 10 months ago

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