Dog Walkers in Canaan, CT

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
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Sitter Profile Image: Amanda I.
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Sitter Profile Image: Amanda I.
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1. Amanda I.

Smooches & Snuggles guaranteed!!!!
Brewster, CT, 06058
7.5 mi. away
Drop-In Visits, Dog Walking
from
$25
per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
Profile image

Definitely recommend and will be using Amanda again in the future! Our fur baby loves her and she’s very reliable and thorough!! Two thumbs up!

Availability updated 69 days ago
Sitter Profile Image: Casey C.
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Sitter Profile Image: Casey C.
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2. Casey C.

Lover of all living creatures <3
Torrington, CT, 06790
13.1 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
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Punctual and professional. Dogs really excited to see her. Very happy with her services!

Availability updated 19 days ago
Sitter Profile Image: Janice A.
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Sitter Profile Image: Janice A.
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3. Janice A.

Star Sitter
Safe, Loving and Happy farm
RHINEBECK, NY, 12572
25.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per walk
5.0 out of 5 stars
177 reviews
52 repeat clients
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Janice is super responsive and great with my large dogs - she’s a master at handling them and always shares relevant info after walks if needed.

Availability updated today
Sitter Profile Image: Theresa C.
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Sitter Profile Image: Theresa C.
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4. Theresa C.

Star Sitter
Authentic loving care of your pets!
Torrington, CT, 06790
18.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per walk
5.0 out of 5 stars
52 reviews
18 repeat clients
Profile image

Great personality!!!…Theresa is professional, accommodating and a lover of animals which is so apparent when she’s with them. So glad we found her!

Availability updated 3 days ago
Sitter Profile Image: Nikeyu C.
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Sitter Profile Image: Nikeyu C.
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5. Nikeyu C.

Rover 101
NYC/ UPSTATE Doggie Daycare!
Pine Plains, NY, 12567
15.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per walk
30 years of experience

About: Every dog deserves a safe, loving home while you're away, and I'm here to help! I've been a dog lover my entire life and currently care for two of my own: Bear, my sweet and cuddly 10-year-old black Pomeranian (who sometimes deals with alopecia), and Maggie, my energetic and affectionate English Springer Spaniel. I split my time between the Upper East Side and a beautiful 17-acre farm in Upstate New York—truly a dog’s paradise. Whether your pup enjoys romping around our vast yard or relaxing in the peaceful countryside, it's the perfect escape from the hustle and bustle of the city. I love dogs of all breeds and ages and can't wait to meet your furry friend! I live in Brooklyn heights, have a fenced in back yard for the doggie potty and play area, as well as near two great dog parks. I love all dog breeds and ages and very excited to meet your furry fuzzy friend! Pet care is an integral part of my daily routine. As a dedicated pet owner and caregiver, I prioritize giving each pet the attention, exercise, and care they need throughout the day. Whether I’m caring for my own dogs or a client’s pet, I make sure to schedule regular walks, playtime, feeding, and cuddle sessions to keep them happy and healthy. I prioritize safety and trust above all when caring for pets, whether at my home or in my client’s home. In my home, pets have a secure, clean, and comfortable environment with plenty of space to roam, both indoors and outdoors on our 17-acre farm. I closely monitor pets at all times to ensure their safety and well-being, offering regular playtime, walks, and attention to their specific needs. For in-home visits, I take care to follow any specific instructions provided by the owner, maintaining consistency with feeding, exercise routines, and any medications. I always ensure that the home is secure during my visits and that pets feel comfortable and relaxed in their own familiar surroundings. Communication with the owner is key, and I provide regular updates to ensure peace of mind.

Availability updated 2 days ago
Sitter Profile Image: Michelle F.
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Sitter Profile Image: Michelle F.
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6. Michelle F.

Animal care with compassion
Winsted, CT, 06098
15.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
1 review

I cannot recommend Michelle enough as a pet sitter! My little rascal at home is a schemer and a dreamer, so he is a lot to handle sometimes. Michelle is patient and gentle, even with the most difficult of furry friends. My cat never came back home with a scratch on him. A kind soul with tons of experience, Michelle would be a great pet sitter.

Availability updated 33 days ago
Sitter Profile Image: Angela W.
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Sitter Profile Image: Angela W.
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7. 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
$35
per walk
5.0 out of 5 stars
106 reviews
43 repeat clients
Profile image

My German Shepherd puppy Bianca and Angela got along very well. They spent the six days together, one hour per day, walking and playing in the dog park. I felt confident in Angela after our initial meeting at my house. We spent about 20 minutes getting to know each other. Afterwards, my puppy Bianca and Angela spent some time outside, and that's when I knew this was a wonderful match. I trust Angela with my dog, and I'd recommend her to any dog owner who wants outstanding services.

Availability updated 23 days ago
Sitter Profile Image: Eileen B.
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Sitter Profile Image: Eileen B.
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8. Eileen B.

Trusted Pet Sitter and Caregiver
Amenia, NY, 12501
13.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per walk
5.0 out of 5 stars
4 reviews

Eileen is an exceptional pet sitter and animal lover, who shows an extraordinary level of care and responsibility. Her ability to provide attentive and nurturing environments, especially for pets with illnesses or disabilities, is remarkable. Our pup Dingo lives with extreme arthritis. Eileen is super attentive on his routines and drug regimes. She also has experience in therapeutic pet massage, a skill she uses on Dingo to make his stays even more happy and comfortable. We have complete trust in Eileen’s ability to provide the highest quality love and care for our pup and highly recommend her.

Availability updated 8 days ago
Sitter Profile Image: Christine J.
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Sitter Profile Image: Christine J.
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9. Christine J.

A happy place for your pet!
North Canaan, CT, 06018
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per walk
5.0 out of 5 stars
14 reviews
9 repeat clients

About: I have owned and cared for dogs since I was a young child. Small dogs, medium-sized dogs, and currently have a beautiful Black Labrador named Elvis, and he loves to take shoes and hide them. I also care for our neighbor's Lab when they are traveling. The two dogs get along well, keeping each other company and playing. The neighborhood is dog-friendly, and walks with pets are a treat. We also have a non-fenced yard with a lead I will let the dogs go on. On request and with permission, I am happy to take the dogs to the Park. I am looking for a few pet owners who want confidence knowing that they have a happy place for their pets while traveling or need an extra pet helper when extra busy. I have a flexible schedule and will meet your traveling and pets needs. Please provide all necessary information so I can meet your pets needs while traveling. I am diligent and will follow any safety requirements that you present to me including vet information, food and schedules for your pet. Please share this information when I arrive.

Availability updated 37 days ago
Sitter Profile Image: Tracy H.
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Sitter Profile Image: Tracy H.
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10. Tracy H.

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

What a huge peace of mind it was to have Tracy spend time with our pup while we were away for the day. It gave us a sense of freedom we haven’t had since before we got her! Thank you so much!

Availability updated 73 days ago
Sitter Profile Image: Abigail H.
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Sitter Profile Image: Abigail H.
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11. Abigail H.

Expert belly scratcher
Hillsdale, NY, 12529
14.2 mi. away
Drop-In Visits, Dog Walking
from
$35
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients

About: I’m a pre-vet major with a love for all animals, especially dogs! I’m 19 years old, a full time student, and have 5 years of dogsitting and dog walking experience! I have a soft spot for older dogs, as well as experience caring for young litters of pups! I walk some of my clients’ dogs in their own backyard trails, and a few I transport to local parks for our walks. I love all of my clients dogs like they’re my own, and take special care to encourage their interests, and adapt our time together to fit their personality and needs! I have 6 repeat clients that I’ve met through rover, and treasure the time that I spend with their pets. The reoccurring clients I’ve had for 8 months have become a staple in my life, and a regular in my routine. It’s so special to be the part of the week that a dog looks forward to!! Booking a few weeks in advance is a good way to ensure I’m able to work around YOUR schedule! I take pride in caring for your pets like they are my own! As a dog owner myself, I understand the importance of not only respecting your dog’s boundaries, but also the rules you have for your dog! If you or your pet need to be accommodated in any way I’ll do my best to make it happen!

Availability updated 13 days ago
Sitter Profile Image: Sarah H.
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Sitter Profile Image: Sarah H.
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12. Sarah H.

Care for your pet like my own!
Winsted, CT, 06098
14.8 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
1 review

Nothing is harder than finding someone to take care of your pets while your family is away. Thankfully, we have always had Sarah to watch our two dogs and one cat while we are gone. Sarah is absolutely wonderful with all three animals and has created special relationships with each one. She is responsible and tends to their needs, and she is also caring and nurturing. She takes them for walks, plays fetch in the yard. Her strong bond is obvious by my dogs' responses when they see her, and she is one of the few people my cat will come out of hiding to sit with. She loves animals and she's particularly knowledgeable about dogs, often keeping me informed of the do's and don'ts such as what is best to feed them and not to feed them. I would recommend Sarah to walk or care for any pets.

Availability updated 24 days ago
Sitter Profile Image: Ashley A.
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Sitter Profile Image: Ashley A.
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13. Ashley A.

Genuine Animal Lover
Amenia, NY, 12501
16.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
5.0 out of 5 stars
30 reviews
7 repeat clients

Before I knew about Ashley, I had to cancel my trip due to inadequate boarding here. Ashley didn’t hesitate to care for my dogs during my last trip and did an outstanding job with them. She came to visit them before my departure and they seemed to bond with her immediately which is a good sign. Mainly, there were no problems and they were in great shape when I returned. I’m planning on using Ashley’s services again in the fall.

Availability updated 8 months ago
Sitter Profile Image: Brooke D.
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Sitter Profile Image: Brooke D.
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14. Brooke D.

Kind & reliable animal lover 🐶🐱
Winsted, CT, 06098
13.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per walk
5.0 out of 5 stars
12 reviews
1 repeat client

Brooke is a dog lover!!! She knows exactly what fur babies need to feel loved and happy. She loves to be outside with her pup as well as snuggle up on the couch. I trust Brooke to care for my fluffs when I can’t be there 🐶

Availability updated 75 days ago
Sitter Profile Image: Christine A.
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Sitter Profile Image: Christine A.
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15. Christine A.

Rover 101
Star Sitter
Home Full time...
Stanfordville, NY, 12581
18.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per walk
5.0 out of 5 stars
73 reviews
26 repeat clients
Profile image

Very attentive and conscientious!!!! Our 2 guys were in excellent hands! Thank you!

Availability updated 2 days ago
Sitter Profile Image: Janet C.
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Sitter Profile Image: Janet C.
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16. Janet C.

animals are loving by nature
Great Barrington, MA, 01230
11.5 mi. away
Drop-In Visits, Dog Walking
from
$22
per walk
5.0 out of 5 stars
13 reviews
11 repeat clients
Profile image

Janet was wonderful

Availability updated over 1 year ago
Sitter Profile Image: Andrew C. S.
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Sitter Profile Image: Andrew C. S.
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17. Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Great Barrington, MA, 01230
13.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$30
per walk
5.0 out of 5 stars
32 reviews
10 repeat clients
Profile image

I always think that I have angels in my life. Andrew came this evening to help us with our border collie Gabo, while we were feeling sick. Andrew is a great and reliable support. Our furry baby loves him and greets him with much affection when he shows up! Thank you Andrew for showing up during a challenging time and for taking care of Gabo.

Availability updated 24 days ago
Sitter Profile Image: Stacey G.
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Sitter Profile Image: Stacey G.
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18. Stacey G.

Love and care for all puppers
Winsted, CT, 06098
15.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per walk
5.0 out of 5 stars
20 reviews
5 repeat clients

About: I grew up with always having dogs around and have had a lifelong passion and love for all animals. I’ve been dog sitting for over 10 years now and can provide the best love and care for your animals. I have helped out at a dog training center. I enjoy hiking several times a week and would love to have an animal to accompany me. It has always calmed me down to be around animals because they bring such happiness and great company rather than being alone. It has always been a dream to either work with and have several animals throughout my life. I feel like dogs can bring so much joy to a person and or family. I can relate to how special a pet can be, my dog Fluke is my whole world and my goal is to give him the best life possible. With that being said, I will do everything in my power to provide the best experience for you and your fur babies. ♥️ I’m currently working part-time and going to school for my Master’s online, so I have plenty of open time to care and play with your pups! I have the friendliest golden retriever pup who absolutely adores anyone he meets if your pup needs a friend. I follow all safety guidelines to make sure your fur baby and home are protected.

Availability updated 4 months ago
Sitter Profile Image: Makayla F.
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Sitter Profile Image: Makayla F.
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19. Makayla F.

Trustworthy and nurturing
South Egremont, MA, 01258
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per walk
5.0 out of 5 stars
13 reviews
1 repeat client

I am so happy to have found Makayla she is wonderful with our dogs. they adore her! she comes right to our home and lets them out for playtime, walks ,feeds what ever we ask while we're away. . I / we highly recommend her.

Availability updated 3 months ago
Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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20. Amanda B.

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

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