Dog Walkers in Winsted, CT
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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1. Tara N.

“Tara was very communicative about our shy and scared pup. Kept me in the loop and made me feel comfortable.”


2. Jillian B.
“Jillian is my older cousin. Jillian is extremely trustworthy and responsible. My parents have trusted Jillian to watch my two siblings and me since we were very young. In the past, if my parents ever went out of town, Jillian was one of their most trusted options to watch us, our dog, and our house. Setting aside the fact that my parents have trusted Jillian with their entire lives, Jillian has always had dogs. She cares for her own dogs as well. In my opinion, Jillian is and will always be the best bet when it comes to caring for a loved one or pet.”


3. Jesse R.
“Jesse is the only person I trust with my sensitive, high energy dog Butters. We struggled for years to find a dog sitter who was able to give her the attention and exercise that she needs until we found Jesse. He treats your fur baby like they are his own. He is truly the best! I highly recommend Jesse to care for your dog.”


4. August "Rusty" N.
“I enthusiastically recommend August, AKA Rusty, for any and all pet care needs. Rusty loves and cares for every four-legged friend he meets. Rusty is a kind and compassionate person. He is a dog advocate. One of my puppers is selective when it comes to liking humans, especially men, but he loves Rusty. I feel at ease when Rusty is interacting with my dogs as I know they are in good company. I would not hesitate in trusting Rusty with my four-legged family members. Dogs live their best lives when Rusty is around!!!”


5. Stacey G.
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.


6. Amanda I.

“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!”




7. Catherine R.
“Catherine has watched my two Australian Shepard’s numerous times over the last several years while I’m away on vacation or out of town for work. She’s very friendly, dependable and responsible. I never have any hesitation about leaving them because she takes such great care of them. I even get daily updates and pictures!”


8. Brendan E.
About: I've been trusted by many family and friends for the past ten years to care for their dogs of all ages, sizes, and zoomies levels. I'm currently working part-time and have the ability to shift my schedule around as needed. I'm very organized, so I can assure you that I will be on time and available to meet my obligations to you. In your home, I can cater to your desired care approach for your pets, so long as it remains loving and nurturing. This includes but is not limited to: playing with your animal, allowing your animal to sleep in the bed, assisting aged animals up and down stairs, etc.


9. Karina S.


“Karina is the best dog sitter that I’ve had. She is very professional and always communicates. I have been though a few dog sitters so far, and she is definitely the best. Don’t be afraid to give her a booking you won’t regret it!”


10. Hadley L.

“Hadley was very responsive and great with my dog! I will definitely use her again.”


11. Alexandra E.
“Allie is a loving caring animal lover. It’s a big plus that she’s a medical professional, so no need to worry about your elderly or special needs pets. Your animals are in the best of hands with her. Reliable, dependable and trustworthy, you can rest assured that she will take excellent care of all your pet care needs.”


12. Trinity K.
“To Whom it may concern, Trinity K is of the highest quality of persons I can think of. Not only is she kind and caring but she is honest and compassionate. For the 3 years that I have known her I have come to think of her as a snow white of sorts. Animals love her energy and are truly better off after meeting her. Wild animals will go out of their way to cross paths with her. But dogs and cats absolutely adore her, she's the type to be found at a party petting the hosts pet the entire night. The type to remember an animals name over a humans. She is exactly who I go to to care for my pets. Regards Devon B”


13. Chris D.
“For as long as I have known Chris, he has been an animal lover. Whenever I needed him, he was always there to help take care of my cat Charles. He was very fond of Charles and Charles very much enjoyed his company. Whenever I was away, I knew he would be well taken care of so I never had to worry.”


14. Angela W.

“My dog was calm and well cared for after his walk with Angela. She followed all my instructions and took lots of pictures of my my dog while she was with him. He looked like he was having fun.”


15. Theresa C.

“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!”


16. Londiwe M.
“Londi is a great person for the job. Not only does she love animals, she also respects them. She’s a hard working and very considerate person. If there’s anything you need to tell her about, she listens and accepts criticism. She cares about your pets as much as you do. Your furry friends will be in good hands.”




17. Kimberly H.

“Kimberly is great! She loves the dogs she cares for and is friendly and enthusiastic!”


18. Kiera K.

“Kiera was very friendly and patient with our 2 very shy dogs. I will definitely book with her again!”


19. Michelle R.
“I have know Michelle for over 25 years. When I first met her she had 2 dogs. I was so happy to see how attentive she was to her fur babies. She is willing to go the extra mile to care for an animal. I’ve never met someone like her that is willing to give so much. No matter what is going on in her life, she makes sure whoever is with her feels her genuine heart. I am sure that anyone that she comes in contact with will never want to leave her caring hands.”


20. Angela M.
“I highly recommend Angela to all my family and friends. She is trustworthy, reliable and her love of all animals shows in every interaction. She is simply the best!”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. 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?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Doggy Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winsted on Rover as of Apr 2025 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Apr 2025, there are 895 dog walkers in Winsted. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 85% of Winsted dog walkers respond in under an hour.
Dog walkers in Winsted have an average of 15 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winsted.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 895 dog walkers in Winsted on Rover, so you’re sure to find the perfect match for your dog! In Winsted, 97% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker 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 walker 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 walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
