Dog Walking in Windsor

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

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Top rated Windsor dog walkers

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jesey M.
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Jesey M.
from
$25
per walk
5.0 out of 5 stars
15 reviews
5 repeat clients
7 years of experience
Windsor, CT, 06095

Jesey was able to take Leo on a last minute walk for me. He was quick to get to know Leo and helped save the day!

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Jason D.
Sitter Profile Image: Jalah C.
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Jalah C.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Windsor, CT, 06095

About: Lifelong animal lover with 7+ years caring for my own 2 dogs, along trusted experience with friends and family’s pets. I make sure your pet feels loved, comfortable, and cared for at all times. I’m currently working part-time, so I have a lot of availability throughout the week. I love morning walks because they get me up to start my day while also being active. As well as mid-day and evening walks allow me to take a break from any tasks and get outside in the sun while having some fun! Whether I’m visiting your home or walking your pup, my goal is to keep them happy, safe, and comfortable. For walks, I make they get plenty of fresh air, exercise, a potty break, and time to sniff and explore while keeping a close eye. During home visits, I’ll refresh their water, feed them, give potty breaks and spend quality time. I’ll also follow any instructions you leave for me and always treat your home with respect.

Sitter Profile Image: Mariah L.
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Mariah L.
from
$30
per walk
5.0 out of 5 stars
11 reviews
5 repeat clients
10 years of experience
Windsor, CT, 06095

About: I have 10 years of experience working with pets in a variety of settings including animal shelters, veterinary offices, pet daycares, and as a pet sitter! I am comfortable with dogs and cats of all ages and sizes, and can provide specialty care such as medications. I currently do not have a 9-5 so have a flexible M-F schedule! I usually do not have weekends available, but feel free to message and ask if it is a longer stay that would go over the weekend. I ensure to respect your pet and your home. I know it is difficult to trust people with your pets, and I promise to take the utmost care. I have a senior dog myself, and understand every pet is different and has their own needs.

Sitter Profile Image: Berkley B.
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Berkley B.
from
$25
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
Windsor, CT, 06095

Doing great! I can tell my dog is in good hands with Berkeley.

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Colin S.
Sitter Profile Image: Jordan C.
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Jordan C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
45 reviews
17 repeat clients
6 years of experience
East Hartford, CT, 06108

Jordan was on time, walked my dog for the full 30 minutes and sent photos on their walk. Going to book with her again, would highly recommend her

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Evan K.
Sitter Profile Image: Olivia S.
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Olivia S.
from
$17
per walk
3 years of experience
South Windsor, CT, 06074

About: I’ve had a dog and 3 cats growing up. I am constantly around dogs and they all love me. My friends and neighbors have trusted to watch their animals when they are away. I just graduated college and looking for a fun job for over the summer! I have lots of free time so I am available to help with your animals whenever you need! I have one cat at home but he’s not the biggest fan of new animals. I love playing with animals and making sure they use most of the energy.

Sitter Profile Image: Paula S.
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Paula S.
from
$20
per walk
5.0 out of 5 stars
21 reviews
7 repeat clients
15 years of experience
East Granby, CT, 06026

Could Paula get any better? It’s impossible. In two visits she has our crazy puppy minding on leash and exhausted for the remainder of the day. Paula even helped source some strategic training in our immediate area. We are feeling blessed to know Paula and appreciate her patience and loving persistence with sweet, crazy Sophie!

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Anna N.
Sitter Profile Image: Jessica & Christopher F.
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Jessica & Christopher F.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
127 reviews
54 repeat clients
20 years of experience
Windsor, CT, 06095

Very thankful that Jessica and Chris were available on short notice. They spent a good amount of time with my pup and provided some cute pictures! Definitely recommend

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Steve W.
Sitter Profile Image: Steffen B.
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Steffen B.
from
$20
per walk
5.0 out of 5 stars
9 reviews
5 repeat clients
4 years of experience
Sheldon Charter Oak, Hartford, CT, 06106

He’s the best. Clay loves Uncle Steffen! He’s so great with him and he gets so excited to see him!

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Jacqueline Z.
Sitter Profile Image: Desiree N.
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Desiree N.
from
$22
per walk
5 years of experience
Windsor, CT, 06095

About: I have experience with all kinds of dogs of all sizes. I have owned 3 pitbulls so I for sure know how to handle dogs that size. I also have a park near my house that is very discrete where the dogs can come roam around. It is fenced and barely anyone ever goes to. I used to bring my dogs over there when I had them. I am available full time if needed. I work from home. I can do pick up & drop as well. Please let me know, it would be my pleasure! I care for the dog as if they are my own. I know animals can become family, just as mine have became family. I will go accordingly to your dogs schedules and make sure they have the best care.

Sitter Profile Image: Liz W.
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Liz W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
87 reviews
35 repeat clients
20 years of experience
Windsor Locks, CT, 06096

Liz is very responsive and has been a lifesaver for some unexpected next day bookings. We're immensely grateful for her willingness to work with us to figure out a time slot that worked for everyone! She's thoughtful of our dogs' needs, asking insightful questions about feeding times. And most importantly, the dogs seemed very content in the photos she sent of the visit and when we returned home!

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Kayla K.
Sitter Profile Image: Erica & Chris G.
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Erica & Chris G.
from
$25
per walk
5.0 out of 5 stars
16 reviews
6 repeat clients
20 years of experience
Windsor, CT, 06095

They did a great job with my pup! They were punctual and professional!

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Bailey W.
Sitter Profile Image: Joseph F.
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Joseph F.
from
$25
per walk
30 years of experience
East Windsor, CT, 06088

About: I have owned 5 dogs, 2 cats and 10 chickens over the past 40 years and provide service in Naples, FL, Marco Island and Bonita Springs. I am available most days in Naples FL, but very flexible depending on your needs. Do not hesitate to call me, I can give your pup the time and love he deserves. I would prefer to come to your home, only because my home is not fenced in, but could keep the dog on a leash at all times outside

Sitter Profile Image: Amy H.
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Amy H.
from
$18
per walk
25 years of experience
West Hartford, CT, 06117

About: Nice to meet you. My name is Amy. I am a high school Spanish teacher on summer vacation, and I am available every Tuesday, Wednesday, and Thursday this summer to walk your dog or check in on your pets while you are away. I have experience with cats, dogs, horses, and chickens. Yo hablo español (et un peux de français!) I am available mornings and afternoons on Tuesday, Wednesday, and Thursday throughout the summer, from late June to mid August. Check my schedule on Rover to see my availability ! I am happy to feed and brush your pet; play with them; take them for walks. I can administer medication, clean up messes. If you have a cat, I can also feed them, brush them, and clean their litter box.

Sitter Profile Image: Alixeanaly R.
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Alixeanaly R.
from
$25
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Hartford, CT, 06103

About: Growing up I’ve had either a dog , cat , fish & a bird. Once I had all four at once ! My love for my fur family grew with my age & now I’m extending the love from my fur family to yours ! <3 I currently work a part time meaning I have plenty of time to spend time with your fur family ! That could be cuddles , walks , meals & just chill time I’m there ! My services happen in your home to ensure you the most secure & trusting environment for not only you but also your fur family! <3

Sitter Profile Image: Le'Andra M.
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Le'Andra M.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
28 reviews
13 repeat clients
20 years of experience
Asylum Hill, Hartford, CT, 06105

One of the best! Updated me the whole time my doggie was on a walk and came with last minute notice. Will definitely be booking more walks!! Muffin was satisfied 😇

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Lusianna M.
Sitter Profile Image: Claudia B.
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Claudia B.
from
$22
per walk
5.0 out of 5 stars
2 reviews
6 years of experience
South Windsor, CT, 06074

About: My name is Claudia and I'm a dental hygienist and animal lover! I’ve had an English bulldog and now have my puppy Bauer and bunny Daisy. I am available on the weekends only and prefer at least a few days notice. I like to meet you and your fur baby(ies) prior to a booking to get comfortable with your space and animals. Thanks for considering me A wonderful dog friendly community! Lots of open space to run near our community pool and grass to roll around in! Happy to show pictures

Sitter Profile Image: Mo C.
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Mo C.
from
$15
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
East Hartford, CT, 06118

Extremely nice, super friendly, my dogs took to her right away. Very professional and polite. Goes above and beyond when she is with my dog.

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Rosalva A.
Sitter Profile Image: Abigail C.
Verified Enhanced Background Check
Abigail C.
from
$15
per walk
5.0 out of 5 stars
1 review
1 repeat client
6 years of experience
Windsor Locks, CT, 06096

About: I’ve had dogs/cats since I was little so not only am I used to taking care of my own pets but other peoples pets as well. I am used to feeding, letting out/walking, and playing with dogs that are not my own. I can walk/ let out pets/ feed pets any day of any time I need to. I work from home and have a flexible schedule, so stepping out to let your pets out or to visit them is no issue! I have a fenced in yard and can let dogs out to potty/run around or take them to a dog park! I give them as much time as they need to be outside and move!

Sitter Profile Image: Eleni F.
Verified Enhanced Background Check
Eleni F.
from
$25
per walk
5.0 out of 5 stars
14 reviews
3 repeat clients
25 years of experience
Downtown, Hartford, CT, 06106

Eleni was wonderful! She got along with Gracie well and kept a very timely manner!

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Vincent T.
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Over 15
pet parents in Windsor have booked dog walking

Windsor dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Thank you Grace for being timely and taking Hershey on a walk this afternoon! Appreciate you taking a last minute request!

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Irene H.
Dog Walking
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per walk for dog walking in Windsor is $20

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.

Sitters in Windsor average 3
repeat dog walking clients

Dog 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 Windsor on Rover as of Jun 2026 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.

If you’re searching for a Windsor dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,205 dog walkers in Windsor. 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, 84% of Windsor dog walkers respond in under an hour.

Dog walkers in Windsor have an average of 16 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 Windsor.

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 2,205 dog walkers in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 95% 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.