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

“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!”


“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 😇”


“Ashely is such an amazing sitter! Koda loves her and is always so excited to see her when she picks her up for walks. I highly recommend Ashley’s services to anyone looking for a responsible and reliable sitter - we will for sure continue to use her services consistently!”


About: I grew up with a high-energy border collie, which taught me patience, consistency, and how to handle smart dogs! Since college, I’ve occasionally walked and sat for friends’ pets, especially during med school. I’m attentive, reliable, and always make sure pets feel safe and cared for. I’m currently between jobs and have a very flexible schedule. I’m happy to work with you to accommodate your pet’s specific needs, be it morning walks, house sitting, or anything in between. I offer pet care in your home to help your pet stay comfortable in their familiar space. I respect your home and routines, and I always prioritize your pet’s safety and well-being. I’m calm and detail oriented, whether it’s medications, feedings, or just giving them love and attention.

“Such a sweetheart!! Katie kept me updated the whole walk and even sent pictures, she does such a great job walking and getting all of kodas energy out! Highly recommend and definitely will be booking with her again!”


About: Hi! I’m Megan, a lifelong dog lover based in Manchester and South Windsor, Connecticut. I had the joy of caring for my amazing Pittie—Samantha—for 13 years. She was my shadow, my jogging buddy, and my heart. Through her, I gained hands-on experience with leash training, handling strong breeds, and recognizing subtle behavior cues that helped her feel safe and loved in every situation. I offer house sitting for pet parents who want peace of mind while they’re away. I keep your pets comfortable in their home environment and maintain routines so everything feels familiar and safe. I know how important it is to trust someone with your dog—and I treat every pup I meet with the same love, patience, and respect I gave to Samantha. In addition to house sitting, I offer drop-in visits and walks with your dogs. You can expect me to maintain your home with the same care I’d give my own. I’m happy to keep things neat, water plants, bring in mail, and make sure everything feels just the way you left it. I’m calm, dependable, and genuinely love spending time with animals. I’m happy to send photo updates after every walk, drop-in, or overnight stay so you can stay connected with your fur baby while you’re away. What You Can Expect: ✅ One-on-one attention & personalized care ✅ Experience with large breeds & strong pullers ✅ Patience with shy or reactive pups ✅ Clean-up, water refresh, and playtime included ✅ Photo & text updates after every visit ✅ Respectful care of your home during house sitting ✅ Sticking to your pet’s routine for meals, meds, and rest ✅ Light household tasks like mail pickup, plant watering, and tidying up ✅ Overnight presence to keep your pets company Let’s set up a meet & greet—I’d love to learn more about your pup and how I can help! Walking and Drop-Ins Schedule: • Weekdays: • Early mornings: 5:00 AM – 7:00 AM • Lunchtime (South Windsor only): 1-hour window available (perfect for midday potty breaks!) • Evenings: 4:00 PM – 8:00 PM • Weekends (Sat & Sun): • Available all day: 5:00 AM – 8:00 PM House Sitting Schedule: I work 7:30 - 4:00 PM during the work, if you're within a 5-15 mile radius of South Windsor I can do an afternoon drop in. Weekends I'll be able to stick to whatever your normal routine is! I offer house sitting for pet parents who want peace of mind while they’re away. I keep your pets comfortable in their home environment and maintain routines so everything feels familiar and safe.

“Marlena is the best! My pittie and rottie love when she comes to pick them up for a walk. She treats them like family and brings them on great adventures. She is communicative, responsible and kind. Would trust her any day with my fur babies.”


About: I'm a stay-at-home parent with a flexible schedule and a love for dogs (and cats and horses and so on😸). I offer dependable dog walks and daily check-ins to help keep your pup happy and cared for while you're away. I'm professional, experienced, and always focused on providing safe, attentive care. Since my kids sometimes join me on walks, I ask that your dog is comfortable around children and strollers. Whether it's a daily stroll or a quick drop-in, you can count on me for reliable, thoughtful pet care. I can administer medication, drive to and from the park, and give a good brushing if needed. I am available most days, and can work around anyone's schedule. Even on little league days, you can count on a drop in or a quick stroll! I offer rides too and from the park or my own fenced in yard, I will ALWAYS keep your dog on a lead and return them to their crate if need be.

About: I’ve had all kinds of different dogs and cats throughout my life and am part of a big family which has the same, let alone my animal sitting experience with ages ranging from babies to some senior pups. I’ve never met an animal I didn’t love:) I’m currently working part time while finishing my college degree, but definitely have time to meet some new furry friends! Look forward to meeting you and your fluff ball and being able to provide some extra love to your fur pets!:) I think it’s important to get to know your pets needs and I understand the importance of consistency for fur babies. Willing to do whatever makes you and your fur baby most comfortable while providing some extra love and pets:)

About: I have taken care of 3 dogs, 2 cats and 10 chickens over the past 30 years and provide service in Naples FL and in Boston MA I am available Thursdays, fridays, and Saturdays 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

About: In my personal extensive work with animals in my 10 years of experience, I am able to swiftly recognize different cues due to having owned many different types of animals as well as cared for them. I am actively taking care of my cats everyday and take care of a dog everyday. I’m well versed with both animals and am able to take care of both. With my own pets at home I make sure they each receive equal care. Furthermore, from having had dogs and cats for so long I’m able understand typically what each animal might need, to make sure that each of their needs are adequately met and addressed in a timely manner.

About: I have been dog sitting for family and friends for many years. I also work at a doggie daycare for a year or so now. I love animals and would love to connect with your pet. I am a full time college student and I also work at a dog daycare and am looking to do something with my free time and would love to spend it pet sitting. I am a very trustworthy and responsible young adult and would love to be able to show love to someone’s pet while they are away and take care of any needs they may have.

About: I’ve grown up taking care of many household pets (dogs, cats, ferrets, guinea pigs, etc) I’ve taken care fully of my own kitties for the last 3 years and I’ve been walking/sitting my parents puppies since they were 8weeks old(they are now 6months old) I currently work part time, Sunday-Thursday for 5 hours a day. So I will have lots of free time to come walk and play with your fur babies! And I’m available pretty much every weekend, any time. I absolutely love caring for any and all household pets and will always make sure your baby is well taken care of and follow any safety instructions needed.

About: Hi, I’m Holly, and I would love to help care for your dog! I have a flexible schedule and am willing to cater to the needs of my clients. Whether you need a drop in visit or a longer stay, I’m here to help! I used to raise German Shepherds to for the visually impaired and currently volunteer in the puppy department- animals (especially dogs) bring joy to my life! My hours are flexible, I can offer morning, afternoon, or night visits and I have weekend and holiday availability! Contact me to schedule what is best for you With over 10 years of experience caring for animals, you can feel confident I will treat for your animal as if he/she is my own!

About: Current dog mom to a staffy and happy to work with all dogs and even a cat or two. I enjoy play time and walks and will be happy to cater to your pets needs (no matter the weather!) If your dog is in more of a relaxed state of mind, we can happily cuddle in front of the TV as well! I do currently work full time in a hybrid job, so would prefer to focus on weekend jobs. But if your pooch is well potty trained I could do weekday walks in between my work hours! Don't be afraid to reach out and we can see if I am a good match for your pets needs! If our dogs are good matches I would also consider at home sitting but am not comfortable providing that without meet ups first. I work full time. So any services provided will be for mid day walks or for weekend overnighters. I prefer not doing weekday overnighters unless it is a client I already work with and they really need it. I am happy to do daily visits but due to life and making lots of plans, I can’t commit to being a consistent Mon-Fri walker and would be better for someone that just needs me a couple of days out of the week. I do not have a fenced yard but I am already used to taking my dog on two long walks a day with additional bathroom breaks if needed. My dog is crate trained but also allowed on furniture so not a very strict household. I will follow your rules that you set for your pet in your house and can be stricter if needed.
Loving dog walkers in your neighborhood
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Jordan C.

“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”


Paula S.Star Sitter

“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!”


Le'Andra M.Star Sitter

“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 😇”


Ashley S.Star Sitter

“Ashely is such an amazing sitter! Koda loves her and is always so excited to see her when she picks her up for walks. I highly recommend Ashley’s services to anyone looking for a responsible and reliable sitter - we will for sure continue to use her services consistently!”


KiAnna H.
Star Sitter


“KiAnna is wonderful! She has a great connection with dogs. Great to work with!”


Katherine V.
“I’ve known Kat for about 7 yrs and she’s been amazing with my temperamental cat. She’s able to calm her down which is difficult for cat sitters. She’s got her own fluff ball and has been around animals for a while. She’s really good. Highly would recommend her.”


Katie D.

“Such a sweetheart!! Katie kept me updated the whole walk and even sent pictures, she does such a great job walking and getting all of kodas energy out! Highly recommend and definitely will be booking with her again!”


Megan S.
“I can’t say enough good things about Megan. She is kind, reliable, and clearly have a genuine love for animals. My pup absolutely adores her and is always excited to see her. I feel completely at ease knowing my dog is getting excellent care, lots of attention, and plenty of playtime while I’m away. It’s such a relief to have someone I trust. I highly recommend Megan for your pet sitting and walking needs!”


Marlena M.Star Sitter

“Marlena is the best! My pittie and rottie love when she comes to pick them up for a walk. She treats them like family and brings them on great adventures. She is communicative, responsible and kind. Would trust her any day with my fur babies.”


Liz W.Star Sitter

“Liz was very responsive and the dogs seemed to love her! It was a last minute request too, with less than 48 hour notice and she was great about it.”


Jessica G.
“Jess has always been my go to girl for all things animal, I trust her with my pets because she treats them like her own. ”




Jessica & Christopher F.Star Sitter

“Wonderful experience! My doggies were super happy. Thx :)”


Ashlee E.

“Reliable, quick to respond and our pups LOVE her! When we book her for a walk, we KNOW she is taking great care of them and they will get a nice long walk. 10/10 recommend!”


ashley P.
“Ashley is one of the sweetest kindest souls I know. She loves every animal and treats them as if they were one of her own! I highly recommend Ashley to anyone who wants their pet to feel loved and safe no matter what”


Joseph F.
“I can’t think of a better person to care for your pet! Joseph has a remarkable love of animals. He will take the time to interact with your pet with the utmost dedication to detail. He exudes sheer joy while in the company of animals. Definitely the person I trust with my little Mimi. She absolutely adores him!”


Maria Susanne D.
About: In my personal extensive work with animals in my 10 years of experience, I am able to swiftly recognize different cues due to having owned many different types of animals as well as cared for them. I am actively taking care of my cats everyday and take care of a dog everyday. I’m well versed with both animals and am able to take care of both. With my own pets at home I make sure they each receive equal care. Furthermore, from having had dogs and cats for so long I’m able understand typically what each animal might need, to make sure that each of their needs are adequately met and addressed in a timely manner.


Kaila R.
“Kaila is a responsible, caring, animal loving young woman. She is great with her own pet (Magic) who is a 6-year-old Goldendoodle. Kaila will be a great asset to your organization. She will play, walk, and feed dogs/pets as requested. I highly recommend her services.”


Ashley D.
About: I’ve grown up taking care of many household pets (dogs, cats, ferrets, guinea pigs, etc) I’ve taken care fully of my own kitties for the last 3 years and I’ve been walking/sitting my parents puppies since they were 8weeks old(they are now 6months old) I currently work part time, Sunday-Thursday for 5 hours a day. So I will have lots of free time to come walk and play with your fur babies! And I’m available pretty much every weekend, any time. I absolutely love caring for any and all household pets and will always make sure your baby is well taken care of and follow any safety instructions needed.


Holly H.
“Holly loves Tuukka like she is her own!! Highly recommend her caring for your pets! She goes above and beyond to give them love and attention. I never have to worry when she is caring for Tuukka. Your pet will be in good hands.”


Gloriya M.
About: Current dog mom to a staffy and happy to work with all dogs and even a cat or two. I enjoy play time and walks and will be happy to cater to your pets needs (no matter the weather!) If your dog is in more of a relaxed state of mind, we can happily cuddle in front of the TV as well! I do currently work full time in a hybrid job, so would prefer to focus on weekend jobs. But if your pooch is well potty trained I could do weekday walks in between my work hours! Don't be afraid to reach out and we can see if I am a good match for your pets needs! If our dogs are good matches I would also consider at home sitting but am not comfortable providing that without meet ups first. I work full time. So any services provided will be for mid day walks or for weekend overnighters. I prefer not doing weekday overnighters unless it is a client I already work with and they really need it. I am happy to do daily visits but due to life and making lots of plans, I can’t commit to being a consistent Mon-Fri walker and would be better for someone that just needs me a couple of days out of the week. I do not have a fenced yard but I am already used to taking my dog on two long walks a day with additional bathroom breaks if needed. My dog is crate trained but also allowed on furniture so not a very strict household. I will follow your rules that you set for your pet in your house and can be stricter if needed.
Over 76 pet parents in Windsor have booked dog walking
Windsor dog parents share their Rover experiences
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!
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 Aug 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 Aug 2025, there are 1,770 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, 83% of Windsor dog walkers respond in under an hour.
Dog walkers in Windsor 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 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 1,770 dog walkers in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 96% 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.
