Dog Walking Windsor

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

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Over 14
pet parents in Windsor have booked dog walking

Windsor, Find top rated dog walking

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: Noelle K.
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Noelle K.
from
$18
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Windsor, CT, 06095

“We couldn't have asked for a better sitter! Our dog was happy, well cared for, and loved the attention. Thank you for taking such great care of Raven!!”

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Toronda S.
Sitter Profile Image: Maegen C.
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Maegen C.
from
$17
per walk
4.8 out of 5 stars
• 4 reviews
25 years of experience
Windsor, CT, 06095

“Maegen was super attentive and took care of everything that Vedder needed. Extremely happy with the level of care. Top notch communication as well. Highly recommended”

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Scott M.
Sitter Profile Image: Lindsey D.
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Lindsey D.
from
$16
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
Manchester, CT, 06040

“Lindsey is doing a consistent, effective job with Toni. The weather has been extremely challenging, but she has been faithful and positive and Toni is always happy to see her.”

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carol c.
Sitter Profile Image: Ashley S.
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Ashley S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
15 years of experience
Hartford, CT, 06106

About: I provide loving, attentive pet care, ensuring pets feel safe, comfortable, and happy while maintaining routines, exercise, feeding schedules, individualized attention, and clear owner communication. (Bilingual) Habló español Pet care fits into my routine part-time and per diem, allowing me to dedicate quality time, flexibility, and focused attention to each pet without feeling rushed. I follow each pet’s routine closely, including feeding, walks, playtime, and rest. I keep environments clean, safe, calm, and provide regular updates to owners for peace of mind.

Sitter Profile Image: Jordan C.
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Jordan C.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 55 reviews
19 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: Le'Andra M.
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Le'Andra M.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
• 29 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: Shianne E.
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Shianne E.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
7 years of experience
West Hartford, CT, 06107

“Shianne is awesome. She is very responsive and thorough. Love the real time updates and communication. Our pup Oliver LOVES her too! We are happy to trust her with such a special part of our family💗”

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Lauren V.
Sitter Profile Image: Jill R.
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Jill R.
from
$25
per walk
4.8 out of 5 stars
• 29 reviews
9 repeat clients
14 years of experience
Upper Albany, Hartford, CT, 06112

About: Caring for animals has always been a passion of mine. From a young age, I naturally took on the responsibility of helping care for my family’s dogs, making sure they were fed, exercised, groomed, and given plenty of attention and affection. Providing a safe, loving, and structured environment has always been important to me. Over the years, I’ve gained hands-on experience with dogs and cats of all temperaments, including administering medication, basic grooming, and supporting rescue and rehoming efforts. I’ve personally rescued several animals and understand the patience, compassion, and consistency they need to feel secure and happy. I joined Rover because working with animals truly brings me joy. You can trust that your pet will be treated like family and cared for with the same love, responsibility, and attention I give my own. Pet care fits naturally into my daily routine because I’m home full-time caring for my baby and my own dogs. Being home throughout the day allows me to provide consistent supervision, frequent potty breaks, playtime, and plenty of attention. I’m able to follow your pet’s routine closely and make sure they’re comfortable, safe, and never left alone for long periods. With a flexible schedule and a calm home environment, I can give each pet the time, care, and companionship they deserve. Safety, trust, and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I provide a calm, clean, and pet-friendly environment with close supervision at all times. I follow each pet’s routine carefully, including feeding schedules, walks, playtime, and any special instructions or medications, to help them feel secure and stress-free. In my home, pets receive plenty of attention, affection, and safe space to relax or play. When caring for pets in a client’s home, I respect their space and maintain their normal routine to keep things familiar and comfortable. I treat every pet and home with the same care and responsibility as I would my own, so owners can feel confident their pets are in safe, loving hands.

Sitter Profile Image: Margaret T.
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Margaret T.
from
$17
per walk
5.0 out of 5 stars
• 14 reviews
1 repeat client
9 years of experience
Barry Square, Hartford, CT, 06106

“Margaret is an exceptional service dog. She communicated effectively with me and diligently followed my instructions for my English bulldog, who is my daughter. Her performance was truly remarkable, and I will definitely use her again.”

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Linda L.
Sitter Profile Image: Roseanna W.
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Roseanna W.
from
$15
per walk
5.0 out of 5 stars
• 1 review
5 years of experience
East Hartford, CT, 06108

About: I have taken care of dogs for the better part of 10 years, including my own and my family's/ friends. I'm a huge animal lover and understand the importance of an animals happiness and wellbeing. Your pet will be in good hands I am currently available evenings during the week and anytime during weekends. Please reach out if you need a dog walker or if you need me to checm on your fur baby for you! Every animal is different, so I will be sure to talk to you about your pets specific needs. I will make sure they are walked and enjoy the outside and that they have enough water and food.

Sitter Profile Image: Annie D.
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Annie D.
from
$38
per walk
5.0 out of 5 stars
• 96 reviews
27 repeat clients
10 years of experience
South Windsor, CT, 06074

“Wonderful service”

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Andre S.
Sitter Profile Image: Priscilla E.
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Priscilla E.
from
$20
per walk
5.0 out of 5 stars
• 14 reviews
2 repeat clients
20 years of experience
West End, Hartford, CT, 06105

“Priscilla is awesome. Our dog is very nervous with people and this is the fastest she has gotten comfortable with someone new. She takes great care of our dog and our dog always comes back happy after walks!”

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Jacquelyn W.
Sitter Profile Image: Mandy B.
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Mandy B.
from
$35
per walk
4.9 out of 5 stars
• 11 reviews
1 repeat client
15 years of experience
Manchester, CT, 06042

About: I grew up with dogs my entire childhood so I am very good with dogs and knowing how to care for them. I would walk our family dog and take him to the park and I was always very excited to do so. I’m currently attending college and I care for dogs and cats as a fun job when I’m not studying. My weekends are pretty much completely open for dog sitting, walking, feeding and whatever else your dog needs. I will care for your pets with love and affection. I will make sure they are well taken care of when they are with me. Whatever you need me to do for your pet I will make sure to do. I want them to be happy and comfortable in my care. I currently go to CT state college so I am busy 4 mornings out of the week, but it’s not all morning and nights I am almost always free. Also, I am free all day Saturday and Sunday to care for your pets. I live in a house so I have a lot of room for your pets to play. And if I am in your home I am very respectful of your house, animals and belongings and will treat it with the same care as I do for my own.

Sitter Profile Image: Leslie M.
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Leslie M.
from
$22
per walk
4.7 out of 5 stars
• 12 reviews
4 repeat clients
15 years of experience
Manchester, CT, 06040

About: Ever since I was a kid it was my duty to take care of pets. Had 2 birds, 2 Guinea pigs, beta fish, cat and a dog. Cared for each one day in and day out. My first experience with animal care was probably age 11/12 caring for a family friend’s cats and dog. Daily walks, routine meals, etc. My favorite part of pet care is being able to meet each pet’s needs. Along with getting know their personalities. Funny enough I’m writing this paragraph whilst taking care of this pup while his parents are on holiday. Currently working 4 days a week as a dental hygienist. The other days are pretty much free. Would love to spend it caring for folks pets. Quite flexible, take your pets needs into consideration. Always diligent, poignant and kind. Animals have such love to give, it’s not in a their nature to hate. That’s why I care deeply for them. Now that I’m on my own, the apartment I live in only allows me to have my pet turtle. He will be 4 years old this upcoming fall. He’s a red eared slider with lots of personality.

Sitter Profile Image: Kayla D.
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Kayla D.
from
$15
per walk
4.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Windsor Locks, CT, 06096

About: I am a huge animal lover especially dogs. I have 13 years of experience with dogs along with several other animals. I have owned dogs, cats, and chickens. I have worked with dogs, cats, horses, chickens, sheep, etc. I went to a VOAG program in high school where i gained many of my skills. I also have been on rover since 2018 and dogsat & walked for 4 years before that. I will treat your pet as my own and you will be very satisfied! Please message me for any bookings or questions I look forward to meeting you and your fur baby! I am a stay at home mom and i am home majority of the day if not all day so they will not be alone for very long if at all! I have an unfenced yard but will always walk on a leash. Feel free to bring whatever you use for your pet and i will continue the same routine for them.

Sitter Profile Image: Bushrah K.
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Bushrah K.
from
$65
per walk
4.0 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
East Windsor, CT, 06088

About: I’ve taken care of various animals since I was young. Friends and family depended on me to feed, walk, and take care of their pets. I know the importance of pet care and how to have close and fun relationships with all animals, especially cats and dogs! I’m an animal lover at heart and grew up surrounded by dogs, cats, and various farm animals. I am extremely patient with animals and making sure they are taken care of, nurtured, and treated well are my top priorities as well as having fun with them! Pet care fits into my daily routine very easily! I currently take care of two cats at home and have grown up around animals so I am comfortable around them ! I am fairly available and my schedule is the following: Monday: 9 am - 10/11 pm Tuesday : 9 am - 10/11 pm Wednesday: 9 am - 10/11 pm Thursday: 9 am - 10/11 pm Friday : 9 am - 10/11 pm Saturday: 9 am - 10/11 pm Sunday : 9 am - 10/11 pm I live in a very safe area where there are many parks and fields of land surrounding it making it a prime location to have animals. I have no problem walking great distances and being patient with animals especially dogs when it comes to bathroom time. I always have a great time with very lovable, friendly, and energetic dogs and cats and enjoy spending time with them and making sure they are happy and having fun! I can always give them treats, play with them and encourage them to play with their toys, and stay with them for as long as needed! Moreover bonding with them is a process that is individual to every animal, it is not something I can rush and I will take the time to get to know every pet. If anything were to happen during my time with them I will always be available to connect with!

Sitter Profile Image: Janette C.
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Janette C.
Star Sitter
from
$27
per walk
4.9 out of 5 stars
• 17 reviews
5 repeat clients
5 years of experience
Wethersfield, CT, 06109

“Janette did a great job walking Pippin while I was away. She was on time and gave him the exercise he needed. I would definitely use her again,”

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Dolores N.
Sitter Profile Image: PISHON P.
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PISHON P.
from
$30
per walk
1 repeat client
3 years of experience
West Hartford, CT, 06107

About: Your dog is more than a pet — they’re family. We provide a warm, loving, and secure environment where your furry friend feels safe, happy, and cared for. Whether you’re away for a day or a week, you can rest easy knowing your dog is in trusted hands, getting belly rubs, playtime, and the personal attention they deserve. Because peace of mind isn’t a luxury — it’s a promise. Consider me as your on-call pet sitter. I have currently moved to California all the way from the east coast. Whenever you need me, I’m here ! How I Care for Pets in Your Home – With Safety, Trust, and Comfort at the Heart of It All When I care for your pets, whether I’m house sitting, walking them, or simply dropping in, their safety and comfort are my top priorities. I understand that every pet has a unique routine, personality, and needs — and I take the time to learn and follow your instructions closely to ensure they feel secure and loved in your absence. In your home, I maintain a calm, respectful presence, keeping your pet’s environment clean, stress-free, and familiar. I provide regular walks, playtime, feeding, medication (if needed), and gentle companionship, always with an eye on their behavior and well-being. For drop-ins and walks, I show up reliably and treat your pet like my own — keeping them on safe routes, away from hazards, and paying close attention to their body language and comfort. I always prioritize secure leash handling, water breaks, and positive reinforcement. Your trust means everything to me, and I care for your pets and home with professionalism, love, and integrity.

Sitter Profile Image: Sarah F.
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Sarah F.
from
$30
per walk
5.0 out of 5 stars
• 18 reviews
6 repeat clients
8 years of experience
Vernon, CT, 06066

About: I have been working with animals my whole life. My most recent experience includes pet sitting for Life of Riley pet care, working as a vet tech at Randolph Animal Hospital and working as a vet assistant at Northampton Vet Clinic. I am able to medicate transdermally, orally and through sq injections. I am a fellow golden retriever mom and am also familiar with the puppy stages! I am more than confident in working with all age groups! I am more than happy to care for your fur babies in your own home. I offer overnight care, daily walks and drop in visits. If you book at least 1 week in advance my schedule is flexible. I am willing to work with you to make a schedule that works for you. I am currently in school for dental assisting however I will not need to be away for more than 4 hours at a time. I offer pet sitting in your homes with overnight care, walks and drop-in visits. My drop-in visits and walks are 30 minute visits, however if you need a different time frame I am willing to work it out. For overnight care I am willing to make a plan that suits your pups or kitties the best.

Sitter Profile Image: Aditya S.
Verified Background Check
Aditya S.
from
$20
per walk
4.9 out of 5 stars
• 26 reviews
14 repeat clients
5 years of experience
Vernon, CT, 06066

About: Hello pet parents! I find great fulfillment in caring for and nurturing your pets. Caring for pets also gives me a wonderful outlet to indulge my intense and immense love for dogs! While I might lack decades of experience working with our furry friends, I believe I more than make up for it with my enthusiasm for learning and affection for doggies! All I can promise is that you shall not regret working with me! I work from home remotely for my day job, which affords me plenty of spare time to spend with your fur babies! The nature of my job also enables me to take my furry friends out for a walk during working hours no problem. I am available for walks and drop in visits on all weekdays; for your dog boarding or house sitting needs, I am available seven days a week. I have a family member living with me who is retired and stays home full time, so there will be at least one responsible adult looking after your precious pet(s) at all times!

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The median cost per walk for dog walking in Windsor is $22

Dog parents share their Rover experiences - Windsor

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5.0 out of 5 stars

Maegan was great with Asher! She was on time and took very good care of him. I would highly recommend her for anybody with a hyper pup for dog walks.

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Sarah S.
Dog Walking
5.0 out of 5 stars

Maegen was super attentive and took care of everything that Vedder needed. Extremely happy with the level of care. Top notch communication as well. Highly recommended

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Scott M.
Dog Walking
5.0 out of 5 stars

I had such a great experience! She was incredibly considerate, responsive, and took such great care of my dog. I especially loved the detailed updates during his walks—it was so reassuring to know how he was doing, and the amazing photos were such a nice touch! It’s clear she genuinely cares about the dogs she walks, and I felt completely comfortable knowing he was in good hands. I would absolutely recommend her and look forward to booking with her again!

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Bridget B.
Dog Walking
5.0 out of 5 stars

Berkley did a great job with my pup, they arrived on time, were communicative, asked questions, and got along with Oso instantly. I would happily book them again for future services!

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Bailey W.
Dog Walking
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How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog walking - Windsor

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Sitters in Windsor average 3
repeat dog walking clients

FAQs for Dog Walking - Windsor

Frequently asked questions about Rover

The average cost of Dog Walking in Windsor is $20 per walk as of October 2026. Most bookings cost between $17 and $24 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,126 sitters on Rover offering Dog Walking across Windsor. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Windsor. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Windsor after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .

Yes, you can find walkers who have experience with handling special pet needs in Windsor. On Rover:

  • 90% of walkers can help with special care needs
  • 92% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

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