Dog Walking Cromwell

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Over 70
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Cromwell, 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: Josh A.
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Josh A.
from
$20
per walk
5.0 out of 5 stars
• 218 reviews
60 repeat clients
15 years of experience
Cromwell, CT, 06416

“While my partner and I were traveling, we hired Josh to walk our dog while she stayed at my in-laws house. He made a great impression on them, on us, and most importantly, our dog, Willow! She couldn't wait for her daily walk with Josh. Even during a heat wave, he made sure our girl was exercised and stimulated. He dutifully sent us sweet pics of her after each walk that truly made our day. We looked forward to his updates and he really delivered! My in-laws were so impressed with him and said he was an absolute pro - we couldn't agree more. I highly recommend Josh if you are looking for a reliable and experienced dog sitter or walker. He was extremely flexible to our needs. You really couldn't do better than Josh!”

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Sarah C.
Sitter Profile Image: Michelle H.
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Michelle H.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
• 90 reviews
40 repeat clients
20 years of experience
Middletown, CT, 06457

“Michelle is an absolute gem of a dog walker! From the moment she met my Guster, I knew we were in good hands. Her genuine love for animals is clear in everything she does — from the way she greets Gussy with enthusiasm each visit, to the thoughtful updates and photos she sends after every walk. Michelle is dependable, professional, and truly treats Guster like her own. My dog lights up when she sees Michelle, and I have total peace of mind knowing hes being cared for with such kindness and attention. Rain or shine, Michelle always shows up with a smile and ensures my biy gets plenty of exercise, playtime, and love. Finding someone you can trust to care for your animal as you do is no small thing, and I’m incredibly grateful to have found Michelle. If you’re looking for someone who’s reliable, caring, and simply amazing with dogs — look no further. Michelle is the best!”

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Amy D.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$23
per walk
5.0 out of 5 stars
• 6 reviews
2 years of experience
Cromwell, CT, 06416

“Jennifer was so great. My dog was very shy and scared, hesitant to leave the room. Jennifer sat there with her and was very patient and understanding of her space. She took extra time out of her day to spend time with ember and get comfortable with her. Definitely recommend her to any dog owners, She goes the extra mile for your pets!”

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Jordan D.
Sitter Profile Image: Laura K.
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Laura K.
from
$25
per walk
5.0 out of 5 stars
• 108 reviews
31 repeat clients
20 years of experience
Cromwell, CT, 06416

“Laura has been working with my puppy and me for about a month now - several days a week - and she is fabulous! Extremely responsive, responsible and helpful. I highly recommend her.”

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Kelly P.
Sitter Profile Image: Liza A.
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Liza A.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
4 years of experience
Cromwell, CT, 06416

“My dog enjoyed her power walks and was very happy!”

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Denice E.
Sitter Profile Image: Karlena G.
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Karlena G.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 90 reviews
22 repeat clients
15 years of experience
Middletown, CT, 06416

“Karlena is great, I can tell because the dogs went crazy when they saw her. Karlena is prompt and communicates well. I just moved here, and she is making the dogs feel super comfortable during the day when I'm at work and that is a huge weight off of my shoulder. She is a sweet young lady and I'm glad she wanted to walk Hanry & Jazzy. Thank you Karlena. :)”

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Kellyann B.
Sitter Profile Image: Brittney C.
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Brittney C.
from
$28
per walk
5.0 out of 5 stars
• 194 reviews
52 repeat clients
12 years of experience
Middletown, CT, 06457

“Brittany is INCREDIBLE! I have a very energetic, high strung, unneutered shepherd who is not the easiest dog to find a walker for. He absolutely loves Brittany and she goes above and beyond for him constantly. She is experienced with shepherds, reactive dogs, and high energy breeds and I feel very comfortable having her care for my dog. She always goes the extra mile by giving him fresh water, working on training with him to support what I’m working on with him, and is firm but loving with him. She handles him so well and he absolutely adores her. I can’t recommend her enough! Brittany has been walking my dog for months, is consistently reliable, has great availability, and excellent communication. She is so trustworthy and a pleasure to work with!”

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Jessica B.
Sitter Profile Image: Jennifer & Michele S.
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Jennifer & Michele S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 623 reviews
130 repeat clients
28 years of experience
Cromwell, CT, 06416

“Jennifer & Michele have been walking our 80# Doberman, Mila, multiple days a week - for the past several weeks. Mila is obsessed with them both & lays by the front door anticipating their arrival. They take her on new adventures all the time - to the local dog park or walking in a new nearby neighborhood. Jennifer & Michele are extremely responsive, reliable & flexible. It's been great getting to know them both & I highly recommend their services!”

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Amanda C.
Sitter Profile Image: Douglas G.
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Douglas G.
from
$17
per walk
5.0 out of 5 stars
• 2 reviews
3 repeat clients
6 years of experience
Cromwell, CT, 06416

About: Hi! My name is Douglas, Doug for short. Currently a proud papa to a golden lab named Sunny, and a grey longhair cat named Remy. My best friend is a pug/chihuahua mix named Taz. I also had an old man chihuahua named Finn, and I’ll forever miss him. I feel like I speak dog, I know how to tailor my personality to meet the needs of any dog. Cliche to say but I am better with animals than with people. I am responsible, gentle, caring, and a big rule follower. I have pretty open availability throughout the week so I have lots of time to hang out with your dogs! Let me know what you need and I should be able to make it work! I have experience with crate training my dog so I am comfortable playing with your dog in the house or yard, and switching them to their crate if needed.

Sitter Profile Image: Caroline C.
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Caroline C.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 16 reviews
2 repeat clients
3 years of experience
Middletown, CT, 06459

“Caroline is truly amazing! And so good with big dogs. Tripp is always SO EXCITED to see her. I had a family emergency arise and she stepped in with care and attentive communication, allowing me to tend to my family without worrying for my dog. I highly recommend Caroline for your dog needs”

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Victoria A.
Sitter Profile Image: Brenna P.
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Brenna P.
from
$20
per walk
15 years of experience
Cromwell, CT, 06416

About: I’ve owned dogs and cats my whole life, and I am very comfortable taking care of animals in a variety of sizes and personalities. I have a degree in Animal Science from Iowa State University, and I spent 8 years working with Guiding Eyes for the Blind. I currently work as a Registered Nurse. I would be honored to be your trusted dog sitter. My schedule is very flexible right now, so I am able to cater to your individual needs. I can provide meals, walks, and playtime throughout the day. I have a fenced yard with ample space to run. I also enjoy leashed walks to burn energy and build strong connections with your pup.

Sitter Profile Image: Mahalah L.
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Mahalah L.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
5 repeat clients
10 years of experience
Middletown, CT, 06457

“Mahala is heaven sent, my dog took to her right away. She is thoughful and kind. I would recommend her for your pets 🙂”

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Dionne L.
Sitter Profile Image: Madison P.
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Madison P.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
7 years of experience
Portland, CT, 06480

About: Hi all! My name is Madison and I have many years of experience taking care of dogs and cats. I grew up with dog loving parents and we had two dogs I grew up with. They both crossed the rainbow bridge and it took years for us to recover. After 6 years without a dog, my mom adopted a German Shepherd who I often dog sit when my mom is away. I currently have my own 10 month old Corgi who is full of energy and two sweet cats. On my free time I also volunteer for Protectors of Animals and do the walking shift with the dogs in the shelter. I would love to provide you with the dedication and care that your animals deserve. I would love to do drop in visits or even a few dog walks when needed. Thank you and I hope to care for your animals soon! I am currently working at an elementary school full time as a paraprofessional and I am looking to take this on as part time on weekends or when school has breaks. In my own home, I care for my pets with such a loving manner. I never want any animal to feel like they are uncomfortable with me. If I needed to take things slow with a dog or cat I would love to meet them prior to the owner’s leaving for their vacation or work to see if this is a good fit.

Sitter Profile Image: Matthew M.
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Matthew M.
from
$16
per walk
12 years of experience
Rocky Hill, CT, 06067

About: I have had dogs for my whole life, and I currently have one of my own, so I have plenty experience caring for everyone's favorite friends, doing every day tasks, such as feeding and walking, but also administering medication and supplements if needed. I am currently attending graduate school with classes in the afternoon, but I am available Tuesday, Wednesday, and Thursday mornings/early afternoons and the entire weekend. My free-time on Mondays and Fridays is limited, but I will do my best to fulfill all requests. I have extra leashes and doggy bags to be ready for any situations on a walk! I am respectful and clean for any homes I have to stop by!

Sitter Profile Image: Briona Z.
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Briona Z.
from
$28
per walk
5.0 out of 5 stars
• 25 reviews
12 repeat clients
15 years of experience
Middletown, CT, 06457

“Briona is fantastic! She has been a huge help with walking my dog Charlie. She is genuine, reliable, and communicates well. It's comforting to know Charlie is in great hands during his daily walks.”

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Adam M.
Sitter Profile Image: Michelle G.
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Michelle G.
from
$22
per walk
5.0 out of 5 stars
• 6 reviews
20 years of experience
Middletown, CT, 06457

About: Avid animal lover my whole life. Always had multiple different types of pets growing up. Currently I am lucky enough to have 3 cats, a mini Australian shepard, and fish! Available part time at the moment in the mornings, evenings, or on my days off from my day job. Looking forward to meeting your fur baby! Your pets are my top priority when they are in my care. I would like to know about any allergies, health issues, or potential risks to your pet that might be in or around your home while they are under my supervision. I will be 100% committed and reliable for keeping your pet happy and safe while you are away.

Sitter Profile Image: GISELLE V.
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GISELLE V.
from
$20
per walk
5.0 out of 5 stars
• 40 reviews
11 repeat clients
4 years of experience
Portland, CT, 06480

“Giselle was awesome! She was extremely responsive, easy to work with, and amazing with my boy :-) (a big high energy Belgian malinois). I will definitely work with her again!”

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Aaron S.
Sitter Profile Image: Lauren G.
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Lauren G.
from
$17
per walk
5.0 out of 5 stars
• 2 reviews
3 repeat clients
28 years of experience
Berlin, CT, 06037

About: I have had dogs for 20 years. I have had 3 smaller dogs in the past (14-25 pounds). 2 were pug/beagle mixes and 1 was a Boston terrier/beagle mix. I currently have a bigger dog (83 pounds) who is a German Shepard/Australian Shepard/Rottweiler mix. I also had a cat growing up for 8 years. I love to spend time with animals going on walks, playing with them and making sure they are well taken care of. I have experience with puppies, adolescent and senior dogs. I can’t wait to meet your pet and be there to help whenever you need! I’m currently a stay at home mom and am at home most days. I have 2 school aged children and I have flexibility and availability in my daily schedule. I am open to helping out with any and all needs for your pet. I can come to your home and care for your pet based on what you specify your pet needs and your preference's. I am willing to do dog walking, playing with dogs or cats, and the general needs such as feeding and ensuring they have clean, fresh water. I will take care of your pet with the same love I show my own pet.

Sitter Profile Image: Nes D.
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Nes D.
from
$28
per walk
4.8 out of 5 stars
• 93 reviews
40 repeat clients
10 years of experience
Cromwell, CT, 06416

“5 stars for Nes D. She is a professional and provides fun interactive walks for our 14 yr old lab. Genna is relaxed and calm when we return home from outings and that is 5 ⭐.”

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David E. D.
Sitter Profile Image: Miranda G.
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Miranda G.
from
$30
per walk
4.5 out of 5 stars
• 44 reviews
14 repeat clients
20 years of experience
Middletown, CT, 06457

“Miranda was incredible. I had to have a last minute change in the reservation and she was so accommodating. She texted me pictures of Bailey playing while she was over. She was so responsive and so incredible, and Bailey was all tuckered out when I got home. Cannot recommend her enough!”

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Julia P.
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The median cost per walk for dog walking in Cromwell is $22

Dog parents share their Rover experiences - Cromwell

1 / 1
5.0 out of 5 stars

Thank u and great walker even took the extra time and available last min was amazing even with n the rain

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Brittany Y.
Dog Walking
5.0 out of 5 stars

Katherine has walked my pup several times now and takes one less thing off my plate. Her services have been extremely helpful. Will continue to rebook

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ashley h.
Dog Walking
5.0 out of 5 stars

Kaitlin is an absolute GEM! Thank you for being so kind and thorough with your visit to both Faye and I. Your communication skills are seriously top notch! Would absolutely rebook and recommend.

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Ashley P.
Dog Walking
5.0 out of 5 stars

Josh was punctual, kept me updated, and a joy to communicate with. Highly recommend for your dog needs.

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Victor H.
Dog Walking
5.0 out of 5 stars

Cole has been with us for almost 3 years! He has been extremely reliable, responsible, communicative, and simple an addition to our family. My little Sami wags her tail so happy and fast as soon as she hears his park on the driveway. We are so happy to have found Cole as he loves our Sami like his own!

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Brenda S.
Dog Walking
5.0 out of 5 stars

Nes was amazing!!! I messaged on really short notice and she responded right away!!! She was able to walk Lucy and Daisy for the first time with no problem at all!!! When we got home, the dogs were so happy and relaxed!!! That says everything!!! We’ll definitely be using Nes again whenever we need a dog walker!!! Highly recommend!!! 🐾💛

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Jennifer B.
Dog Walking
5.0 out of 5 stars

We’ve had such a wonderful experience with this dog sitter and walker. She has an incredibly calm, reassuring presence, and my dog absolutely adores her. I was honestly shocked to see my very high-drive pup settle down enough to relax and even nap during a short visit, something that almost never happens. It’s clear she has a special way with dogs and creates a sense of comfort and trust right away. I highly recommend her to anyone looking for someone patient, caring, and truly in tune with their dog’s needs.

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Tiffany R.
Dog Walking
5.0 out of 5 stars

Highly recommended! Great with my timid dogs and very patient. He was very flexible with his schedule and very friendly.

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Michelle H.
Dog Walking
5.0 out of 5 stars

Britney is so lovely and kind. She recently started walking my 57 pound dog, Sitka, for an hour twice a week. When she came for a meet and greet she asked a lot of great questions so she could provide the best care for him. He is quite strong (and strong-willed), and I have genuine peace of mind having a Rover who worked as a vet tech and knowing that they can handle my pet. She sends a lot of fun pictures and leaves a detailed note of what they did together that day and how he behaved. She gives him lots of affection, and he is always happy when I get home to him on days she cared for him. If a stressful situation were to arise while he was in her care, I completely trust that she would make the right decision for him. I am confident that he is happy, safe, and getting the exercise he needs when he is in her care. I definitely recommend Britney, she is wonderful and cares about both the pets and the pet parents.

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Meredith A.
Dog Walking
5.0 out of 5 stars

Maggie has been so great on a recurring basis! Grateful I found her as she’s in close proximity. Dependable and excellent communication.

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Alexa M.
Dog Walking
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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Cromwell

Select a filter and find qualifying sitters offering dog walking.

Sitters in Cromwell average 3
repeat dog walking clients

FAQs for Dog Walking - Cromwell

Frequently asked questions about Rover

The average cost for Dog Walking in Cromwell on Rover is $22.2 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of September 2026, there are 2,655 sitters on Rover offering Dog Walking across Cromwell. 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 Cromwell. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Cromwell.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Rover Guarantee , 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 Rover's Trust & Safety page .

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

  • 94% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 99% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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