Dog Walking Cromwell

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Over 68
pet parents in Cromwell have booked dog walking

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: Kaitlin C.
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Kaitlin C.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
7 years of experience
Middletown, CT, 06457

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.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$30
per walk
5.0 out of 5 stars
5 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: Brittney C.
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Brittney C.
from
$28
per walk
5.0 out of 5 stars
184 reviews
50 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: Lila G.
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Lila G.
from
$15
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
4 years of experience
Glastonbury, CT, 06073

About: Pets are my life, and I give them my full care and attention when in their presence. In previous experiences, I have cleaned litter boxes, administered medications, taken long walks (I'm an avid runner and can even take your dog for a run if they like it!), fed both wet and dry food, and dealt with anxious pets. I am a fairly free agent during breaks from college and can schedule my day around when your pet needs a walk or food! I can come as early as 7am and as late as 9pm! I am very respectful when it comes to coming over and caring for your pets. If you give me clear instructions where food and leash and/or medicine is I will do my duties, hang out with your pet for a while (and send you a cute pic), and leave everything else the way it was. I do not offer to have pets stay at my house.

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: Karlena G.
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Karlena G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
67 reviews
19 repeat clients
15 years of experience
Middletown, CT, 06416

Karlena is absolutely wonderful. She is communicative, reliable, and always willing to do the best for our dogs. I can't recommend her more!!

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Meg K.
Sitter Profile Image: Liza A.
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Liza A.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Cromwell, CT, 06416

About: I have had a love for animals since I was a kid and in turn my teens share the same affection for dogs. We have raised our cockapoo as a pup who is now 8 years old. He has been crate trained and uses bells to signal when he needs to use the bathroom. We have a lot of energy and love to give and would like the opportunity to care for your pet! I currently have the summer off and I am available all day for your pets needs. The only time I may be out would be to go grocery shopping or drop off and pick up my tweens for sports. I have a fenced in back yard and a 4 year old friendly cockapoo who loves to play with other dogs. I am also willing to crate your dog if needed or let them roam my home freely.

Sitter Profile Image: Ebony C.
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Ebony C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
31 reviews
7 repeat clients
3 years of experience
MIDDLETOWN, CT, 06457

Best snuggle buddy

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Melissa O.
Sitter Profile Image: Maggie L.
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Maggie L.
from
$25
per walk
5.0 out of 5 stars
57 reviews
19 repeat clients
15 years of experience
Rocky Hill, CT, 06067

Maggie took great care of Maddie and was on top of communication.

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Joshua R.
Sitter Profile Image: Briona Z.
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Briona Z.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
19 reviews
10 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: Geraldine V.
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Geraldine V.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
17 years of experience
Cromwell, CT, 06416

Provides good feedback and info on your pet. Very cheerful!

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Justin L.
Sitter Profile Image: Douglas G.
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Douglas G.
from
$17
per walk
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: Rebecca G.
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Rebecca G.
from
$17
per walk
5 years of experience
South Glastonbury, CT, 06073

About: I have taken care of my two cats on a daily basis that includes feeding them, cleaning the litter box, playing, and quality time. I’ve also taken care of anxious pets who need a little more attention and care. I can tailor my sitting experience to each pets specific needs! I am free during the summer and winter while on break from college. I can schedule my day around visits and can come as early as 7:30 am and as late as 9:30 pm I am very respectful when I come over to your house. If there are clear instructions where the leash and food are then I will do as instructed. I also will send pics of your pet(s) during my visits and leave everything the way it is. I do not offer pets to stay at my home.

Sitter Profile Image: Michelle H.
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Michelle H.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
83 reviews
34 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: Bill I.
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Bill I.
from
$17
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
25 years of experience
Cromwell, CT, 06416

About: I have had dogs of all sizes in my life-from mastiff to dachshund. From puppy to senior. I have plenty of experience administering medicine, giving baths and caring for pets. I work from home and am available to take care of your pet(s) after 12pm. On the weekends, I am pretty open to take care of your pet whenever you need so long as I am not out of town. I live in a townhouse complex so it would be best if I came to take care of the pet at your home. There is also a fenced in dog park just down the street from my house that I would plan on frequenting so long as you're comfortable with me taking your dog there.

Sitter Profile Image: Josh A.
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Josh A.
from
$20
per walk
5.0 out of 5 stars
204 reviews
59 repeat clients
15 years of experience
Cromwell, CT, 06416

Josh is amazing. i have used him twice when we went out of town and both times he went above and beyond when caring for my dogs and also took time to say hello to both cats. i would highly recommend using josh

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Marin S.
Sitter Profile Image: Katharine S.
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Katharine S.
from
$25
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Middletown, CT, 06457

About: I have grown up around animals and have had both dogs and cats my whole life, as well as various types of small animals. I spent the last year working as an attendant at a Dog Daycare and Boarding center where I learned a lot more about caring for dogs in addition to my previous dog sitting experience. I have experience working with and handling dogs of all sizes and energy levels, specifically large dogs with lots of energy. I have a lot of patience for dogs who get anxious while their families are away and can help them feel as comfortable as possible. I rode horses for 10 years and For several years I worked leading pony rides and handling farm animals for a traveling petting zoo which has given me a well rounded understanding for taking care of animals in general. I am a college graduate and in college I would often take care of my friend’s animals when they were in class or away. At the moment I only have a cat and would love to get to spend more time with dogs again. I work in theatre as a prop and paint artist and a lot of jobs in the field are for a couple weeks at a time and are not always the most consistent. I have full availability on the weekends and have a very flexible schedule during the week, specifically in the morning and evenings but also can likely do mid day. I have helped my sister train her dog and can help continue any training and/or rules you have for your dog while walking and taking care of them. I can keep a close eye on them if they are likely to get into trouble or things they’re not supposed to. I will give your pets lot of love and attention while you’re away. I can also play with your dogs and help get their energy out during the day. My dog is very playful and I often have to run around with him in the yard and play with him in the house to help him calm down.

Sitter Profile Image: Ethan M.
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Ethan M.
from
$20
per walk
5.0 out of 5 stars
43 reviews
14 repeat clients
12 years of experience
Cromwell, CT, 06416

About: My name is Ethan, and I am one of those people that loves dogs more than humans. I am comfortable with dogs of any breed and any age. I have cared for neighbors' dogs in the past, and they have commended me for how reliable I was and how their pets were always happy to see me. Every dog that stays in my home will receive two long walks per day, plus two additional bathroom breaks (unless requested otherwise). I will also see to it that your dog gets a lot of playtime and loving. My home is on a block that is very good for dog walks, and it is conveniently located within a five-minute driving distance from a dog park. I've been a dog lover my whole life, and I love to meet new dogs whenever I get the chance! I have a part-time job that varies from week to week, but it's usually three days a week for five hours a day. Other than that, I can stay home with the dog all day. I live with my parents too, and they will be happy to watch the dog while I'm out. My house is well-suited for any dog. I have spare food bowls, toys, treats, and a crate if necessary. I do not have a fenced-in yard, but I always leave dogs on leash when I take them outside. Dogs are allowed on furniture in my house too - we welcome cuddlers!

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: Julianne Y.
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Julianne Y.
from
$17
per walk
5.0 out of 5 stars
30 reviews
6 repeat clients
8 years of experience
Middletown Ct, CT, 06457

Julianne is wonderful & it’s been such a relief to know that my dog is getting out for a walk. She’s reliable and always sends me pictures of my dog on the walk!

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Marcy N.
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The median cost per walk for dog walking in Cromwell is $21

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 July 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 July 2026, there are 2,735 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
  • 95% 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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