Dog Walking Fairfield

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Fairfield, 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: Jennifer L.
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Jennifer L.
from
$32
per walk
5.0 out of 5 stars
• 165 reviews
65 repeat clients
20 years of experience
Delevan, WI, 53115

“I have found Jen, to be reliable, willing to work with my wife and I's changing schedules and patient with our puppy. We really enjoy working with her and feel comfortable and confident with our pup in her care.”

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Evan G.
Sitter Profile Image: Rhea K.
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Rhea K.
from
$15
per walk
4 years of experience
Delavan, WI, 53115

About: I’ve experienced helping with pets since a young age, including my own childhood pup, and worked 2 years at a boarding and grooming facility playing with, caring for, and interacting with all kinds and sizes of pets and pups!! Balancing pet care services with my full-time cosmetology studies, Tuesday through Friday, requires careful time management, but it’s become a rewarding part of my routine. After my morning classes, or before my night classes, I typically set aside a few hours in day—whether it’s walking, feeding, or providing basic grooming services. This flexibility allows me to earn extra income and unwind from the intensity of my studies while giving me the chance to practice patience and attention to detail, skills that are also vital in cosmetology. It’s a great way to stay grounded and connect with animals while continuing to work towards my professional goals. When caring for pets in my clients' homes, I make sure to follow their specific instructions to ensure the pets feel comfortable and safe. I take the time to get to know each pet's routine—whether it’s feeding schedules, playtime preferences, or medication needs—and stick to it as closely as possible. I also make sure their living spaces are clean and organized, providing a calm and familiar environment for the animals. Whether it’s taking them for walks, giving them attention, or just keeping them company, my goal is to make sure they feel loved and well cared for while their owners are away.

Sitter Profile Image: Oskar P.
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Oskar P.
from
$15
per walk
2 years of experience
Walworth, WI, 53184

About: I have had dogs and cats in my home since i was born. I currently live with roommates who have two dogs, and I am the one they rely on when both are gone or away for long periods of time. I work full time, I work mornings mostly and occasional afternoons but they are only about 4 hours. I am able to come in before mornings but I work at 6:30 am. other than that I can stop by anytime I am not working I take dogs out often, and love to play with them. I also enjoy playing with cats and will always make sure they have fresh litter.

Sitter Profile Image: Jenna M.
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Jenna M.
from
$19
per walk
18 years of experience
Delavan, WI, 53115

About: I’ve been a dog-lover since childhood, always surrounded by dogs, horses, and even rabbits. I raised my husky from puppyhood who was my bestie. Currently unable to have a dog of my own, so I get my dog cuddles here! Equipped with any skills your pet may need. Currently unemployed and job searching, so plenty of flexibility in my schedule! I welcome the breaks that come with long walks and a happy dog :) Offering your home is an intimate thing! I want to make sure we both feel comfortable and confident communicating what we need in order to give your dog the best care possible.

Sitter Profile Image: Chloe J.
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Chloe J.
from
$17
per walk
5.0 out of 5 stars
• 1 review
5 years of experience
Elkhorn, WI, 53121

“Chloe was wonderful! I would request her again! She provided great communication, care and photos!”

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Jennifer K.
Sitter Profile Image: Hayley M.
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Hayley M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 17 reviews
2 repeat clients
14 years of experience
whitewater, WI, 53190

“Hayley did a great job with Moose. She was very attentive to his needs and I could tell he was happy and well exercised when I got home. Thank you, Hayley!!”

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Jessica S.
Sitter Profile Image: Michelle W.
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Michelle W.
from
$22
per walk
5.0 out of 5 stars
• 2 reviews
20 years of experience
Beloit, WI, 53511

About: Animals have been part of my life for as long as I can remember, and I understand that every pet has a unique personality, routine, and comfort level. I have experience caring for both dogs and cats, with a special appreciation for senior pets and those who need extra patience or consistency. One of the most meaningful experiences I've had was adopting a 12-year-old cat that developed chronic kidney disease (CKD). I cared for her through nearly four years of treatment, managing medications, hydration, appetite, weight, and daily routines until she passed away just shy of her 16th birthday. That experience taught me the importance of careful observation, consistency, and recognizing subtle changes in behavior that can indicate something isn't right. I also have experience caring for a Yorkshire Terrier and understand the unique needs of toy breeds, including their size, energy, and safety considerations. Several family members and friends have larger dogs that I take on walks and care for when they're away. Professionally, my background is in consulting and project management, which has made me highly organized, dependable, and detail-oriented. I follow instructions carefully, communicate proactively, and believe pet owners deserve regular updates and photos so they can enjoy their time away with confidence. My goal is always to care for your pets the way I would want someone to care for my own. Pet sitting fits well into my schedule, allowing me to provide reliable, attentive care while maintaining flexibility. I currently offer overnight house sitting, typically from approximately 7:00 p.m. until 7:00 a.m., when many pets appreciate the comfort of having someone with them overnight. During the day, I may have other work or personal commitments depending on the booking, but I always communicate my schedule in advance so expectations are clear. I strive to keep pets on their normal routines for meals, potty breaks, playtime, medications, and companionship while respecting the schedule that works best for each household. I understand how important consistency is for animals, especially seniors or pets with medical needs, and I do my best to minimize disruptions to their daily routine. I am able to pick up your animal and drop them off for an additional fee ($10 / day). When caring for pets in a client's home, my priority is maintaining the environment and routines they already know. I carefully follow your instructions for feeding, medications, walks, exercise, household rules, and any special care your pet requires. I take time to build trust with each animal, allowing shy or anxious pets to become comfortable at their own pace. Safety is extremely important to me. I pay close attention during walks, keep doors and gates secure, monitor pets for changes in behavior or health, and never hesitate to contact an owner if I have a question or concern. I also treat every home with the same respect I would expect someone to show mine, keeping it clean, secure, and well cared for during your absence. Communication is a key part of my service. You can expect regular updates and photos so you know how your pets are doing and can have peace of mind while you're away.

Sitter Profile Image: Makinzi K.
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Makinzi K.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
15 years of experience
Burlington, WI, 53105

About: I’ve had dogs my entire life and cats as well. I’m a huge animal lover! I’ve had golden retrievers, pit bulls, Rottweilers, and a mini golden doodle. We currently have a 3 month old Golden Retriever! I’m currently a Stay at Home Mom to a 20 Month old little boy and a 7 month old Golden Retriever! So I’m available all the time! My son is a huge animal lover already and will be joining me on check ins and walks so please keep that in mind! Your pets safety is my first priority. They will get plenty of love and play time from myself and my son! You’re pet will be treated as if they’re my own!

Sitter Profile Image: Michelle E.
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Michelle E.
from
$35
per walk
5.0 out of 5 stars
• 44 reviews
15 repeat clients
42 years of experience
Rockford, IL, 61107

“I’ve used Rover in the past and after an initial meeting, have had great luck with dog walkers. Michelle is even a step above those walkers. Her kindness and patience in allowing my timid dog to get used to her slowly, over a few visits, was such a relief. Michelle’s a rockstar! 😊”

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Carolyn K.
Sitter Profile Image: Brynna M.
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Brynna M.
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
2 repeat clients
7 years of experience
Poplar Grove, IL, 61065

“My dog, who can be nervous, loved Brynna right away! She was a lifesaver, giving our Siberian Husky a potty break and walk on a day we had to be away. This is my first experience with Rover, and Brynna made it a great one! Thank you so much.”

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Nikki S.
Sitter Profile Image: Cassie K.
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Cassie K.
from
$16
per walk
10 years of experience
Dousman, WI, 53118

About: I have 10 years of experience house/pet-sitting. I do the best I can to continue your pet's routine while you're away including watering/feeding, walking, playing, taking your pet on outings like the dog-park for example, admistering medications, cleaning up pet waste, or anything else you'd like me to do! I have experience taking care of all different kinds of pets such as chickens, ducks, fish, cats, dogs, hamster, hermit crab, turtle, and hedgehog. I also can provide overnight care for your pets including housesitting if needed. Housesitting responsibilites include watering plants, getting your mail, mowing the grass, putting out your garbage, or any other household tasks you'd like done while you're away including taking care of your pet and/or pets. I'm also available this summer Monday through Friday to drop-in to take care of pets from 1:30pm-6:00pm. This could include watering/feeding, walking, or anything your pet may need. I'd be happy to give referneces if needed. Thank you for considering me! I'm available all week to provide pet care in your home-drop in, overnight care, and house-sitting.Thank you for your time and considering me for your pet and home care needs! I do not offer pet care in my home, but can provide pet care in your home including drop-in/overnight pet-care in your home/house-sitting and I'd be happy to provide references if you'd like.

Sitter Profile Image: Estefanny O.
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Estefanny O.
from
$20
per walk
4.9 out of 5 stars
• 39 reviews
12 repeat clients
9 years of experience
Rockford, IL, 61104

“Estefanny knows her stuff around dogs! She handles my Dog Coco very well and she follows through all the instructions as discussed. She has been good with communicating her time and her schedule. I found her at the very last minute a night before I needed a walker, and she agreed to take on the responsibility. I would definitely recommend her as a dog sitter for you!”

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sanket r.
Sitter Profile Image: Skyler B.
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Skyler B.
from
$25
per walk
10 years of experience
Wind Lake, WI, 53185

About: Growing up I had a dog and cat so already have experience plus I have dog sat for numerous of my parents friends and have always gotten good feedback from them. I am currently taking a semester off from college to work and save money I work at a daycare part time and am looking for extra ways to make money! I cannot do it at my home due to staying with family but being at your home the pets already know the environment and won’t need to learn anything and will be comfortable in a place they know.

Sitter Profile Image: Danya A.
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Danya A.
from
$25
per walk
5.0 out of 5 stars
• 29 reviews
13 repeat clients
15 years of experience
Gurnee, IL, 60031

“We are very grateful to have Danya walk our dog on a daily basis. She gives great updates and most importantly is very sweet with Sugar. Definitely recommend!”

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Haley K.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$25
per walk
5.0 out of 5 stars
• 18 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

“Lensy is so wonderful! She’s consistently communicative and sends such fun photos. Absolutely incredible to have her care for Petey & shows above and beyond consideration for both my pets :) Look forward to having her walk again!”

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Kristalyn B.
Sitter Profile Image: Monica L.
Verified Enhanced Background Check
Monica L.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
• 41 reviews
13 repeat clients
12 years of experience
Racine, WI, 53402

About: Hi there! I’ve had the joy of caring for my mom’s and friends’ dogs over the years, and I was also a proud dog mom myself for over a decade. My sweet girl passed away last September, and while I’m not quite ready to bring another pup into my life full-time, I truly miss the companionship and would love the chance to care for your dog while you’re away. I have experience with senior dogs and pups who need special medical attention, including administering medication and monitoring health conditions like seizures. I understand how important it is to provide patient, attentive care—especially when a dog has unique needs. Whether your dog loves long walks or just relaxing on the couch, I’m happy to meet them right where they are. I’d be honored to give your pup the love, attention, and comfort they deserve in your absence. I work from home and occasionally out in the field, but I'm never gone for more than a few hours—and I can adjust my schedule to be home the entire time if needed. Outside of work, I am a homebody, so you never have to worry about your dog being alone at night. While I do not have a fenced yard, I have a small courtyard and live in a residential neighborhood, which is excellent for walking. Inside my home, your dog is free to go wherever they like. No place is off limits (I am used to having a sliver of the bed).

Sitter Profile Image: Alex R.
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Alex R.
from
$15
per walk
4.4 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53218

About: I have owned and watch dogs but also cats. I have a love for animals and I get very excited meeting new ones. It’s the best experience to me. I’m available anytime. I would be able to do last minute set ups. I’m sometimes away from home around 2-4 pm but that’s not often Everyone in the house loves animals, especially dogs. The most love is given like their our own. We get very excited and take them out for long walks. My dog has been around puppies before and he loves to be around other dogs.

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

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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.
  3. 3. Book & Pay

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Popular requests for dog walking - Fairfield

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Sitters in Fairfield average 4
repeat dog walking clients

FAQs for Dog Walking - Fairfield

Frequently asked questions about Rover

As of November 2026, there are 539 sitters on Rover offering Dog Walking across Fairfield. 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 Fairfield. 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 a map of the walking route, 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 Fairfield 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 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 Fairfield. On Rover:

  • 88% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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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