Dog Walking Darien

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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: Kimberly W.
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Kimberly W.
from
$18
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
40 years of experience
Delavan, WI, 53115

About: I've taken care of cats and dogs since I was a kid, my own as well as, friends and neighbors pets. I love being outdoors playing and taking walks with my girl, Lilli. I’ve had experience with a senior dog on medication and know they need special care and attention. I will play with and love on your pet as if they were my own. I'm currently living on a farm and helping take care of the animals. My schedule is flexible so I'm able to help with notice the same day. I can do house-sitting as well as drop in care to feed and let dogs out, change litter boxes, play for a bit, then come back later. We can work out details according to your pets needs. I will feed, play with and take your pets out according to what you want. All pets have special needs or routines and happy to accommodate those needs.

Sitter Profile Image: Mackenzie S.
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Mackenzie S.
from
$18
per walk
3 years of experience
Delavan, WI, 53115

About: I have taken care of family and friends dogs while they are away! I am comfortable with any size, age, breed, etc! I love to stimulate the dogs according to their personalities and how they would best thrive. I love to radiate love onto them and I am open to bathing and other requests. I have fed, walked, and loved them. Hello! I currently have a few part time babysitting gigs so I would have plenty of time to help out with any pet needs! I am currently enrolled in classes on Tuesdays and Thursday's but am available after 4 pm those days. Besides that I am pretty much open and would LOVE to help out! I would care for your pets in your home by taking them for walks, feeding, etc. If there were to be a fenced in backyard I would play with them there, or take them for a walk, or occasionally I would love to take them to a trail or park and play with them there!

Sitter Profile Image: Celeste W.
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Celeste W.
from
$20
per walk
5.0 out of 5 stars
1 review
4 years of experience
Delavan, WI, 53115

About: I’ve been in the industry since I was 15! I’ve worked in daycares and have my own personal clients from friends and family!! I am very serious about dog and cat care because I’d want my own pets to be with a kind and compassionate human! I am detailed/ time oriented ! This is my passion and will put 100% in every client to provide the best possible care. I currently have open availability Monday- Sunday! I will have your pets interest at heart and will devote my time accordingly to fit their schedule. At your home I will follow protocol that you have listed to insure their safety. As well as just being more present with their potty breaks so I know that they are 100% doing their business and that they are okay.

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: Allison B.
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Allison B.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
56 reviews
9 repeat clients
8 years of experience
Janesville, WI, 53546

Overall a great person. Very easy to work with, easy to reach, fast reaponses, punctual... Took care of our dogs by giving them walks while we were on vacation. The pups loved Allison. Thank you for everything!!

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Dillon D.
Sitter Profile Image: Fallon J.
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Fallon J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
28 reviews
4 repeat clients
25 years of experience
Lake Geneva, WI, 53147

Fallon is fantastic! Very flexible and excellent with communication. Jojo took right to her and comfortable to go walking with her. I will be using her again!

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Kristi K.
Sitter Profile Image: Olivia H.
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Olivia H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
24 years of experience
Harvard, IL, 60033

About: I've been caring for dogs and cats for nearly my entire life, so your furry friends will be in very experienced hands. I find genuine joy in being around animals and truly love the bond that comes with pet sitting. Since I believe staying active is essential for a happy pet, I especially enjoy taking dogs on long walks. It’s a great way for them to burn off energy and explore, providing a mutual benefit of exercise and fresh air for both myself and your pup! Lifelong Experience: Hands-on care with a variety of animals since childhood. Large Animal Familiarity: Comfortable and capable with both large and small dogs Active Care Style: Dedicated to ensuring your pet gets the movement and stimulation they need. I’m currently a full time college student and attend classes two days a week. This allows me to have an open and consistent schedule to care for the needs of clients! Growing up, I participated in dog obedience training with my county’s 4-H program. This experience allows me to promote a safe and nurturing environment while allowing the dog to have a positive experience.

Sitter Profile Image: rylee m.
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rylee m.
from
$25
per walk
5.0 out of 5 stars
42 reviews
5 repeat clients
5 years of experience
Walworth, WI, 53184

Rylee is great! My dogs love her & she is such a great communicator. Always giving updates, pics, etc. I’m a repeat client as she just takes the stress out of my travels❤️!

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Paula K.
Sitter Profile Image: Megan s.
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Megan s.
from
$25
per walk
5.0 out of 5 stars
5 reviews
8 years of experience
Delavan, WI, 53115

About: I've had my own rescue pup for 8 years, he is my pride and Joy. I have always loved animals and nothing makes me happier than being around them, Happy dog happy life! Your pets well-being is my top priority. Whatever your furry friend may need I can happily accommodate. I assisted at an in home boarding business for 4 years. I worked with all different breeds, ages, health conditions, and personalities! I also cared for Labrador pups from birth to when they were ready for the perfect home. I volunteered at Valley of the kings working mainly with the hundreds of rescue cats. I've also worked with farm animals and a few exotic animals at the sanctuary. I currently have a very open schedule, most days and most times work. Early morning can be arranged as well as late night, of course everything in-between. I am always very patient and loving with animals. I'll take the time to bond with your furry friend to establish trust and make sure the care is the best possible for them.

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: Victoria M.
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Victoria M.
from
$20
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
20 years of experience
Beloit, WI, 53511

Excellent communication

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Leah O.
Sitter Profile Image: Renee L.
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Renee L.
from
$25
per walk
5.0 out of 5 stars
56 reviews
17 repeat clients
15 years of experience
Elkhorn, WI, 53121

Princess Blackie loved having Renee visit and walk with her. Princess Blackie was always happy to have Renee spend time with her. We will definitely request her to watch Blackie again!

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Jennifer K.
Sitter Profile Image: Caitleigh M.
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Caitleigh M.
from
$20
per walk
24 years of experience
Delavan, WI, 53115

About: What sets me apart is my lifelong experience with a wide range of pets, especially rescue dogs and senior animals. I’ve cared for everything from energetic puppies to older pets with mobility or medical needs, and I understand that each animal requires a unique kind of love and attention. I’m patient, observant, and gentle — especially with shy or anxious pets. While I don’t have a pet right now (just got married and moved so it's been a crazy few months), I miss that connection and would love to help others care for their furry family members. I treat every pet like my own and make sure they feel safe, happy, and loved while you’re away. I work a pretty flexible schedule so that leaves me with lots of flexibility for pet care! I’m happy to do drop-ins, walks, or sitting depending on your pet’s needs and schedule. I’m reliable, communicative, and love spending my free time with animals! I always prioritize safety, trust, and respect when caring for pets and their homes. Whether I’m in your home or mine, I ensure a clean, calm, and secure environment where your pet feels comfortable and loved. I treat your space with the utmost care, following any specific instructions you provide. Being responsible and respectful is my top priority—I want both you and your pet to feel confident and relaxed while you’re away.

Sitter Profile Image: Jo Ann B.
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Jo Ann B.
from
$20
per walk
30 years of experience
Williams Bay, WI, 53191

About: I have two years experience in a shelter environment caring for dogs and cats. Most currently, I am a dog walker at the Lakeland Animal Shelter in Elkhorn, WI. I have owned dogs for 30+ years. Most recently a 13 year-old American Eskimo. I hold a Bachelor if Arts Degree in Early Childhood from National Louis University. I am a retired Corporate Child Care Director. I spent my 25 year career leading large teams of Early Childhood Professionals and implementing the highest standards of Early Childhood Education. In my free time, I enjoy volunteering, boating and many other outdoor activities with my family. I have two children, sixteen and twent-five. I would love to help Care for your dog and help them get some exercise.

Sitter Profile Image: Hayley M.
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Hayley M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
16 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: Jody B.
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Jody B.
from
$35
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Lake Geneva, WI, 53147

About: Dogs have always been a part of my life. I grew up with dogs and now enjoy my own dog and watching my kiddos create their own memories with our dog Jack. We enjoy the outdoors and go on a lot of walks and hikes with Jack. I am a teacher looking for a side hustle after 3pm on weekdays and full availability on weekends and Summer. I live in Lake Geneva and work in Elkhorn, so I am available there and surrounding areas within reason. I have two dog loving, energetic kids, a husband and a rescue pup named Jack. We all do well with dogs! ;) We live in a quiet, safe neighborhood with plenty of places to walk. We also have a nice yard to play in along with an endless supply of hugs and treats.

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

Jennifer has been such a positive addition to our routine! Both of the dog absolutely love her and are so excited to see her! She is absolutely amazing and I am so happy we've found someone so trustworthy and reliable as her!

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Kelsey O.
Sitter Profile Image: Mary M.
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Mary M.
from
$30
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
42 years of experience
Elkhorn, WI, 53121

About: Hi I am still available for your pet needs please feel free to call or text me. I am home full time and I honestly love animals i will work with all animal's and i can provide references upon request and I have grown up with dogs and cats all my life. As aa kid when I had a dog I fed my dog trained my dog took my dog out my mom only had to do my dogs potty run when I was at school and what I was not able to do she did but I spent a great deal of time with my dog and the dogs I have now are very much loved trained and well behaved and I always tried to find the best ways and different ways that work with the dog. In my opinion a dog is a dog it's not the dog to be judged it's the owners who teach them and train them that counts. I am not working the pet service is my work so schedule is flexible and I work with cats and dogs and even birds.and I am open with covid I do not have a fenced in yard I walk my dogs and occasionally do dog parks. I will gladly work with the owners on what they wish done. I am home 24/7 I do not work.The only time I am not home is if I have drs appointments or another client pet to attend to. I am very flexible in schedule. Please feel free to call me or text me. I care for my clients pets the way my clients ask of me in terms of feeding potty breaks walks etc. I care for the pets as I would want my pets treated with love kindness and respect. My clients I treat with the upmost respect and gratitude.

Sitter Profile Image: Leslie E.
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Leslie E.
from
$15
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
17 years of experience
Lake Geneva, WI, 53147

About: I’ve had pets especially dogs all my life. I’ve taken care of other dog for two weeks. I’m currently having two cats living with us. Pets are best thing to have! I’m currently working on call as substitute teacher. So I’d thought I could work on days I’m available to look after pets, dogs or cats. Take dogs for walk and feeding if need to. I have a backyard but not fenced. But take walk if need. Play with ball or toys. Giving lots of cuddles. Important making them feel comfortable and safe.

Sitter Profile Image: Casie C.
Verified Enhanced Background Check
Casie C.
from
$25
per walk
5.0 out of 5 stars
6 reviews
8 years of experience
Delavan, WI, 53115

Cassie was responsive and professional. We used her twice!

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Lyndsey D.
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The median cost per walk for dog walking in Darien is $20

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Popular requests for dog walking - Darien

Select a filter and find qualifying sitters offering dog walking.

Sitters in Darien average 3
repeat dog walking clients

FAQs for Dog Walking - Darien

Frequently asked questions about Rover

The average cost for Dog Walking in Darien on Rover is $0 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 623 sitters on Rover offering Dog Walking across Darien. 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 Darien. 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 Darien.

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 Darien. On Rover:

  • 96% of walkers can help with special care needs
  • 98% 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 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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