Dog Walking Chenequa

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

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Over 2
pet parents in Chenequa have booked dog walking

Chenequa, 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: Kami S.
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Kami S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 82 reviews
17 repeat clients
25 years of experience
Oconomowoc, WI, 53066

“Kami has been great on her weekly walks with our pup June. She communicates in advance and leaves detailed recaps of their adventure. She shows up for our pup rain or shine. She’s been great with our dog and an all around accountable and trustworthy walker!”

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Jennifer L.
Sitter Profile Image: Anna B.
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Anna B.
from
$16
per walk
5.0 out of 5 stars
• 5 reviews
6 repeat clients
18 years of experience
Oconomowoc, WI, 53066

“My baby absolutely adores Anna and she’s been so good about sending pictures while on their walks and been 10/10 with communication. Absolute gem of a find we love her!!!”

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Julia M.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$20
per walk
4.7 out of 5 stars
• 37 reviews
16 repeat clients
8 years of experience
Oconomowoc, WI, 53066

“Katelyn is/was such a great dog walker! She met with me right away to meet my dog and responded super quick! She sent lots of pictures and made sure he was well taken care of when I was gone. Would highly recommend:)”

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Autumn T.
Sitter Profile Image: Joey C.
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Joey C.
from
$25
per walk
5.0 out of 5 stars
• 79 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

About: As of recent, I no longer have any pets of my own full-time and will enjoy getting to spend time with yours! I have had pets almost all of my life, and always more than one at a time. I have experience caring for cats, dogs, small indoor pets, and birds. I also provide care for chickens, and feeding care for horses, goats, and sheep. For the past 8 years I have done overnight, extended stay pet sitting, drop in care, and boarding in my home for dogs or small animals who come with their home (for example guinea pigs). I can also provide transportation and care for animals attending special occasions or wanted as a part of photos (for example at a wedding). I have experience giving both oral and injected medications to dogs and cats. I work full time 8:30 - 4:30 but do work from home on Tuesdays and Thursdays. I can provide care before and after work as well as during the days when I work from home. I am also free most weekends. Because all animals are different, my first priority is to provide the type of care and services specific to their individual needs. I do have a large yard, but it is not fenced in. I love to go on walks / hikes with dogs.

Sitter Profile Image: Taylor S.
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Taylor S.
from
$25
per walk
5.0 out of 5 stars
• 10 reviews
5 repeat clients
25 years of experience
Delafield, WI, 53018

About: I have been taking care of dogs and cats since I was 5, my sister is a vet and I always have access to ask her any questions if something were to ever happen, I hope to own my own hobby farm one day! I recently accepted a new nail technician position in Richfield, and my current work hours will be Monday 11 to 6, Friday 11 to 6 and Saturday 9 to 4 starting July 6th over time I will be adding in more days. Any questions please ask! For my own pets I have a fenced in yard for them, I wash there faces and paws everyday, I feed them and bath them. I follow any instructions given to me by a clients, weather its about dietary restrictions, exercise requirements, meds etc

Sitter Profile Image: Jade B.
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Jade B.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
10 years of experience
Oconomowoc, WI, 53066

About: I’m a disabled veteran & dogs have always been my peace so i decided to start incorporating more of them into my daily life & call it “work” 🥰 pet-loving is part of my every day life! i take my own pups for walks in the morning before the heat, and during the warmest days of winter. i love being outside, playing with animals & taking care of them! i will use the app, frequent communications in texting, etc. along with pictures and videos to send to all my pet parents! walking the pups at least a mile, if they can, or more if requested! i also walk all my clients separately from others, so no need to worry about differing personalities.

Sitter Profile Image: Emily W.
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Emily W.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Oconomowoc, WI, 53066

“Super easy to communicate with and reliable!:)”

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Elizabeth R.
Sitter Profile Image: Anna H.
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Anna H.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
12 years of experience
Oconomowoc, WI, 53066

“Anna took the best care of Winston! Our puppy can be shy and nervous, but she treats him like one of her own regardless and we are so thankful to have her spend time with him while we are at work. Thank you again Anna!”

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Kristen M.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$16
per walk
4.8 out of 5 stars
• 14 reviews
4 repeat clients
20 years of experience
Waukesha, WI, 53188

“I needed a back up dog walker and contacted Jessica. She is very reliable. Both my dogs love her and enjoyed their walks. I will definitely use her again. Sue”

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Sue B.
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: Michelle E.
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Michelle E.
from
$25
per walk
20 years of experience
Waukesha, WI, 53188

About: I’ve had the privilege to house sit, dog walk, and LOVE 💙, my friends and clients fur babies. I make sure all of their needs are taken care of. I’m currently working 4 AM to 1230 Monday through Thursday and Saturday, but as of April 16, I’ve decided the love and passion I have for caring for your babies excite me a lot more. I will be more available to accompany your needs while you’re away for work or on a vacation with your family, yet I have had many clients& their babies have no issues when I housesit/dog walk. I treat animals with love, care, and respect as if they were my own. I will follow your directions on how your fur baby likes to be cared for.

Sitter Profile Image: Isaiah H.
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Isaiah H.
from
$20
per walk
5.0 out of 5 stars
• 24 reviews
4 repeat clients
3 years of experience
Waukesha, WI, 53188

“He came right on time and even took the time to play with my little pup!”

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Klaudia A.
Sitter Profile Image: Brenna C.
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Brenna C.
from
$30
per walk
5.0 out of 5 stars
• 4 reviews
17 years of experience
Summit, WI, 53066

About: Hey there! I’ve grown up with dogs and had lots of cats all of my life! I would be happy to help you out with your loved family members! I’m great with drop ins, as well as staying at your house for overnights. I have availability every day, except for Tuesday and Wednesdays. Please let me know if I can be of any assistance with your fur babies! ❤️ Pet care fits into my routine because I only work Tuesday Wednesdays. I don’t mind dropping in to say Hi to pets, let them out, or take them for a walk. I care for your pet as if they were my own💕 pets are part of our family!!!!! I have 2 dogs of my own which mean the world to us!

Sitter Profile Image: Raegan S.
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Raegan S.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
9 years of experience
Oconomowoc, WI, 53066

About: I’ve take care of dogs my whole life. I’ve taken care of puppy’s to senior dogs. I groom, clean up, and shower them in love I work part time but have a bunch of free time to take care of dogs. I am commuting to college so when school starts but I still have plenty of time to take care of dogs I always show dogs love and give them space when needed. I have two dogs and many more before that, so I have experience with dog behavior

Sitter Profile Image: Nicole K.
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Nicole K.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
11 years of experience
Oconomowoc, WI, 53066

“Nicole was on time and had so much patience with my puppy on his walk. She took great care of him!”

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Andrea G.
Sitter Profile Image: Cristina R.
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Cristina R.
from
$40
per walk
10 years of experience
Sussex, WI, 53089

About: What sets me apart is the level of care and attention I give. As a pet owner of two cats and a dog, I’m experienced with different personalities and needs. I also take time to work on basic training and positive behaviors while I’m with your dog, so it’s more than just a visit; it’s enriching time for them. I work 32 hours a week as a Medical Laboratory Scientist, which allows me to have a flexible schedule. I work every third weekend, but outside of that I’m available during weekdays and most weekends. I make it a priority to plan my schedule so I can be fully present and dependable for the pets in my care. I care for pets in their home by maintaining their normal routine and environment, which helps reduce stress. I follow all care instructions carefully, including feeding, medication, and any special needs. I spend quality time with each pet. Whether that’s play, companionship, or quiet time. I also keep things tidy, like cleaning litter boxes, and always ensure your home is respected and secure. I’m happy to provide updates and photos for peace of mind.

Sitter Profile Image: William B.
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William B.
from
$15
per walk
10 years of experience
Brookfield, WI, 53005

About: I grew up with cats all my life and have spent time taking care of them while dog sitting dogs of all ages for my neighbors. I have done walks, feeding, emptying litter boxes, given medications, and taking them to appointments! I’m currently applying to residency programs and have more time on my hands to spend taking care of animals! This allows me flexibility to take care of pets most days of the week where I don’t have an interview. My girlfriend and I do not currently have a pet at home, unfortunately. While caring for others’ pets, I enjoy ensuring that they don’t become lonely while their people are gone!

Sitter Profile Image: April & Brad R.
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April & Brad R.
from
$20
per walk
5.0 out of 5 stars
• 36 reviews
14 repeat clients
10 years of experience
West Allis, WI, 53214

About: My husband and I loved our dog for 10 years. We can’t get another one anytime soon but will love yours like our own. We both had dogs as pets growing up and have cared for a pet for 40+ years. I am an elementary school principal. I am available for full-time care or walking June-August. Outside of that, I’m available full-time on the weekends and evenings during the week. We are available to accommodate personal requests, a safe environment and safe neighborhood. We are looking to provide care for your beloved pet and to help you out when needed.

Sitter Profile Image: Katelyn Y.
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Katelyn Y.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
23 years of experience
North prairie, WI, 53153

“Kaitlyn was great! Very responsive with communication, right on time for visits, sent us pictures of our dog with each visit, and overall fantastic. Our buddy was in good hands!”

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Krista K.
Sitter Profile Image: Susana C.
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Susana C.
from
$20
per walk
5.0 out of 5 stars
• 36 reviews
9 repeat clients
15 years of experience
Eagle, WI, 53119

“Susana was hired to be our dogsitter/walker during our daughter's wedding at a campground in East Troy, WI. She was asked to attend the wedding and help us with our Great Dane Molli who was part of the wedding party. Susana came out to us and stay by Molli's side for the time that we wanted to socialize with family and friends and eat dinner at the reception. Molli seemed to really like Susana and was super comfortable with her immediately. We will definitely consider having Susana help us with Molli next time we are staying in the East Troy/Lake Geneva area.”

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Kelly B.
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The median cost per walk for dog walking in Chenequa is $20

Dog parents share their Rover experiences - Chenequa

1 / 1
5.0 out of 5 stars

Riley was wonderful!! She helped me out at the last minute walking the dog. I HIGHLY recommend her. She is very friendly, kept me updated and Sadie loved her walks!!

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Wendy W.
Dog Walking
5.0 out of 5 stars

She has a good deal. I looked around regarding the price and Riley price is the deal so far I’ve booked 3+ w her She asks about the route your dog enjoys too 👍🏼

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Andrea S.
Dog Walking
5.0 out of 5 stars

Logan has a great time on his walks w Riley I love the pictures she uploads and the little report on how Logan did on his walk. She responds quickly as well! 🦮🙂

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Andrea S.
Dog Walking
5.0 out of 5 stars

Ava is so great with my 2 dogs! She treats them like her own with great communication with updates and pictures! I would recommend her to anyone

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Alyssa M.
Dog Walking
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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.

  • World-class support

    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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Chenequa

Select a filter and find qualifying sitters offering dog walking.

Sitters in Chenequa average 3
repeat dog walking clients

FAQs for Dog Walking - Chenequa

Frequently asked questions about Rover

The average cost of Dog Walking in Chenequa is $17 per walk as of October 2026. Most bookings cost between $17 and $19 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,095 sitters on Rover offering Dog Walking across Chenequa. 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 Chenequa. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

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

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

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

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

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

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

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

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

  • 88% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 97% can help with daily exercise

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

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

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

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

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

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

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

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

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