Dog Walking Holy Cross

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Holy Cross, 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: Kayla W.
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Kayla W.
from
$20
per walk
4.8 out of 5 stars
• 26 reviews
9 repeat clients
5 years of experience
Port Washington, WI, 53074

About: I am a nearby teacher just looking to help you out with your dog/s! I know how stressful it can be to leave your dog with someone else and I want it to be stress-free for you. I have a dog of my own, and I grew up with dogs all my life and love to be around them! I can socialize your pup with mine or keep them separate. I am free most weekends and holidays. I can go on a run and/or walk with your dog or just give them a little extra love and attention. I am a big fan of all dogs whether they are big or small. I also know some about cats if you need help with them as well. I am available on weekends and if needed can work in a Friday too. This allows me to put all my attention on your pets. I have one fur baby of my own that can easily be separated from your pup if needed. I also have easily access to a crate and a neighborhood dog park.

Sitter Profile Image: Cody H.
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Cody H.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 130 reviews
32 repeat clients
15 years of experience
West Bend, WI, 53095

“Quick responses even on a weekend day. Sent images of dogs and took good care of them”

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Tim M.
Sitter Profile Image: Sonja T.
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Sonja T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 115 reviews
34 repeat clients
30 years of experience
West Bend, WI, 53090

“As always, Sonja was amazing! She completely understands our dogs and takes such great care of them. We are so blessed to have her help with our two dogs.”

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Dawn P.
Sitter Profile Image: Taylor B.
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Taylor B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
3 repeat clients
1 year of experience
Grafton, WI, 53024

About: Growing up, my mom was the Eau Claire County Humane Officer, FEMA Animal Emergency Management volunteer coordinator, and general manager of the Chippewa County Humane Association. Throughout my childhood I helped care for thousands of dogs, cat, rabbits, and even a handful of lizards and snakes. I am well versed in animal behavior, safety, and empathy! I am new to the world of personalized in home care, but hope to gain your trust and grow my experience. I am a homeschooling mom of one 6 year old (who LOVES dogs!) and our schedule is very flexible. We have a 3 year old animal friendly Australian Shepherd who we walk daily within our neighborhood, on the interurban trail (5 minute walk away) and run off lease on the beach when there's no one around! My 6 year old is very animal empathetic, and is always learning behavior and cues from our own Aussie. Having a high energy household, I understand the importance of plenty of time spent outside. We live in a large, upper, 2 bedroom apartment and can easily accommodate temporary space for one or two more pets (of the same family). We have a park with an open field for playing ball, and the interurban trail are both a short walk away. We have plenty of green space around our building for shorter potty breaks. I have a large Ruffland crate available for your pets use.

Sitter Profile Image: Gilian S.
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Gilian S.
from
$15
per walk
5.0 out of 5 stars
• 239 reviews
60 repeat clients
9 years of experience
Saukville, WI, 53080

“Gilian was prompt and professional from beginning to end. Very good vibes right off the bat between her and my dog, Ember! Will definitely reach out to her again for support in the future.”

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Ann F.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$16
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Grafton, WI, 53024

About: I have always owned dogs. I love dogs more than people and will treat your dog as if they were my own. I have experience with all dogs including, large dogs, senior dogs, and puppies. I currently work from home so I have the flexibility to meet your needs. I do not have childcare on Fridays so I am unable to see dogs on that day. I will treat your dog as my own. I will respect your space and finish the job I came to do. I like to spend a few minutes to say hello to the dog and make them comfortable.

Sitter Profile Image: Cindy L.
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Cindy L.
from
$13
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
10 years of experience
Random Lake, WI, 53075

About: I recently lost my senior cat, Tigger. He passed away in August 2025. Tigger was very sick. I spent multiple hours per day providing care. Tigger had a chronic digestive illness that required care from someone who had critical attention to detail. I administered his medications every 12 hours, cleaned him up after he used the litter-box, provided him emotional support, syringe fed him wet food during his final days, and more. I currently work in the healthcare field as a clinical pharmacist (for humans). I truly understand how important it is not only for humans to have their medications on time, but for animals to have their care on time as well. I dedicated an entire 10 months of my life to help Tigger live those 10 extra months. My timeliness, organizational skills, and attention to details allowed me to provide the best care for Tigger. I have been devastated since his passing. I currently still have 2 cats at home (Apollo + Moon). They're the sweetest boys and make my life very full. I lived with cats almost my entire life, and I know how important it is to keep their daily schedule the same. I always make pet care a priority. My animals (and the ones I am looking after) are the first things on my mind. Taking care of animals is more than just a job, it is now my lifestyle. 💕 I always make sure the animals have access to clean, cool, fresh water. That is the most important task, that I will always check on first. Secondly, it is most important to ensure each animal has appropriate access to food in the quantity and quality needed for them to maintain a healthy life. I have experience with feline prescription food diets, and understand the importance to not deviate from their special food. Thirdly, it is important that animals have access to a clean and stress free potty area. As a cat mom myself, I am constantly cleaning the littler box area for my own fur children to ensure they have a tidy space to use the bathroom.

Sitter Profile Image: Yana C.
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Yana C.
from
$50
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Belgium, WI, 53004

About: I have 10 years of experience caring for pets, including dogs of all sizes and temperaments. I truly enjoy spending time with animals, making sure they get plenty of exercise, attention, and love. Whether it’s energetic walks, playtime, or simply giving a dog some extra affection, I treat every pup like my own. I’m also comfortable with feeding routines, basic training, and caring for senior dogs or puppies I’m currently working part-time, so I have plenty of flexibility to care for pets. I’m available for morning, afternoon, and evening walks throughout the week. I love being outdoors and can easily adjust my schedule to meet your dog’s needs I provide a safe and loving environment for every dog. Walks are always on a leash, and I pay close attention to their behavior and comfort. At home, I make sure pets have fresh water, a clean space, and plenty of attention. I can also follow any specific instructions you give to keep your dog’s routine consistent.

Sitter Profile Image: Emma B.
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Emma B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 27 reviews
8 repeat clients
20 years of experience
Cedarburg, WI, 53012

“Was awesome with my 3 boys while we were on vacation, they are large dogs and can’t seem to walk in a straight line and she took it in stride and they really enjoyed their daily walks!! 💕💕 Highly recommend!”

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Wanona S.
Sitter Profile Image: Robin K.
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Robin K.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
12 years of experience
Saukville, WI, 53080

About: I have taken care of many dogs and animals before. I have cared for and trained various animals including cats, dogs, horses, cows, and goats. Some of the dogs I've sat for were show dogs or had health needs that required a strict routine, diet, or medication needs. While I used to be in the workforce I am home with two boys, they would be with me for any visits or walks so a somewhat kid friendly dog is needed. We used to have dogs of our own so they are both used to pups. This does make me super flexible and able to get up and go pretty quick. I have experience with a wide array of dog breeds, temperaments, energy levels and sizes. Im all ears for preferences and needs for any dog too. I am up and ready to go if needed by 8 and try to be home to cook by 4, and then Im available from 5:30/6ish when dinner raps up as my husband is home and I can run if needed. I approach slowly and gently to encourage calm for the high energy ones and safety for the more timid. I can give food and water if needed, kennel the pup if needed, and will leave the place the same if not better than how I found it.

Sitter Profile Image: Larissa M.
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Larissa M.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
4 repeat clients
10 years of experience
Murray Hill, Grafton, WI, 53024

About: I have experience as a dog/ cat owner and fosterer and have been a reliable sitter for friends and family for the last 15 years. As a sitter or walker you can expect me to be punctual, respectful, cleanly, communicative, available, aware, responsible, alert, playful and loving. I am primarily offering care in YOUR home at this time for pet sitting. I currently live in Grafton, WI. I look forward to meeting you and your pet! I work very part time at the moment and from home so I am very flexible and can usually help out last minute and am happy to do so. I cannot do in my home cares at this time. aaaa a a a a a a a a a a a a a a a a

Sitter Profile Image: Inga G.
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Inga G.
from
$16
per walk
10 years of experience
Cedarburg, WI, 53012

About: I’ve been surrounded by animals my entire life and currently care for four dogs and one cat of my own. Caring for multiple pets has taught me patience, responsibility, and how to recognize each animal’s unique personality and needs. From energetic playtime and long walks to quiet cuddles and sticking to feeding routines, I’m comfortable providing attentive, loving care. Also, I am comfortable and experienced in handling medication for dogs as one of my dogs at home has diabetes. I understand that every pet is part of the family, and I’ll treat yours with the same kindness, respect, and affection that I give my own. I’m currently working part-time, which gives me a flexible schedule to care for your pet. I’ll do my best to accommodate your preferred days and times, and I’m happy to work with you to find a schedule that fits both you and your furry friend. Your pet’s safety and comfort are my top priorities. I have experience caring for my own four dogs and one cat, so I’m familiar with different personalities, energy levels, and routines. Whether I’m caring for your pet in your home or taking them for a walk, I’ll make sure they receive plenty of attention, exercise, fresh water, and lots of love. I’ll also respect your pet’s routine, follow any feeding or medication instructions carefully, and provide regular updates so you can have peace of mind while you’re away.

Sitter Profile Image: Cynthia E.
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Cynthia E.
from
$30
per walk
5.0 out of 5 stars
• 16 reviews
7 repeat clients
40 years of experience
Cedarburg, WI, 53012

“Cynthia is great! She sent awesome pictures and took the best care of Russell!”

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Caroline S.
Sitter Profile Image: Noah B.
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Noah B.
from
$16
per walk
15 years of experience
Grafton, WI, 53024

About: I've cared for puppies and senior dogs alike. I've been taking care of dogs my entire life and I am familiar with all breeds. From Daschund to German Shepherd I have been with them all. I currently even own a very well trained Dachshund and shes almost 2 I'm available most everyday rain or shine. I am very attentive and capable of taking care of most any dog. I always take the necessary time to care for a dog as they need it and when they need it I don't offer this service, but I am willing to take care of your pets in your home at any time that you may need it.

Sitter Profile Image: Isabella A.
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Isabella A.
from
$20
per walk
4.8 out of 5 stars
• 6 reviews
2 repeat clients
1 year of experience
West Bend, WI, 53095

About: I have dreamed about walking dogs since I was a little girl and now I have found a way to do it and get paid! I have two Weiner dogs at my mom's house, a labordooddle at my dad's, and two cats of my own.I know and love all kinds of dogs and cats! I will care and treat them like they are my own so trust me they will get the best care ever! They may even get a little spoiled... But I can be strict if you have certain rules you want them to abide by! I have training. Please consider me when thinking about who can care for your furry children. I will give them the best care they deserve! I work part time and have a flexible schedule, so I can be available when needed. I have a car for easy transportation as well. My cats get supervised time outside on harnesses and time in the breezeway with open windows to get some fresh air. My neighborhood is good for taking dogs on walks and there is a wonderful dog park near by!

Sitter Profile Image: Simon L.
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Simon L.
from
$30
per walk
5.0 out of 5 stars
• 3 reviews
6 years of experience
Mequon, WI, 53092

About: I have taken care of dogs between the ages of 1-14 [human years] for many family members and neighbors since I was a teen. I have had two labradors and two golden retrievers throughout my lifetime, and have taken care of breeds ranging from Corgi to Vizsla to German Shepherd. I am very family-oriented, and will take care of your pups like they are my own! I have a very flexible schedule which allows me to give lots of love and attention to your canine family members. I am a very active individual, and love to incorporate dogs into my routine to satisfy their energetic hearts and souls! I would love to hear about any particular needs, struggles, or enjoyed habits that your dogs may have. I want them to enjoy our time together as much as I will!!

Sitter Profile Image: Kayla P.
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Kayla P.
from
$30
per walk
5.0 out of 5 stars
• 20 reviews
4 repeat clients
10 years of experience
West Bend, WI, 53090

“Kayla was prompt, friendly and loving towards our older dog. Our dog enjoyed the long run / walk and company. We are already planning to book with Kayla again!”

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Julia A.
Sitter Profile Image: Hayden L.
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Hayden L.
from
$23
per walk
10 years of experience
Grafton, WI, 53024

About: I've grown up surrounded by animals, including cats and dogs, and at one point, our household included five dogs simultaneously. Since the age of ten, I've been responsible for feeding my dogs and taking them outside. When I turned fourteen, I began walking my own dogs and even walked dogs for friends, ranging from 15 to 130 pounds. I am proficient in administering dog medications and knowledgeable about dog behaviors. I'm passionate about understanding each pet's preferences and personality, and I treat every pet as if they were my own, providing them with a fun and safe environment. I’m currently working a part-time job, while a full-time college student. I am free currently Saturday-Tuesday. Saturday and Sundays I will be available from 8am till 3 o’clock in the afternoon. Monday I will be available all day starting from 10am and Tuesdays all day after 3pm. I always prioritize your pets well-being and follow your specific instructions for their care. If needed, I can crate your dog and i’ll offer a safe and comfortable environment.

Sitter Profile Image: EmmaLee G.
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EmmaLee G.
from
$16
per walk
5.0 out of 5 stars
• 1 review
8 years of experience
West Bend, WI, 53095

About: I currently work at Hightest kennels part time. I’ve also fostered 14 dogs/puppies for Hightest kennels. I am very good at taking care of dogs at all ages. I also follow your instructions very well. I have taken care of puppies, dogs with disabilities and, senior dogs. I have potted trained many dogs and have been successful every time. I am very patient with animals. I am also going to school to become a veterinary assistant. I am currently working part-time at Hightest kennels I would be able to work after Hightest and on my days off. I usually work 2-3 days a week. I will fit pet care in whenever I am not at work. At my home I have two labs that love being around other animals. I have a fenced in area for my dogs to give them time outside. In a client’s home I want to know if your dog has a routine and keep your pet on their routine. I take my pets out many times a day if they are not in their fenced in area. I can also create my dogs if wanted.

Sitter Profile Image: Whitney H.
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Whitney H.
from
$25
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
30 years of experience
Mequon, WI, 53092

About: I provide attentive, compassionate, and reliable care for dogs of all breeds and sizes. I specialize in creating a safe, comfortable environment—whether in your home or mine—ensuring pets receive plenty of exercise, affection, and individualized attention. With strong communication skills and a genuine love for animals, I keep pet parents updated and at ease throughout every stay. Whether it’s daily walks, overnight stays, or special care routines, I’m committed to treating every dog like family. I have a flexible work schedule so I’m able to provide breaks and attention as needed throughout the day. I am able to attend to your pet as needed. I have a large back yard that the dogs can play in. I also have the Oak Leaf trail next to my house we can go on frequent walks!

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

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Popular requests for dog walking - Holy Cross

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Sitters in Holy Cross average 3
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FAQs for Dog Walking - Holy Cross

Frequently asked questions about Rover

As of October 2026, there are 1,635 sitters on Rover offering Dog Walking across Holy Cross. 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 Holy Cross. 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 Holy Cross 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 Holy Cross. On Rover:

  • 92% of walkers can help with special care needs
  • 97% 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 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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