Dog Walking Cross Plains

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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: Cloey D.
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Cloey D.
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
9 years of experience
Cross Plains, WI, 53528

“Cloey did such a great job walking our dog Lily! She was timely and communicative. Lily got bored with walking so Cloey filled up the remaining time playing with her in the backyard. Lily loved her time with Cloey. Would recommend her to anyone!”

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Jessica M.
Sitter Profile Image: Quinn M.
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Quinn M.
from
$15
per walk
4.8 out of 5 stars
• 5 reviews
2 repeat clients
15 years of experience
Mazomanie, WI, 53560

About: I have been taking care of animals ever since I was little, between dogs, cats, reptiles, and even farm animals such as dairy cows, pigs, goats, chickens, rabbits, and guinea pigs. I have open availability so I can take pets anytime and any day. I can do both cats and dogs as I have experience in both and experience in different energy levels I have a fence for my pets, we play with toys, and we go on walks (depending on the weather). My dog will sleep where she is most comfortable and she always goes to the bathroom on time.

Sitter Profile Image: Jordan V.
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Jordan V.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
24 years of experience
Cross plains, WI, 53528

“Jordan was wonderful, I'm very happy with the service and will definitely use again!”

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Tom R.
Sitter Profile Image: Katie E.
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Katie E.
from
$15
per walk
5.0 out of 5 stars
• 1 review
10 years of experience
Cross Plains, WI, 53528

About: I have taken care of small and big dogs whether it be my own dog, family pets, or friend. I am capable of caring for and loving dogs of all sizes! I have a very flexible work schedule. I can either work from home or in the office. If I work in the office I am able to leave whenever I need. I live in a home with plenty of space inside for playing along with. a nice backyard and plenty of places to go on walks or play outside!

Sitter Profile Image: Lindsey M.
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Lindsey M.
Star Sitter
from
$45
per walk
5.0 out of 5 stars
• 66 reviews
22 repeat clients
30 years of experience
Cross Plains, WI, 53528

About: I’m a school counselor (on hiatus) stay at home mom. I take pride in providing peace of mind for people during their travel. I have 30+ years of experience pet sitting (starting when I was 8), with 15 of those years being professional dog handling when I used to help raise and train guide dogs for blind people. I have a friendly dog that loves to host guests. He adapts his play style to each dog; if they want to run around, he wants to be chased. If they don’t feel like playing, he will give space. Like many resident male dogs, he often feels uncomfortable with large breed adolescent males, particularly intact. I will make decisions on a case by case basis regarding adolescent males. I do require dogs be crated when unattended in my home for their safety and comfort. We can discuss your dog’s unique needs. Please be sure your animals are up to date on vaccinations and preventative meds (flea/tick and heartworm). What can I offer? I can board your dog (or pet!) at my home or do home visits. I’m experienced in smalls like cats, pocket pets, and birds. I have even cared for people’s hobby farms (horses, donkeys, goats, chickens, etc). I have a fenced yard. I’ve adopted 4 Rottweilers in the past with unique behavior issues and fostered many other breeds so I’m used to handling all types of dogs, including those who need a little time to settle in. I’m home during the day. Your dog becomes part of my “pack”, built around their comfort level. I have one pet dog, two small kids and two teen step daughters. Sometimes I have other boarded dogs but I’ll always confirm with both dogs’ families before I book an overlap. I won’t book a dog if they aren’t a good match for someone already booked. For home visits. My 2 littles tag along with me. Unless I can get my partner to take them after work hours. I put your pets needs as a priority, so if your pet isn’t fond of children, I won’t let my kids bug them. My home has backyard access with a fence (4 foot tall chain link and 6 foot tall privacy fence along the road side). If you don’t want your dog interacting with mine, I am experienced in keeping dogs separate and safe. I’ve boarded/raised over 100 dogs and I’ve never had any issues with dogs getting loose or scuffling. Sitting in your home: I can do the basics such as feeding and potty. I can take your dog for walks or play in your yard and spend some time with them in your home.

Sitter Profile Image: Alexi F.
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Alexi F.
from
$20
per walk
17 years of experience
Middleton, WI, 53562

About: Good with all dogs, mainly have experience with middle aged/senior dogs. Had a shih tzu 17 years of my life. Love to go on long walks! I work in Med Device sales so I have a ton of random availability. I already go on long walks around lakes, etc and would love to have a doggo join!! I live with one roommate in an apartment who has a cat. She usually keeps it locked in her room. I used to live with another dog, it’s in a good walking area!!

Sitter Profile Image: Milanne D.
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Milanne D.
from
$22
per walk
19 years of experience
Blackhawk, Middleton, WI, 53562

About: I’ve been around and taken care of dogs of every kind my entire life basically. Neighbors, friends and family have relied on me since I was a little girl to walk, feed and bathe their pets. I currently dog sit full time, so I’ll have plenty of time to play with your pups! I’m available for boarding all seven days of the week at anytime of need! I have a spacious yard and two friendly female dogs(both spayed) to keep your fur baby company. I can easily crate your dog if needed.

Sitter Profile Image: Anna K.
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Anna K.
from
$15
per walk
20 years of experience
Stone Meadows, Madison, WI, 53719

About: I have had a dog since I was 6 years old and have been taking care of dogs ever since. I have had a dog of my own for the past 3 years as well so have learned about raising a puppy into a young dog. I have patience, reliability, and genuine love for animals! I understand that every pet has their own personality, needs, and routines, and I strive to make every dog feel safe, comfortable, and loved. I’m attentive to details, responsible, and happy to provide updates and photos so you can have peace of mind while you’re away. Whether it’s playing with an energetic puppy, reinforcing basic training, going on walks, or providing extra patience and gentle care for senior dogs, I’ll treat your furry family member like my own. Your pet’s happiness, safety, and well-being will always be my top priority! 🐾 I currently only work 3-4 days a week and have frequent off days or days in between where I have ample time to care for pets I have a fenced in backyard and one friendly 3 year old dog. I can easily accommodate any of your pets needs and routines into my schedule.

Sitter Profile Image: Nowell L.
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Nowell L.
from
$20
per walk
4.5 out of 5 stars
• 13 reviews
2 repeat clients
4 years of experience
Middleton, WI, 53562

About: Animals have always been at the center of my life. By day, I work at Mad Cat Pet Supplies, and for over 4 years I’ve been offering pet sitting and dog walking services on the side. Whether it’s daily walks, playtime, or simply keeping your furry friend company while you’re away, I treat every pet like my own. My goal is to give your pets the love, care, and attention they deserve—so you can have peace of mind knowing they’re in good hands! I’m currently very flexible with my schedule, I’m available for pet sitting and walking all throughout the week at any time of day to provide the best care. I can also do dog park trips upon request! I strive to is maintain the safety, trust, and happiness of all furry friends in my care when pet sitting and/or dog walking in Madison.

Sitter Profile Image: Natalie B.
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Natalie B.
from
$20
per walk
10 years of experience
Madison, WI, 53719

About: I'm an animal-loving recent grad from UW-Madison, born and raised in the Midwest. I work 8–4 in behavioral health and spend my free time around animals whenever I can. I have lots of experience with both cats and dogs, they've always been part of my family growing up. I've cared for senior dogs, including giving shots, daily oral medication, and following specific feeding schedules and exercise routines. I also regularly watch high energy large dogs as well as smaller dogs. I always try to mimic each pet's normal routine so they don't feel like they're with someone new, my goal is for them to feel like they're just having a normal day, with maybe a little extra fun! I work in behavioral health care with a schedule of 8–4, and I work from home on Mondays and Fridays, which allows me to do midday check-ins on your pets if needed! I'm also available to stay for longer periods at your home to provide care. During the week, I can stop by before or after work, and I'm flexible anytime on weekends. Safety and routine come first, whether I'm in my own home or yours. I keep feeding schedules, medications, and habits consistent so pets feel secure. I'm experienced with oral, topical, and syringe medication, chronic conditions like arthritis and hyperthyroidism, and keeping escape prone pets safely inside. I also respect each pet's boundaries, aiming to help them feel as comfortable as they would with their own owner! :)

Sitter Profile Image: Naomi H.
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Naomi H.
from
$25
per walk
13 years of experience
Verona, WI, 53593

About: I have been taking care of pets since I was a little girl. I grew up in a house who always had some type of animal and learned how to love on them and give them the attention they need. I am currently at home and have a lot of time on my hands. I’m very flexible and cooperative with my schedule and willing to give any animal love and support. I have an invisible fence for my two dogs. One of my dogs has a crate he sleeps in and the other sleeps in whatever bed she wants that night.

Sitter Profile Image: Zachary M.
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Zachary M.
from
$40
per walk
5.0 out of 5 stars
• 26 reviews
10 repeat clients
31 years of experience
Middleton, WI, 53562

“Zach was so great with my dog and he was such a big help. Super friendly and kind. Would definitely recommend him.”

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Melissa D.
Sitter Profile Image: Breanna M.
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Breanna M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
4 repeat clients
5 years of experience
Sauk City, WI, 53583

About: I’ve grown up in a household that has always had at least two dogs, usually 3. We also had 3 indoor-outdoor cats. I am now a student at UW Madison, and I have a 5yr old heeler shepherd mix. Throughout her life I have trained her for obedience and herding, and have dealt with low confidence and reactivity with her daily. I am experienced with dogs who are shy and tend to be reactive. I am studying for a Food Science PhD at UW Madison, so I’m able to take whatever requests work outside of my classes! Most weekends are free, and I update my calendar regularly to reflect class and exam schedules. I have experience training dogs and love hanging out with any breed of dog. I believe dogs need both mental and physical stimulation in order to be fulfilled.

Sitter Profile Image: Autumn P.
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Autumn P.
from
$25
per walk
5.0 out of 5 stars
• 11 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53597

“Autumn helped us with walks last minute and was such a lifesaver! She is great with our dog.”

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Jenn F.
Sitter Profile Image: Natalina T.
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Natalina T.
from
$15
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
4 years of experience
Madison, WI, 53719

About: I’ve grown up with both dogs and cats and I love getting to spent time with them and get to know them. I’ve dog and cat sit before for neighbors before and have had the best time with their pets. I have a puppy of my own now and he is my best friend:) I am currently home and working a part time job in the morning so my schedule is pretty flexible. You can always message me about my availability. I currently am not having other animals staying over because we have a hectic house of three. I care for pets in my clients home based on their preference and my knowledge of what animals like most.

Sitter Profile Image: Laniysha W.
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Laniysha W.
from
$20
per walk
5.0 out of 5 stars
• 1 review
6 years of experience
Madison, WI, 53719

About: I’ve worked with dogs since I was nine years old, caring for family pets as well as animals I found outside who needed help. Whether they had homes or not, I treated every animal like my own, providing consistent love and care. I have nearly eight years of hands-on experience bathing, feeding, walking, clipping nails, managing potty routines, playtime, and plenty of snuggles and cuddles. I have a very flexible schedule and am available most of the time, with the exception of Thursdays. I’m free early in the mornings through late at night, and I’m also open to overnight care if needed. I’m available on both weekdays and weekends. I live in an apartment and have an unfenced yard, but that will never limit playtime, exercise, or fun. We’ll still enjoy plenty of outdoor time and daily adventures on walks. For safety, your dog will always be kept on a leash while outside

Sitter Profile Image: Emma S.
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Emma S.
from
$20
per walk
8 years of experience
Madison, WI, 53703

About: I’m an incoming veterinary student and pet owner. I’ve grown up taking care of my cat and dog and love spending my time with animals. I have worked as a veterinary assistant for the past 3 years. Daily dog walks are an important part of my routine and I have a flexible schedule. I love meeting new people and animals on the island! I have experience with dogs of all sizes and am an active person. I also keep my dog leashed and am amenable to dog’s specific needs.

Sitter Profile Image: Maureen H.
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Maureen H.
from
$25
per walk
4.9 out of 5 stars
• 19 reviews
5 repeat clients
20 years of experience
Madison, WI, 53705

About: I've always had dogs growing up as a child and my love for them has grown into my adulthood. I consider them my best friend. My experience in PetCare is from having my own pets and caring for family and friends dogs over the years. Sitting for different types and ages of dogs from puppies to older dogs for 20 years. I'm an educator of children and that carries into my love to being with animals. Fun fact: I also teach Puppies & Yoga in Fitchburg. I love learning and understanding all different types of dog breeds. I enjoy snuggling and lounging with them, being out in nature, taking them on walks and longer hikes. I go above and beyond what is expected of me, sometimes buying them doggie treats or taking them in my car for adventures and sending the owners dog photos. if this is all welcomed. I'm organized, reliable, and tidy. Always leaving a place I visit or stay nice and clean. I’m available to care for your dog(s) on both weekdays and weekends! I’m an early riser and love starting the day with a nice walk, and in the evenings I enjoy longer walks or even hikes for dogs who have a bit more energy. I’m happy to adjust to your dog’s routine and make sure they get the exercise, attention, and care they need to feel comfortable and happy. I treat every dog like they’re my own and always make safety a top priority. In clients home, I make sure their dog is kept on a good routine, and their daily needs are met throughout the day. Based on the animal's schedule, I will walk them twice a day, once in the morning and the evening. I will feed them according to their schedule and be sure their water bowl is always full. If any medications are needed, I will follow the guidelines so they are safe and sound. I like to play with the dogs, and snuggle them so they feel nurtured and loved. I love photography so I'll send you pics of your dogs having fun.

Sitter Profile Image: Chelsea G.
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Chelsea G.
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
23 years of experience
Middleton, WI, 53562

About: My whole life I’ve grown up with dogs and cats, having 3 different dogs and 10 cats over the years. I’ve been one of the main caretakers in my family of our pets. Walking, feeding, bathing, and cutting nails are examples of some of the things I’ve grown up doing for our pets. I worked in a veterinary clinic for the past year and I will be a first year student in veterinary school starting this fall. I’m entirely free this summer until classes start! Once the fall hits and I start veterinary school my availability will become more limited but as of now I’m super free. I use extreme care for any animals I’m taking care of and I’m a very attentive person to their needs and what they want and enjoy. I have a lot of experience with taking care of dogs and cats from growing up with pets, volunteering, and working in veterinary clinic. I’ve gained a lot of knowledge on how to properly care for your pet whether that be in a home or on a walk. I have a huge passion for animals and always pour so much love into any pet that is around me and under my care.

Sitter Profile Image: Sidney M.
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Sidney M.
from
$35
per walk
5.0 out of 5 stars
• 8 reviews
4 repeat clients
6 years of experience
Madison, WI, 53711

“Sidney is absolutely amazing and I highly recommend her! She is really good at communicating and sent the best pictures of my dog when I was missing him. She was willing to give medications and did a great job overall.”

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Gracelyn F.
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The median cost per walk for dog walking in Cross Plains is $20

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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.
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Popular requests for dog walking - Cross Plains

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Sitters in Cross Plains average 3
repeat dog walking clients

FAQs for Dog Walking - Cross Plains

Frequently asked questions about Rover

The average cost of Dog Walking in Cross Plains is $17 per walk as of October 2026. Most bookings cost between $12 and $24 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 1,362 sitters on Rover offering Dog Walking across Cross Plains. 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 Cross Plains. 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 Cross Plains 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 Cross Plains. On Rover:

  • 89% of walkers can help with special care needs
  • 93% 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 .

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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