Dog Walking Cross Plains

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

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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: Sophie E.
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Sophie E.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 9 reviews
4 repeat clients
10 years of experience
Verona, WI, 53593

“Sophie ensured Piper was taken care of in all areas. Not only did she walk and play with her, but also met her basic needs of food and water. Very grateful for Sophie!”

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Georgia V.
Sitter Profile Image: Matthew E.
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Matthew E.
from
$25
per walk
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
Cross Plains, WI, 53528

About: Pets bring us all kinds of joy and unconditional love. It's hard to relax on vacation or focus on an event with a piece of you missing . Be able to be present and ease your mind knowing another caring soul will show your pet the same love and attention they enjoy. I have 10 years of experience with all different breeds and sizes. I work remotely. My office is where the WIFI is the strongest. I have time to spend with animals. My children are grown leaving me with an abundance of free time Soft voices and lots of love and attention. Dogs I like to run and make sure that they have the exercise they need. Plenty of tug of war! Social cats I give lap time and bring a feather.

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: Stephany D.
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Stephany D.
from
$15
per walk
4.9 out of 5 stars
• 63 reviews
16 repeat clients
13 years of experience
Madison, WI, 53719

“Stephany is fantastic! She communicated clearly and my pup loved her!”

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Patricia F.
Sitter Profile Image: Sara V.
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Sara V.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 49 reviews
17 repeat clients
15 years of experience
MOUNT HOREB, WI, 53572

“Sara was incredible and patient walking with our 8 year old GD. Our doggy is big in the outside but little in the inside and Sara treated her with such gentleness. Highly recommend Sara as a dog walker.”

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Debra S.
Sitter Profile Image: Jiayi H.
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Jiayi H.
from
$15
per walk
5.0 out of 5 stars
• 54 reviews
15 repeat clients
2 years of experience
Verona, WI, 53593

“Highly recommend! Jiayi took the time to learn my dog and provide great care for her. My dog was able to relax and unwind with her and I had peace of mind knowing she was being cared for. Jiayi also does a great job with communication.”

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Mitchell R.
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: Jesse T.
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Jesse T.
from
$15
per walk
4.9 out of 5 stars
• 34 reviews
17 repeat clients
1 year of experience
Madison, WI, 53719

“Jesse is reliable, communicative and an excellent pet photographer.”

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Sarah N.
Sitter Profile Image: Donna S.
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Donna S.
from
$25
per walk
5.0 out of 5 stars
• 53 reviews
16 repeat clients
20 years of experience
Middleton, WI, 53562

“Donna took such good care of my 4-month old puppy and even sent photos to show me he was happy and having fun! This was my first time using Rover and I’m so grateful to Donna for making this a great experience. I highly recommend her.”

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Lisa J.
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: Stina S.
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Stina S.
from
$22
per walk
5.0 out of 5 stars
• 10 reviews
5 repeat clients
9 years of experience
Middleton, WI, 53562

“Stina is extremely pleasant. She replied to my request quickly and was so easy to work with. She came for a meet and greet because my dog can be reactive at times. My dog took to her right away. It was obvious Stina had experience with animals. The next day she took her on a walk and it went great! We will definitely be using her services in the future and would highly recommend her.”

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Kristine B.
Sitter Profile Image: Abigail A.
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Abigail A.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 16 reviews
2 repeat clients
17 years of experience
Middleton, WI, 53562

“At short notice, Abigail stepped in and gave my dog Rosie a walk when my dog walker was sick. I’m so grateful for her and will definitely work with her in the future.”

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Kat G.
Sitter Profile Image: Cali G.
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Cali G.
from
$22
per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Mount Horeb, WI, 53572

About: Hi! I’ve always had a huge love for animals and honestly can’t imagine life without them. I worked at PetSmart for 3 years as a Pet Care Associate, where I cared for all kinds of animals — from dogs and bunnies to lizards and other small pets. That experience taught me so much about animal behavior, patience, and making pets feel comfortable and cared for. I also know the doggy Heimlich maneuver, so your pet’s safety is always something I take seriously. I grew up surrounded by pets and now have two of my own as an adult, so I completely understand how important it is to find someone you can truly trust with your furry family members. Whether your pet loves playtime, cuddles, walks, or just a calm comforting presence, I’ll always treat them like one of my own ❤️ Pet care fits naturally into my lifestyle because animals are truly what I love spending my time around 🐾 I work 8–4 in Wisconsin Dells, and outside of work, caring for animals is honestly my favorite way to spend my free time. Whether it’s walks, playtime, cuddles, or simply keeping pets company, it never feels like a chore to me — it’s something I genuinely enjoy ❤️ I’ve always grown up with pets and currently have two of my own, so caring for animals has always been part of my daily life. I love creating a calm, loving environment where pets feel safe, comfortable, and cared for while their owners are away 🐶🐱 When caring for pets—whether in my home or a client’s home—I focus on keeping them comfortable, safe, and sticking closely to their normal routine 🐾 In my own home, I care for my two pets daily by making sure they’re fed on schedule, have fresh water, get plenty of attention, playtime, walks when needed, and a calm, clean environment. I really treat them like part of my family, and their well-being is a big part of my everyday life. When caring for a client’s pets, I bring that same level of care and consistency. I follow instructions closely, maintain feeding and potty routines, give lots of love and attention based on each pet’s personality, and always prioritize safety. I also pay attention to behavior and comfort so pets feel as relaxed as possible while their owners are away. With my experience working at PetSmart and years of caring for animals in both personal and professional settings, I’m comfortable with pets of all kinds and always aim to make them feel secure, loved, and at home!

Sitter Profile Image: Sidney R.
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Sidney R.
from
$20
per walk
5.0 out of 5 stars
• 85 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

“We have a reactive dog that needs time, space and discipline. Sidney is very friendly, understanding and willing to work with us to make our pup comfortable. We are happy to book her again!”

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Eliisa R.
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
Middleton, WI, 53562

“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
5.0 out of 5 stars
• 2 reviews
1 repeat client
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: Emma E.
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Emma E.
from
$15
per walk
9 years of experience
Madison, WI, 53719

About: I’ve taken care of dogs and cats ever since I was 12! I help my neighbors, family, and friends whenever I can. I love all animals :) I have 4 cats of my own! I’m currently working full time Monday-Friday 10:30am to 7pm! I have plenty of time in the morning before work for pet care and after work. I'm not able to host pets at my home, but I bring the same level of care and attention directly to yours. I'm happy to follow your routine exactly — feeding, walks, playtime, medication, and all the snuggles your pet needs to feel safe and loved while you're away. I'll keep you updated with photos and check-ins so you always know how your fur baby is doing! :)

Sitter Profile Image: May N.
Verified Enhanced Background Check
May N.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
2 years of experience
Middleton, WI, 53562

About: My pet-sitting experiences include looking after both cats and dogs day to day and for extended periods of time. When taking care of cats, I make sure they have clean water and food at all times; keep their environment clean; watch over them and see if they are healthy; and interact with them by playing with them on a daily basis. I also have experience caring for dogs of various sizes and energy levels. Making sure their fed, walked, groomed, and cleaning up any messes/ their environment. In addition always making sure they have access to clean drinking water and providing plenty of playtime and attention. I occasionally take care of a family friend’s dog who has arthritis. I help keep her comfortable through gentle massages, giving her medication as directed, and hand-feeding her when necessary. In doing so, I learned to be patient and attentive in caring for an animal's individual needs. What sets me apart is my genuine love for animals. I always go the extra mile into taking good care of animals, ensuring their safety, and comfort in the absence of their owners. I treat every pet as if they were my own and doing everything I can to ensure their happiness. I am extremely flexible with regards to my schedule, and can be available for the most part of the day. I wake up early, so feeding and taking the animals for walk won't be a problem at all. When caring for pets in a client’s home, I value their safety, trust, and maintaining a calm and familiar environment for their pet. It is important for me to carefully follow all the instructions concerning their feeding schedule, treatment, taking medication, and other specific care. It goes without saying that I make sure that the pets receive proper meals and have clean water to drink. I also try to keep the house as clean as possible, including litter boxes for cats and any messes that may occur. I also observe the pets to ensure everything seems normal and they’re healthy. I believe that building trust with both pets and owners is essential, I’ll always provide them with updates and photographs about the current condition of the pets. My goal is to make sure their pet is cared for and mostly importantly happy.

Sitter Profile Image: Makayla O.
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Makayla O.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Mt Horeb, WI, 53572

“Makayla generously agreed to walk our dog on short notice. She took great care of my 105 lb Great Dane mix, communicated with us very clearly, and was flexible when I needed to swing by to meet a contractor while she was at the house. I’d work with her again in a heartbeat!”

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Amanda S.
Sitter Profile Image: Michelle G.
Verified Background Check
Michelle G.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
7 repeat clients
5 years of experience
Spring Harbor, madison, WI, 53705

“Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!”

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Marissa G.
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The median cost per walk for dog walking in Cross Plains is $20

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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Cross Plains

Select a filter and find qualifying sitters offering dog walking.

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 on Rover is $17 per walk as of October 2026. Most bookings cost between $12 and $24 per walk. 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 1,376 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 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 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 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 Cross Plains. On Rover:

  • 91% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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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