Dog Sitting Cross Plains
Book a Cross Plains dog sitter to watch your dog in your sitter’s home or yours.

Over 14 pet parents in Cross Plains have booked dog sitting
Cross Plains, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have over 30 years experience training dogs. I am able to dog sit from my home full time. I recently moved to a large property in the country, that is a short 35 minute drive from Madisons west side. I have a acer that is completely fenced in and I am more than happy to offer pick up and drop off to the west side of Madison. I'm professional trained as a dog groomer, worked professionally for over 6 years as a groomer, dog trainer and doggie daycare provider. I have also worked as a vet assistant for 2 years in Denver Colorado. I am certified in humane and dog CPR and I graduated with an EMS degree for humans, this training helps me respond to variety of situations with confidence. I was a volunteer at two different Humane Society's for over 12 years. I have fostered, rehabilitated and Rehoused 15 dogs most with serious behavioral issues. I am an avid dog lover and enjoy spending time with my dogs and other people's dogs. I can stay home full time now. I also have a full acer that is fenced and I have walking trails in the country and I still frequently go to the dog park and I am never gone more than 1-2 hours. Rover is away for me to stay home with my dogs and hopefully your dogs. My dogs LOVE having dog friends visit our pack and home.-I am a firm believer in the saying "A tired dog is a good dog".- I have been dog sitting full time for the past year and I enjoy being home all day long. I recently moved and have an acer of fenced land and I am happy to offer pick up and drop off of your pet or we can meet closer to your house. I am only about 30 mins south of Madison. I have a huge fenced yard with extra gates and separate fenced areas to do introductions safely. Dogs are NEVER left unsupervised outside. Your dog’s safety and mine dogs safety is my top priority!
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! :)
About: A Vet tech providing calm, loving, reliable, attentive pet care. Comfortable with medications, special needs, and nervous pets. I treat every animal like my own. I am currently working at a veterinary clinic, which gives me experience and flexibility. I am available on weekends and some weekdays to help out! I have two cats. I care for them by providing regular meals, fresh water, playtime, and lots of attention. I make sure they feel loved.

About: I am 37 and have worked professionally with dogs for 10 years during my 20s. I began working in a boarding and daycare facility when I was 18. Since that time I have worked for other kennels as I have moved. I received my training certification in 2010 from Animal Behavior College and volunteered extensively at a shelter in Kansas City. I have volunteered with numerous rescue groups providing training and foster homes along with many boarding facilities. I love pet sitting and getting the opportunity to make a animals happy while their parents are away- all the rewards of being the fun aunt :) Experience with pets who have medications/diabetes/special needs. HOUSE SITTING: I work from home, with appointments throughout the day so your pets won't be left alone for long. I am flexible fitting into your pets routines, watering plants, and any other up-keeps that need done while you are away. A majority of the time I work from home while having occasional appointments out of the home. This gives me plenty of flexibility to ensure that your pet gets 1:1 time and gets outside when needed. I like to follow my clients routines so their pet can predict as much as possible. My experience has given me a little bit of the super power to predict the future, which leads to me to taking extra safety steps “just in case”
About: I have always had a strong passion for working with animals. I have 5 pets of my own and currently work at a vet clinic which provides me with additional resources . I know how to feed, clean up after, and medicate animals. I have worked with all sizes and ages of dogs and cats. I have experience with all kinds of breeds and animals with different physical and nutritional needs. I I work part time at a vet clinic and coaching on the weekends. Monday- Thursday I am able to be home in the morning and night with a possible stop by in the afternoon to let animals out or check in on them. On the weekends I am there in the morning and home either mid afternoon or in the evening to check on animals and be there for the night. I keep them calm and comfortable by being in their own home. Keep them on their normal routine so they won't feel more uncomfortable without their owners home. I make sure they get plenty of exercise, attention and love, and make sure they get any meditation they need. I keep the house tidy and clean up any messes made by the animal while there.
About: Hi! I’m Hanna, a dedicated animal lover offering dependable, affectionate care for your pets. I am a mom to my dog Asuna and two cats, Riya and Ruma. Whether it’s daily walks, overnight stays, or just some extra playtime and cuddles, I treat every pet like my own—with patience, love, and attention to detail. I understand that every animal has their own personality and routine, and I’m committed to making them feel safe, happy, and well cared for while you’re away. Let’s connect and give your pet the care they deserve! I'm currently working full-time, but have lots of flexibility to keep your dog or cat happy :) I love walks and going to the dog park if that is what your dog likes! I treat my dog and two cats like they run the house, because they truly do. I like to take long walks, short walks, like to play with dogs, and snuggle with cats (or not if they don't like cuddling).
“Blanca was amazing - super reliable and responsive! Our cat is usually grumpy, but Blanca is a natural and the cat LOVED her. Great updates and photos with each visit. Will definitely book again!”

About: I am a dependable, caring, responsible, kind, compassionate animal lover that will take great care of your pet. You will not have to worry while you are away because your animal will receive stellar quality care from someone with over 30 years of experience taking care of animals. I am an active, athletic person that can exercise your pet wherever it is most comfortable - whether that is at dog parks, hiking trails, relaxed walks, bicycle rides, or whatever location you request. I have fairly open availability currently because I am a stay at home mother, so I can be very attentive to your pet and their specific needs. Thank you so much for your consideration. I really look forward to meeting you and your pets! I am currently a stay-at-home mother, so I can be very attentive to your pets' needs and have a very flexible schedule. I would love to find a way to fit your pets into my schedule. I'm a dependable, caring, responsible, kind, compassionate animal lover that will take great care of your pet. You won't have to worry while you're away because your animal will receive stellar quality care from someone with over 30 years of experience taking care of animals. I can't wait to meet you and your pets!
About: Hi, I’m Roo! I’ve had pets my whole life and have pet-sat since I was 11. I have experience with dogs, cats, and even birds. I day-sit, I can walk and I can do check-ins. I love enjoying the company of your pets :) I currently am doing school virtually, so I’m free every day since I work online. I have a ton of flexibility to watch your pets whenever! I will talk to you about how you care for your pet and follow along with that! I have experience crate-training, aggression play and more from my own pup, and can follow along with any needs you let me know of for your pet!
About: Hi! My name is Lensy, and I’m excited about the opportunity to care for your pet. A little about me: I am in grad school (online) and work a hybrid job which gives me flexibility/ allows me to be remote a good amount so your furry friend isn’t alone day! I have plenty of experience looking after neighbors’ pets, from playful puppies to full-grown dogs. I also have experience with birds and cats. I can’t wait to take your furry friend out for walks, keep them entertained, and meet their unique needs. I understand it can be hard to trust someone new with your beloved pet, so please don’t hesitate to share any concerns or specific instructions. I’m here to make both you and your pet feel comfortable! I’m flexible, understanding, and passionate about keeping pets happy and active. I look forward to meeting your little companion! PS you will see a lot of photos on my profile of my family golden doodle Coco, who is my whole world😌 I I often have the flexibility. I am available to do in-person visits and check-ins throughout the day, though I’m unable to provide lodging. My weekends are currently free, so I’m happy to arrange care for your pets during that time as well. Please feel free to reach out to discuss how I can best accommodate your needs! When caring for pets in my home or in my client's home, I prioritize creating a safe, comfortable, and stimulating environment tailored to each pet's needs. In my client's home, I want to be sure to know their routines. I focus on providing a stress-free experience, ensuring your pet feels comfortable and cared for in familiar surroundings. At home, I have a pet of my own, a mini golden doodle named Coco, who has taught me a lot about pet care and the importance of personalized attention. I ensure a calm, pet-friendly space where all animals can relax and feel at ease. I also maintain consistency in feeding times, play sessions, and any special care routines. I always ensure their safety and well-being is my top priority, no matter the setting.

About: I grew up with dogs, cats, and horses, and have experience in oral med administration with both cats and dogs. I have a soft spot for the big dogs (they're lap-sized if you commit!). I run half marathons so getting good exercise in will be no problem (even in Wisconsin weather!). I'm currently training for distance running, so you can expect great exercise for your pet! Whether it's a long meandering sniff-ari or an intense loop around the neighborhood, I would love to know what fits your dog best. As I'm in your home, your instructions are paramount. You know your pet better than anyone, and I am happy to keep their normal routines in place. I like getting to know each animal and their unique personality, and while I *love* giving snuggles and pets, I understand some pets prefer their space.
About: I have had a family pet all through my highschool and college years. I would be willing to see dogs or cats. I am a temp dental hygienist so have many hours of availability. I love animals and love spending time with them! Looking for a companion on my many walks. My condo also has a large green space for Animals as well as doggy doodoo bags (; I desperately want a dog but cannot get one at this time but I love to stay active and walk around and would love a dog to accompany me. I have a cat in my condo but he is very friendly. Let me know if you have any questions! I take long walks daily, sometimes multiple times a day and would be happy to take your dog with me! My schedule is flexible and can walk during the day or evening. I have one cat at home but have access to a green space as well as easy access to the outdoors which is close to parks and bike paths for walks and care.
About: I have experience fostering cats and dogs of all ages the last 6 years. I have experience with special needs dogs and cats, reactive dogs, and puppy training. I work from 7:30-4 Monday-Friday I am available to stay at the house to be there in the morning for the pets. I will be there right after work. I unfortunately cannot watch pets at my place, but I can stay at your place or can just stop by to feed and let out.
About: Hi! My name is Maricel I have a lot of experience with dogs with special needs and separation anxiety.I can give shots,fluids and medication. My two dogs unfortunately passed away had kidney failure So I have a lot of experience with that too. I work from 8 am untill 2-3 pm every day and I have free time after that. I'm free on weekends. Reach out to me and I can work around your schedule. Thank you! I don't have a fance yard but I'm sorrouned by parks that I will take them on walks or I can stay in your house where they will be in their environment. I will provide lots of love,walks and attention.
“My African Grey parrots were thankful for Becky’s company and seemed to enjoy her. We were grateful for her willingness to, not only care for our birds, but she also watered the garden for us!”

“Ashley was dependable and communicative, and she took the time to get to know my stand-offish cat. I was confident and comfortable in her ability to manage while I was on vacation. Such a valuable service to those who love their pets. ☮️❤️”

The median cost per visit for dog sitting in Cross Plains is $20
Dog parents share their Rover experiences - Cross Plains
Peyton has cared for our dogs on two separate occasions, and we have been extremely happy with her services both times. She is punctual, reliable, and clearly has a genuine love for animals. We really appreciate the care and attention she gives our dogs, and it’s reassuring to know they’re in such good hands when we’re away. Peyton provides excellent communication and always follows through on what she says she’ll do. We highly recommend her to anyone looking for a trustworthy and dependable pet sitter!

Peyton did an amazing job caring for Charlie & Lloyd while we were away. She stopped by our home twice, took them out, fed them, and spent time playing with them. We felt completely at ease knowing they were in such good hands. We’re very happy with her service and highly recommend her.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
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 sitting

1. Search
Browse profiles of sitters near you who offer dog sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog sitting - Cross Plains
Select a filter and find qualifying sitters offering dog sitting.Sitters in Cross Plains average 7 repeat dog sitting clients
FAQs for Dog Sitting - Cross Plains
Frequently asked questions about Rover
The average cost of Dog Sitting in Cross Plains is $28 per visit as of November 2026. Most bookings cost between $19 and $28 per visit. On Rover, sitters 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 November 2026, there are 1,369 sitters on Rover offering Dog Sitting across Cross Plains. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cross Plains choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter 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.
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.
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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Cross Plains with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Cross Plains. On Rover:
- 89% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 94% 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.
sitters 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 sitter.



