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

Over 15 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’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.
“Hailey did amazing the pups were happy and we were happy. We only cut our trip short because I got sick but we will definitely be using her again. Thank you Hailey for taking care of Luna and Kane.”

About: I’m a passionate dog lover who believes pets are family. As a dog owner for over four years, I understand the care, attention, and love our furry friends need every day. Whether you need help with walks or companionship for your pet, I’m committed to providing reliable and caring support. I love dogs of all sizes and personalities and look forward to helping keep your pet happy, safe, and active! While I am looking for a new full time job, I have a lot of availability for anyone needing some help. Would be open to daily walks or as needed. I would care for any pet like they are my own! I am extremely protective of my dog and would only want the best for her and I would offer the same level of care for your pet, too!
About: Hello, I am Juan a dog loving living in Middleton. I live with my two frenchies 4 and 2 years old. Ginebra loves long walks and always is exploring. Near home is a natural road good for walk and the always are exploring the road. Me and my dogs are happy to host your pet. I have been around dogs since I was a child. Your pet will be like part of the family, so I can’t take care of your dogs in my home or travel to yours. I am happy to help with your best friend and your pet always will have my full attention. Please let me know if your pet needs any special attention. It is always the best part of the day, walking your dogs help you connect with nature, free your mind and think clear, those little moments could be natural therapy and a mind cleanser. Mu complex have a dog park also there’s a very beautiful natural road near home where my frenchies use to have lots of fun. I am an animal lover and grew up with pets at home.
“Great communication, wonderful care of our 2 cats while we were out of town. Sidney even picked up some extra food because I had miscounted the number of cans we needed. Thanks so much!”

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 can take care of pets at any time of day or night, and I can walk dogs after 4 pm. Tuesday & Thursday, I do have class from 7-10 am. 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.
About: I grew up with adopted dogs and cats in the Midwest! My chore list included pet care from as young as I can remember. My brother and I watched friends and neighbors animals until we both moved out. I love getting to meet new pets and interact with their fun quirks. I love helping people with their pets so I can ensure they have a familiar face and one on one care compared to boarding pets during a stressful time for them. I am comfortable with all pet care. Im a full time flight crew member, so I know my schedule a month in advance and have days off at a time. My schedule is very flexible. I will ensure the clients home is respected like my own. As long as I’m informed on where the supplies and pets favorite toys are I will be set!
“Kelly goes above and beyond when she checks in our pets. She obviously cares about what she does and we trust her to take care of our pup in our home. She even helped out with our chickens which I didn't even ask for. She's our go to when we get away from home for a weekend.”

About: I’ve always been a dog lover, growing up with a Pitbull Terrier, and I've had experience taking care of dogs of all sizes. Over the years, I’ve helped out friends and family with everything from puppy care to looking after older dogs, whether it’s at my place or theirs. I’m comfortable with both big and small dogs, and I’m happy to provide whatever your pet needs—whether it’s walks, playtime, feeding, or just some extra attention. I treat every dog like they’re my own, making sure they feel safe, loved, and well cared. I do have a dog of my own, Dewey. He’s a very sweet boy and loves meeting and playing with new friends of all sizes and ages. He’s a good listener, so he knows how to respect other’s boundaries. I do have a full-time job but am available most weekends. I do have some flexibility during weekdays when I work from home, so I will always try my best to work with your schedule. My current routine with Dewey is 3-4 walks, including at least 30 minutes of playtime at the fenced play area or a long walk. Dewey makes great company for your pup and does not mind sharing his toys. He loves being outdoors and free, so I try to give him as much playtime as possible, and will do the same with yours. A tired pup is a happy one!
About: I work as an ICU RN and even though this entails humans, I extend my knowledge to animals. It allows me to identify and problem solve health and behavioral issues, with the tools to create solutions. I genuinely offer compassion to all animals, not just cats/dogs. I give my time, respect and patience. I have taken care of all kinds of pets; different species, breeds, sizes, temperaments, and needs, ever since I was a child. My childhood home was always filled with an abundance of animals (& also reptiles, aquatic life and arachnids). I look forward to meeting your extended member of the family! :D The perk of being a RN is that I only 3 days a week. This leaves me extra time during the week for other activities. I am an animal lover, so what better way to fill a few hours of time than with more furry friends! I will not be doing boarding at my own home. I will however treat your home with respect and follow guideline for providing the best care for your fur baby!
About: I’ve had a dog most of my life, and most recently had an English bulldog. After he passed away, I decided to dog sit. I have always loved animals and enjoy caring for them. I’m very familiar and experienced with dog behaviors, training and the responsibility of taking care of an animal. I have no kids and no other pets. I only take one dog at a time for boarding or daycare at my home. I want to be able to give them all the love and attention. This is perfect for dogs with separation anxiety or dogs that just like alone time with people. Your dog will have a relaxing and comfortable stay! I work from home so I can spend lots of time with your dog. My schedule is flexible, and I have plenty of time to care for your pup! Whether you need a dog walker or sitter, you can feel peace of mind knowing your pet is in good care and getting extra attention. 😊 I love walking and playing in the yard with pups! I will be sure to follow any specific instructions on caring for your fur baby while you’re away. I know it’s hard to leave a pet but I want you to feel at ease knowing your dog is in good hands. I’ve been caring for dogs my whole life, and I would love to meet your fur baby!
About: I grew up with five dogs. I worked at a dog daycare for the past 6 months. While I worked there, I gave them enrichment, affection, cleaned up poop from the yards, and supervised dogs to make sure they played safely. I am free any time on the weekends. I will be getting a new job so I'm not 100% sure what my weekday hours are going to be like as of right now. I will be taking care of clients' pets in their own home or yard because we live in an apartment and also have three cats.

About: Animals have always been a big part of my life! I grew up with dogs, which taught me the importance of routine, exercise, and lots of love. Now I’m a proud cat owner of two, so I also understand how to care for more independent (but equally lovable!) pets. Whether your pet loves to play or just needs a calm, reassuring presence, I’m happy to meet them where they are and make sure they feel at home. I work full time at UW Madison during regular business hours between 7:30a and 4:30p. I have a flexible schedule where I work from home twice weekly and at work 3 days. I care for your pets and your home as if it were my own. I treat the pets with the upmost love and care, and respect your home and privacy. I play with the pets if they are interested, and leave them be if not interested. Pets have bodily autonomy and I respect that. I’ll clean up a mess if I find one, and I’d let you know immediately if there’s an issue.
About: I grew up around pets and always loved them. All through undergrad and graduate school, I have been a pet sitter and house sitter. Once I was done and could finally get a pet of my own, I got one frenchie… and the other followed just a few short months later. My puppies are my whole world, and they LOVE having new friends! I work full-time from home, and have a fenced backyard! Our house gets lots of natural light which means sunny naps indoors when it’s chilly. I take our pups on at least one long walk a day, and plenty of playtime inside and outside. I have a fenced yard and lots of open space in the home. My two Frenchies LOVE all dogs - for playing and snuggling during the day. I love hanging out on the couch with our pups and relaxing, going for nice walks when weather permits, and lots of play with toys and balls!
About: I’ve had dogs and cats my entire life! From chihuahuas to border collies, I’ve had experience raising and taking care of all sizes of animal. I have a pretty open availability, so I would be able to give your animals the utmost attention when needed! Weekends are just as good for me as the weekdays! Having had animals my whole life, I understand how to maintain a clean environment while working with them. I am perfectly fine and comfortable with cleaning up after your animals if need be.
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.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog sitting
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Select a filter and find qualifying Cross Plains sitters!Sitters in Cross Plains average 7 repeat dog sitting clients
FAQs for Drop-In Visits - Cross Plains
Frequently asked questions about Rover
The average cost for Dog Sitting in Cross Plains on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 1,436 sitters on Rover offering Dog Sitting across Cross Plains. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Cross Plains stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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:
- 91% of sitters can help with special care needs
- 96% 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 calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.






