Dog Sitting Pewaukee
Book a Pewaukee dog sitter to watch your dog in your sitter’s home or yours.
Over 60 pet parents in Pewaukee have booked dog sitting
Pewaukee, 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 grown up around all types of dogs. I have also cared for friend's dogs in the past and have grown to enjoy helping other's with their own. I currently work two other jobs both part-time, but am allowed a lot of flexibility. Day times and a couple weekdays are usually pretty open as well. I will provide whatever care is necessary based on your home whether a crate or fenced in yard. And of course with lots of love and attention!
“Mikaela and Shane are fantastic pet sitters! They are excellent communicators, they went above and beyond my expectations and their attention to detail is spectacular! My pets were so well cared for and loved on with every visit.”
About: I’ve taken care of my family pets my entire life and have been trusted with feeding, bathing, walking, and playing with dogs and cats for neighbors, family members, and friends while away! I currently am a mama to a pup and a kitty who I love more than anything (don’t tell my fiancé 🤭) I’d love to be able to help in a pinch to take care of your bestie and care for them as if they were part of my own pack. I work from home on Thursdays & Fridays with an extremely flexible schedule! Weekends, I am typically available with enough notice. Visits for me can last any where between 10min check ins to 1hour adventures. At home, we have a lead for our dog to roam the yard. I am comfortable with letting pups out in fenced yards, walking on leashes, and crating if that is something you need. I’m totally willing to assist with meal times and treats with instructions provided. I totally understand that each pet has specific needs and I’ll go the distance to keep them happy.
About: We lost our sweet Blue (11 year old labradoodle) 3 years ago of bone cancer, and have recently become empty nesters. We LOVE dogs, and our cat has missed his canine companion. Our yard is over an acre, and includes a wooded area. We are also located near beautiful trails that we can walk to. Both of us work from home the majority of the time, and we will only open our home up to furry house guests if we are sure that at least one of us is available to be home the majority of the day. Your dog will love the extra love and attention that they will receive, and we tend to be a bit lenient with letting dogs on furniture/beds. Most of our neighbors own dogs, and there are young children next door. That being said, a dog that is friendly with other dogs and not wary of children would LOVE a vacation with us. I am working part time, and my husband works at least 1/2 of the time from home. We are flexible with dog schedules, and have experience with "elderly" dogs with special needs. We have a large yard (over an acre), which is not fenced in. Our neighborhood connects to walking trails and parks, so your dog will have ample exercise opportunities. We are extremely flexible with our schedules, and can adapt to meet your dog's current routines.
“Hearher is a very loving caregiver and a responsible dog watcher. She took care of our dog for several days in a row and was dedicated to our dog's well-being. We are very happy we chose her and would recommend her! Thank you so much Heather!”
About: I've taken care of dogs since I was 20. Always owned a dog and they have been emotional support animals for me. I enjoy playing, cuddling and taking them for walks!! I currently work part time so I spend the majority of time at home. I will be spending that time walking and playing with the dogs. I don't have a fenced yard but I have a tie out but I usually just take them outside with me on a leash.
About: I’ve taken care of dogs since a young age in my own home and have dog sat for several families as a teenager and adult. I like to play and walk dogs and take care of their needs. I do have experience with puppies. I also have experience with cats, rabbits, Guinea pigs, hamsters, gerbils and fish. I work from home, so I have some flexibility/availability during the morning and afternoon and am free in the evenings. I am also available most weekends. I love getting to know dogs and other pets. I will learn from the owners about their pets and observe their behaviors to see works best for them in our interactions.
“Joey was wonderful! Our kitten got sick the night before we left and Joey was able to change her plans and give our kitten all of her medications. She was very well taken care of and eased our minds while gone! Highly recommend!”
About: I've grown up with rescue dogs my whole life. For the past 17 years, I've been living and teaching overseas, and no matter where I've been in the world, animals have been part of my family's life. There's something about pets that goes beyond companionship; they're a witness to our lives with no strings attached love- It's our responsibility to be their advocates. Right now I'm home with my little one (11 month old), so I have the time and presence to give your dog or dogs the care, love, and reassurance they need while you're away. Whether it's a neighborhood walk or a longer hike, I'm up for it! Puppies, seniors, anxious pups- I'm happy to help! Being at home with my baby means I have a flexible routine, so pet care fits in easily throughout the day. I can work around what your dog needs, whether it's a morning walk, a midday drop in, or afternoon hike. I know dogs do best with a consistent rhythm, routine, and presence. I can come to you so your dog feels comfortable in their own environment, with their own routine. I'm happy to be a familiar, safe person for them so they can thrive and feel comfortable. I'll follow your lead on feeding routines and anything special that helps support your dog. You know your dog best, I'm there to keep things as consistent as possible while you're away.
About: I have worked with three doggy daycares with different social settings and dynamics small groups to groups of 45. We are trained to care for dogs, of any breed. Poop, or throw up I can handle it. I work part-time my schedule shifts, are Tuesday, Thursday, Saturday, and Sunday. However, I can change my shifts to meet your schedule needs. never be afraid to ask and always ask me a week in advance. I have been trained through three different doggy daycare programs that have introduced different training protocols to understand the needs, health, Dog AID, behaviors, and more of different breeds. Your fur babies or little ones will receive all the love and care they need. I will keep you updated with videos, photos, or even FaceTime to show you how everything is going when I visit a client’s home. I always follow and respect the rules, and if I notice anything unusual, I will report it and ask questions, because your pets’ well-being is my top priority.
About: I’ve been a proud rescue dog mom for 6 years and understand how much our pets mean to us. Whether it’s walking, feeding, playtime, or just keeping your pet company while you're away, I’ll treat them like family. I have experience caring for both dogs and comfortable with pets of all temperaments. I am especially sensitive with dog with separation anxiety as my own dog suffers from that as well. I'm reliable, patient, and truly enjoy spending time with animals. I bring a strong background in responsibility and trustworthiness from my job as an Asset Protection Manager. My job requires attention to detail, discretion, and a high level of reliability-all qualities I bring to every job. I’m here to be a responsible and reliable pet care giver while giving your pet the love and attention they deserve—so you can have peace of mind while you're away! I have a very open and flexible schedule—perfect for giving pets the time and attention they deserve! I'm able to adjust my routine to meet each pet's needs and make sure they feel safe, happy, and loved. Whether I’m caring for pets in my home or in a client’s home, I treat every animal like they’re part of the family. I follow the pet’s usual routine as closely as possible—feeding schedules, walks, playtime, medication, and any special instructions you provide. I pay close attention to each pet’s comfort level and personality, whether that means giving them space to settle in or showering them with affection. In your home, I’m respectful of your space and aim to keep things tidy and calm. In my home, pets have a cozy, safe environment with plenty of love, supervision, and room to relax. Communication is key, so I always keep pet parents updated with messages and photos for peace of mind.
About: Hi, I'm Max! I've been a pet lover ever since I was a kid. Currently, I take care of my childhood dog, Jordy, who's about 19 years old and has several health issues. He's a sweet loving rescue dog, and I wouldn't trade him for the world. I am experienced with giving dogs medications, both liquid and solid, and cleaning them as needed. I understand that every dogs has their own needs, and I am willing and able to give every dog the love they need, want, and deserve. PLEASE NOTE: Starting September through December of 2026, I will be booked every Tuesday afternoon & evening, as well as all day every Wednesday. I just graduated from Carthage College, so I have the entire summer to care for your pet! Whether that means staying overnight or walking them a few times a day, I'm ready to give them the care they need. I will make sure your pet is safe and secure in your home, making sure physical boundaries are maintained and secure. A safe pet is a happy pet!
About: I have been living with and caring for animals my entire life. I learned from an early age how to care for and train animals. I can train your puppies on potty training, teaching them new tricks. I taught my dog how to use a doggy doorbell to let me when he needs to go potty. I also grew up around family who were experienced vet techs, who have taught me how to care for common pet injuries, etc. I'm currently beginning training for substitute teaching. But otherwise have a pretty open schedule. So I can be available most times for your pet care needs. I can let your dog outside or take them for walks while you're working so they can get out when you're not home. If you're in Waukesha county I can take them to the dog park and get them some exercise. I can sirens some time teaching them tricks. I'm open to what care you'd like your pup to receive.
“Aly was able to support last minute and my pup loved her from first meeting! So sweet and clearly has love and care for fur babies. She checked in and sent pictures when popping in to let Jada out, which was so appreciated!”
About: I’ve had the privilege to house sit, dog walk, and LOVE 💙, my friends and clients fur babies. I make sure all of their needs are taken care of. I’m currently working 4 AM to 1230 Monday through Thursday and Saturday, but as of April 16, I’ve decided the love and passion I have for caring for your babies excite me a lot more. I will be more available to accompany your needs while you’re away for work or on a vacation with your family, yet I have had many clients& their babies have no issues when I housesit/dog walk. I treat animals with love, care, and respect as if they were my own. I will follow your directions on how your fur baby likes to be cared for.
“Everything went smoothly, and I could not be more pleased! Maisie can be a shy girl sometimes but she took to Katie right away when Katie came for the meet-and-greet before setting up the recurring visits. That made me feel secure right there. It's a weight off my mind to know someone reliable, kind and caring is looking in on my little ones.”
The median cost per visit for dog sitting in Pewaukee is $20
Dog parents share their Rover experiences - Pewaukee
Melita did an amazing job taking care of my dogs. She was reliable, communicative, and clearly cared about making sure they were comfortable and well looked after. I really appreciated the updates and the peace of mind while I was away. I would definitely recommend her to anyone looking for a trustworthy sitter and would happily book with her again in the future.
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
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 near you
Select a filter and find qualifying Pewaukee sitters!Sitters in Pewaukee average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Pewaukee
Frequently asked questions about Rover
The average cost for Dog Sitting in Pewaukee on Rover is $22.2 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 2,166 sitters on Rover offering Dog Sitting across Pewaukee. 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 Pewaukee 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 Pewaukee 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 Pewaukee 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 Pewaukee. On Rover:
- 93% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 95% 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.
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