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

Over 61 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've taken care of dogs since I was in middle school. My family dog is 17 years old now so I also have experience working with senior dogs. I live in a great neighborhood with many dog parks and my apartment complex has a dog run behind it. I have also trained and foster puppies before so I am familiar with positive behavioral reinforcement and do not believe in punishing dogs. I have worked in mental health for over 10 years as a therapist so I also have an amble amount of patience. Mondays and Fridays I work remotely so I am available for mid-day potty breaks on top of offering afternoon/evening/overnight care. I also have some flexibility to work remotely other days as well. My typical schedule is as below: Mondays: Available any time (working remotely) Tuesdays: Available after 5 pm Wednesdays: Available after 5 pm Thursdays: Available after 7 pm Fridays: Available any time (working remotely) Saturdays: Available anytime Sundays: Available anytime Do you have specific time requests, let's chat and find a way to work together! I do not have any dogs in my apartment but there are many friendly dogs in the neighborhood I've observed. I love dogs and always take my job of dog sitting seriously. Dogs deserve to be taken care of the right way! I know safe places to go for walks in my neighborhood, I am very vigilant to not let dogs put anything harmful in their mouths, and I ensure my apartment is very dog safe.
About: I’ve grown up around pets my whole life- Dogs and cats mostly (and a hamster at one point). Ever since I was little I have always had the responsibility to take care of my own cats and dogs in my home, and time to time I would watch my neighbors and families pets for drop in visits or staying overnight in their home. I have lots of experience with dog walking as well, as I have two dogs of my own. I am responsible with feedings in the early morning, afternoon, and evening- as well as lots of play time :) I am a current college graduate and I am currently working part time in the afternoons until I find my full time job! I am able to stay In-Home or do Drop-In visits. I would be able to provide services early morning services, early afternoon, and evenings as well! I have a very flexible schedule and would make sure you feel the most comfortable with your pets care! I am completely comfortable with watching your fur baby in any environment. Wether that be in a fenced in yard, an open yard with a leash, staying in home or going to the park! I don’t mind crating if that’s needed as well. I have lots of experience with in home sitting ( with a meet and greet before hand) ☺️.
About: I grew up with cats all my life and have spent time taking care of them while dog sitting dogs of all ages for my neighbors. I have done walks, feeding, emptying litter boxes, given medications, and taking them to appointments! I’m currently applying to residency programs and have more time on my hands to spend taking care of animals! This allows me flexibility to take care of pets most days of the week where I don’t have an interview. My girlfriend and I do not currently have a pet at home, unfortunately. While caring for others’ pets, I enjoy ensuring that they don’t become lonely while their people are gone!
About: I’ve been around family pets since I got my first cat at 6 months old! 29 years of experience adoring your pets, 20 years of experience with cats, 7 with dogs. I’ve lived with and helped raise a mid-sized terrier mix and a large Rottweiler mix. Im looking forward to meeting your furry family members and hopefully giving you some peace of mind that they well be safe and adored while you’re away. I’m currently in my last semester of undergrad and saving up for grad school. I spend a lot of my time volunteering but have no firm work schedule. I will visit every day or stay overnight with your pets to make sure they are safe, well-fed, exercised, watered, and pottied. I love to read with a cat beside me or go for a nice walk with your dog. Let me know what your pet needs! Everyone is different.
About: Hi! I’m Courtney, I’m 26 and I’ve always been a huge animal lover. I have a flexible job, so I’m able to spend time caring for pets when I’m available, which I enjoy and look forward to. I have a dog of my own, Koda, and I’ve grown up around dogs my whole life. I’ve had the opportunity to care for all kinds of dogs through Rover as well as for friends and family, including both puppies and older dogs. I love getting to know each dog’s personality and making sure they get plenty of attention, playtime, and walks while you’re away. I know it can be stressful leaving your pet with someone else, so I’ll always do my best to make sure they’re happy, comfortable, and well cared for. I’m also happy to send pictures and updates while you’re away! I’d love to meet you and your pup! :) My schedule is flexible, which allows me to be available for pet care throughout the week. I can often accommodate different routines and scheduling needs, including weekdays, evenings, and weekends. I’m happy to work around your pet’s usual routine and provide consistent, dependable care. Whether I’m caring for your dog in my home or yours, my priority is making sure they feel safe, comfortable, and cared for. I take the time to learn their routine, personality, and individual needs so they can feel as relaxed and secure as possible. I provide a calm, clean, and loving environment and give each pup plenty of attention, supervision, and care. My goal is for you to have peace of mind knowing your dog is in good hands while you’re away.
“Heather did a wonderful job dropping in to help with my two cats while I was on vacation. She came over for a meet and greet beforehand to understand their needs and was even willing to put some jelly in my Oriole feeder during the week. She is reliable and trustworthy and I will definitely have her come over again!”

About: Just moved back in with my two retired parents. We have a big unfenced yard with a 50ft dog run going from the front porch to a tree. Growing up we’ve always had dogs and I have my own dog in adulthood for 9 years now. But, who can ever get enough dog time in their life, am I right?! I would love the opportunity to walk more dogs either by them selves or with my dog Maggie whom loves meeting new dogs herself and is very friendly. We would also love to dog sit or board, if dog sitting I could bring my dog Maggie along or leave her with my parents if that’s the preference. Having raised a puppy before I am very very patient with dogs and have lots of love for all breeds and temperaments! I am super accomodating to you and your dogs needs so let me know if you have any questions or preferences, I look forforward to meeting all the cute doggos! I work as a server, mostly at night and some Saturday mornings. I also have Thursday and Sundays off. I am available for all services from 6am to 2pm any day and boarding or doggy day care Thursdays and Sundays. I moved back in with my 2 retired parents I plan on being home if I am dog sitting or boarding but if I had to run out for any reason one of us is always home and your fur children would never be left alone.
About: Caring for animals has been a lifelong passion of mine. I’ve been walking and caring for dogs since I was a young child and have always had a special place in my heart for our four-legged family members. I currently have three dogs of my own — Cassie, my German Shepherd; Bandit, my Miniature Pinscher; and Sterling, my Blue Heeler mix. Over the years, I’ve cared for dogs and cats of many different ages, personalities, and needs. I understand that every pet is different, and I take the time to learn their individual routines, personalities, and what makes them feel comfortable and loved. Whether your pet is playful, energetic, senior, shy, or needs a little extra patience, I’m happy to provide personalized care. When your pets are in my care, they’ll be treated like family — with plenty of attention, affection, patience, playtime, and, of course, lots of love! 🐾💜 I work during the day during the week, but I’m available for pet care during evenings, weekends, and other times outside of my regular work schedule. I’m happy to work with pet parents to find times that fit their needs and will always communicate my availability clearly. I’m especially interested in helping with weekend care, walks, drop-in visits, and caring for pets while their families are traveling. Your pet’s safety and comfort are my top priorities. I follow each pet parent’s instructions carefully, including feeding schedules, medications, walks, special routines, and any important safety considerations. I understand that some pets need time to warm up, so I’m patient and never force interaction. I’m also very comfortable caring for senior, shy, energetic, and special-needs pets. With three dogs and a cat of my own, I understand how important it is to know that your fur babies are safe, happy, and receiving the same loving care they would receive at home. I’ll treat your pets as my own and keep you updated so you can have peace of mind while you’re away. 🐾💜
“Ramsey was awesome! Loved how she wanted to talk over the phone and get to know about the dogs and their needs. She was personable and easy to communicate with.”

About: I've grown up with dogs currently have 2 at my house. I've also worked at dog daycare for 2 years. I've also dog sit for friends/Family. I have been relied on to feed, play, let out to go to the bathroom I just started a part time job at red wing kennels in Sussex Wisconsin I’m trying to make everything fit into my schedule as best as I can! and looking for something to fill some of my time. I just finished a 9 month program so I didn't have a job when I was in school. working on finding something part time or full time I have 2 dogs at home a 3 year old lab and 13 year old rat terrier mix my dad and I take the lab to the park a lot to swim or walk in the fenced area. If we don't go to the park that day we have big yard we throw the ball and our labs friend who is also a lab comes over a lot to they play together all the time. When it comes to watching other clients dogs I get a list and explanation of what you want me to do with your loved pet who is also like family.
About: I’m a disabled veteran & dogs have always been my peace so i decided to start incorporating more of them into my daily life & call it “work” 🥰 pet-loving is part of my every day life! i take my own pups for walks in the morning before the heat, and during the warmest days of winter. i love being outside, playing with animals & taking care of them! i will use the app, frequent communications in texting, etc. along with pictures and videos to send to all my pet parents! walking the pups at least a mile, if they can, or more if requested! i also walk all my clients separately from others, so no need to worry about differing personalities.

About: Animals have always been a huge part of my life! I’ve grown up around dogs of all sizes, especially larger breeds, and have plenty of hands-on experience caring for them. I’ve personally owned two Pit Bulls, one weighing 70 pounds and the other 132 pounds, along with a Pomeranian, so I’m very comfortable handling dogs with different sizes, personalities, and energy levels! My family has always had larger dogs and has trusted me to care for their pets while they’re away. I’ve also helped friends with cat sitting, so my love and experience extend beyond just dogs! For the past year and a half, I’ve been a stay-at-home mom, which has taught me even more about patience, responsibility, and maintaining a loving, attentive environment. I understand that pets are family, and I want every pet in my care to feel safe, comfortable, and loved. Whether your furry friend needs walks, playtime, feeding, companionship, or just some extra love while you’re away, I’ll treat them with the same care and attention I’d give my own pets! As a stay-at-home mom, I have a very flexible schedule that allows me to accommodate a variety of pet care needs throughout the week, including weekdays and could be flexible depending on weekends. I’m happy to provide dog walking, drop-in visits, feeding, playtime, and companionship while you’re away. My 1½-year-old would accompany me during visits, so I ask that pets be comfortable and safe around young children. I understand how important it is to find someone dependable to care for your furry family members, and I’m committed to providing reliable, loving, and attentive care while working around your pet’s individual routine! Your pet’s safety, comfort, and well-being are always my top priorities! While I do not offer pet care in my own home, I’m more than happy to provide care in the comfort of yours, where your pets can remain in their familiar environment and maintain their normal routines. I have experience caring for dogs of all sizes, including large breeds, as well as smaller dogs and cats. I understand that every animal has its own personality, needs, and boundaries, and I always take the time to make sure they feel safe and comfortable. Since my young child accompanies me, I only accept pets that are comfortable around toddlers. I prioritize safe interactions, close supervision, and respecting each animal’s personal space. I’m also happy to follow any specific feeding schedules, walking routines, household rules, or special instructions you provide. My goal is to give you peace of mind knowing your pets are receiving dependable, compassionate care while you’re away!
About: While I don't own a pet I lived with pets almost my whole life until buying a home for myself. While I wait until the right pet comes along in my life I'll happily care for yours! Living near the Hank Aaron Trail allows plenty of time for walks or runs around the neighborhood. If your pet isn't a fan of long walks or runs that's okay, too! Couch time is always something to look forward to with a friendly dog as well. Happy to follow any and all rules owners have while going the extra mile to make sure your pet feels cared for every day I take care of them. Look no further for someone to dedicate their time for your pet than my home. I work full time in the Milwaukee area but am usually not gone for longer than 8.5 or 9 hours at a time. I make time right away in the morning and immediately after work to care for any of the pets that I am watching. If your pet is active I'll happily take it out for runs around the trail or make time to play with it either in my yard or at the park near me. I will happily take the time to play with your pet outside or just let it roam around and do its business if that is what your pet prefers. There aren't many dogs in the area that are out and about to worry about. I don't have a pet of my own that you need to worry about your pet being comfortable with, either. I work full time Monday to Friday and am gone for 8.5-9 hours at most. I make time in the mornings and after work to take dogs out for walks and regular exercises as needed. My schedule typically revolves around the dog I’m watching. While sitting dogs I make them my priority and try to give them as much attention as they desire or you would at your home. There are parks and open fields nearby to play in and plenty of sidewalks to roam and get a leisurely walk in.

About: I pet it all of my phones and families dogs whether it’s from short visits to letting the dogs outside to go potty or overnight stays. I have been doing this for over two years now, but it’s been a lot more frequent over the past two years. I have always loved dogs. In fact I have two big dogs one purebred German Shepherd and the other dog is a great Pyrenees mix. I am working with Rover now because I’m trying to be able to afford an apartment for myself and just take care of my basic necessities. I know how well I will want my dogs taken care of if I needed a sitter so I try to provide that same care to my clients! I can usually make any time work as best for you. I don’t have a full-time job. It should be my primary job right now. I can do anything you need me to do. Feeding the dogs, letting them out to go potty, taking them to play, taking them on a walk, etc.

About: Hi! have two dogs at home that I call my brothers and love them to death. My dad won't let them live with me right now so I always go home to visit and play with them. I have worked at a doggy daycare for over a year, so I do have professional experience with every type of dog. I promise I will show your dog all the love it deserves. I am currently going to school at University of Wisconsin Milwaukee and studying Biology and Zoology. After I finish school I want to transfer to University of Wisconsin-Madsion and receive my Prevet Degree. I want to help animals and care for them in my future in any way I can. I will watch over your dog like their my dog and treat them in the best possible way.
About: I’ve grown up with pets my entire life, and own 2 of my own dogs now. I am also a licensed foster parent through the WHS, as well as seasoned pet sitter. Both myself & my fur babies love other pets in our home, or I can stay at yours, if you’d prefer. I am a therapist who works with children & adolescents; my husband is a special education teacher. We have two resident dogs, who are family to us, and we are registered foster fur parents through the Wisconsin Humane Society. Our dogs enjoy playdates with friends of all sizes and so do we. We look forward to connecting! We have a fenced in yard with two friendly pups who LOVE play dates! We are ready to welcome you into our home (and yard!) as an extension of our family! To us, animals are everything!
About: I have taken care of all types of animals from fish to lizards. I take of care my own dogs and cat currently and babysit for family and friends. I currently have the summers off due to being a teacher. This allows me to have open availability all summer! I’m available for all services. I have woods in backyard and a dog park across street to provide plenty of exercise. I would take care of your pets as you wish. Anywhere from a hour walk to a few snuggles in the middle day, I’m happy to do it.
“Travis will treat your fur babies as if they were his own! This was our first experience using Rover & we were very satisfied. I would wholeheartedly recommend Travis to take care of your pets while you are away. We had 100% peace of mind & no worries or concerns. We will use him again!!!”

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?
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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 - Pewaukee
Select a filter and find qualifying sitters offering dog sitting.Sitters in Pewaukee average 6 repeat dog sitting clients
FAQs for Dog Sitting - Pewaukee
Frequently asked questions about Rover
The average cost of Dog Sitting in Pewaukee is $21 per visit as of October 2026. Most bookings cost between $14 and $30 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 October 2026, there are 2,055 sitters on Rover offering Dog Sitting across Pewaukee. 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 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 .
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.
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 .
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:
- 88% of sitters can help with special care needs
- 95% 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.
sitters 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 sitter.






