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

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Top rated Pewaukee dog sitters

“Miranda is thoughtful, thorough, and so compassionate. She took excellent care of our four cats, one of whom is elderly and ill and on his final chapter. We felt so relieved knowing that he was in good hands while we were away.”


“Samantha did a great job for us tonight, Thanksgiving, and it was so nice to arrive home to dogs that had been cared for and fed before we got home. We were gone for hours and it was so appreciated that Samantha took time on her busy holiday to take care of our Furry Herd! We have five dogs, three of whom need medication (one is a fairly complicated regimen of three pills and two eye drops for just one of the dogs), and she pulled it off without a hitch. Thanks again, Samantha!!!!”


“Kimberly took care of my two kitties over the weekend. She took care of their needs, played with them, sent me pictures and assured me that they hadn’t gotten into too much trouble! I will hire her again!”


About: I have had dogs my whole life and have experience taking care of them. I want to become a vet and help animals everyday. I’ve dog sat before and love spending time with the pups! I’m currently a high school student who also works part time. I’m looking for a fun summer activity and would love to keep the pups company! I take care of my two dogs Hooper and Bailey! I take them on walks and find play time is necessary when getting them active!

“This is our second time having Joey pet sit though this time it was drop in visits for our cats. She is an amazing sitter and I love the photos!! She is great to work with and we will continue to reach out! Our cat that likes to hide comes out for Joey!”


About: Hi! I'm a work-from-home dog mom with years of hands-on experience caring for dogs of all sizes, breeds, and personalities—and I'd love to help care for yours, too! Whether you're working long hours or headed out of town, I offer reliable, loving care tailored to your pet's needs. I currently share my home with two friendly pups, a small husky mix and a golden retriever, and a pre-teen who’s just as dog-obsessed as I am. I’ve previously owned a springer spaniel mix and grew up with Shih Tzus, so I’m comfortable with everything from high-energy dogs to cuddly lap dogs. When I’m not walking or snuggling pups, I’m working in the pet industry, so animals are truly at the center of my life. I offer: Weekday walks and potty breaks while you’re at work Drop-in visits for feeding, playtime, or medications In-my-home overnight boarding (as long as your dog gets along with mine!) Let’s chat about your pet’s routine, quirks, and preferences, because every dog deserves personalized care while you're away. 🐶❤️ Pet care fits naturally into my daily routine! I work from home in the pet industry, so I have the flexibility to stop by your home during the day for walks, potty breaks, or check-ins. I typically run my kid to activities in the evenings and occasionally work pet-related events on Saturdays, but otherwise, my schedule is wide open for drop-ins and dog time. Caring for pets is part of both my job and my joy. I’m happy to help whenever I can! In our home, pets are treated like family. Our dogs are allowed on the furniture and even sleep in bed with me. That said, I'm happy to follow your dog’s usual routine, including crating if that’s what they’re used to. Every pup is different and I want them to feel as comfortable and safe as possible. When caring for pets in your home, I always respect your space and routines. Whether that means sticking to feeding schedules, giving medications, or keeping up with house rules. I know that finding someone to care for your pet can feel overwhelming, so I aim to make it as stress-free as possible. I offer open communication, regular updates, and always schedule a meet-and-greet beforehand to make sure it’s a great fit for everyone, especially your pup!

“Elizabeth did an amazing job looking after Charlie while I was gone on business. She sent many photos and videos that made me feel assured that our pup was being loved on to the fullest extent. Would definitely recommend Elizabeth to any dog parents!”


“Sarah is very good with the dogs! She was great about helping me change the booking when I had it on the wrong day. She still came over and took care of them right away after my mistake.”


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.

“We can’t say THANK YOU enough to Richelle. She stepped in to be our home / dog sitter when the first sitter didn’t do her job. Richelle kept us in the loop with update texts and a ton of photos. She is a genuine dog lover. We would recommend her for anyone’s pet.”


About: Hi! I’ve had dogs by my side my entire life and caring for animals is truly second nature to me. I’ve volunteered at animal shelters, worked hands-on with pets of all sizes, and recently had the joy of caring for dogs and cats at an assisted living facility, where I provided gentle and attentive care to both pets and their people. Whether it’s a playful walk, a calm overnight stay, or simply keeping your pet safe and happy while you're away, I offer reliable, loving care you can count on. I’m currently taking online classes, which means I have a super flexible schedule and plenty of time to give your pets the attention they deserve! I’m available for walks, drop-ins, sitting, and boarding throughout the day and week, including mornings, evenings, and weekends. Last-minute bookings are welcome! As an Army veteran and the partner of a police officer, safety and responsibility are at the core of everything I do. You can trust that your pet will be cared for in a calm, secure, and loving environment.

About: I grew up with a chocolate lab, so I have experience from taking care of her. I also have several years experience dog sitting for friends and families pets. I work full time during the week, but I am available to do evening/overnight care during the week, and all day care on the weekends. I have had experience pet sitting in a variety of environments. So I am flexible in adjusting my care based on your or your pet's needs.

“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 have cared for animals all my life, I have experience with reptiles, cats, and dogs. I recently rescued 2 kittens with my partner but had dogs, cats, and reptiles with my parents as a child. I was a volunteer dog walker with a local animal shelter last summer so I have experience with small and big dogs :) Im currently a CNA Froedtert and a full time student at UWM. I updated my availability based off my work schedule but please always feel free to message me about what days you’re looking for!! I don't currently have the space/necessities to have your furry friend stay at my home, but i will be more than happy to come care for them and walk them while you're gone!

About: I’ve owned dogs and animals of all sizes and breeds my entire life and have watched all kinds of animals. My love and affection and ability to go above and beyond sets me apart. I have watched other people’s pets and they have all said they want to be my dog in their second life! I also have groomed and bathed dogs in my earlier years. I’m currently available to let dogs out spur of the moment or when you just can’t get home in time to let them out. I will provide excellent, loving care and I hope to accommodate your needs regarding letting your dog/s out. I will provide safe, reliable care in your absence. Your dog/s will get outstanding personal attention and loving care. They’ll be so thankful you called Debbie to lend a hand!

“Anna is so great! Right on time, super personable and our golden loves her! Our dogs can be pretty high energy but Anna didn’t seem to mind at all. She sent lots pictures and updates which we loved! Thank you Anna!! ❤️”


About: I’ve taken care of dogs since childhood. I’ve trained puppies and have taken care of seniors. I love all types and sizes of dogs. I have no problem taking more than one walk a day, I like running with dogs who are able to keep a good pace, and I’ve had experience helping dogs with different dietary needs. My schedule is fairly open, aside from the occasional soccer practice for the kids. I work part time, so typically I am around. I do work full days on Mondays and Thursdays. I have two high energy, friendly dogs happy to keep your furry friend company! I am able to crate as well if that is what is preferred. I have long tethers in my yard for outdoor play and will be fencing the yard in coming months. I live an active lifestyle where I’m able to exercise with the dogs frequently.
Loving dog sitters in your neighborhood
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Miranda C.Star Sitter

“Miranda is thoughtful, thorough, and so compassionate. She took excellent care of our four cats, one of whom is elderly and ill and on his final chapter. We felt so relieved knowing that he was in good hands while we were away.”


Samantha B.

“Samantha did a great job for us tonight, Thanksgiving, and it was so nice to arrive home to dogs that had been cared for and fed before we got home. We were gone for hours and it was so appreciated that Samantha took time on her busy holiday to take care of our Furry Herd! We have five dogs, three of whom need medication (one is a fairly complicated regimen of three pills and two eye drops for just one of the dogs), and she pulled it off without a hitch. Thanks again, Samantha!!!!”


Kimberly H.

“Kimberly took care of my two kitties over the weekend. She took care of their needs, played with them, sent me pictures and assured me that they hadn’t gotten into too much trouble! I will hire her again!”


Ashlyn R.

“Took great care of our boys! Thank you!”


Samantha P.
About: I have had dogs my whole life and have experience taking care of them. I want to become a vet and help animals everyday. I’ve dog sat before and love spending time with the pups! I’m currently a high school student who also works part time. I’m looking for a fun summer activity and would love to keep the pups company! I take care of my two dogs Hooper and Bailey! I take them on walks and find play time is necessary when getting them active!


Joey C.
Star Sitter


“This is our second time having Joey pet sit though this time it was drop in visits for our cats. She is an amazing sitter and I love the photos!! She is great to work with and we will continue to reach out! Our cat that likes to hide comes out for Joey!”


Jennifer L.
About: Hi! I'm a work-from-home dog mom with years of hands-on experience caring for dogs of all sizes, breeds, and personalities—and I'd love to help care for yours, too! Whether you're working long hours or headed out of town, I offer reliable, loving care tailored to your pet's needs. I currently share my home with two friendly pups, a small husky mix and a golden retriever, and a pre-teen who’s just as dog-obsessed as I am. I’ve previously owned a springer spaniel mix and grew up with Shih Tzus, so I’m comfortable with everything from high-energy dogs to cuddly lap dogs. When I’m not walking or snuggling pups, I’m working in the pet industry, so animals are truly at the center of my life. I offer: Weekday walks and potty breaks while you’re at work Drop-in visits for feeding, playtime, or medications In-my-home overnight boarding (as long as your dog gets along with mine!) Let’s chat about your pet’s routine, quirks, and preferences, because every dog deserves personalized care while you're away. 🐶❤️ Pet care fits naturally into my daily routine! I work from home in the pet industry, so I have the flexibility to stop by your home during the day for walks, potty breaks, or check-ins. I typically run my kid to activities in the evenings and occasionally work pet-related events on Saturdays, but otherwise, my schedule is wide open for drop-ins and dog time. Caring for pets is part of both my job and my joy. I’m happy to help whenever I can! In our home, pets are treated like family. Our dogs are allowed on the furniture and even sleep in bed with me. That said, I'm happy to follow your dog’s usual routine, including crating if that’s what they’re used to. Every pup is different and I want them to feel as comfortable and safe as possible. When caring for pets in your home, I always respect your space and routines. Whether that means sticking to feeding schedules, giving medications, or keeping up with house rules. I know that finding someone to care for your pet can feel overwhelming, so I aim to make it as stress-free as possible. I offer open communication, regular updates, and always schedule a meet-and-greet beforehand to make sure it’s a great fit for everyone, especially your pup!


Elizabeth A.

“Elizabeth did an amazing job looking after Charlie while I was gone on business. She sent many photos and videos that made me feel assured that our pup was being loved on to the fullest extent. Would definitely recommend Elizabeth to any dog parents!”


Sara V.

“Sarah is very good with the dogs! She was great about helping me change the booking when I had it on the wrong day. She still came over and took care of them right away after my mistake.”


Lisa & Curtis W.
“Lisa is our daughter in law and always liked to visit us when we had our German Shepherds. She would play with them in our yard and take them for a walk. We could always sense that as a youngster and now, that she always loved animals.”


Richelle M.

“We can’t say THANK YOU enough to Richelle. She stepped in to be our home / dog sitter when the first sitter didn’t do her job. Richelle kept us in the loop with update texts and a ton of photos. She is a genuine dog lover. We would recommend her for anyone’s pet.”


Fischer B.

“Fischer did a great job and was super good at communication!! Will definitely be having him walk my dogs again.”


Layla R.
“Layla is so good with watching our dogs and they love her! Very responsible and dependable! They are always happy to see her! They love her!”


Joseph O.
About: I grew up with a chocolate lab, so I have experience from taking care of her. I also have several years experience dog sitting for friends and families pets. I work full time during the week, but I am available to do evening/overnight care during the week, and all day care on the weekends. I have had experience pet sitting in a variety of environments. So I am flexible in adjusting my care based on your or your pet's needs.


Luminita "Aly" F.

“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!”


Abbiegail G.
“Abbie is by far the best pet sitter I have had. She has been very kind , compassionate ,and knowledgeable to my dog, sphinx cat and my reptiles. She is very flexible and devoted and is available to work around my schedule on short notice. She demonstrates enormous love and compassion for all animals. Her rates are very reasonable for the services she provides. She truly loves her job and her “clients” You won’t be disappointed ❤️🐶🐱🦎”




Ambria Y.


“Ambria was very kind, responsible, and followed all instructions we discussed. She even showed up in the middle of a blizzard to make sure the cats were taken care of!”


Debbie A.
About: I’ve owned dogs and animals of all sizes and breeds my entire life and have watched all kinds of animals. My love and affection and ability to go above and beyond sets me apart. I have watched other people’s pets and they have all said they want to be my dog in their second life! I also have groomed and bathed dogs in my earlier years. I’m currently available to let dogs out spur of the moment or when you just can’t get home in time to let them out. I will provide excellent, loving care and I hope to accommodate your needs regarding letting your dog/s out. I will provide safe, reliable care in your absence. Your dog/s will get outstanding personal attention and loving care. They’ll be so thankful you called Debbie to lend a hand!


Anna L.

“Anna is so great! Right on time, super personable and our golden loves her! Our dogs can be pretty high energy but Anna didn’t seem to mind at all. She sent lots pictures and updates which we loved! Thank you Anna!! ❤️”


Donald D.
About: I’ve taken care of dogs since childhood. I’ve trained puppies and have taken care of seniors. I love all types and sizes of dogs. I have no problem taking more than one walk a day, I like running with dogs who are able to keep a good pace, and I’ve had experience helping dogs with different dietary needs. My schedule is fairly open, aside from the occasional soccer practice for the kids. I work part time, so typically I am around. I do work full days on Mondays and Thursdays. I have two high energy, friendly dogs happy to keep your furry friend company! I am able to crate as well if that is what is preferred. I have long tethers in my yard for outdoor play and will be fencing the yard in coming months. I live an active lifestyle where I’m able to exercise with the dogs frequently.
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Pewaukee.
Rover makes it easy to find Pewaukee dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
