Dog Sitting in Oak Creek

Book a Oak Creek dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Oak Creek dog sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ky A.
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Ky A.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
47 reviews
20 repeat clients
6 years of experience
Mt Pleasant, WI, 53406

Ky did great with Storm! I definitely wish we got detail of how Storm did on walks and if she was doing well without us, but everyone has their own wants/needs with Rover!

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Hannah T.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
31 reviews
8 repeat clients
7 years of experience
Cudahy, WI, 53110

Jack was so patient and understanding with our nervous Luna. Would highly recommend.

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MKE Y.
Sitter Profile Image: Evangeline M.
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Evangeline M.
from
$15
per visit
5.0 out of 5 stars
1 review
13 years of experience
Cudahy, WI, 53110

About: I’ve had dogs growing up and currently have one myself, I work at dog daycare/boarding facility and have been there for over 2 years now. I absolutely love dogs and have taken care of them my whole life I work part time in the afternoons but am available most days and am always available in the mornings. I’m also available full time on the weekends I would make sure to take care of any safety precautions necessary to keep your pup or pups safe in your home while you are away!

Sitter Profile Image: Carly & Steven M.
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Carly & Steven M.
from
$30
per visit
5.0 out of 5 stars
35 reviews
10 repeat clients
29 years of experience
Franklin, WI, 53132

Carly is the best sitter for my two cats. She is so wonderful at caring for my cats,. I can leave my cats and know that they get the attention the need while I am on vacation.

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Carrie B.
Sitter Profile Image: Brittany M.
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Brittany M.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Cudahy, WI, 53110

About: Hi, I’m Brittany! I’m a lifelong animal lover, foster volunteer, and proud dog mom who understands how important it is to find someone you trust with your pet. I have experience caring for dogs of all ages, sizes, and personalities, including: • Reactive and fearful dogs • Senior dogs • Dogs with medical needs • Multi-dog households • Newly adopted and foster dogs One of my own dogs is reactive and fear-based, so I understand that every dog is different. Some pups are ready to make a new friend immediately, while others need patience, consistency, and space to feel comfortable. I’m happy to meet your dog where they are. Whether I’m stopping by for a drop-in visit or taking your dog for a walk, my goal is to keep their routine as normal and stress-free as possible. I’ll make sure they receive plenty of attention, exercise, potty breaks, playtime, and of course, belly rubs if they’re interested. I’m comfortable administering medications and following detailed care instructions. The little things matter, and I always appreciate learning about your pet’s preferences, routines, quirks, and boundaries before we get started. My schedule is flexible, and I’m generally available for morning, evening, and weekend visits. I’ll always communicate clearly, send updates and photos, and care for your pet as if they were my own. I look forward to meeting you and your pup! My schedule is very flexible, allowing me to accommodate morning, midday, evening, and weekend visits. Whether you need a regular walker, drop-in visits, or occasional help, I’m happy to work with you to find a schedule that fits your pet’s needs. I’m committed to caring for your pet in the way that makes them feel most comfortable. I’ve cared for dogs with a wide range of routines, personalities, and needs, and I know how important it is to stick with what works best for them. Every pet is unique, and I always appreciate a heads-up about any quirks, preferences, or boundaries—those little details make all the difference. Routine is especially important when a new person enters a pet’s space, so I do my best to keep things calm, familiar, and stress-free. At home, my dogs are separated during meals and when given chews. I use gates or kennels when needed to provide structure, downtime, or simply give everyone a break. Otherwise, you’ll usually find them snuggled up on the couch or playing together, with plenty of belly rubs, of course.

Sitter Profile Image: Teri B.
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Teri B.
from
$35
per visit
5.0 out of 5 stars
110 reviews
41 repeat clients
16 years of experience
St. Francis, WI, 53235

Teri is the best! She’s our go-to for overnight stays and drop ins. Our elderly dog absolutely loves her. She’s great with sending pictures and updates. Would highly recommend!

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Leah B.
Sitter Profile Image: Daniel B.
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Daniel B.
from
$20
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
30 years of experience
Caledonia, WI, 53402

Very nice, took good pictures.

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Carrie S.
Sitter Profile Image: Ashley N.
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Ashley N.
from
$15
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
25 years of experience
North Scottsdale, Cudahy, WI, 53110

This was our second time booking with Ashley — she’s THE PERFECT sitter! She followed our instructions with great care and sent detailed updates each visit. She went above and beyond to make sure our kitties had quality attention, which we very much appreciated!! We’d highly recommend her to anyone feeling nervous about leaving their pets behind on vacation!

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Cameron Y.
Sitter Profile Image: Lucy K.
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Lucy K.
from
$14
per visit
3 years of experience
Cudahy, WI, 53110

About: I’ve been doing pet sitting since I was 13, whether it was just stopping by to feed and play with them to spending nights keeping watch on them and my neighbors home. I work part time as a hairdresser in Kenosha so my schedule is very flexible and free to spend time and take good care of your fur babies. I have a 5 month old cat who stays inside my apartment and has plenty of scratching posts and toys. I’m working on getting her to wear a collar just incase she runs out but she seems to know how to take it off herself.

Sitter Profile Image: Rosie H.
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Rosie H.
from
$14
per visit
9 years of experience
Franklin, WI, 53132

About: I love to go on walks and understand busy pet parent schedules. I’ve had great danes my whole life so I am comfortable with larger dogs. I have helped with my neighbors and parents coworkers dogs since I was 10. Will take most same day appointments I work part time with a pretty open schedule. tuesdays and thursdays are my busiest so i will most likely not be available during the day. I love playing with all types of dogs. I also understand how to deal with older and younger dogs. I am very familiar with crates, fenced in yards, and all different types of leashes/harnesses.

Sitter Profile Image: Sean T.
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Sean T.
from
$13
per visit
15 years of experience
Oak Creek, WI, 53154

About: I have been taking care of dogs almost my whole life. Whether it was my family dog or checking in on others dogs while their family went on vacation. I do work full time M-F 7:30am till 6pm at night. I am typically free on the weekends outside of schooling which is only a couple hours a day. By caring for pets in my clients home, I first take them outside to do their business right away and stretch their legs. I always make sure there is water in their bowl and food as explained by my client. If taking on walks I try to stay local unless the family has a preferred route the dog likes.

Sitter Profile Image: Quintasia H.
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Quintasia H.
from
$10
per visit
4 years of experience
Oak Creek, WI, 53154

About: I’m a reliable, caring, and energetic dog sitter who loves making pets feel safe, happy, and loved while their owners are away. I’m dependable, patient, attentive, and committed to giving every dog the same care and attention I’d want for my own pet. I provide plenty of walks, playtime, attention, cuddles, and photo updates so you always know your pup is in great hands! 🐾 I make sure every dog feels safe, comfortable, and cared for while their owner is away. I follow their normal routine closely, including feeding schedules, walks, playtime, and any special instructions. I also give lots of attention, patience, and affection because I know every dog has a different personality and needs. I keep owners updated with photos and messages so they can feel relaxed knowing their dog is happy and in good hands. I care for pets by making sure they feel safe, comfortable, and loved whether they’re in my home or their owner’s home. I follow their normal routine closely, including feeding schedules, walks, playtime, potty breaks, and any special instructions the owner provides. In my home, I create a calm, clean, and pet-friendly environment where dogs can relax and feel comfortable. In the client’s home, I respect their space while making sure their pet receives consistent care, attention, affection, and exercise. I also provide regular updates and photos so owners always know their pets are happy and well cared for.

Sitter Profile Image: Jordyn S.
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Jordyn S.
from
$20
per visit
10 years of experience
Oak Creek, WI, 53154

About: Growing up with cats and dogs my entire life I have learned to love them! I have dog sat for numerous friends and family as well as helped walk them! Special skills include walking, a running buddy, feeding and the most important..CUDDLES! During the summer I am generally free after 10am with the exception of a few days due to athletic camps. I am an Athletic Trainer so once the school year rolls around my mornings and early afternoons I will be fully free! I am willing be as flexible as needed to keep your pets routine as regular as normal. I have a dog of my own that is friendly. I love taking her on walks in new places for the both of us to explore.

Sitter Profile Image: Alberto D.
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Alberto D.
from
$20
per visit
5 years of experience
Oak Creek, WI, 53154

About: I am available all day and night to help with your petcare needs! I would love to play with them and help you out while you're away! My availability is very open and I would love to help you out with your pet. I'm very gentle and loving with all animals. I've helped my fiance many times with dog walks and kitty cuddles and loved it! Just let me know how you take care of your pet and I will do my best to mirror that! I want your pet's nerves to be calm as I'm sure they'll already be a little stressed with your absence.

Sitter Profile Image: Sarah A.
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Sarah A.
from
$20
per visit
20 years of experience
South Milwaukee, WI, 53172

About: I’ve had cats, dogs, and small mammals in my home since I was a kid, so caring for animals truly comes naturally to me. I currently have two dogs — a male black Lab and a female Springer Spaniel — I personally potty trained my Springer and taught both dogs general obedience. I also have experience safely introducing new cats to other cats and to dogs, and I understand the importance of slow, structured transitions. I’m attentive to body language, routines, and each pet’s unique personality. Whether your pet needs structure, playtime, or cuddles, I treat every animal like my own — with patience, consistency, and lots of love. 🐾💛 I am available to assist with walks or potty breaks on weeknights after I get off work around 5pm. I have more open availability on the weekends, as I am off of work from my regular job. On weekends, I can also assist with overnights at my house on Friday and Saturday or hosting during the day. I provide a safe, loving home environment for your pet while you’re away! We have a fully fenced yard (4-5ishft) for supervised play and hardwood floors for easy cleanup. I have a gentle five-year-old daughter who is very comfortable around animals, and my husband. We have two dogs: a male black lab (not neutered) and a female springer spaniel (spayed). If your pet prefers their own space, my dogs can be kenneled in our finished basement, and kept separate to ensure everyone is comfortable. Pets are welcome to snuggle on the furniture or use a cozy pet bed. I provide food and water bowls — you just supply the food. My goal is to make your pet feel right at home!

Sitter Profile Image: Myia M.
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Myia M.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
oak creek, WI, 53154

About: I’ve done overnight dog sitting for the past 3 years. Also I grew up in a household full of dogs and loved taking them on walks. I am currently working first shift starting at 8:30am to 4:30pm and able to walk dogs anytime after that. If you have any questions feel free to reach out to me. I currently have a 4 year old german shepherd that I just recently adopted. I take him on daily walks on a leash along with treats.

Sitter Profile Image: Mia M.
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Mia M.
from
$20
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
15 years of experience
Avenues West, Saint Francis, WI, 53235

Mia dropped in to take care of my cats when I was out of town. She did a great job trying to make them feel comfortable and keep up their normal routine. It was also great to know that someone was there to check in with them. She sent check-in pictures of the cats and they even warmed up to her being there. It was wonderful to have Mia take care of the cats.

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Kelly F.
Sitter Profile Image: Catharina T.
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Catharina T.
from
$20
per visit
3 years of experience
Oak Creek, WI, 53154

About: My sister is veterinarian, so I always helped her in her job, taking care of the dogs and cats, mostly clean, help to collect some exams, take medicines, available their health and walking with them when the owners need to leave, or with they was in the hotel or day care for pets. I have a dog and just save some other dogs, this kind of job is really good for me, makes me happy,comfortable when I’m with the animals, I don’t have problems with the weight or size because I’m muscle, so eith you some funny and really energetic, that’s me! And I’m sure your pet will love spend some time with me because I’m love for animals and they put a smile in my face. I work full-time and fully remote, but I’m off work at 3pm and I have a lot of free time on the weekends. I live in a place with a dog park, which can be an option if you would like me to sit in my house. I’m also in school, finishing my last year in Master’s in Business Analytics. I live in an apartment with space for your pet but I have my own car to drive to your place. I would be open for any opportunity that would serve you better.

Sitter Profile Image: Amber E.
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Amber E.
from
$14
per visit
4 years of experience
South Milwaukee, WI, 53172

About: I’ve taken care of my dogs my whole life and about 4 years ago I dog sat for other families who trusted me to take care of their pets. I love to go for long walks and hikes and have lots of playtime. I currently have a family who I dogsit for when they are on vacations or away for long hours. I’m currently going to college full time, so I can come throughout the day and I have extra free time to take your dog on long walks In my home, I do not have a fenced yard, so I am used to keeping dogs on leashes and making sure they are safely secured if going outside, if they need leashes.

Sitter Profile Image: Charlotte W.
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Charlotte W.
from
$13
per visit
4.7 out of 5 stars
5 reviews
1 repeat client
8 years of experience
South Milwaukee, WI, 53172

About: I'm Charlotte, your pet’s new best friend! I love getting outside for walks, playing fetch, and giving plenty of belly rubs. I’m patient, nurturing, and attentive to each pet’s personality — whether they’re energetic and playful or more laid-back and cuddly. I’ll treat your pet like one of my own and make sure they feel safe, loved, and totally spoiled while you’re gone! I live a very active lifestyle, I love walks in the park, trails and the beach! I have 2 dogs of my own maltipoo (5) and teddypoo (3) who are good with other dogs but would prefer to do drop in visits/walks for neighbors as I have a little one now and would like to help neighbors while also getting my steps in and fresh air out of the house! Can’t wait to hear from you! I am at home during the day and would love a good excuse to get some fresh air and dog loving while also helping my neighbors. I do not plan to board dogs as I have 2 of my own and pups usually love to stay in their comfortable safe environment that they know while you are away.

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Oak Creek dog parents share their Rover experiences

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5.0 out of 5 stars

Joseph is always reliable and accountable. He sends great pictures of Lily while I’m at work, which gives me peace of mind knowing she’s doing well. He keeps me updated if her water needs to be refilled and will put her food down if I’ve left it out. I know Lily can be a bit shy, and I truly appreciate the patience and care he shows her. I highly recommend him. I am appreciative.

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Darrick James S.
Drop-In Visits
5.0 out of 5 stars

Blythe is so patient with Miley! She’s very conscientious of Miley’s needs which is so important to me!

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Robin F.
Drop-In Visits
5.0 out of 5 stars

We have been using Stephanie for consistent visits with our new puppy. She has been flexible, is always very communicative, and does a great job with him. Highly recommend.

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John B.
Drop-In Visits
5.0 out of 5 stars

Thanks River, for your care of our boys! They are so calm and content when we get home when you've done drop-in visits when we're gone! It is such a relief!

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Bobbie G.
Drop-In Visits
5.0 out of 5 stars

Melana is an amazing caretaker for our dog :) She is timely, communicative, and responsible! We would highly recommend Melana to any dog owner.

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Lauren C.
Drop-In Visits
5.0 out of 5 stars

I had an amazing Rover experience with Lacie!! She was extremely nice, timely in her responses and professional. She took great care of my dog and I couldn’t be more thankful for her help. You should definitely book Lacie ☺️

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Katie S.
Drop-In Visits
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Frequently asked questions about Rover

If you’re searching for a Oak Creek dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

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 Oak Creek.

Rover makes it easy to find Oak Creek 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.