Dog Sitting Oak Creek

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

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Over 71
pet parents in Oak Creek have booked dog sitting

Oak Creek, 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.

1 / 1
Sitter Profile Image: Neida S.
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Neida S.
from
$13
per visit
2 repeat clients
8 years of experience
Lincoln Village, Milwaukee, WI, 53215

About: I’m a reliable and attentive pet sitter. I provide the exercise, affection, and midday relief they deserve. I treat every pet like they’re my own! Currently I’m working part time only on the weekends, so I have all the time during the week to care for your pets! I’m available Monday-Friday. My cats live the best life in my home. In your home, I care for them as my own and give them lots of love!

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: Alissa A.
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Alissa A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
20 years of experience
Greenfield, WI, 53221

I truly cannot recommend her enough! She took such amazing care of my dog, Frankie, and went above and beyond in every way. She kept me updated with pictures and messages, which gave me so much peace of mind while I was away. It was obvious that she genuinely cared about Frankie and wasn’t just checking off a list of tasks. She even took Frankie on a long walk that wasn’t expected, just because she wanted to, and I know Frankie loved every minute of it. Coming home knowing my dog had been so well cared for meant everything to me. Frankie can be particular, and I don’t trust many people with her, but after this experience, I honestly don’t want anyone else watching her if she’s available. She treated Frankie like her own, and I couldn’t be more grateful. Thank you so much! ❤️🐾

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Jade M.
Sitter Profile Image: Kayla J.
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Kayla J.
from
$14
per visit
1 repeat client
2 years of experience
Oak Creek, WI, 53154

About: As a teacher, patience, responsibility, and building trust are part of who I am every day. I naturally create calm, positive relationships and understand that every dog, just like every child, has a unique personality and deserves individualized care. Since I'm on summer break, I have a flexible schedule and can give your pet the time and attention they deserve rather than rushing through visits. Whether it's an energetic walk, extra playtime, or simply providing companionship, I strive to make every dog feel safe, loved, and comfortable. I know that trusting someone with your pet is a big decision, and my goal is to give you peace of mind by treating your dog like family. 🐾 As a teacher on summer break, I have a flexible daily and weekly schedule, allowing me to prioritize consistent, reliable pet care, walks, and check-ins throughout the day. I care for pets with patience, attention, and love—ensuring they are safe, comfortable, and happy through reliable walks, playtime, feeding routines, and gentle companionship.

Sitter Profile Image: Tiffany B.
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Tiffany B.
from
$15
per visit
5.0 out of 5 stars
36 reviews
10 repeat clients
4 years of experience
Mt Pleasant, WI, 53405

Tiffany is wonderful! Very good with my puppy. She communicates very well if there are any scheduling changes and is flexible.

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Jenny S.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Bay View, Milwaukee, WI, 53207

About: No kids or pets of my own and a big Jeep means my outdoorsy lifestyle is open and flexible for your fur babies. I'm experienced with dogs from all walks of life. You name it, I'm down for it. I have confident experience with reactive dogs and big breeds especially. I'm a part time barista, working mostly evenings, so morning and mid-day walks work best for me. I am available for night walks after work as well, if that works for your schedule. Weekend boarding is best with advance notice, as I occasionally pick up Friday and Saturday shifts at the coffee shop. I live on the second floor with access to a fenced in backyard. Hardwood floors in home. No kids or other pets of my own. I do have houseplants if your dog is sensitive to soils, fungus, or has a history of plant eating. Crating is an option I'm comfortable with if that's what helps your furry friend feel safe, though my ideal set up is to share my whole space and enriching lifestyle with your pup, or to visit them in their home where they're already comfortable. I'm mobile with the Jeep as well, so we don't have to stick to my neighborhood if your dog is reactive and needs some extra space.

Sitter Profile Image: Shyla V.
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Shyla V.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Caledonia, WI, 53108

Shyla was very reliable stopping in to care for my 6 cats. I didn't worry at all, except that 4 of them wouldn't come out of hiding when she came! That's not unusual, though. She left the house clean and in order. Everything was done properly. She was good at communicating with me and sent some cute pictures. I am so happy I found her and have another trip coming up, so I hope she is available! Shyla, please let me know if there is anything that would make your visits easier or if you have any suggestions for me. Thank you!

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Teri H.
Sitter Profile Image: Lacey G.
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Lacey G.
from
$16
per visit
5.0 out of 5 stars
62 reviews
19 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

Lacey was amazing with our cats and took great care of them while we were away for a long weekend!! We will for sure be booking her in the future on another trip ?

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Hannah H.
Sitter Profile Image: Diana I.
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Diana I.
from
$16
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Fernwood, Milwaukee, WI, 53207

Diana was very nice and took great care of Belly!

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Lydia R.
Sitter Profile Image: Naomi G.
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Naomi G.
from
$20
per visit
5 years of experience
Cudahy, WI, 53110

About: I have always had a pet in my home my entire life but took on more of a caretaker role for them within the past 5 years. I have 2 dosg of my own, Bella and Theo, who can always come with me if requested if your dog would like some doggy play time! I’m currently working as an organ donation specialist overnight so my schedule varies, I work 3 12hr shifts a week so availability just depends on the week. I have a lot of unfenced green space just outside of my condo which my dog enjoys. I also live very close warnimont park/seven bridges so a great place to take your dog for walks!

Sitter Profile Image: Jennifer I.
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Jennifer I.
from
$18
per visit
5.0 out of 5 stars
2 reviews
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

About: I've been around dogs my entire life — in 28 years, there have only been 7 days I've lived without one! I grew up in a home with five dogs, including four Bernese Mountain Dogs and a Sheltie. My family also responsibly bred Berners and Shelties, and I grew up around training, proper care, and learning to understand each dog's individual personality. Today, my own dog is still a huge part of my life. I also prepare homemade food for my dog and have learned a lot through that experience about paying attention to ingredients, sensitivities, age, energy levels, and individual needs. If your dog has a unique routine, dietary preferences, or special considerations, I'm happy to listen and follow the routine you've established for them. I'm comfortable with dogs of different ages, personalities, routines, and needs, and I believe patience and consistency go a long way. Most importantly, I know how hard it can be to leave your dog with someone else. I treat every dog like they're part of the family — with plenty of attention, patience, playtime, and care while you're away. 🐾 Pets are already a big part of my everyday life. I have always had dogs and currently have three cats of my own, so feeding, walks, playtime, cleaning, and keeping up with their routines are naturally part of my day. I’m also intentional about making time for the pets I care for. I’d rather give a pet my full attention than simply “check a box” and leave. I’m happy to work around their normal routine and give them the consistency they’re used to while their family is away. 🐾 I start by learning your pet’s normal routine — feeding times, walks, medications, favorite activities, boundaries, and anything else that helps them feel comfortable. Then I stick to those instructions as closely as possible. I believe good pet care is about paying attention to the little things. I watch for changes in appetite, energy, behavior, bathroom habits, or anything else that seems unusual, and I’ll communicate with you if I notice something worth knowing about. Most importantly, I want your pet to feel safe and comfortable, not like their routine has suddenly been turned upside down. Whether they want a long walk and lots of playtime or prefer to curl up somewhere quiet, I’ll meet them where they are. 🐶🐱

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

Teri is great! She is quick to respond to correspondences and is always very professional. Se sent lots of pics of my cat while I was away. He was obviously very happy to spend time with her. 10/10 would recommend.

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John R.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$23
per visit
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Wilson Park, Milwaukee, WI, 53221

About: Hi! My name is Brianna, and I've been caring for dogs and other pets for over 20 years, including more than 10 years of professional experience. I started out pet sitting and dog walking for neighborhood families when I was 13 years old, and I've been passionate about animals ever since. I later worked at a local animal hospital, where I gained experience feeding, walking, cleaning, and caring for pets of all ages, sizes, and personalities. I've worked with everything from energetic puppies to senior pets, as well as dogs who are shy, anxious, or need a little extra patience and understanding. Animals have always been a huge part of my life, and one of my favorite things about pet sitting is getting to know each pet as an individual. Every animal has their own personality, routine, and quirks, and I genuinely enjoy building trust with them and helping them feel safe, comfortable, and loved while you're away. I know how important it is to trust someone with your pets, and I don't take that responsibility lightly. Whether your pet loves long walks, playtime, cuddles on the couch, or simply sticking to their normal routine, my goal is to make sure they feel happy, secure, and well cared for while you're away. I look forward to meeting you and your furry family members :) As of June 2026, I work full-time Monday through Friday during regular business hours. Because of this, I may not be available for midday potty breaks during weekday house-sitting stays. Pets who are comfortable being alone during a typical workday are generally the best fit for my current schedule. I may also be a little slower to respond to messages during work hours, but I always get back to clients as soon as I'm able and make communication a priority. I currently provide care in my clients' homes, where pets are most comfortable in their familiar environment. Every pet is different, so I take the time to learn their individual needs and follow the owner's instructions carefully. I treat every home with respect and every pet as if they were my own, making sure they feel safe, comfortable, and well cared for while you're away.

Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
278 reviews
115 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was consistent and kept my cats from guessing at what time they will eat and get some cuddles. I appreciate this because they do not like change. She communicated via Rover only which was a bit hard because of where we were so next time I will insist on getting texts instead if possible. She was also very responsive when I asked her to do something.

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Vanessa N.
Sitter Profile Image: Mateo M.
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Mateo M.
from
$17
per visit
3 years of experience
Cudahy, WI, 53110

About: My fiance and I have dog sat for years together dealing with special needs situations any medication walks or clean up due to medical illness necessary. I am now branching on my own to sit solo and help anyone I can! Im currently looking for work so im available when and wherever necessary. Im easy to communicate with and Im Great with last minute scheduling changes I have my own Great Dane mix Gigi who’s the world to me, I take care of her food, medicine, and walks daily. I love her like my own child and I look to provide the same care, loving home environment, and safe space for any pup because that’s what would worry me most if I booked with someone😊

Sitter Profile Image: Kimberly H.
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Kimberly H.
from
$18
per visit
4.8 out of 5 stars
49 reviews
15 repeat clients
20 years of experience
Oak Creek, WI, 53154

Being out of town is hard when you have pets you love like your kids so it’s so nice to have someone like Kimberly come over and not only let them out and take care of them but give them some love too :)

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Wendy B.
Sitter Profile Image: Myia M.
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Myia M.
from
$20
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
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: 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: Leslie H.
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Leslie H.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Franklin, WI, 53132

Leslie is a compassionate animal lover who provided outstanding care for my cat. She always had great communication, providing plenty of adorable photos and thorough updates. She is detail-oriented, going above and beyond to make sure all of our pet and home-related needs are met. Knowing I had someone so genuine and reliable looking after my pet and home was a huge peace of mind. I came back home to a happy, satisfied cat and a clean space with everything left in place. It's such a comfort and relief to find such a trustworthy and exceptionally amazing pet sitter. I would highly recommend her for any animal care needs!

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Aj M.
Sitter Profile Image: Aria W.
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Aria W.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
South Milwaukee, WI, 53172

I would absolutely recommend Aria to anyone! She was very kind and did a great job communicating.

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Dani L.
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The median cost per visit for dog sitting in Oak Creek is $20

Dog parents share their Rover experiences - Oak Creek

1 / 1
5.0 out of 5 stars

Melana took extra special care of my fur babies today. It was getting ready to storm and my Seamus hates the thunder. You can tell she loves animals.

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Jodie N.
Drop-In Visits
5.0 out of 5 stars

Very last minute, I realized I needed someone to drop in on my pup and take her out/ put her in her crate for bed time. Anna responded promptly, communicated clearly, and did everything I asked of her. Very thankful she stopped in and helped me out.

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Courtney S.
Drop-In Visits
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
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Sitters in Oak Creek average 6
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FAQs for Drop-In Visits - Oak Creek

Frequently asked questions about Rover

The average cost for Dog Sitting in Oak Creek on Rover is $16.65 per visit (as of September 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 September 2026, there are 2,166 sitters on Rover offering Dog Sitting across Oak Creek. 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 Oak Creek 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 Oak Creek 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 Oak Creek 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 Oak Creek. On Rover:

  • 92% of sitters can help with special care needs
  • 96% 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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