House Sitting Oak Creek

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Over 111
pet parents in Oak Creek have booked house sitting

Oak Creek, Find top rated house sitting

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

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Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$33
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Bay View, Milwaukee, WI, 53207

Sam was great with our rambunctious pup! She was so attentive to Walter, sent daily updates and photos, and left our home in stellar shape. Thank you!

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Livia A.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
210 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

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Kasie S.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
23 reviews
10 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

Ashley was So responsive and Wonderful with my boys! Thankful she was able to watch them in their house!! Will definitely book again if she is willing to watch them!!

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Dena K.
Sitter Profile Image: Teri B.
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Teri B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
110 reviews
42 repeat clients
16 years of experience
St. Francis, WI, 53235

Teri was GREAT! She came over to meet my dog for a meet and greet. My dog loved her weekend with Teri. She sent photos and provided updates throughout the weekend. I couldn't have been any happier! Thanks again Teri!

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Leah B.
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$70
per night
5.0 out of 5 stars
46 reviews
14 repeat clients
3 years of experience
Sturtevant, WI, 53177

Michelle took wonderful care of our dog while we were on vacation! We met with Michelle a couple times before leaving and she made us feel at ease that our dog would be in good hands. Michelle checked in with daily updates and gave our dog her daily meds We highly recommend Michelle and will definitely use her again. She is the best! Also, this was our first time using Rover and the app made it all so easy!

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Maureen M.
Sitter Profile Image: Heidi B.
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Heidi B.
from
$50
per night
5.0 out of 5 stars
45 reviews
16 repeat clients
32 years of experience
Caledonia, WI, 53402

Heidi was amazing. She was very accommodating in terms of finding a time for a meet and greet. When my son decided he wanted to entertain her and have her attention as I showed her around, she was a great sport. She was super non-judgmental about the state of our house, and put me at ease. She was great with our pets while we were gone, and sent adorable photos. When we got home, I found that she had washed all of the odd dishes we hadn’t had a chance to wash before we left. She also shoveled the walkway! I will absolutely be reaching out to her again, next time we go on vacation.

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Cassandra H.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
107 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

Patricia was very attentive and detail oriented, and she made sure to cover all of her bases when preparing to care for our pup. She is experienced and professional. I would absolutely hire her again and recommend her to others!

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Lauren P.
Sitter Profile Image: Alexy & Kayla G.
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Alexy & Kayla G.
from
$40
per night
4.9 out of 5 stars
89 reviews
25 repeat clients
4 years of experience
Milwaukee, WI, 53110

Alexy watched my puppy and cat for a few days and gave him constant attention and activity while keeping me updated with frequent pictures. My puppy is very energetic and still going through training and Alexy was accomdating and understanding. Returned home to the house in great shape. I would definitely have Alexy watch my pets again.

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Courtney R.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
12 years of experience
Racine, WI, 53402

We were extremely pleased with the diligent care Monica provided for our 4-year-old Miniature Australian Shepherd. She did an excellent job not only watching Jaco, but also taking great care of our home while we were away. It gave us real peace of mind knowing everything was in such good hands. We would absolutely use Monica again and highly recommend her to others.

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Janine B.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!

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Kristina P.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

Anna was amazing!! She sent us photos and updates every day and cared for Cleo as if she were her own dog. She was incredibly attentive, super clean, and even left our apartment looking better than when she arrived. We couldn’t have asked for a better sitter.

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Dayne R.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$45
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

Margaret was fantastic, sent photos and took great care of my old pup!

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Kristin R.
Sitter Profile Image: Alissa A.
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Alissa A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
20 years of experience
Greenfield, WI, 53221

Alissa was great! She really came through for us at the last minute so we were able to enjoy our concert stress free! She kept us updated, and was prompt with her communication! The boys loved her!

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Cue T.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$80
per night
5.0 out of 5 stars
370 reviews
113 repeat clients
35 years of experience
Milwaukee, WI, 53212

Travis was amazing and I would highly recommend! He sent daily pictures of the dogs and I know they were very well cared for. He had great communication and was very easy to work with. I was able to actually enjoy my vacation and not have to worry about my dogs being cared for properly as he did an amazing job.

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Dayna R.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

We were pleased with Caroline😊 She was attentive to Petey and helped him adjust to a new person caring for him. Petey is a happy dog and Caroline was great at getting him to play and took him for several walks! We felt she kept us posted with notes and pictures. We honestly can’t think of anything she could improve-Our Petey was well cared for and given plenty of attention😊

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Richard /Katrina M.
Sitter Profile Image: Genevieve S.
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Genevieve S.
from
$35
per night
4.8 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Caledonia, WI, 53126

She was exceptional with my baby, Molly. Molly is normally extremely slow to warm up to people but she immediately took to Genevieve. She kept me updated with pictures and texts, followed my instructions, and most of all kept my girl safe from a murderous wasp and loneliness while I rudely went on vacation without her. There’s nothing better than a cat sitter who loves your girl as much as you do.

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Hailey M.
Sitter Profile Image: Sydney M.
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Sydney M.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Muskego, WI, 53150

About: For the last 10 years I have been the go to pet-sitter for my family, friends and neighbors, and I can be for you also! I have a lot of experience with dogs of all sizes and cats of all kinds. I have taken care of itty bitty baby kittens and helped raised them up to go into their forever homes. I spent time working at a doggie daycare, where I gained some experience administering medications such as pills and eyedrops/eardrops. I, myself have three cats Roo, Gus and Noelle I am currently doing pet care full-time, and I can work with your schedule. I can be flexible, just let me know when you need me! With my own cats and I strive to take care of them the best I can, they get the best food, the best water, a lot of play and so many cuddles. I will take care of your babies as if they are my own, while also also sticking to your standards and routine.

Sitter Profile Image: Abigail B.
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Abigail B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
71 reviews
16 repeat clients
18 years of experience
Muskego, WI, 53150

Abigail is a terrific pet sitter! She was thorough, conscientious and kind, and went above and beyond while caring for my elderly cat Sammy. She showed true concern, compassion, and love for my cat and kept her warm, fed, and happy. Abigail was also able to apply Sammy’s medication daily. She did extra things too like cleaning up the kitchen area, taking out the trash, and watering the plants. Abigail was also very generous with her time. You can rest easy if you hire Abigail to care for your pets! I will be using her again when I travel out of town.

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Liz D.
Sitter Profile Image: Rachel P.
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Rachel P.
from
$60
per night
4.8 out of 5 stars
25 reviews
11 repeat clients
24 years of experience
Shorewood, WI, 53211

Rachel was great. One of our dogs is a bit standoffish on first meeting, but she went right up to Rachel like they'd been pals for years. She took great care of them while we were away.

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Pam A.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth took amazing care of our dog Layla while we were away. She kept us updated with sweet messages and photos, and we could tell Layla was happy and well-loved the whole time. We came home to a relaxed, content pup — we couldn’t ask for more! Highly recommend Elizabeth and would absolutely book with her again.

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Monique W.
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The median cost per night for house sitting in Oak Creek is $50

Pet parents share their Rover experiences - Oak Creek

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5.0 out of 5 stars

We don’t usually travel without our 3 dogs & were a little nervous about leaving them for a trip out of the country, but Anna did such a wonderful job making sure our little crew was cared for! She had great communication, catered to our pups needs, & sent updates with photos while we were away making the distance a little easier. Would highly recommend!

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Isabella V.
House Sitting
5.0 out of 5 stars

Blythe always takes such good care of our dog and two cats. They are all calm when we get home (well, as calm as pets are when you return from being away), and her updates each day let us know what’s gone on while also letting us focus on our travels. Can’t recommend her enough.

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Nicole W.
House Sitting
5.0 out of 5 stars

Elba was fantastic. She loved Sydney and updated me regularly as to how she was doing. Would definitely have Elba pet sit again.

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Scott G.
House Sitting
5.0 out of 5 stars

Amazing with our 3 cats and was so attentive! She was wonderful with last minute directions for one of our cats who ended up having a medical issue and tended to his needs perfectly! Would recommend 100%!

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Catalina N.
House Sitting
5.0 out of 5 stars

Joe was amazing with our 4 furry toddlers! We've never really went on vacation because of our dogs and fears of boarding our dogs. Joe sent nearly daily updates, some pics and videos of them having a great time without us. He's super responsive to messages and very patient with people and our crazy pack of 4. Thanks again for allowing us to have a worry free 1st vacation!

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Samantha S.
House Sitting
5.0 out of 5 stars

Cassandra took wonderful care of our fur babies!! Super responsive and sent lots of pictures. Would 100% recommend.

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Emily H.
House Sitting
5.0 out of 5 stars

Wow! Definitely recommend River. She worked with us over the course of a few home visits to get our nervous, anxious dog acclimated to her. Then we had her dog sit in our house for 8 days. They became best of friends. She kept the house in tip-top shape and even left little gifts for my human children. Will definitely have her back!

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Amanda B.
House Sitting
5.0 out of 5 stars

I had a last minute cancellation frim a friend that was supposed to take care of my dog when I was going on vacation. I found Kelsey on Rover. We set up a meet and greet quickly. She came over and met my dog Bailey. We agreed they were a good fit. She took excellent care of him . She went above and beyond sending me pictures and videos of Bailey. This was the first time I had left him. She made sure I was comfortable. Highly recommend!

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Billie N.
House Sitting
5.0 out of 5 stars

Cannot recommend Cassandra & Tyler enough! They have done two in-house sits for me, and they took such incredible care of my dogs both time. Excellent communication, really thoughtful support for a couple of issues that came up and coming back to two very happy boys. These were both longer sits (14 days and 7 days) and the level of communication, professionalism and just care for the boys never dwindled, and that meant the world for me actually getting to enjoy my time away from them. Highly recommend these two if you are in need of help with your furbabies!

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Tamara M.
House Sitting
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

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Popular requests for house sitting - Oak Creek

Select a filter and find qualifying sitters offering house sitting.

Sitters in Oak Creek average 4
repeat house sitting clients

FAQs for House Sitting - Oak Creek

Frequently asked questions about Rover

The average cost for House Sitting in Oak Creek on Rover is $27.75 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .

As of September 2026, there are 1,276 sitters on Rover offering House Sitting across Oak Creek. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Oak Creek walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Oak Creek maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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.

Yes, you can find sitters who have experience with handling special pet needs in Oak Creek. On Rover:

  • 89% of sitters can help with special care needs
  • 96% 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.

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