House Sitting West Milwaukee

Find a loving house sitter to watch over your pets and your home.

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Over 181
pet parents in West Milwaukee have booked house sitting

West Milwaukee, 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: Keisha P.
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Keisha P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 56 reviews
26 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

“We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!”

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Jordyn
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 65 reviews
23 repeat clients
40 years of experience
Milwaukee, WI, 53212

“Melissa watched our pets for the first time for an evening while we were out and it went great! We came home to happy healthy cats and dog. She had great communication and provided updates throughout the evening. We will definitely be reaching out to her in the future for other pet sitting needs.”

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Laura J.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$60
per night
4.9 out of 5 stars
• 15 reviews
4 repeat clients
13 years of experience
Milwaukee, WI, 53215

“Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again”

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Tia R.
Sitter Profile Image: Abby F.
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Abby F.
from
$35
per night
4.9 out of 5 stars
• 19 reviews
3 repeat clients
1 year of experience
Milwaukee, WI, 53222

“Abby was super sweet and helpful when we were away. Our dogs and cats were taken such good care of and we could tell when we got home. She sent pictures and updates throughout her stay as well to keep us updated. Would for sure work with her again!!”

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Sara T.
Sitter Profile Image: Fatima B.
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Fatima B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
2 years of experience
West Allis, WI, 53214

“Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!”

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Alex S.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 97 reviews
18 repeat clients
11 years of experience
Milwaukee, WI, 53207

“Our pup Banzo loved having Lynette care for him. She was very communicative, great with our dog and a super respectful house guest. We will definitely want to use her in the future!”

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Samantha & Malcolm K.
Sitter Profile Image: Cindy H.
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Cindy H.
from
$75
per night
5.0 out of 5 stars
• 60 reviews
16 repeat clients
45 years of experience
Martin Drive, Milwaukee, WI, 53208

“We had a great experience with Cindy. She took care of our furbabies like they were her own. Excellent communication, got daily pictures and updates. I did not have to worry at all will 100% rebook with Cindy.”

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Kemmy S.
Sitter Profile Image: Stephany N.
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Stephany N.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Milwaukee, WI, 53219

“Stephany did a phenomenal job watching my dogs overnight. I was nervous at first as it was my first time leaving them with someone besides family. However, stephany went above and beyond. Following their usual daily schedules, taking them for walks, and updating me regularly with photos and videos. I could tell that they were comfortable with her and really liked her! I will absolutely re book stephany again in the future, she will take wonderful care of your pets and home while you are away. Thank you Stephany!”

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Erika R.
Sitter Profile Image: Carolyn G.
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Carolyn G.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
17 years of experience
West Allis, WI, 53214

“Cary was an excellent dog sitter! She cared for my dog for 7 days while I was out of the country, and this was my first time being away from my dog. She was very thoughtful about sending regular updates throughout the day, which gave me so much peace of mind. Cary stayed at my home and took great care of both my dog and my space. She kept everything clean and even washed my sheets before I returned, which I truly appreciated after a long day of traveling. It’s clear she genuinely cares and treats your pet like her own. I highly recommend her to anyone looking for a reliable and caring dog sitter!”

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Seryna G.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$50
per night
5.0 out of 5 stars
• 35 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

“Elizabeth was a dream. This was our first time booking with her and she was a great communicator, so incredibly kind and gracious. She took such great care of our 3 crazy pups and our home, even leaving us a little treat and note for when we returned. So grateful for her, her flexibility and the care our dogs received :)”

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Claire L.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 6 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

“Emma was really great! It was my first time having my dog watched by someone other than family and friends, so I was a bit nervous. Emma came to meet him before our travel plans. Her communication was fantastic and she was a wonderful sitter!”

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Karissa B.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$45
per night
4.9 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

“Maggie did a wonderful job with Morgan & Frankie. She arrived when asked and even stayed longer then planned due to a flight delay. I received pictures and the dogs seemed happy and at ease. She said they were well behaved-everything a dog Mom wants to hear. She will help us again in a few days and I have total confidence they are in good hands and they will be happy to see her. I highly recommend her.”

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Tracy C.
Sitter Profile Image: Ryan T.
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Ryan T.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
West Allis, WI, 53214

“Ryan was fantastic! He took great care of our very large dog, who can be reactive at times. I completely trusted him while we were away for a week. We received lots of updates like we asked. He gave our dog medicine without any issues. We came home to a very happy pup and a spotless house. Ryan even got our mail and watered our flowers while we were away, which was super nice. We highly recommend him and already have our next trips booked with him!”

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Leah G.
Sitter Profile Image: Adrianna H.
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Adrianna H.
from
$40
per night
4.9 out of 5 stars
• 9 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53207

About: I am a part time college student. I am going to school to get my ECE Degree. I’ve been taking care of dogs since I was 10 by volunteering at humane societies and having my own dogs. I also worked at a doggy daycares throughout Florida and Wisconsin. I love all dogs like they are my children. I would love to own my own rescue center but as of now I want to gain more experience with taking care of different breeds and just express my love of animals to the world. I hope that you choose me to be a temporary parent for your dog and that he or she is in perfect hands and will feel at home. Thank you. Hopefully we speak soon. I work third shift for Target and dog sit during the day. I make sure they are taken out three-four times and feed twice a day. I care for them like they are children. Go on walks, feed, cuddle. Run like crazy and crash from exhaustion. I also love getting to know the dogs personality.

Sitter Profile Image: Alena H.
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Alena H.
from
$65
per night
4.9 out of 5 stars
• 7 reviews
1 repeat client
16 years of experience
Milwaukee, WI, 53233

“Alena did a great job taking care of my pup! I booked on short notice, and she was extremely gracious and accommodating, and even she made time for a meet and greet prior. She was prompt in responses when I reached out and sent check-in updates and photos as well. I would definitely recommend and will be rebooking if the need arises!”

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Mandy S.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 212 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: Adrianne R.
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Adrianne R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 20 reviews
2 repeat clients
20 years of experience
Franklin, WI, 53132

“Adrianne is amazing! She was communicative, asked thoughtful questions during the meet and greet, and ensured meds were delivered to a picky eater. We hope to have her back for future vacations!”

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Beth K.
Sitter Profile Image: Georgia N.
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Georgia N.
from
$40
per night
20 years of experience
Milwaukee, WI, 53214

About: I’ve taken care of both senior dogs and puppies. I’m patient and calm, but I can also handle a dog that pulls when being walked. I’m a college student, mom, and wife, but my schedule is very flexible. I can do visits at any time as long as we plan it at least 24 hours in advance. I always appreciate a detailed schedule when caring for your pet. I would like to stick to your typical routine so your pet can be comfortable when their family isn’t home.

Sitter Profile Image: Kiefen L.
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Kiefen L.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
9 years of experience
Avenues West, Milwaukee, WI, 53233

“Kiefen took great care of my puppers 🐶 , would absolutely use him again!”

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Christy J.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 42 reviews
10 repeat clients
9 years of experience
Cudahy, WI, 53110

“Carolina was amazing and very attentive to our cat’s needs. She provided daily updates and plenty of photos/videos. She took great care of him and will definitely book her in the future!”

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Peter N.
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The median cost per night for house sitting in West Milwaukee is $50

Pet parents share their Rover experiences - West Milwaukee

1 / 1
5.0 out of 5 stars

This is the second time Keisha has taken care of our dog Frankie at our house and she will absolutely be our go to if she is available the next time we travel. Our house was also in perfect shape after arriving home Exhausted after our trip. Our dog Frankie was perfectly taken care of! Thanks for everything you do Keisha!!!

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Mark M.
House Sitting
5.0 out of 5 stars

Emily was great! Violet loved spending time with her. She was very communicative and sent lots of pictures!

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Kayla U.
House Sitting
5.0 out of 5 stars

Joseph took great care of my golden and corgi while we were gone for the weekend. He sent lots of photos and updates, and that was so appreciated!

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Kris B.
House Sitting
5.0 out of 5 stars

Cindy was incredible. Very communicative which put us at ease while being away from our boys. She took such great care of them and loved them as if they were her own. She’s truly amazing!

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Caryn L.
House Sitting
5.0 out of 5 stars

Margaret came and stayed 2 nights with our 2 furbabies, ages 8 and nearly 14. I had never needed to find a non-family pet sitter, so I was quit nervous about the whole thing. But Margaret was amazing in so many ways. Our "pups" took to her immediately and so did we. And when we came home we could tell just how well she took care of EVERYTHING for us. I will never hesitate to book her in the future. Now we may even be able to take future short trips, knowing our dear pups are being so well cared for by Margaret.

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Rebecca M.
House Sitting
5.0 out of 5 stars

Jahaira is the most wonderful, caring pet sitter. She is professional and from the very first meeting, she gave us a sense of ease. We knew she was going to care for our pups with love. Which she did. Our pups look forward to seeing her. Her follow up and photos were awesome! 5 stars and beyond pet sitter. We will be rebooking with Jahaira ALWAYS.

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Barbara C.
House Sitting
5.0 out of 5 stars

Mallory is so great! My dog has never been so calm and content after we have been away. Mallory was responsive, shared great updates, and made him feel so comfortable while we were out of town. Would book with her again in a heartbeat!

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Anna K.
House Sitting
5.0 out of 5 stars

Stephany did a phenomenal job watching my dogs overnight. I was nervous at first as it was my first time leaving them with someone besides family. However, stephany went above and beyond. Following their usual daily schedules, taking them for walks, and updating me regularly with photos and videos. I could tell that they were comfortable with her and really liked her! I will absolutely re book stephany again in the future, she will take wonderful care of your pets and home while you are away. Thank you Stephany!

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Erika R.
House Sitting
5.0 out of 5 stars

Super friendly and the pups clearly loved snuggling with her! Very smooth booking - even when we needed to add a night. Would absolutely ask her to sit with our babies again

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Kathi K.
House Sitting
5.0 out of 5 stars

Maiah was great to work with! She was quick to respond and communicate with. Our doggos enjoyed her company and she took great care of them! Would definitely rebook with her again!

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Rebekah J.
House Sitting
5.0 out of 5 stars

Katlynn followed my detailed instructions and I felt very comfortable with her caring for Mink. She watched him carefully to make sure he did not have a recurrence of his medical condition.

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Catherine K.
House Sitting
5.0 out of 5 stars

Sarah is an absolute star - we’re so lucky to have found her on Rover! Our dogs are so happy and comfortable with her, and we know we can rely on her 100%. Consistent photos and updates, and when we get home, the dogs are so chill that it’s like we never left.

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Hannah T.
House Sitting
5.0 out of 5 stars

We love having Emily stay with our dog and cat when we go out of town! She’s so great with them, we never have to worry about a thing. We always come home to happy animals! She’s also very quick to respond to messages. We love Emily!

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Kathleen P.
House Sitting
5.0 out of 5 stars

Marley does such a wonderful job and if she ever decides to change a career, she could make a meant as an animal photographer!

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Eric M.
House Sitting
5.0 out of 5 stars

Katherine is incredible! Our pets receive so much attention and she is so caring for each of their needs. We return home to an extremely clean house. Everything from the care of our pets and home, her attention to detail is above and beyond!

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Todd S.
House Sitting
5.0 out of 5 stars

Nina stayed with our two dogs for a night. We came home to two happy and well cared for pups and a clean house. I would definitely recommend her!

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Sarah M.
House Sitting
5.0 out of 5 stars

Nicole is absolutely phenomenal! She took such great care of our Siberian kitten. Nicole is very professional, communicative, and you can tell how much she loves what she does! The whole time we were gone she sent us updates and photos. We would 110% recommend Nicole!

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Angela G.
House Sitting
5.0 out of 5 stars

Ryan was fantastic! He took great care of our very large dog, who can be reactive at times. I completely trusted him while we were away for a week. We received lots of updates like we asked. He gave our dog medicine without any issues. We came home to a very happy pup and a spotless house. Ryan even got our mail and watered our flowers while we were away, which was super nice. We highly recommend him and already have our next trips booked with him!

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Leah G.
House Sitting
5.0 out of 5 stars

Scott was FABULOUS with our dog, Rocket! Rocket is a bit picky, but he wholeheartedly loved Scott, too. Scott had wonderful communication--he gave enough so that I felt reassured that Rocket was doing well, but he also let me just relax while on our trip. He made me feel confident that Rocket was in good hands, and that means the world to me. Scott also took in our mail and watered our garden. Thanks for everything, Scott!

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Jen C.
House Sitting
5.0 out of 5 stars

Once again, Sofia did a wonderful job taking care of our pup & house & even watering plants! We are so comfortable knowing Sofia is with our precious pup & love the updates & pictures she sends!

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Diane T.
House Sitting
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • 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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How to book house sitting

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - West Milwaukee

Select a filter and find qualifying sitters offering house sitting.

Sitters in West Milwaukee average 4
repeat house sitting clients

FAQs for House Sitting - West Milwaukee

Frequently asked questions about Rover

The average cost of House Sitting in West Milwaukee is $53 per night as of October 2026. Most bookings cost between $31 and $83 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,266 sitters on Rover offering House Sitting across West Milwaukee. 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 West Milwaukee 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 West Milwaukee 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 West Milwaukee 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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

  • 87% of sitters can help with special care needs
  • 94% 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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