House Sitting Milwaukee
Find a loving house sitter to watch over your pets and your home.
Over 876 pet parents in Milwaukee have booked house sitting
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.
“Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.”
“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!!”
“Cathy was fantastic! She was very easy to work with, and very friendly to our dog, Joey. You can tell she has plenty of experience with pets. We definitely plan on hiring her again!”
“Emily was great at communicating with us the entire stay, and we could tell from all her updates and pictures that our pups loved having her around. Our flight ended up getting delayed because of the blizzard rolling through Wisconsin this past weekend, and Emily was able to help make sure our pups were let out and fed while we figured out how to get back to Milwaukee. I would absolutely recommend Emily to anyone else looking for expert and friendly care for their pups on Rover. Thank you again!”
About: Hey! My name is Jillian and i’m here to make you and your pets life easier. Personally I have 1 dog of my own, 2 hamsters and 1 leopard gecko, so I have a lot of experience with all different types of animals. I also have done many drop in visits for friends over the years, dog walks, and over night stays, so you can be sure I will provide the best expiernce to your pet that I can and have done in the past for other pets. I am willing to take care of any pet you may have as long you just give some information on what I can do to make them comfortable. Thank you for taking the time to ready my profile and i’m excited to meet your pet! Currently I am working a steady 4 days a week from 7-3pm on Monday, Tuesday, Thrusday and Friday, so any time after that I should be able to provide care. For Wednesdays I’ll be at class at random times but will have free time periodically, and then for Saturday and Sunday I should be free at any time unless I have something planned for that day. I currently walk my dog every day so I have lots of experience dealing with a bigger dog on walks, and I also make sure he gets 2 good portioned meals a day and a treat in the afternoon after his walk! I will do the same for your dog unless they have a special diet or meal times that I need to know about. I also make sure to play ball with my dog everyday because he has lots of energy! With my smaller pets they are also fed twice a day and I always make sure they have water and I try to put something enriching in there cage especially while i’m gone.
“I’m a full on dog mom, I worry about my pup and miss her when I’m away but this trip I was able to rest assured that she was safe and happy with Nikki! She was quick to respond when a hurricane was headed our way with me out of town, she gave me daily updates and pictures of my dog, took her to the park, on car rides, played fetch, and gave snuggles. Nikki was exactly what every traveling dog mom needs in a doggy sitter!”
“Kelli was simply excellent! She was so kind to our girls and took excellent care of our home. She understood my nervous nature and sent updates to ease my worrying. Very glad we found her!”
“Tabitha was awesome! One of our dogs is extremely cautious with new people, and Tabitha was so patient and understanding with him. She had the knowledge to work with him communicated with us consistently with any questions. We are very grateful. She was also very respectful of our home and followed any tips/directions we left her with. Would absolutely recommend Tabitha to anyone.”
“Mikalanne was great with my senior pups who are definitely creatures of habit. Active communication is so reassuring when I have to be away from my pet family. Highly recommend.”
About: I’ve been a pet sitter since I was a kid and i’ve loved every second of it. I know that each animal is different and i’m prepared to give your pet the care it deserves. I’m working part time with a flexible schedule but I am mostly unavailable in the mornings. I will be more available in the late afternoon and night. I have been around dogs my whole life so I am experienced in the needs of dogs in their homes. I always prioritize the pets safety according to their owners instructions.
“Karla was amazing!! She was super responsive and sent many updates each day we were gone. Kuzco is still a puppy and can be wild at times, and she handled him perfectly. Would use her again for sure!”
About: I have owned and cared for dogs my whole life, giving me years of practical experience with feeding, exercising, and basic leash etiquette. Responsible, punctual, and attentive to special instructions or temperaments. Excited to give your dog the attentive care and company they deserve! I am currently a student at Marquette University. With that being said, I have consistent availability in the afternoons on weekdays. I also have weekends open regularly. I am able to meet whatever the needs of your pet are. I have raised dogs from two months up until the age of 17. Whether it be crate training, diet restrictions, or potty training, I have experience in all.
“Joe is great. He stayed with our Chihuahua for a couple days and nights. He's responsive, sends great photos and Fiona seems relaxed and well cared for now that we are home.”
“Malissa took awesome care of Murphy over a long weekend! She spent lots of time with him and was able to handle all his unique quirks with ease. Loved having her stay with him!”
“I am very very protective over my dog who is a pitbull mix. Jenna is amazing. From day one she made it clear she was confident in working with my dog. My dog is like my child and I wouldn't even trust family to watch him. She gained a relationship with him first starting with weekly walks and he warmed up to her. The updates she provided allowed for a worry free trip out of state knowing my dog was in great hands. Couldn't have asked for a better person to trust with my doggos care!”
“Teri was amazing and did a wonderful job looking after my dog while we were away on vacation. She spent the time to keep to his routine of walks and medicine and even sent us pictures and updates everyday! I felt completely at ease knowing she was there for my pup. I would definitely recommend her and have already mentioned her to other pet owners looking for sitting services! :)”
The median cost per night for house sitting in Milwaukee is $50
Pet parents share their Rover experiences - Milwaukee
Rebecca was great with Oslo! This was my first time traveling since adopting him and she kept me very informed the whole time. She took lots of great pictures and it looked like he was having fun. My apartment was spotless when I returned and Oslo was very calm. Thank you!
Sara and Ethan were excellent. They swooped to the rescue to cover a full week just a few days before we left (a different sitter canceled last minute). Our pup Bailey adored them, but more importantly, we could tell how genuinely they adored him. He was in great spirits when we returned and had been well looked after. They followed all our guidance and were consistent in providing daily updates. Our house was in great shape too, having watched Bailey here. We will be booking them again soon!
Cathy was wonderful. She is a great communicator, responded quickly and clearly, and was always sending photos which was much appreciated. She was great with my golden retriever who was quickly drawn to her and well taken care of. Will be seeking to rebook in the near future.
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.
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 :)
Sam continues to be an amazing pet sitter for my furry crew! I’ve used her 2x now and this most recent trip was a longer weekend trip where phone service wasn’t the greatest. The detail on her updates makes me feel comfortable knowing she truly cares for my babies and the pictures she adds shows how comfortable the animals are with her too. If available, I’ll be using her again!
We had such a wonderful experience with Angela! She took such great care of our two dogs and gave us complete peace of mind while we were away. She was attentive, communicative, and made sure our pups were loved on. We really appreciated the updates and photos along the way, it made being away so much easier! We would absolutely recommend her and will definitely be booking with her again. Thank you so much for taking such great care of our doggies!
I couldn’t have asked for a better sitter! She was incredibly communicative from start to finish and kept me updated throughout her stay, which gave me so much peace of mind. She was responsive, thoughtful, and clearly cared about making sure my dog and cat were happy and comfortable. I would absolutely recommend her and will definitely book with her again! ❤️
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. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Milwaukee
Select a filter and find qualifying sitters offering house sitting.Sitters in Milwaukee average 4 repeat house sitting clients
FAQs for House Sitting - Milwaukee
Frequently asked questions about Rover
The average cost of House Sitting in Milwaukee on Rover is $50 per night as of October 2026. Most bookings cost between $29 and $83 per night. 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 1,240 sitters on Rover offering House Sitting across 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 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 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.
<b>Tip:</b> 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 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 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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