House Sitting South Milwaukee
Find a loving house sitter to watch over your pets and your home.
Over 128 pet parents in South Milwaukee have booked house sitting
South 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.
“Blythe is a fabulous dog sitter!! She truly loves her clients and you can tell‼️ She’s great at sending pictures and messages to keep you updated. I can’t say enough about her caring heart.”
“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! :)”
“Keisha was a Godsend, one of our cat's requires daily meds, which he hates taking, and she made sure he got them with understanding and positivity, even when personally tested knowing the need that he received them.”
“Excellent communication from the start. Came for a greet and meet and easy to be with and obvious knew dogs well. Ended up a friend of mine knows Alissa so a double excellent reference. She communicated with me constantly throughout the stay. My dog is a senior and she did well with him and when I returned he kept roaming into where she was staying in my place. Would have back again as she is available.”
“Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!”
“Nico is friendly, knowledgeable and responsible. She took great care of our dogs including a senior who needed medications and some extra TLC. She’ll be our first choice for dog sitting in the future.”
“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! ❤️”
“Evita was absolutely amazing with both of our dogs. She took great care of them and even pivoted during unforeseen circumstances to ensure our dogs stayed loved on and safe while we were gone. We will definitely use her again in the future!”
“Andrianne was wonderful! She was communicative throughout her time with Tex. Pictures often! She Not only took good care of our precious dog, but Our Home as well! I would highly recommend Adrianne for your pet sitting needs! We will definitely be using her again! Words I would use to describe her: kind, trustworthy,friendly!”
About: Hello! My name is Kelli. I have always loved dogs but wasn't able to have one growing up. This made me go around the neighborhood taking care of anyone's animal. This has given me experience with dogs of all different temperaments and breeds plus various owner's preferences. Let me know what works best for you and your pup and I'd be happy to accommodate. As an adult, I live in a home with a yard perfect for zoomies. I also now have my have dog, Scooby, who is a great sidekick when I board. Scooby was a rescue from a shelter with three different types of infections that I helped nurse him through. He's now a happy and healthy 4 year old boy. He loves other dogs and good with acting like 'older brotherly' with younger pups. So even when I have to leave your pup will have company. We look forward to meeting you! I work from home 90% of the time so though I work typically an 8 hour day I can typically be flexible to address immediate needs. My partner currently is working from home and sometimes helps out as well. I typically do a slow, calm introduction with both Scooby and the other dogs and will not leave them alone without supervision until after the first day. I can also always crate or I sometimes separate dogs in different rooms of the home.
“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.”
“This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!”
“Kimberly watched my 2 pups overnight while my family and I were on vacation and she was wonderful. She's very communicative, sent pictures and was responsive. My dogs are pretty anxious and it was our first time being away for an extended amount of time so I really appreciated how patient she was with them. I would definitely schedule a booking with her again.”
“Stephen and Wipawee watched our dog for the second time. They took excellent care of him. They kept us informed with pictures and updates throughout our trip. They were very respectful of our home and even brought in our mail and took our trash out to the curb. 100% recommend them and will definitely ask them to dog sit again in the future!”
“Alexandra was fantastic! She took very good care of our fur baby, Toco. Alexandra provided frequent updates on Toco’s care, which helped us relax and enjoy our family reunion. I’m excited to have found someone local to utilize in the future. I highly recommend her for anyone looking for a mature, responsible animal lover to take care of your fur babies. Thank you! Alexandra.”
About: I’ve cared for dogs of all sizes and personalities for years, and I truly treat every pet like family. What sets me apart is that I understand how important it is to pay attention to a dog’s individual needs and medical concerns. I have a French Bulldog who went through IVDD, so I take mobility and health issues very seriously and know how to create a safe environment for dogs that may need extra care. I’m best with friendly, family-oriented dogs, and when pets stay with me, they’ll get lots of attention, love, and supervision. I’m home most of the time, so your dog won’t be left alone for long and will have someone there to care for them throughout the day. I’m currently in school full-time at MATC in the Invasive Cardiovascular Technology program while also working part-time at Aurora Health Care. Because of my schedule, I keep my availability updated on my calendar so pet parents always know when I’m available! I genuinely love spending time with animals and make sure every pet gets lots of attention, playtime, walks, and care while you’re away. treat every pet like part of the family and always prioritize their safety and comfort. I have a crate available if needed, and because I own a French Bulldog with IVDD history, I also have ramps throughout my home for dogs that are at higher risk for spinal injuries. If your dog is food aggressive, I can pick up bowls after meals and separate pets during feeding times. I also pay close attention to every note and instruction you leave for me so your pet’s routine stays consistent. For dogs that are sensitive to noise or easily overstimulated, I can put toys away, create a calm environment, and even play soft classical music to help them relax or sleep comfortably.
The median cost per night for house sitting in South Milwaukee is $50
Pet parents share their Rover experiences - South Milwaukee
Anna was exactly what we were looking for! She loved on Duncan like the best auntie, giving our senior boy lots of attention. Her communication was excellent, with updates throughout the day without us even asking. We were able to enjoy our day away knowing Duncan was in wonderful hands. We would absolutely book with her again!
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.
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!
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!
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!
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 - South Milwaukee
Select a filter and find qualifying sitters offering house sitting.Sitters in South Milwaukee average 4 repeat house sitting clients
FAQs for House Sitting - South Milwaukee
Frequently asked questions about Rover
The average cost of House Sitting in South Milwaukee is $56 per night as of October 2026. Most bookings cost between $29 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 1,245 sitters on Rover offering House Sitting across South 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 South 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 South 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 South 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 South Milwaukee. On Rover:
- 88% 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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