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 was great! She took care of our girls while we were away for a quick weekend trip and when we arrived home they were very happy and content and the house was clean and neat. There’s no doubt we’ll be booking with her again!”
“I have a couple challenging pets, including an anxious, blind senior dog but Carolina moved at their pace and took great care of them. She was communicative and I got pictures every day. We came home to the house exactly as we left it. She’s kind and respectful.”
“Elba was the best sitter for my pups while I was out of town! Daily updates and photos kept my worries at bay. She provided lots of playtime and multiple walks for my reactive dogs. I will absolutely have her house sit for me every time I need a sitter!”
“Lynette was terrific with our dogs. One of our dogs is blind and the other one had been turned down from a doggy daycare for not being friendly enough. She spent time with them and sent us pictures of both of them in her lap sleeping. We have already talked with her about watching them again in March. Great job!! and great service.”
About: Frequent walker that would be happy to have a dog join. I also have a backyard that I maintain all of the time for use. I do not have a dog of my own and typically only watch one dog (or two if you have two) at a time leaving your dogs needs at the priority! I work remote so will always be able to be responsive when sitting. Also have a 1000+ day 10,000 step streak so doing lots of walking currently! Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!
“Hannah did a great job with an overnight stay carrying for our elderly dog and our puppy. The dogs were happy when we got home and the house was well cared for. Thank you, Hannah!”
“Teri is an absolutely amazing dog sitter! We love having her watch our dogs and the dogs love her! Wonderful communication and we can't recommend her enough - Thank you Teri!”
About: I have always had a passion for animals since childhood. I began caring for pets in 2007 starting with my first family dog. I trained him and took care of him when he was only 8 weeks old. Now, I have an 10 year old dog I've had since she was 8 weeks and have had rabbits, cats, reptiles, birds, and more. I have been the go-to for friends and family for their pet needs; providing overnight care, dog walking, drop- in visits, and home/pet sitting. I pride myself in being the one to provide loving care to every pet as if they were my own. Animals bring me joy and I aim to provide them with love, happiness, and some fresh air whenever possible. Overall, I can promise we're all going to have a great time together. Fur sure! 😉 I work from home from 8 - 430pm, so this means early mornings and early evenings are dedicated to your pets and their needs! Im also connected with a few other local sitters to help coordinate any mid day drop ins if needed. I also work on socialization and basic commands and leash training whenever possible. I make sure we have vet and emergency information available and at the ready. I like to keep pets in their normal routine whenever possible and keep parents up to date as well.
“Keisha was great! She watched our 2 doodles, one with a bit of an attitude! She sent texts when she had questions and sent us pictures. Will definitely book with her again!”
About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!
“Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.”
“Emma was so sweet with my little senior dog! My dog has various quirks and some chronic health and anxiety isssue and Emma was very accomadating with it all! She was also a great communicator and would check in and ask questions to clarify if she needed anything. I would definetely recommend her to anyonne and would trust her again with my furbabies <3 Thanks so much Emma!”
“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!”
About: Hi, I’m Stella! A reliable, active, and genuinely attentive pet sitter who wants your dog or cat to feel comfortable, cared for, and right at home while you’re away. I’m the type of person who will happily spend extra time playing, going on a walk, giving belly rubs, or just hanging out with your pet if that’s what they need. I know every animal has their own personality and routine, so I’m big on following their normal schedule rather than taking a one-size-fits-all approach. I’m especially comfortable with active dogs who enjoy getting outside, but I’m equally happy spending a quiet afternoon with a cat who would rather observe everything from the couch. I’ll keep you updated with photos and little check-ins so you know your pet is doing well while you’re gone. My goal is simple: you get to enjoy your time away without worrying about your pet, and they get to have a fun, comfortable time too. If your pet is looking for someone dependable, attentive, and actually excited to spend time with them, I’d love to meet them! 🐾 I am self employed with my own personal training business, so I have a relatively flexible schedule! I am able to pop in every few hours if needed, and am more than happy to get some walks in for both your dog and myself. Your pet’s safety and comfort are my top priorities. I create a calm, secure environment where they can feel right at home. I keep routines consistent—mealtimes, walks, play—and give lots of love and attention. I closely monitor their behavior and health. You’ll also get regular photo and video updates, so you always know they’re safe and happy. Lastly, I never leave pets unsupervised in unsafe situations.
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😊
“I would recommend Kelsey for dog sitting and house sitting 1000%. She stayed in my home for 6 days and looked after my nervous, skittish dog so well that I actually enjoyed my trip and never worried about him or the house while I was gone. She kept my dog on his meal, med, and walk schedule, made adjustments based on a dangerous heatwave, and kept him company while giving him the space he needed to relax. I got photos and updates everyday and Kelsey was always quick to respond to any communication. I came home to a healthy and happy puppy and a well cared for house. I am looking forward to leaving things in Kelsey's very capable hands on my next trip!”
The median cost per night for house sitting in South Milwaukee is $50
Pet parents share their Rover experiences - South Milwaukee
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!
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.
Meet local sitters who will treat your pets like family
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 on Rover is $56 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 1,262 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.
<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 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 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 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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:
- 89% of sitters can help with special care needs
- 95% 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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