House Sitting South Milwaukee
Find a loving house sitter to watch over your pets and your home.
Over 129 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.
“I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!”
“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.”
About: As a dog lover my whole life, I wasn't able to get one of my own until a year and a half ago. Having our golden retriever Tommy has completely changed my life for the better! I absolutely love dogs of all kinds and enjoy being outdoors and playing with them. I work full time remotely, so I am extremely available and flexible to your schedule. I can accommodate any needs and have experience with both puppies and senior dogs, and everywhere in between. Tommy has been professionally trained and gets along great with other dogs. We are able to keep dogs in our apartment if needed, and have lots of parks and sidewalks near by for exercise. I currently work from home full time, so I am very flexible for your pets needs. I currently keep our golden retriever active (as he very much needs it!) and would love to add another dog to the bunch if needed. I live in an apartment but have lots of access to local parks and walking trails. I am available for drop-in visits and walks as well.
“This was my first time using Rover and leaving my fur babies with someone besides family , so naturally I was very nervous. She was very reassuring and made me feel comfortable. Stephanie did a great job. She was great with giving updates and taking care of my two fur babies overnight.”
“Lynette was responsible, reliable, and so sweet to our pups. She made sure they had food and plenty of attention. She’s sent great photos and we would absolutely trust her with our dogs again!”
About: Hi I’m Reece! I am a local artist who Graduated with my BFA from UW-Milwaukee in 2015, and since then have been an artist in residence at Var Gallery. I currently live in Bayview and work in galleries around Walkers Point. I’ve owned and cared for dogs since I was a kid. Caring for pets whether my own or others has always been a very fun and rewarding part of my life. I’ve grown a love for pets and now feel I can easily grow a bond with almost any animal. This job grants me that opportunity and I absolutely can’t wait to meet you and your pets and take great care of them. If you’re looking for someone who will treat your pets just like family I’m your guy.
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 700+ 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!
“Brianna was a very attentive dog sitter to our high energy pup! She was also very good about letting us know when Sloane acted up so that we could help her handle the situation! Such a great house guest! She even stripped the bed!”
About: I've loved caring for pets my entire life! My mother was a vet tech who taught me everything I needed to know about caring for animals. I have two senior dachshunds adopted from rescues and have rehabilitated them to be sweet socialized canine citizens. I love dogs and cats of all shapes and sizes. I work a hybrid office job which gives me some flexibility for assisting with your pets! I can walk or visit with your pets in the evenings on weekdays, or anytime on weekends. Your pet will receive care according to their unique needs while I'm visiting with them. Play, feeding, affection, or exercise defined by what you would want to be doing for them yourself.
About: Welcome! I’m Julia and I love being part of Rover. I have 5 years of experience caring for dogs of all breeds and sizes. From energetic pups to dogs who need a little extra TLC, I’ve got you covered! I also send fun pics of your pups during the day 🐶 I am currently working at a part job. So I am available to play with animals on my spare time. I would love to play with my cutie amazing dogs !! I take care of my puppy at my home !! He gets so spoiled . I like him on walks play with him take him to the dog park he loves it so much
About: Currently work at a dog daycare and boarding facility. I’ve always taken care of family/ friends dogs, I’m confident in basic commands and walking with a well trained dog! I’m currently working part time, so I am pretty available! I don’t have a set schedule for sitting or walking but shoot me a text and I’ll try my best to be there! I always keep my dogs fenced and crated when I can’t have my eyes on the them. Otherwise my cats are free to roam inside!!
“Aria did a wonderful job sitting our scaredy-cat. She understands that pets all have different interaction styles, and encouraged Vivien to come out of her shell while respecting her boundaries. Aria persisted in letting Vivien know she wanted to be with her, and was rewarded with cuddles. Vivien appeared content and well taken care of when we arrived home. We would definitely recommend Aria again!”
“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!”
“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!”
“Adrianne was a great pet sitter. She confirmed quickly and set up a meet and greet. My Cavapoo gave her hugs and kisses as soon as she arrived. He likes longer walks and she was awesome to explore nearby trails and parks with him. Adrianne is personable and professional.”
“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.”
“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!”
“Such great care! Ky was so friendly and kind to my pups. She kept them company, made sure they had lots of love and treats, and communicated frequently on their status. I would absolutely book her again.”
The median cost per night for house sitting in South Milwaukee is $50
Pet parents share their Rover experiences - South Milwaukee
Elba is wonderful! She just watched my senior dog Fern for the first time while I was on a 5 day trip and I was able to fully relax and not worry as I received daily photos and updates from her. Fern felt so comfortable with her also and got lots of love, attention and walks not to mention receiving all her daily meds on time. I will definitely be using Elba’s services again!
Blythe was absolutely amazing with Prema! She was true to her word and took care of my pup in every way possible with so much love and attention that I think she was missed even after my return! Blythe was the first Rover I've used where I didn't have to worry about the care of my pup and I appreciated the updates with pics throughout the day. I'd happily use Blythe again for all our vacations going forward!
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 near you
Select a filter and find qualifying South Milwaukee sitters!Sitters in South Milwaukee average 4 repeat house sitting clients
FAQs for House Sitting - South Milwaukee
Frequently asked questions about Rover
The average cost for House Sitting in South Milwaukee on Rover is $55.5 per night (as of July 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 July 2026, there are 1,318 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 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 South Milwaukee. On Rover:
- 90% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 97% 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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