House Sitting Milwaukee
Find a loving house sitter to watch over your pets and your home.
Over 824 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.
“Alex did a great job with Tucker. She bonded with him immediately, he was feed, walked and pampered. Communication was excellent, we got lots of photos and updates. We will definitely use Alex again”
“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!!”
“Megan was so great! We got lots of pics and videos and our pups were happy and chill when we got back, even after it being too cold to go outside much. Will definitely call again - thanks!”
“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!”
“Julianna Stayed in my house for five nights/six days and took excellent care of my large, high-energy Siberian Husky. It can be hard to find a trustworthy house/dog sitter sitter outside of personal friends and family, but I couldn’t have been more satisfied.”
“Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!”
“Elizabeth was wonderful! Our pups were well loved and safe. She was trustworthy and went above and beyond to make sure the house was left in excellent condition. We look forward to having her back.”
“I was away for 10 days in July, the longest I’ve ever left my dog, Miley. Once again, Carole was wonderful and was Max. Miley takes time to warm up to people and she’s great with Carole and Max—it’s a relief knowing that Miley is in such good hands!”
“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!”
About: I have taken care of dogs and cats, all ages, also have experience working in boarding as well. I have multiple references and I am very flexible! Im a college student on break so I have lots of free time. I have availability for dropping in during the week and can stay in house on the weekends:) I come to your space so they can be where they are most comfortable! I have a very flexible schedule and transportation, as well as multiple references if needed!
“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.”
“Catie is a gem! We met twice before she stayed with our two small dogs for 4 nights. Catie updated us frequently and left our house spotless… and our dogs love her! She is kind, highly reliable, a great communicator and is a truly lovely person. So happy to have found her!”
“Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!”
“Overall, it was great! She sent us photos throughout our trip and took good care of the dogs. Whenever we reached out (i.e. - packages, workers coming to the house), she was responsive and would grab anything to help. She also treated our house with respect and left it better than she found it - taking out the trash before she left even! Before she left, she even washed the sheets to her bed and started a load of towels - which was unexpected but awesome to be able to get a head start on laundry. Would definitely recommend and will plan on contacting her for future house sitting needs.”
“Lauren was great! She stayed with my pups while I was at summerfest for the day. She was so responsive, gave updates, and my boys loved her. She was extremely respectful of my space and even sent a video of locking the door and giving the key back since I wasn’t home yet. Will be using her services again!”
“Lily stayed in our home with our two pups for 10 days. She took great care of our pups. She gave us twice a day updates including photos while we traveled international. It was so comforting. We will be reaching out to ask for her pup care in the future. Thank you Lily!!”
“This is our second time using Laurie and she is fabulous. She shows up on time, keeps the dogs on their schedule, sends lots of updates, is very attentive to their needs, and the house is always super clean when we get back. I hate leaving my dogs and typically worry about them while away, but with Laurie I don't worry at all. We've already got her scheduled again next month!”
The median cost per night for house sitting in Milwaukee is $50
Pet parents share their Rover experiences - Milwaukee
Lily was amazing! She too took excellent care of my needy dog while I was out of the country and kept me informed with notes and pictures every day. When I got home, my dog was calm and seemed entirely content with the situation. My home was also neat and tidy and it was easy to come home. I wouldn’t hesitate to boom with Lily anytime.
Riley was wonderful with our boys. They are relatively recent rescues, so have some behavioral quirks. Riley quickly sussed out how to approach the boys. She sent regular updates and photos, which I so appreciated!! I wouldn't hesitate to have her stay with Rocky and Gordo anytime!
Lauren was great! She stayed with my pups while I was at summerfest for the day. She was so responsive, gave updates, and my boys loved her. She was extremely respectful of my space and even sent a video of locking the door and giving the key back since I wasn’t home yet. Will be using her services again!
First time user of Rover, and we love Sydney! Our dogs loved her, which one of our dogs is not a fan of strangers. But he approved so much that he jumped up and cuddled next to her immediately. Which DOES NOT happen! She was thorough with asking questions. We will be using Sydney again!
Evelyn was great to work with! She was prompt and very flexible when we needed to do the meet and greet on short notice. She took good care of Theo and Melody, they both seemed quite content when we came back from our trip! Daily updates with photos are always appreciated. Would definitely like to work with her again!
Jackie was amazing with my French Bulldog, Hazel. I was out of the country for a week and she stayed at my condo with Hazel. She sent me updates throughout the day and kept Hazel active, which I love. I would highly recommend Jackie for your dog sitting needs and will definitely use her again.
Catherine gets 100 stars in our opinion! She was scheduled to house sit and take care of our dog Frankie for one day but the night before we were leaving for 4 days the second sitter, who was covering additional days, cancelled due to an emergency. Catherine saved us on a moment's notice.! Our house and Frankie were perfect upon our return. She is the absolute best sitter we've had! Your pet will be in the best of care if you put your trust in Catherine.
Elaina was great with our 11 week old Australian Shepherd. She watched her for 6 hours a day, took her on walks, played with her, had her stay in her routine of rules we have for her. Overall I would rebook and recommend Elaina to anyone she is kind, responsible, and respectful (and our puppy loved her)!
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!
I couldn’t have asked for a better dog sitter! She communicated wonderfully from the start and even met with me ahead of time to get to know my dog’s routine and feel comfortable with the space. While I was away, she sent daily updates with pictures of Stewart completely abandoning dad to cuddle with his new friend! 😂 I wholeheartedly recommend her to anyone looking for a trustworthy and caring sitter.
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. 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 Milwaukee sitters!Sitters in Milwaukee average 4 repeat house sitting clients
FAQs for House Sitting - Milwaukee
Frequently asked questions about Rover
The average cost for House Sitting in Milwaukee on Rover is $52.5 per night (as of June 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 June 2026, there are 1,308 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.
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 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 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.
Connect anywhere with the Rover app
