House Sitting Waukesha
Find a loving house sitter to watch over your pets and your home.

Over 207 pet parents in Waukesha have booked house sitting
Waukesha, 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.

“Danelle was the perfect house sitter for our pack. She was right on time, sent great updates and made sure our gang had everything they needed. Highly recommend booking Danelle for your pet sitting needs!”

“Aly was awesome!! I knew she was a perfect fit when we met. Aly is kind, caring, trustworthy and so sweet! I felt that my pup was in good hands. It’s always so stressful leaving and Aly gave me peace of mind, thank you! We will definitely have her back in the future! Connor misses you already ??”

“Kandice took excellent care of sarge. She also took him in her truck which he loves. Kandice was very conscious of his exercise and didn't just sit around waiting for me to return.”


“The best experience ever. My precious pup just instantly loved her. She played with him and loved on him. She was prompt and just a very kind person. She even brought him special treats! I will use her again!”

“Tara is simply the best. We've used her service multiple times and I can't say enough great things about her. She provides daily updates and pictures. Loves our dogs as her own. And takes great care of house while we are away.”


“Aimee was great. She made sure the pups were loved the entire time and these two bulldogs want to be with people. Aimee kept the pups happy the entire time. Aimee communicated great and was very responsive if I checked in on things myself. I definitely recommend Aimee...as long as it isn't during a time where I would love her to stay with my pups, lol.”

“Kimberly was fantastic in every way! She was so caring of Sunny who became quite ill while under her care. She handled everything professionally and compassionately. She went over and above, even accompanying our son to the vet.”

“Tami is great. Our dogs are kind of weirdos, but she figured out their unique personalities quickly and sent lots of photos and updates. We will definitely hire her again!”

“Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!”

“We have two elderly dogs that need kindness and someone to lay around with them. Vonnie was perfect! She was able to be with them. We will definitely book with her again..”

“Leora stayed at our house for a week to watch our dog while we were out of town and she was amazing! She provided regular updates and took great care of our dog - even including taking her to the vet and taking great care of her when she was sick. Our house was very tidy when we got home and our dog was happy! Thanks, Leora!”


About: I’ve been pet sitting my neighbors dogs since I was 15. This summer I spent 2 months in Greece taking care of 100+ pound dogs! I have plenty of experience giving animals their medicine and grooming if needed! I am a full time student majoring in Animal Behavior, with many gaps in my schedule to have enough time for your animal! I am the most free on the weekend but have time throughout the weekdays! As I am a student I do not have my family dog with me. However I would love to treat your dog as my own and care for them greatly!
“Faith was amazing!! She was taking care of my 10 yr dog with special needs and loved her while I was on a week long business trip. She treated her with kindness and love!! Thank you Faith!!! I highly recommend her for any pet sitting needs you have!”

“Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!”


“Joseph was great! Our dog Rudy has many health issues and a lot of attention with his medications. He did a great job giving him his meds. He was also great with texting us and sending us pictures.”

About: I’ve had the privilege to house sit, dog walk, and LOVE 💙, my friends and clients fur babies. I make sure all of their needs are taken care of. I’m currently working 4 AM to 1230 Monday through Thursday and Saturday, but as of April 16, I’ve decided the love and passion I have for caring for your babies excite me a lot more. I will be more available to accompany your needs while you’re away for work or on a vacation with your family, yet I have had many clients& their babies have no issues when I housesit/dog walk. I treat animals with love, care, and respect as if they were my own. I will follow your directions on how your fur baby likes to be cared for.
The median cost per night for house sitting in Waukesha is $50
Pet parents share their Rover experiences - Waukesha
Catilyn is amazing! All of my pets liked her immediately at the meet and greet, and even my nervous dog Jack came and asked her for pets! This was the first time I left the dogs with a non family member overnight so I was a little nervous, but Catilyn did a fantastic job and everything went so well. She followed all my many instructions and sent updates and pictures. Plus my house was in perfect order when I came home. I am excited that I now feel like I can do more traveling in the future and not have to worry about the pets, knowing they are in great hands. I will definitely be recommending her to all my family and friends!

Sam was fabulous!!! He took amazing care of our kitties and our house. He even cleaned and washed the linens before he left! (I think it was cleaner when we got home than when we left it for him. 😂) Our cats took right to him and loved playing and snuggling with him while we were away. We are extremely nervous pet parents when we travel after losing one of our kitties during a trip years ago, and he sent consistent updates, communication, videos, and pics. Our babies were clearly taken care of! He was also super flexible when our landlord needed to come in while we were away. We will definitely call on Sam again!

Tereace did an excellent job while watching our 2 dogs for an extended period of time. She was responsive, communicative, and trustworthy, and brought a calm energy to our home. We returned from vacation to pups that had been well-loved and cared for while we were away. I would love to work with her again. Thank you Tereace!!

Sammie was a fantastic sitter for our little guy. Took lots of picture updates which was very appreciative. She left the apartment in better shape than it was before and was extremely responsible and trustworthy. Could not recommend her more and will certainly be booking again! 😊

Aimee was great. She made sure the pups were loved the entire time and these two bulldogs want to be with people. Aimee kept the pups happy the entire time. Aimee communicated great and was very responsive if I checked in on things myself. I definitely recommend Aimee...as long as it isn't during a time where I would love her to stay with my pups, lol.

We had a great experience with Sydnie! Communication was excellent from start to finish, and we received regular updates, photos, and messages that gave us peace of mind while we were away. It was clear that our dog Layla was well cared for and getting lots of attention. We really appreciated the reliability and responsiveness, and we wouldn’t hesitate to book with her again. Highly recommend!

Barbara was an amazing Rover. She was very communicative, accommodating. and demonstrated a true caring for our puppy. We grew to trust her implicitly with his well-being as well as taking care of our home. Our dog Duncan was a little spicy. He is a 10 month old puppy who definitely kept her on her toes, kept her up at night, but she never lost her positive attitude and ability to see him for the adorable rambunctious little guy he is. We cannot recommend Barb enough for your needs, and we will have no hesitation to use her in the future.

Catherine was great! She came by to meet Elvis and Luciana ahead of time, which made us feel really confident. She sent updates, asked thoughtful questions to make sure she understood what the dogs needed, and took them on walks. You can tell she truly cares. We would definitely book with her again.

Mackenzie was amazing with our dog, Rosie! She has a ton of energy, and Mackenzie made sure she got plenty of walks, playtime, and attention. We got so many photo updates, and it was clear Rosie was having the best time. We came home to a happy (and tired!) pup!

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 - Waukesha
Select a filter and find qualifying sitters offering house sitting.Sitters in Waukesha average 4 repeat house sitting clients
FAQs for House Sitting - Waukesha
Frequently asked questions about Rover
The average cost of House Sitting in Waukesha on Rover is $39 per night as of October 2026. Most bookings cost between $30 and $67 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 1,276 sitters on Rover offering House Sitting across Waukesha. 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 Waukesha 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 Waukesha 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 Waukesha 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 Waukesha. On Rover:
- 91% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 98% 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.











