House Sitting Pewaukee
Find a loving house sitter to watch over your pets and your home.
Over 53 pet parents in Pewaukee have booked house sitting
Pewaukee, 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.
“Kendra was amazing with my dog Winter! She was a great house guest and cleaned up after herself and beyond. I got several pictures of Winter and prompt replies when I would check in. I will definitely use her every time I need someone to come stay.”
“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.”
About: We lost our sweet Blue (11 year old labradoodle) 3 years ago of bone cancer, and have recently become empty nesters. We LOVE dogs, and our cat has missed his canine companion. Our yard is over an acre, and includes a wooded area. We are also located near beautiful trails that we can walk to. Both of us work from home the majority of the time, and we will only open our home up to furry house guests if we are sure that at least one of us is available to be home the majority of the day. Your dog will love the extra love and attention that they will receive, and we tend to be a bit lenient with letting dogs on furniture/beds. Most of our neighbors own dogs, and there are young children next door. That being said, a dog that is friendly with other dogs and not wary of children would LOVE a vacation with us. I am working part time, and my husband works at least 1/2 of the time from home. We are flexible with dog schedules, and have experience with "elderly" dogs with special needs. We have a large yard (over an acre), which is not fenced in. Our neighborhood connects to walking trails and parks, so your dog will have ample exercise opportunities. We are extremely flexible with our schedules, and can adapt to meet your dog's current routines.
“Joseph watched my dogs for a full week. He was in constant communication with us, sent tons of pics, it was obvious the dogs were well taken care of! Thank you so much Joseph!!!!”
“Abby was absolutely amazing! Sent me multiple updates with pictures throughout the night and made us feel very confident with him. She attentive and caring, especially with our little 12 wk old! She left our home in better shape than it was before she came. Could not recommend more!”
“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.”
“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!”
“Rayanna did amazing caring for our puppy, Theo. She followed all of his unique care instructions and sent lots of photos throughout the night. 10/10 recommend!”
“Stephanie did a wonderful job with my 2 beagles, she stayed at my house with them for a week and I came home to a clean environment and happy pups. Will definitely use her again!”
“Thank you so much for watching Bowey! We truly appreciate you taking such good care of him! Also it was super helpful when our trip got extended and you were able to watch him a few extra days! We will definitely be in touch for future stays!”
About: From working/volunteering at shelters to pet sitting for friends and family, I have 10+ years of experience caring for furry friends of all ages, personalities, and sizes! Most all of my pet care has been limited to cats and dogs, but I am willing to work with small critters, birds and reptiles with the right care instructions/tutorials. I am not typically squeamish, so I am open to handling clean up and medication - please message me for specifics. As a dog mom myself, I understand that each pet requires different levels of care and attention, and am willing to meet them where they’re at! However, I do not offer training services and might not be the most compatible caretaker for pets that exhibit aggressive behaviors (I am open to discussing). Additionally, I am a full time graduate student, so care in the early morning and evenings will work best for my week day schedule. I will be available some holidays (i.e., Thanksgiving). My availability may also change from time to time, so please be sure to check my profile or message me. Choosing me means your pet will receive quality care, and that all the updates you receive will include cute pics! As a full time student, my weekday availability might mean limited check-ins, but your pet is always the priority! - Monday & Tuesday: 6:00 AM - 7:30 AM; after 5 PM - Wednesday: 6:00 AM - 7:30 AM; after 7 PM - Thursday: 6:00 AM - 7:30 AM; after 5 PM - Friday: 6:00 AM - 8:00 AM; after 3:00 PM - Saturday & Sunday: Flexible! I will need a few hours in the morning and some afternoons to volunteer. For pet sitting, I can provide the following: - Feeding and hydration - Exercise and play - Maintenance and cleaning of pets environment (e.g., litter box, crate, etc.) - Medication administration - Light housekeeping (e.g., bringing mail in, watering plants, taking out trash, etc.) - Text/photo/video updates
“While Evita watched our pup Molly overnight at our house, she was punctual and communicated well. She also took Molly on a nice long walk each day that pleasantly tuckered her out. Molly seemed calm and happy when we returned home.”
About: I am going through a divorce and want to stay busy and find joy. I love dogs and have had them my whole life. I recently lost my dogs to old age and need a good dog fix in my life. I dog sit/walk for friends and family all the time. I do work full time, so please contact for additional days/times needed. I work full time and going through a divorce. I am looking to stay busy with activities that I enjoy, and dogs make me extra happy! I can easily assist with any doggy needs. I am a capable dog sitter, and any special requests from the owners are fine for me.
About: I’ve had dogs and cats my whole life and love them so much that I decided to work at a Dog and Cat daycare and boarding facility. I’ve been working there for 3 years and have worked with all breeds and ages varying from puppies to seniors and love comforting them and making them happy while also making sure their parents know they are in good hands! I’m currently working part-time and my availability is flexible. I’m willing to make adjustments as long as I am notified at least 2-3 weeks in advance. Depending on the typical routine of the pet, I will follow it as close as possible to make them feel as comfortable as I can. I will keep them busy by going on walks or by playing with them, or if they have lower energy I’ll just make sure to give them extra attention.
“Tami was very concerned that my dog Oliver was taken care of well. Tami did a great job communicating with me with any questions and concerns. I would use her again as my dog sitter.”
About: I’ve always loved dogs and have experience caring for pups of all shapes, sizes, and personalities! Whether your dog is big, small, energetic, or loves to cuddle, I’ll make sure they feel safe, happy, and loved. What sets me apart is that I treat every dog like my own, giving them plenty of attention, patience, and care. I know how important your furry family members are, and I want you to feel completely comfortable leaving them in my hands! I’m currently in college so my schedule looks like dog-sitting Friday afternoons - Monday mornings, potty breaks/drop ins are best during the week from mornings - noon! I provide care exclusively in my clients’ homes so pets can stay comfortable and happy in their familiar environment! I make sure to follow their normal routines, including feeding, walks, potty breaks, playtime, and plenty of love and attention. I understand that every pet has different needs and personalities, so I always adjust my care to what works best for them. This also includes any specific kind of care or action my client chooses for their own dog behaviorally. I also respect my clients’ homes and make sure to keep everything clean and tidy. I’m happy to provide updates and pictures so you can feel at ease knowing your furry friend is in good hands!
“Jade did a wonderful job sitting for Angel thru the 6 days when we were gone. I felt Angel was in good hands, she was very caring toward Angel. I could see Angel was very comfortable with Jade from the pictures Jade sent to me when I was traveling. Jade sent me daily pictures of Angel along with videos. That I really appreciated. I would recommend Jade to anyone who is looking for a good dog sitter. Kirsten M.”
The median cost per night for house sitting in Pewaukee is $50
Pet parents share their Rover experiences - Pewaukee
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!!
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 - Pewaukee
Select a filter and find qualifying sitters offering house sitting.Sitters in Pewaukee average 4 repeat house sitting clients
FAQs for House Sitting - Pewaukee
Frequently asked questions about Rover
The average cost of House Sitting in Pewaukee is $44 per night as of November 2026. Most bookings cost between $30 and $53 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 November 2026, there are 1,186 sitters on Rover offering House Sitting across Pewaukee. 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 Pewaukee 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 Pewaukee 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 Pewaukee 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 Pewaukee. 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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