House Sitting Pewaukee
Find a loving house sitter to watch over your pets and your home.
Over 56 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.
“Tara is amazing. She took such good care of our girl, providing daily pictures and updates. Super communicative and so thoughtful. She even left us a welcome home note with a synopsis of how her stay with Rosie went. We will definitely be asking her to watch our girl again. Can't recommend her highly enough.”
“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!”
“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.”
“Catilyn was amazing! She watched our dog Roxy for a long weekend and took amazing care of her! She sent regular updates and pictures, made sure Roxy was let out often, and spent a lot of time with her. We would love to have Catilyn stay with Roxy again in the future!”
“Amber is fantastic! Very reliable, sends photos of our fur babies and updates throughout her stay. She is a great house sitter and leaves our home as it was when we left. I highly recommend Amber if you are in need of a caring, considerate, and excellent communicator to watch your dogs. 🐕 🐾🩵”
“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!”
“I’m so glad we found Marinda to care for our Toby! She’s super communicative, caring, and just overall a wonderful person. Everything you could ask for in a pet caretaker. Looking forward to many more visits from her!”
“Sara recently stayed the night with my two dogs. My night away was made more relaxing, knowing that they were in great hands. Sara is conscientious, great with dogs, and a wonderful person.”
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.
About: I’ve taken care of dogs since I was 13 when my family got our first dog. I take her on plenty of walks, watch her, and bathe her. I have pet sit for family members and friends pets. I have a fairly open schedule, my week includes nannying as well as a few college classes. Let me know what works best for you. I will care for any of your pets needs, whether that means walking, feeding, or watching them. I will make sure your fur baby gets all the attention in the world.
“Vonnie is a blessing to us. Our girl has separation anxiety but she loves Vonnie. It allows us to be able to get away without worrying about Rosy being anxious and miserable”
“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!”
About: I have taken care of pets for 23 years! I also have experience in watching friend’s pets around DC. I’m excellent at playing with pets and also very responsible in caring for them. I am able to care for pets in between working on projects. I’m a freelancer, so I have lots of flexibility in my schedule that I can use to come watch pets! I keep my responsibilities on a timed schedule, so I never forget to take dogs on a walk or feed cats promptly. I am very energetic and love to play around, if the pet is interested.
“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.”
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.
About: I have spent years caring for the dogs of friends and family, and I’ve realized there is nothing I enjoy more. Since my current apartment doesn't allow pets, I have a "dog-sized hole" in my life that I’d love to fill by caring for yours! Being self-employed gives me a very flexible schedule, allowing me to prioritize your dog’s routine—whether they need a long midday trek or a dedicated house sitter to keep them company while you’re away. As a self-employed professional, my schedule is very flexible, allowing me to easily integrate pet care into my daily routine. Since I work from home and cannot have dogs in my own apartment, I treat my walks and house-sitting bookings as my primary motivation to get outside for walks. My priority is maintaining your dog's familiar routine to keep them stress-free. I provide dedicated companionship, and because I am self-employed, I can often bring my work with me to ensure your pet isn't left alone for long periods.
“My experience in working with Taylor was excellent. Great communicator and most importantly cared for my 10yr lab while out in a work trip. Taylor went above and beyond what was required as she left the house spotless, and washed bedding and bathroom towels before leaving.”
“Cooper is a kind, reliable pet sitter. I felt completely comfortable having him spend time with my dogs and stay in my home. I’d definitely work with him again and would encourage you to consider him for your needs as well.”
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.
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 - 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 for House Sitting in Pewaukee on Rover is $44.4 per night (as of September 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 September 2026, there are 1,209 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 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 Pewaukee. 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.
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