House Sitting Waukesha

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

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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.

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Sitter Profile Image: Danelle H.
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Danelle H.
from
$75
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
15 years of experience
Waukesha, WI, 53186

“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!”

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Jen W.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 87 reviews
21 repeat clients
20 years of experience
Delafield, WI, 53018

“Tara was amazing! I highly recommend her services. This is the first trip we were able to relax because we knew the dogs were in great hands. I loved the frequent updates and photos.”

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Alexis T.
Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
• 24 reviews
2 repeat clients
25 years of experience
Waukesha, WI, 53188

“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!”

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Marit S.
Sitter Profile Image: Faith B.
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Faith B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
• 12 reviews
4 repeat clients
10 years of experience
Hartland, WI, 53029

“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!”

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Peg H.
Sitter Profile Image: Aimee R.
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Aimee R.
from
$35
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
20 years of experience
Waukesha, WI, 53186

“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.”

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Doug H.
Sitter Profile Image: vtheine@gmail.com T.
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vtheine@gmail.com T.
from
$42
per night
5.0 out of 5 stars
• 34 reviews
9 repeat clients
50 years of experience
Oconomowoc, WI, 53066

“Vonnie took very good care of all of our fur babies. She contacted us with updates and questions. She also watched our house and everything was nice and clean when we returned. Would definitely use her again and recommend her for your your fur babies.”

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Susan K.
Sitter Profile Image: Joseph M.
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Joseph M.
from
$80
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

“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.”

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Dennis D.
Sitter Profile Image: Abby F.
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Abby F.
from
$35
per night
4.9 out of 5 stars
• 19 reviews
3 repeat clients
1 year of experience
Milwaukee, WI, 53222

“Abby was super sweet and helpful when we were away. Our dogs and cats were taken such good care of and we could tell when we got home. She sent pictures and updates throughout her stay as well to keep us updated. Would for sure work with her again!!”

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Sara T.
Sitter Profile Image: Evita E.
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Evita E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

“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.”

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Alia E.
Sitter Profile Image: Riley L.
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Riley L.
from
$28
per night
5.0 out of 5 stars
• 4 reviews
2 years of experience
Waukesha, WI, 53186

“Riley took great care of our GSD! On top of that, she was extremely flexible and considerate when we had to modify the dates and times due to a family emergency. Shadow was well loved and cared for, and we received clear and honest updates while we were away. Thank you, Riley!”

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Gregory L.
Sitter Profile Image: Dominique H.
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Dominique H.
from
$60
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
New Berlin, WI, 53151

“Dominique completed his second house sit for my two pups (6 nights) and we continue to endorse him as a qualified / reliable sitter! Communication again proved to be consistent. Water bowls were full and my house was just how I left it. My large dogs are prone to acting out if they do not get enough attention (especially over long periods). It was great coming home and not seeing any indication of unsatisfied pups. Fully recommend!”

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Natalie C.
Sitter Profile Image: Hazel W.
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Hazel W.
from
$35
per night
5 years of experience
New Berlin, WI, 53146

About: I grew up in a household with dogs, cats, and many other animals, so caring for pets has always been a part of my daily life. I recently worked in a vet clinic for many months, which gave me greater exposure to animal health and responsible pet care. I also cared for a senior cat for many years and gained experience managing medical and nutritional needs, administering medications, and paying close attention to changes in behavior or health. I currently have all day on most days to do to drop-ins and dog walks! I am available after 4:30 for house sitting, depending on what your pups’ needs are. Your pet’s safety and comfort are my top priorities. I take the time to learn each pet’s routine, personality, and individual needs so they can feel comfortable and cared for while you’re away. I’m responsible, attentive, and happy to follow detailed instructions, including medication, feeding, and other special care.

Sitter Profile Image: Abigail K.
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Abigail K.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
14 years of experience
Menomonee Falls, WI, 53051

“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!”

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Erin M.
Sitter Profile Image: Terri E.
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Terri E.
from
$47
per night
5.0 out of 5 stars
• 109 reviews
27 repeat clients
20 years of experience
New Berlin, WI, 53151

“Terri helped me out with a last minute booking and hit it off with Mateo right away. He is kind of a nervous dog but appeared to be very comfortable with Terri as his sitter. I would not hesitate to have her back.”

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Lisa A.
Sitter Profile Image: Rachel P.
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Rachel P.
from
$50
per night
25 years of experience
Sussex, WI, 53089

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.

Sitter Profile Image: Daija H.
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Daija H.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
11 years of experience
Milwaukee, WI, 53226

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

Sitter Profile Image: Caitlin W.
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Caitlin W.
from
$26
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Greenfield, WI, 53228

“Caitlin took great care of my cat Winston. She followed all of my directions exactly and was very responsive. I will be asking her to sit for him again!”

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Rebecca E.
Sitter Profile Image: Stephanie S.
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Stephanie S.
from
$50
per night
4.9 out of 5 stars
• 69 reviews
26 repeat clients
28 years of experience
Mukwonago, WI, 53149

“100% recommend Stephanie! I was definitely a little scared to leave my furry family in the hands of another that wasn't family for the very first time, while traveling out of state. However, that scared feeling subsided very quickly as Stephanie, cared for all three of our furry family members like they were her own. I got daily texts with updates on how the two cats (Casper & Cruella) and our dog (Cooper, who has very very bad separation anxiety) were doing, along with photo updates as well. Once again, I highly recommend Stephanie, we will definitely be having her watch our furry family again! Thank you again Stephanie for taking such great care of our furry family, while we were away.”

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Stephanie O.
Sitter Profile Image: Brandi W.
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Brandi W.
from
$35
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

“Brandi is fantastic!!! I always have a relaxing and worry free time when away knowing she is home with our two dogs. I especially love the notes she takes that includes walks, eating, water and more. We even have a skittish and more challenging dog that has really warmed up her. I highly recommend!!!”

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Shenlee S.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Milwaukee, WI, 53214

About: Over 20 years of experience, including elderly dogs and puppies. I love dogs and enjoy walks, park visits, games and couch snuggles. I know how important it is that your fluffy family members are taken care with as much love and stability as possible when you are away. I currently have a 10 month old standard poodle and she is my whole world. I understand how important this job is! I am an artist and work part time at my home studio. My flexible work schedule allows plenty of time for dog walks, park visits, play, attention and engagement throughout the day. I have a fully fenced in yard and a very friendly (well socialized) 10 month old standard poodle who loves having friends to play with. Our home is 4,200 square feet with plenty of space for dogs to play and settle in. We also have the first floor entirely puppy proofed, making it safe for even the youngest of curious explorers.

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The median cost per night for house sitting in Waukesha is $50

Pet parents share their Rover experiences - Waukesha

1 / 1
5.0 out of 5 stars

Sam took amazing care of our pets during not just one, but two back-to-back trips. Leaving our pets for an extended period can be stressful, but Sam gave us complete peace of mind knowing they were in great hands. He was reliable, communicative, and genuinely cared about our pets' well-being. We appreciated the updates while we were away, and it was clear our pets were receiving plenty of attention, love, and excellent care. When we returned home, our pets were happy, comfortable, and well cared for. Having someone trustworthy enough to care for our pets through two consecutive trips is priceless, and Sam exceeded our expectations every step of the way. We would not hesitate to use his services again and highly recommend him to anyone looking for a dependable and caring pet sitter! 🐾❤️

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Lindsay D.
House Sitting
5.0 out of 5 stars

Thank you so much to Aly!! She does a wonderful job with our Finnegan and puts our mind at ease with excellent communication.

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HH M.
House Sitting
5.0 out of 5 stars

Rowan is super sweet and my Jack loves her! She stayed at our place for three nights and took wonderful care of my baby. Would definitely hire her again

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Teresa B.
House Sitting
5.0 out of 5 stars

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!

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Jen W.
House Sitting
5.0 out of 5 stars

Odie loves Allie and goes to her enthusiastically all the time. She takes really good care of him while we are gone for a while.

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Lynda And Darrell J.
House Sitting
5.0 out of 5 stars

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!

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Jen T.
House Sitting
5.0 out of 5 stars

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.

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frederick g.
House Sitting
5.0 out of 5 stars

Amber was great! We had a 9 day vacation and needed our boys looked after. She was easy to work with and communicate with before and during the booking. And our animals acted like we never even left, which was even better! Thanks Amber!

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Brianna B.
House Sitting
5.0 out of 5 stars

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!!

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Amanda H.
House Sitting
5.0 out of 5 stars

Hi Brett, everything went a lot better this time! I hope you got my message about Tuesday? I had a car repair so I was home. Looking forward to vacation here, everything set on your end? Any questions for us?

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Christine L.
House Sitting
5.0 out of 5 stars

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.

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Doug H.
House Sitting
5.0 out of 5 stars

Cheyenne was great! The pets were all good when we got home - and the house, mail, outdoor flowers were all taken care of!

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Tamie G.
House Sitting
5.0 out of 5 stars

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.

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Dennis D.
House Sitting
5.0 out of 5 stars

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!

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Monique W.
House Sitting
5.0 out of 5 stars

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.

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Jeff G.
House Sitting
5.0 out of 5 stars

Monica took great care of our pets (canine & feline). Good & appropriately timely communications. Our house may have been cleaner when we got back than when we left. I highly recommend her.

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Catherine D.
House Sitting
5.0 out of 5 stars

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!

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Makenzee L.
House Sitting
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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. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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 is $39 per night as of October 2026. Most bookings cost between $30 and $67 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 October 2026, there are 1,263 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.

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 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:

  • 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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