House Sitting Waukesha

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

When are you returning?
Search

Over 200
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.

1 / 1
Sitter Profile Image: Danelle H.
Verified Enhanced Background Check
Danelle H.
from
$65
per night
5.0 out of 5 stars
5 reviews
15 years of experience
Waukesha, WI, 53186

Danelle is super nice and kept our young Golden Retriever very active and entertained while we were away for the weekend! She sent pictures throughout the whole weekend, which we loved!! We will definitely be using Danelle again!!

Profile image
Courtney B.
Sitter Profile Image: Amber K.
Verified Enhanced Background Check
Amber K.
Star Sitter
from
$40
per night
4.8 out of 5 stars
12 reviews
6 repeat clients
10 years of experience
Waukesha, WI, 53186

Amber is amazing, she came over and our dogs took to her immediately. Our oldest puppy can be a little challenging due to her being skittish, but Amber’s personality and energy helped ease her nervousness. Very reliable, and was able to help us out on short notice. I HIGHLY recommend!

Profile image
Shenlee S.
Sitter Profile Image: Catilyn Z.
Verified Enhanced Background Check
Catilyn Z.
Star Sitter
from
$75
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
8 years of experience
Waukesha, WI, 53186

Catilyn was an amazing sitter. Will for sure utilize her services again!! I needed someone last minute due to a cancellation and Catilyn responded to my message promptly, was able to do a meet and greet same day, and housesit for me that weekend. She is polite, professional, wonderful!!! I can home to a washed and made spare bed, home in great order, and happy pup!!!

Profile image
Jenna Z.
Sitter Profile Image: Kandice B.
Verified Enhanced Background Check
Kandice B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
35 years of experience
Waukesha, WI, 53189

Kandice did a great job and took very care of my pup! I got updates and she was flexible with the schedule.

Profile image
Angela N.
Sitter Profile Image: Tara R.
Verified Enhanced Background Check
Tara R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
83 reviews
18 repeat clients
20 years of experience
Delafield, WI, 53018

Tara is the absolute best dog sitter. Our senior dog Rosie has some special needs and requires patience during her walks. Tara is so kind and gentle and sweet with her, we wouldn't have anyone else.

Profile image
Holly S.
Sitter Profile Image: Aimee R.
Verified Enhanced Background Check
Aimee R.
from
$35
per night
5.0 out of 5 stars
8 reviews
1 repeat client
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.

Profile image
Doug H.
Sitter Profile Image: Meagan W.
Verified Enhanced Background Check
Meagan W.
from
$40
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
19 years of experience
Pewaukee, WI, 53072

Meagan has been with my dog Brody for most of June and July at my house p, very dependable and great with Brody. I highly recommend her for dog and house sitting

Profile image
J C.
Sitter Profile Image: Brett M.
Verified Enhanced Background Check
Brett M.
from
$40
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Waukesha, WI, 53189

About: With years of experience caring for animals of all ages and sizes, I specialize in providing personalized care tailored to your pet’s needs. From training energetic puppies to offering gentle, attentive care for senior pets—including administering medication—I’ve got it covered. I’m confident with large breeds and excel at handling unique situations, always ensuring your pet feels safe and loved. Every animal I care for gets the same dedication and attention I’d give my own, giving you peace of mind while you’re away. I offer a flexible schedule to accommodate all your pet care needs, whether it’s daily check-ins, overnight stays, or last-minute requests. Whether you’re heading out for a quick errand, a long workday, or an extended trip, I’m available to provide reliable, consistent care tailored to your schedule. Your pet’s well-being and your peace of mind are my top priorities, no matter the time or situation. Your pet’s safety and comfort are my top priorities. When caring for your animal in your home, I treat the space with respect and maintain a calm, secure environment they’re familiar with. I closely follow your care instructions, ensuring routines are upheld and your pet feels at ease. From feeding schedules to playtime and cuddle sessions, I provide attentive, loving care while keeping your home safe and tidy. You can trust that your furry family member is in good hands.

Sitter Profile Image: Samuel A.
Verified Enhanced Background Check
Samuel A.
from
$65
per night
5.0 out of 5 stars
23 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!

Profile image
Marit S.
Sitter Profile Image: Faith B.
Verified Enhanced Background Check
Faith B.
from
$35
per night
4.9 out of 5 stars
10 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!

Profile image
Peg H.
Sitter Profile Image: Elsie K.
Verified Enhanced Background Check
Elsie K.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Waukesha, WI, 53188

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.

Sitter Profile Image: Lauren C.
Verified Enhanced Background Check
Lauren C.
from
$38
per night
5.0 out of 5 stars
3 reviews
1 repeat client
23 years of experience
Brookfield, WI, 53045

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.

Sitter Profile Image: Tami G.
Verified Enhanced Background Check
Tami G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
78 reviews
15 repeat clients
4 years of experience
Mukwonago, WI, 53149

Tami did a great job with our black lab Hallie. I appreciated the extra care she gave her after our day was naughty and ate a large portion of glucosamine should not have. (She is a counter surfer). She called right away and monitored her-all was good. She also watered our plants for us which I really appreciated. This was our first time having Tami and I would highly recommend her. We are having her again at end of September. Great job!

Profile image
Patrice M.
Sitter Profile Image: Luminita "Aly" F.
Verified Background Check
Luminita "Aly" F.
from
$45
per night
5.0 out of 5 stars
49 reviews
17 repeat clients
12 years of experience
Waukesha, WI, 53188

I cannot say enough good things about Aly! She did an absolutely amazing job taking care of our 2 dogs and 2 cats. She has an excellent response time and updated me constantly with anything happening or questions! My lil guy has anxiety issues and he acted up a little for her and she was so diligent, let me know right away that he was not able to settle. She stayed very calm and watched him closely. We cant thank her enough for that! She took care of them all like they were her own! She left our house better than what we did!! Lol. She even did the couple dishes I had in the sink that I didnt have time to get to before we left! We did not expect that by any means! Already have her booked for another stay, we highly recommend her services! :)

Profile image
Chantel H.
Sitter Profile Image: Jen W.
Verified Enhanced Background Check
Jen W.
Star Sitter
from
$120
per night
5.0 out of 5 stars
71 reviews
17 repeat clients
30 years of experience
Waukesha, WI, 53188

Jen was amazing! Very professional and personable. She took wonderful care of Billy and sent pictures throughout the night. Highly recommend!

Profile image
Emily P.
Sitter Profile Image: Marinda M.
Verified Enhanced Background Check
Marinda M.
from
$50
per night
5.0 out of 5 stars
6 reviews
1 repeat client
6 years of experience
Waukesha, WI, 53188

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!

Profile image
Mary H.
Sitter Profile Image: vtheine@gmail.com T.
Verified Enhanced Background Check
vtheine@gmail.com T.
from
$42
per night
5.0 out of 5 stars
33 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.

Profile image
Susan K.
Sitter Profile Image: Emily M.
Verified Enhanced Background Check
Emily M.
from
$59
per night
5.0 out of 5 stars
43 reviews
11 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily stayed at our home for about 2 weeks during a vacation with our 50 pound doodle mix. She did a phenomenal job and took such good care of him! We loved getting daily photos and updates, it made us feel so happy and comfortable that he was getting good care while we were away. She left the house clean and well taken care of. She is quick to communicate, professional and kind. Will definitely continue to use her Petsitting services moving forward.

Profile image
Emily G.
Sitter Profile Image: Allie G.
Verified Enhanced Background Check
Allie G.
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Waukesha, WI, 53188

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!

Profile image
Carolyn H.
Sitter Profile Image: Michelle E.
Verified Enhanced Background Check
Michelle E.
from
$50
per night
20 years of experience
Waukesha, WI, 53188

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.

1 / 1
View more

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

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!

Profile image
Emma L.
House Sitting
5.0 out of 5 stars

Danelle is super nice and kept our young Golden Retriever very active and entertained while we were away for the weekend! She sent pictures throughout the whole weekend, which we loved!! We will definitely be using Danelle again!!

Profile image
Courtney B.
House Sitting
5.0 out of 5 stars

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!

Profile image
Megan 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!!

Profile image
Amanda H.
House Sitting
5.0 out of 5 stars

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! 😊

Profile image
Erin M.
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?

Profile image
Christine L.
House Sitting
5.0 out of 5 stars

Kandice did a great job and took very care of my pup! I got updates and she was flexible with the schedule.

Profile image
Angela N.
House Sitting
5.0 out of 5 stars

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!

Profile image
Carolyn H.
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.

Profile image
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!

Profile image
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.

Profile image
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!

Profile image
Monique W.
House Sitting
5.0 out of 5 stars

Our Chunks loved hanging out with Rowan! He got lots of excersize, love, and play time and is now sleeping peacefully because he had so much fun! Definitely will be using her again!

Profile image
Naomi N.
House Sitting
5.0 out of 5 stars

Tressa is very communicative and great with Holly. She makes sure that Holly is always comfortable and happy!

Profile image
Nolan S.
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.

Profile image
Jeff G.
House Sitting
5.0 out of 5 stars

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. 🐕 🐾🩵

Profile image
Shenlee S.
House Sitting
5.0 out of 5 stars

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.

Profile image
Maricarmen M.
House Sitting
5.0 out of 5 stars

Aly was great with our dog Penny and our cat Biscuit! She kept in touch with updates and photos while we were away and our pets were happy in their space. When we returned home, We highly recommend Aly!

Profile image
Rebecca L.
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.

Profile image
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!

Profile image
Makenzee L.
House Sitting
1 / 1
Find pet care near you

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. 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 for House Sitting in Waukesha on Rover is $38.85 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 1,267 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 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 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge