House Sitting Cudahy

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

End
Search

Over 129
pet parents in Cudahy have booked house sitting

Cudahy, Find top rated house sitting

1 / 1
Sitter Profile Image: Joseph D.
Verified Enhanced Background Check
Joseph D.
from
$28
per night
4.8 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Wauwatosa, WI, 53213

About: I’ve been looking after fluffy frens of all shapes and sizes from a young age. My time doing a full house/dog sitting gig was for my grandparents and their French bulldog, Sugar (miss you, Sugs!). Since then I have been the go-to for my friends and family for taking care of their for legged family. I make sure your fury family gets the love and care they need, whether you just have one smol dog or a pack of greyhounds. I currently had a stretch of rough health luck, but my ails are your pups gain! I’m currently on the mend, and it’s going well, but between jobs, so my schedule is wide open. I’ll have the time to give your pups the TLC they deserve! Currently unavailable to board pets at my house, but I will make sure to treat all pets in a safe and caring way. I’ll treat them like a newborn baby, because hey, in a way they are!

Sitter Profile Image: Rebecca M.
Verified Enhanced Background Check
Rebecca M.
from
$28
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Upper East Side, Milwaukee, WI, 53211

About: I’ve been caring for dogs for over 5 years, and I truly love getting to know each pet’s personality and routine. Friends, neighbors, and family have trusted me to walk, feed, play with, and stay with their pets while they’re away. I especially enjoy longer stays because it gives dogs time to feel comfortable and settled, and I love being able to build that trust with them. One of my favorite parts is taking dogs on enriching walks, keeping them active, engaged, and happy, and making sure they feel safe, loved, and well cared for while their owners are away. I work remotely, which gives me a flexible schedule and allows me to give pets plenty of attention throughout the day. I’m able to keep up with walks, feeding schedules, playtime, potty breaks, and companionship, especially during longer stays when consistency and routine are important. I always try to make pets feel as comfortable and relaxed as possible by sticking closely to their normal routine and giving them lots of attention and care. I pay close attention to each dog’s personality, energy level, and needs to make sure they feel safe, happy, and comfortable while their owners are away. I’m attentive on walks, respectful of clients’ homes, and committed to providing reliable communication and updates throughout each stay.

Sitter Profile Image: Alexandra I.
Verified Enhanced Background Check
Alexandra I.
from
$50
per night
5.0 out of 5 stars
21 reviews
2 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex did a great job with Tucker. She bonded with him immediately, he was feed, walked and pampered. Communication was excellent, we got lots of photos and updates. We will definitely use Alex again

Profile image
Phil S.
Sitter Profile Image: Lynette F.
Verified Enhanced Background Check
Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
81 reviews
10 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lynette was responsible, reliable, and so sweet to our pups. She made sure they had food and plenty of attention. She’s sent great photos and we would absolutely trust her with our dogs again!

Profile image
Lauren E.
Sitter Profile Image: Patricia N.
Verified Enhanced Background Check
Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
102 reviews
30 repeat clients
30 years of experience
Franklin, WI, 53132

We loved having Pat watch our 2 fur boys. She sent pics and texts and we felt so comfortable knowing that Dill and Rocky were in great hands!!

Profile image
Linda G.
Sitter Profile Image: Jalyn K.
Verified Enhanced Background Check
Jalyn K.
from
$35
per night
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Cudahy, WI, 53110

Great service and sent photos of kadee for her stay. Checked in regularly as well. Will use again

Profile image
Tom G.
Sitter Profile Image: Alena H.
Verified Enhanced Background Check
Alena H.
from
$55
per night
4.8 out of 5 stars
5 reviews
16 years of experience
Milwaukee, WI, 53233

Alena did a great job taking care of my pup! I booked on short notice, and she was extremely gracious and accommodating, and even she made time for a meet and greet prior. She was prompt in responses when I reached out and sent check-in updates and photos as well. I would definitely recommend and will be rebooking if the need arises!

Profile image
Mandy S.
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Keisha P.
from
$45
per night
4.9 out of 5 stars
45 reviews
20 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was great! She watched our 2 doodles, one with a bit of an attitude! She sent texts when she had questions and sent us pictures. Will definitely book with her again!

Profile image
Marie G.
Sitter Profile Image: Nina W.
Verified Enhanced Background Check
Nina W.
from
$40
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Avenues West, Milwaukee, WI, 53233

Nina is kind and caring and communicative. She took great care of my dog and kept me updated while I was gone

Profile image
Julia S.
Sitter Profile Image: Blythe R.
Verified Background Check
Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
204 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Blythe was amazing! I booked with her based on her endless positive reviews and was not disappointed. I have a blind senior dog who needs medication and Blythe went above and beyond to make me feel less anxious about leaving her for the first time for a long weekend. She was communicative, patient and kind—I will definitely be booking with her for my next trip.

Profile image
Megan S.
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check
Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
54 reviews
22 repeat clients
40 years of experience
Milwaukee, WI, 53202

Melissa is a great overnight dogsitter. She followed all the instructions for my dog and bullies have a lot of instructions. Ha! She provided updates everyday and you can tell she enjoys dogsitting. I came back to happy dog.

Profile image
Tammy W.
Sitter Profile Image: Nikki G.
Verified Enhanced Background Check
Nikki G.
from
$65
per night
5.0 out of 5 stars
16 reviews
1 repeat client
7 years of experience
Milwaukee, WI, 53208

Nikki did an excellent job caring for our puppy, Moose, and Kitty, our 10yo cat! She stayed in our home, which was great for our pets, because in the past we’ve utilized drop-in sitters, and they did not drop-in as often as they should have. But with Nikki there, they had plenty of attention since she was staying at our house and working from our house. She went above and beyond in making sure that our house was clean when we arrived home. She sent pictures and updates and even watered our vegetable plants while we were away. If you need an in-home pet sitter that will lessen the stress on your pets (and you) while you are away from home, consider Nikki!

Profile image
Emily S.
Sitter Profile Image: Angela R.
Verified Enhanced Background Check
Angela R.
Star Sitter
from
$53
per night
5.0 out of 5 stars
104 reviews
24 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

About: Ex restaurant owner turned private chef and animal sitter (what is this life?!). Love meeting all the silly kitties and playful doggies on this app. I have two cats and a pitbull puppy. I specialize in giving insulin if needed, medication/pills, and telling your cat/dog how pretty they are. Very flexible, wide open schedule right now! My schedule was limited to cat visits but now I’m open to pups now that my puppy isn’t as demanding of my time I have two very nice dog friendly cats and a crazy puppy!! I also have an empty room that fully set up for cat boarding! Tons of windows and couches

Sitter Profile Image: Carolina G.
Verified Enhanced Background Check
Carolina G.
from
$50
per night
4.9 out of 5 stars
37 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

Carolina was super respectful of all of our instructions for caring for the cat and dog. She sent many pictures and videos along with detailed updates. We have no question that they were well taken care of and they were happy when she was here.

Profile image
Julia M.
Sitter Profile Image: Angela N.
Verified Enhanced Background Check
Angela N.
from
$30
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Gateway-Green Valley Ranch, Wauwatosa, WI, 53226

Angela did a great job making my dog feel comfortable while I was not home, My little dog is very afraid of storms and Angela was great at staying with her and making her feel as comfortable as possible during the storms. She communicated with me to let me know Zara was doing well. I would defiantly use her again to take care of my dog

Profile image
Kathy S.
Sitter Profile Image: Alexy & Christian G.
Verified Enhanced Background Check
Alexy & Christian G.
from
$40
per night
4.9 out of 5 stars
85 reviews
25 repeat clients
4 years of experience
Milwaukee, WI, 53110

Alexy & Dylan were great. Loved getting all the pictures and updates while we were away. Will definitely be using them again! Thank you so much!

Profile image
Kassandra W.
Sitter Profile Image: Travis H.
Verified Background Check
Travis H.
Star Sitter
from
$80
per night
5.0 out of 5 stars
349 reviews
108 repeat clients
35 years of experience
Milwaukee, WI, 53212

Travis was excellent. Great communication, very responsive. Felt comfortable him taking care of our dogs. Will definetly use him in the future. Enjoyed getting pictures everyday of the dogs. Came home to a spotless house. Definetly 5 star.

Profile image
Brian S.
Sitter Profile Image: Laurie P.
Verified Enhanced Background Check
Laurie P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
116 reviews
49 repeat clients
35 years of experience
Historic Third Ward, Milwaukee, WI, 53202

I am so happy to have found Laurie when I needed someone to take care of my cat Harley while I was gone on an extended vacation. First she explained how Rover works as I was new to the app and helped me fix up a couple things. While away she spent time with Harley as agreed. She worked with him wonderfully where he was snuggling with her by the end. I got pictures every day of their different interactions. Upon return, Harley was in good spirits. He missed me but having someone spend the time she did was perfect for him. The house was in excellent order also. I highly recommend Laurie if you need a pet sitter.

Profile image
Marie T.
Sitter Profile Image: Jessica W.
Verified Enhanced Background Check
Jessica W.
from
$40
per night
5.0 out of 5 stars
55 reviews
12 repeat clients
10 years of experience
Lower East Side, Milwaukee, WI, 53202

Wish I could give Jessica more than 5 stars. My old little dog is super anxious and has only been babysat once before and she didn't warm up to the sitter at all. Soon after leaving, Jessica was sending pics of Dingo sleeping in her lap. This is TOTALLY out of character for a dog that sits staring at the door vibrating everytime I leave. I would have zero hesitation and feel zero guilt leaving my dog again for a fun night out if I had Jessica watch her. Can't recommend her highly enough. Thanks again Jessica!!!

Profile image
Anaujit K.
Sitter Profile Image: Michelle Z.
Verified Enhanced Background Check
Michelle Z.
Star Sitter
from
$70
per night
5.0 out of 5 stars
42 reviews
12 repeat clients
3 years of experience
Sturtevant, WI, 53177

Michelle was great with our 2 dogs. One dog is very shy, and nervous. Michelle gave her the space & time, to be comfortable with her. She took great care of the dogs, as well as, our home. She was great at communicating, sending updates, and pictures. We'll definitely be using her again.

Profile image
Jean B.
1 / 1
View more sitters

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

Pet parents share their Rover experiences - Cudahy

1 / 1
5.0 out of 5 stars

F for Fantastic. Spotless home and a happy dog. What more could one ask for? I just moved to the area, Julianna was very welcoming and gave many tips on areas and spots I can take Oscar(my dog) in Wauwatosa. Would rover again! 10 stars if it allowed it. A job well done.

Profile image
Dante P.
House Sitting
5.0 out of 5 stars

Mia was wonderful staying with our two dogs for the weekend. Great communication and we loved her updates with cute photos!

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

Carolina was great! Verbena had such a good time, and I loved the photos and videos! Thanks so much for taking such wonderful care of her.

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

Eleanor was extremely communicative and responsible which made us very comfortable leaving the care of our home and our pup with her. She had an instant connection with our cockapoo at the meet & great which was evident in the photos from their time together as well. We’d highly recommend Eleanor to anyone looking for a thoughtful and loving sitter.

Profile image
Brianna J.
House Sitting
5.0 out of 5 stars

Lynette took great care of our doggos! She kept us updated the whole time. I would highly recommend her!

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

Amazing with our 3 cats and was so attentive! She was wonderful with last minute directions for one of our cats who ended up having a medical issue and tended to his needs perfectly! Would recommend 100%!

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

Elba is wonderful! She just watched my senior dog Fern for the first time while I was on a 5 day trip and I was able to fully relax and not worry as I received daily photos and updates from her. Fern felt so comfortable with her also and got lots of love, attention and walks not to mention receiving all her daily meds on time. I will definitely be using Elba’s services again!

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

I don't want to leave too positive a review (even though it is 100% warranted) because the last time I did that our sitter got so busy we are not able to book them anymore. All joking aside, Sara was beyond wonderful. She provided us with updates (even during a major storm), pictures and most importantly to us, she went above and beyond with our taking care of our post surgical Ollie who is needing a lot of extra care.

Profile image
Brian I.
House Sitting
5.0 out of 5 stars

Blythe was absolutely amazing with Prema! She was true to her word and took care of my pup in every way possible with so much love and attention that I think she was missed even after my return! Blythe was the first Rover I've used where I didn't have to worry about the care of my pup and I appreciated the updates with pics throughout the day. I'd happily use Blythe again for all our vacations going forward!

Profile image
Natalie T.
House Sitting
5.0 out of 5 stars

Tanya was fantastic with my crazy dogs! She went above and beyond in communication and made us feel so comfortable leaving our dogs for a few days. Our dogs required special care and minimal time alone and Tanya accommodated all requests. We will be using her every time we need a dog sitter! Highly recommend.

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

Bryana was great! She checked in every day and sent pictures of the dogs. Getting updates about how they were doing made me feel a lot better about leaving them. Overall very happy

Profile image
Christina J.
House Sitting
5.0 out of 5 stars

Margaret had great communication. She sent pictures daily. Both animals were sleeping soundly when we got home. Everyone look beyond content. I would recommend Margaret and use her again.

Profile image
Regina R.
House Sitting
5.0 out of 5 stars

Wow! Definitely recommend River. She worked with us over the course of a few home visits to get our nervous, anxious dog acclimated to her. Then we had her dog sit in our house for 8 days. They became best of friends. She kept the house in tip-top shape and even left little gifts for my human children. Will definitely have her back!

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

Jessica is an ideal caregiver for our cat while we were out of town. She punctual and great communication. We highly recommend Jessica. Thank you!

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

Kim is incredible! We feel so comforted when Kim is staying at our home with our two dogs when we are on vacation. She is an excellent communicator and we get the cutest pictures and updates and know they are in the best hands. We are so grateful.

Profile image
Erin P.
House Sitting
5.0 out of 5 stars

Taylor took care of my son (Zipp) during the winter in Wisconsin. You can tell Taylor loves dogs, he sent me videos playing with Zipp and taking him for walks in the snow. Thank you Taylor! I would book again!!! Zipp was so happy when we got home, on the couch like we never left 💕

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

Sarah was incredible. Very dependable and sent lots of pictures and updates….most importantly the dogs loved her. Highly recommended!

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

We always enjoy Paige and our pets love her so much. She is so caring and thoughtful and always goes above and beyond

Profile image
Megan K.
House Sitting
5.0 out of 5 stars

I've used a few amazing Rover sitters, but Maggie is my go-to gal. I have the world's best cat and a blind senior dog who can be a bit of a challenge, and they both love her. I always feel at ease when she's house sitting.

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

I couldn't be happier with my experience! Margaret was amazing with Theo — attentive, communicative, and clearly a true dog lover. I received regular updates, photos, and videos, which gave me so much peace of mind while I was away. When I came home Theo didn't even want Maragret to leave! I’m so grateful to have found someone I can fully trust, and I’ll definitely be booking again. Highly recommend!

Profile image
Marleigh P.
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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in Cudahy average 4
repeat house sitting clients

FAQs for House Sitting - Cudahy

Frequently asked questions about Rover

The average cost for House Sitting in Cudahy on Rover is $42.8 per night (as of June 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 June 2026, there are 1,300 sitters on Rover offering House Sitting across Cudahy. 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 Cudahy 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 Cudahy 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 Cudahy 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 Cudahy. On Rover:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% 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