House Sitting Cudahy

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

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Over 130
pet parents in Cudahy have booked house sitting

Cudahy, 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: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
206 reviews
70 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.

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Megan S.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$50
per night
4.9 out of 5 stars
38 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

Carolina was amazing and very attentive to our cat’s needs. She provided daily updates and plenty of photos/videos. She took great care of him and will definitely book her in the future!

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Peter N.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
85 reviews
13 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lynette continues to be a star with our dogs. They are both rescues and have special issues. They love lynette and she is so good with them. Thank you Lyly!!!

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Bill B.
Sitter Profile Image: Daniela & Michael P.
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Daniela & Michael P.
from
$65
per night
4.9 out of 5 stars
295 reviews
166 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

Daniela and Michael were wonderful throughout the weekend! We received updates everyday and when we arrived home, the girls were very content and well taken care of. The house was also clean and neat. We will definitely be booking with them again! Thanks so much for taking such great care of our fur babies!!

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Kimberly M.
Sitter Profile Image: Kelli H.
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Kelli H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

Kelli was absolutely AMAZING!!! She was a great communicator and provided the perfect amount of updates for us. We will 1000% be using her in the future!

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Benjamin K.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$45
per night
4.9 out of 5 stars
48 reviews
22 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future

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Amy G.
Sitter Profile Image: Alexandra I.
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Alexandra I.
Star Sitter
from
$80
per night
5.0 out of 5 stars
23 reviews
4 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

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Phil S.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$50
per night
5.0 out of 5 stars
12 reviews
1 repeat client
10 years of experience
Wilson Park, Milwaukee, WI, 53221

Brianna was super responsive and kind! She was responsive to our dog’s needs and asked appropriate questions about his care. She left our house clean. We would have her sit for us again!

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Miranda D.
Sitter Profile Image: Lucia H.
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Lucia H.
from
$50
per night
5.0 out of 5 stars
5 reviews
4 years of experience
St. Francis, WI, 53235

About: I have 3 cats & a dog who I treat as if they were my biological children. One of my cats & my dog are medically “blessed,” so I have experience giving meds & sticking to dietary restrictions. They are also anxious creatures, so I’m more than experienced in the world of patience. I foster for a cat rescue who saves stray cats & have experience with getting cats/kittens to trust me. I work full-time but am available weekday evenings for drop-ins & walks. I am available for boarding & house-sitting on weekends or over holidays. My weekends are flexible, so I can also accommodate medication schedules easily With a fenced in yard, dogs can enjoy time outdoors safely. I live in a quiet neighborhood that allows for nice walks. My dog & cats are very laidback. For other dogs, after a proper introduction, my dog loves playing with other dogs & is cat savvy. Since I foster, I also have a separate room where I could keep any cat guests.

Sitter Profile Image: Samantha S.
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Samantha S.
from
$30
per night
1 repeat client
10 years of experience
Bay View, Milwaukee, WI, 53207

About: No kids or pets of my own and a big Jeep means my outdoorsy lifestyle is open and flexible for your fur babies. I'm experienced with dogs from all walks of life, from your social butterflies to your shy guys, your runners fetchers swimmers and wrestlers, you name it, I'm down for it. I have confident experience with reactive dogs and big breeds especially. I'm a part time barista, working mostly evenings, so morning and mid-day walks work best for me. I am available for night walks after work as well, if that works for your schedule. Weekend boarding is best with advance notice, as I occasionally pick up Friday and Saturday shifts at the coffee shop. I live on the second floor with access to a fenced in backyard. Hardwood floors in home. No kids or other pets of my own. I do have houseplants if your dog is sensitive to soils, fungus, or has a history of plant eating. Crating is an option I'm comfortable with if that's what helps your furry friend feel safe, though my ideal set up is to share my whole space and enriching lifestyle with your pup, or to visit them in their home where they're already comfortable. I'm mobile with the Jeep as well, so we don't have to stick to my neighborhood if your dog is reactive and needs some extra space.

Sitter Profile Image: Anna S.
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Anna S.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
Oak creek, WI, 53154

Anna was amazing!! She sent us photos and updates every day and cared for Cleo as if she were her own dog. She was incredibly attentive, super clean, and even left our apartment looking better than when she arrived. We couldn’t have asked for a better sitter.

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Dayne R.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
7 years of experience
Cudahy, WI, 53110

About: Frequent walker that would be happy to have a dog join. I also have a backyard that I maintain all of the time for use. I do not have a dog of my own and typically only watch one dog (or two if you have two) at a time leaving your dogs needs at the priority! I work remote so will always be able to be responsive when sitting. Also have a 700+ day 10,000 step streak so doing lots of walking currently! Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!

Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!

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Kristina P.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!

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Jeremiah W.
Sitter Profile Image: Devon W.
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Devon W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
141 reviews
53 repeat clients
20 years of experience
Fernwood, Milwaukee, WI, 53207

Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.

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stephanie j.
Sitter Profile Image: Jalyn K.
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Jalyn K.
from
$35
per night
5.0 out of 5 stars
4 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

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Tom G.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
210 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

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Carlie V.
Sitter Profile Image: Emma G.
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Emma G.
from
$90
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

Emma was so sweet with my little senior dog! My dog has various quirks and some chronic health and anxiety isssue and Emma was very accomadating with it all! She was also a great communicator and would check in and ask questions to clarify if she needed anything. I would definetely recommend her to anyonne and would trust her again with my furbabies <3 Thanks so much Emma!

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Adriana S.
Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$53
per night
5.0 out of 5 stars
110 reviews
28 repeat clients
30 years of experience
Bay View, Milwaukee, WI, 53207

About: Former 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. Feel free to ask me to water your plants, feed your fishies, or bring in the mail/packages while you’re gone! 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, a cats dream

Sitter Profile Image: Laurie P.
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Laurie P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
117 reviews
49 repeat clients
35 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Upon meeting Laurie for the first time, my husband & I felt incredibly comfortable having her care for our pups in our home!!! During our meet & greet Laurie asked all the right questions to ensure us that she will keep my pups on routine & our home safe. She kept us up to date daily with texts & pictures! Our pups loved her & couldn't stop talking about her when we returned from our vacation! :) Plus, Laurie kept our house just as we left it. Will definitely be asking her to sit for us again!

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Melissa J.
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The median cost per night for house sitting in Cudahy is $50

Pet parents share their Rover experiences - Cudahy

1 / 1
5.0 out of 5 stars

Lynette provided excellent care for our little guy Rocky. Very communicative and sent great updates while house sitting for us. Would certainly have her care for our dog again!

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David B.
House Sitting
5.0 out of 5 stars

Carolina was amazing and very attentive to our cat’s needs. She provided daily updates and plenty of photos/videos. She took great care of him and will definitely book her in the future!

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Peter N.
House Sitting
5.0 out of 5 stars

Julianna and her partner were wonderful! Violet loved them and was well taken care of. She was easy to get ahold of as needed and gave daily updates. Would definitely book with her again!

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Kayla U.
House Sitting
5.0 out of 5 stars

I couldn’t have asked for a better experience with Hanna! She was absolutely great and took the time to meet Vincent prior to staying with him for the night, which put my mind at ease immediately. She was wonderful about keeping me updated and asking great questions throughout the stay and sent pictures, which I really appreciated. Most importantly, Vincent loved her! I highly recommend her to anyone looking for a reliable and caring companion for their dog.

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Lilly M.
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!

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Casey H.
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.

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Brianna J.
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%!

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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!

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Rebecca 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.

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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!

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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.

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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

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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.

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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!

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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!

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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.

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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 💕

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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!

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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

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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.

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Megan S.
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.

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

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 $43.48 per night (as of July 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 July 2026, there are 1,310 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.

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