House Sitting Cudahy

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

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Over 131
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: Carolina G.
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Carolina G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 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.

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Julia M.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
90 reviews
15 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: Teri B.
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Teri B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
110 reviews
42 repeat clients
16 years of experience
St. Francis, WI, 53235

Thank you so much Teri, it was wonderful coming home and seeing Simon and Clarabelle so happy after our trip. I can tell you made a world of difference compared to when we had to board them in a kennel!!! We'd love to have you watch them again and again :)

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Emily S.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
209 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Blythe always takes such good care of our dog and two cats. They are all calm when we get home (well, as calm as pets are when you return from being away), and her updates each day let us know what’s gone on while also letting us focus on our travels. Can’t recommend her enough.

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Nicole W.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
51 reviews
23 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was amazing!! She sent lots of updates on our dog and spent really good time with her the whole 5 day trip. She was in such good hands and we would DEFINITELY use her again! Thank you!!

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Elissa G.
Sitter Profile Image: Kelli H.
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Kelli H.
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 simply excellent! She was so kind to our girls and took excellent care of our home. She understood my nervous nature and sent updates to ease my worrying. Very glad we found her!

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Annika M.
Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$64
per night
5.0 out of 5 stars
122 reviews
33 repeat clients
30 years of experience
Bay View, Milwaukee, WI, 53207

About: From tables to tails: this former restaurateur turned full-time pet enthusiast wants to meet your fur baby! Truly love meeting all the silly kitties and playful doggies on this app. I have two cats and a pitbull puppy myself so I know how important routine, love, and attention is. 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! I’m living a very flexible life right now. I make my own schedule and there’s always space for cats and dogs each week. Last minute bookings are absolutely welcome. Dogs and cats both get the same attention from me. Making sure they have food and water with potty breaks and exercise! Love having couch time at the end of the visit to give them some snuggle time.

Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$70
per night
4.9 out of 5 stars
275 reviews
115 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.

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Claire L.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
190 reviews
68 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba did a great job watching my dog at my house for a day. She took her on some adventures and sent great pictures and a thorough update. She also informed my neighbor that my fridge wasn't working when I was out of town which I really appreciate. I won't hesitate to use her again!

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Jenny R.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$63
per night
5.0 out of 5 stars
34 reviews
9 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: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
22 reviews
9 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

Ashley was So responsive and Wonderful with my boys! Thankful she was able to watch them in their house!! Will definitely book again if she is willing to watch them!!

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Dena K.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$33
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Bay View, Milwaukee, WI, 53207

Sam was great with our rambunctious pup! She was so attentive to Walter, sent daily updates and photos, and left our home in stellar shape. Thank you!

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Livia A.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
12 reviews
5 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: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.

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Emma L.
Sitter Profile Image: Emily M.
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Emily M.
from
$59
per night
5.0 out of 5 stars
41 reviews
10 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily was awesome! She provided great updates throughout our trip and took excellent care of our four pets and our home. It was clear she treated them like they were her own, which gave us real peace of mind while we were away. I would highly recommend Emily and would gladly work with her again in the future.

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Jairo J.
Sitter Profile Image: Alexis G.
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Alexis G.
from
$47
per night
5.0 out of 5 stars
12 reviews
8 repeat clients
6 years of experience
Greenfield, WI, 53221

Alexis was super communicative and took great care of our dog while we were away!

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K M.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$90
per night
5.0 out of 5 stars
5 reviews
4 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: Jennifer I.
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Jennifer I.
from
$40
per night
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

Wonderful sitter! Communicative, friendly, and attentive. Took great care of my puppy while I was out of town. Will rebook.

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Shawn M.
Sitter Profile Image: Evangeline M.
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Evangeline M.
from
$38
per night
5.0 out of 5 stars
1 review
13 years of experience
Cudahy, WI, 53110

Eve took good care of our fur babies and our home. Will use her for future bookings.

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Robin N.
Sitter Profile Image: Marilia D.
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Marilia D.
from
$75
per night
5.0 out of 5 stars
84 reviews
27 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

Loved working with Marilia! We did a meet and greet beforehand and she was a pleasure. Our lil special-needs pittie mix loved her too and they shared many snuggles. She sent us lots of nice updates and photos and left our house spotless!

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Margaret M.
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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

Wonderful sitter! Communicative, friendly, and attentive. Took great care of my puppy while I was out of town. Will rebook.

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Shawn M.
House Sitting
5.0 out of 5 stars

I liked Sam from the moment I met her. At the meet n greet, she came prepared with treats to offer my 2 dogs-after asking if they were allowed to have them. She had a calming personality, and took it slow the first time meeting them. During the stay, I enjoyed the updates, AM and PM. Along with pictures. She took the dogs for walks, and ended the day with snuggles and play time. It was hard to leave my babies with someone I didn’t really know, but I trusted Sam and I’d do it again.

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Andrea C.
House Sitting
5.0 out of 5 stars

Lyly was amazing with our 3 kitties while we were out of town. It's nerve-wracking to leave for 2 weeks, but the daily pics and updates helped tremendously. Having someone stay over really helped keep their mood and spirits up and we're thankful Lyly did such a great job with them. We're definitely booking with her again!

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Lisa R.
House Sitting
5.0 out of 5 stars

Angela was amazing!!! We had never left our dog with anyone overnight and she helped me feel comfortable and at ease. She sent lots of pics and updates and loved on our guy all weekend. So grateful!

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Braelyn G.
House Sitting
5.0 out of 5 stars

Blythe always takes such good care of our dog and two cats. They are all calm when we get home (well, as calm as pets are when you return from being away), and her updates each day let us know what’s gone on while also letting us focus on our travels. Can’t recommend her enough.

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Nicole W.
House Sitting
5.0 out of 5 stars

Elba was fantastic. She loved Sydney and updated me regularly as to how she was doing. Would definitely have Elba pet sit again.

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Scott G.
House Sitting
5.0 out of 5 stars

Julianna (and her partner Ed) were amazing with our anxious pup Winnie. She was communicative beforehand, organizing a meet and greet and asking great questions. She wanted to make sure Winnie was comfortable as possible, allowing us to walk Winnie together before entering our home. During the stay, she sent regular updates with photos. Asked some clarifying questions about our pup’s favorite activities, and ultimately let us relax and enjoy our vacation. She administered our pups meds and helped us have peace of mind. Would absolutely recommend Julianna and Ed!!!

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Jenna P.
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

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

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

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
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Meet local sitters who will treat your pets like family

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Popular requests for house sitting - Cudahy

Select a filter and find qualifying sitters offering house sitting.

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 August 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 August 2026, there are 1,284 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:

  • 89% of sitters can help with special care needs
  • 96% 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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