Dog Sitting Cudahy

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Sitter Profile Image: Reilly R.
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Reilly R.
from
$25
per visit
5.0 out of 5 stars
• 42 reviews
13 repeat clients
27 years of experience
Bay View, Milwaukee, WI, 53207

“Reilly did an amazing job watching our cat Marvin while we were out of the country. She was very responsive, and sent frequent updates and photos/videos during her visits. It was really great not having to worry about Marvin while we were gone, knowing he was in good hands with Reilly! I'd highly recommend Reilly to anyone here on Rover!”

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Nick P.
Sitter Profile Image: Mikeila F.
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Mikeila F.
from
$30
per visit
4.9 out of 5 stars
• 29 reviews
11 repeat clients
19 years of experience
Cudahy, WI, 53110

About: Married stay at home mom of 3 girls and 1 boy, who loves animals. Pre-covid I was a banquet cook for a living. I have always owned dogs( Pitts and huskys), cats, fish, rats, rabbits, turtles, bearded dragons, snakes, and other animals.. but currently have none of my own.. I'd love to watch others as a way for me to fill the void until I find another forever furpal. I live in a decent sized house with a nice yard so there is plenty of room for animals to roam and stretch their legs. I give animals all the attention they want and need. Couches and beds are free game as long as it's ok with you, I wouldn't want to upset what an animal is used to. At my place there are Treats walks and belly rubs galore. I am a stay at home mom so my schedule is open and my routine can be changed to fit what your pup or other animal needs. I have no animals of my own and usually only take one family at a time for boarding and 2 families for doggy daycare unless discussed ahead of time with clients so I can match your pets normal care schedule and routine.

Sitter Profile Image: Joseph F.
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Joseph F.
from
$17
per visit
4.9 out of 5 stars
• 57 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

“I wasn't sure what to expect from my two.. but everything was great! I love the pics and the "bathroom" updates. Joe is great with the "big one..Seamus" and the "little one" warmed up after she realized Joe had food...lol!”

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Jodie N.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
• 43 reviews
10 repeat clients
9 years of experience
Cudahy, WI, 53110

About: Welcome! With a passion for animals and years of experience, I have developed a strong connection with pets of all breeds, and the feedback from my clients speaks for itself. I offer affordable pricing without compromising on the quality of care, ensuring that your pet receives the love and attention they deserve. Regarding my availability, I do have a six-year-old son who will be with me occasionally, and prior to booking, it is important to consider accepting him as part of the agreement. This does not affect the quality of care, as I ensure both my son and your pet are happy and safe. Safety and trust are my top priorities. I am always mindful of your pet’s well-being, whether we’re out for a walk or spending time together at home. If we encounter other pets, I’ll ensure that the experience is positive and safe. I also respect the privacy of pet owners and follow all instructions carefully, making sure to create an environment where both pets and owners feel comfortable. Homes with cameras are always welcome, and I take great care in maintaining an open line of communication.

Sitter Profile Image: Amiey E.
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Amiey E.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
25 years of experience
Fernwood, Milwaukee, WI, 53207

About: I’m a 5-star sitter with 25+ years of hands-on experience caring for dogs and cats of all ages, including seniors, special-needs pets, and animals who require daily medication. I’m trained in both oral and injected medication administration, and I pay close attention to behavior, mobility, appetite, and comfort, especially for senior animals or those with anxiety, chronic conditions, or health concerns. In addition to home companion animals, I’ve also worked with horses and other farm animals such as goats and poultry, which taught me calm handling, awareness of body language, and how to build trust with strong, sensitive, or high-energy animals. I do my best to maintain your pet’s normal schedule, feeding plan, and daily habits. I treat your home with the same respect: I leave everything clean and tidy. I’ve house-sat for multiple families and am proud to have earned repeat clients who trust me with their pets and their home. I communicate clearly, respond quickly, and always send video or photo updates so you can relax while you’re away.

Sitter Profile Image: Sarah A.
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Sarah A.
from
$20
per visit
20 years of experience
South Milwaukee, WI, 53172

About: I’ve had cats, dogs, and small mammals in my home since I was a kid, so caring for animals truly comes naturally to me. I currently have two dogs — a male black Lab and a female Springer Spaniel — I personally potty trained my Springer and taught both dogs general obedience. I also have experience safely introducing new cats to other cats and to dogs, and I understand the importance of slow, structured transitions. I’m attentive to body language, routines, and each pet’s unique personality. Whether your pet needs structure, playtime, or cuddles, I treat every animal like my own — with patience, consistency, and lots of love. 🐾💛 I am available to assist with walks or potty breaks on weeknights after I get off work around 5pm. I have more open availability on the weekends, as I am off of work from my regular job. On weekends, I can also assist with overnights at my house on Friday and Saturday or hosting during the day. I provide a safe, loving home environment for your pet while you’re away! We have a fully fenced yard (4-5ishft) for supervised play and hardwood floors for easy cleanup. I have a gentle five-year-old daughter who is very comfortable around animals, and my husband. We have two dogs: a male black lab (not neutered) and a female springer spaniel (spayed). If your pet prefers their own space, my dogs can be kenneled in our finished basement, and kept separate to ensure everyone is comfortable. Pets are welcome to snuggle on the furniture or use a cozy pet bed. I provide food and water bowls — you just supply the food. My goal is to make your pet feel right at home!

Sitter Profile Image: Alexy & Kayla G.
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Alexy & Kayla G.
from
$15
per visit
4.9 out of 5 stars
• 94 reviews
27 repeat clients
4 years of experience
Milwaukee, WI, 53202

“Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜”

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Quinesha F.
Sitter Profile Image: Sarah A.
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Sarah A.
from
$14
per visit
10 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I’ve been a dog lover my whole life 🐶🤍 I grew up with both a Golden Retriever and a Yorkie, so I’ve had experience with very different personalities, sizes, and energy levels! I’ve cared for an older dog who needed a little extra patience and gentleness, as well as a younger, energetic pup who was always ready to play. I’ve also fostered dogs through a local humane society, which has given me even more experience getting to know new dogs, helping them feel comfortable, and giving them lots of love and attention while they’re in my care. 🐾 I know how much pets mean to their people, so I’ll always treat your pup like they’re part of the family — whether we’re going for a walk, taking a potty break, playing for a bit, or just getting some extra love while you’re away! 💕 As a teacher, I have a pretty consistent schedule, which makes it easy for me to plan pet care into my routine! 🍎🐾 I’m available after 4:00 PM on weekdays for walks and drop-in visits, and I have much more flexibility on weekends. I love having something active and fun to look forward to after the school day, and spending time with dogs is the perfect way to unwind. Whether your pup needs an evening walk, a potty break, some playtime, or a little extra attention, I’d be happy to help! 💕 I’ll always care for your pet in a way that follows their normal routine and your specific instructions! 🐾 During drop-ins, I can take them outside for potty breaks, refresh their water, play with them, give treats or meals if needed, and make sure they get plenty of love and attention. I’m also happy to crate your pup after a visit if that’s part of their usual routine. For walks, I’ll make sure your dog is securely leashed and keep a close eye on their surroundings so they stay safe and comfortable. I know every pet is different, so I’m happy to adjust to whatever makes your pup feel happiest and most at ease! 💕

Sitter Profile Image: Lucia O.
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Lucia O.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
4 years of experience
Murray Hill, Milwaukee, WI, 53211

About: Hi my name is Lucy and I am 26 years old. I have been doing freelance pet care for almost 10 years and have experience with all sorts of animals. I was active with a dog rescue for many years and through that have interacted with dogs and cats of all ages, sizes, breeds, temperaments, and medical conditions. I was also a foster and adopted out a handful of animals. I have experience walking dogs, administering medications, and dealing with all types of quirks and personalities. Animals are a passion of mine and I always strive to take care of your pet as if they were my own. I spend a lot of time with my two cats and taking care of them ever day. I also try to find time to interact with as many dogs as possible. When I am in an animals environment, I always make sure to respect their space and give them time to warm up to me being in their space. I will also always respect the clients home and do what I can for them and their pet. I will make sure to follow the instructions that I am given by the pet parent to a tee.

Sitter Profile Image: Megan S.
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Megan S.
from
$40
per visit
5.0 out of 5 stars
• 4 reviews
18 years of experience
St Francis, WI, 53235

About: Hi there! I am a current foster cat mom who watches animals as a part time gig. I have about 5+ return dog/cat sitting clients off the app but Rover is a great way to make that connection. I currently reside in St. Francis and would love to connect with anyone needing dog or cat watching. I also love dog walking as well! I’d like to think I am pretty easy going and hope to make this sometimes stressful time of you being away from your pet, as easy as possible. I had a German Sheppard before I moved to Milwaukee. Raised him as a puppy until he passed on. My family also had two labs when I was growing up and a Doberman now. I have the most experience with larger breeds but am not apposed to watching smaller breeds of dogs either. I am open to kittens, puppy’s and cats too. I am available for over night stays, early am walks and day time play. Weekend are pretty free for drop ins or overnight stays as well. Any questions, just ask! Thank you, Megan I work from home during the day and like to get out on walks. I will always be home to watch over your pooch and cat care needs. I am a caregiver and naturally very nurturing. I would treat your pet as my own. I am the go to sitter for my friend group, including 4 golden doodles and one husky!

Sitter Profile Image: Sarah J.
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Sarah J.
from
$25
per visit
5.0 out of 5 stars
• 561 reviews
99 repeat clients
5 years of experience
West allis, WI, 53219

“Sarah has become part of our family. She's an awesome communicator and is so good with my dog who has anxiety issues among other things. He just loves her, and she makes him feel safe and happy. On her own she introduced him to doggy puzzles which I hadn't thought of.”

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Cheryl H.
Sitter Profile Image: Lexie R.
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Lexie R.
from
$14
per visit
1 repeat client
12 years of experience
Sherman Park, Milwaukee, WI, 53210

About: Are used to take care of cats, dogs, and horses for as long as I can remember. My neighbors would always have me careful there’s. I have a lot of free time, so I normally take my dog on a walk or run every day. Let’s go on an adventure. I have a fenced in backyard. I have a spacious home. I live in a very quiet neighborhood. Always give them love and attention that they need.

Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$16
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
8 years of experience
Milwaukee, WI, 53203

About: I have taken care of dogs of different sizes since I was about 12 years old. Coworkers, friends and family have allowed me to dog sit their furry friends for 3+ days in addition to walking and feeding their dogs. I also trained my family’s rescue collie when he was a puppy. I currently work full time. But I will be able to watch your pup most mornings / evenings and weekends. (8 am - 530 pm) If given instructions, I will follow them perfectly. Your dog is part of your family. And my wish is to make them as comfortable as possible when walking/watching them. This could either be from petting the animal, exercising the dog, or giving the animal distance until he/she is comfortable.

Sitter Profile Image: Lily F.
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Lily F.
from
$15
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
3 years of experience
Kilbourn Town, Milwaukee, WI, 53203

About: I have taken care of dogs and cats of all ages and sizes, even dogs that can be leash, collar, and dog aggressive when walking. I am mostly available later in the week and weekends due to being a full time student, but have breaks in between my school days! There is a green area for dogs down the street from me and a quick 15 minute walk towards the lake for more walking paths!

Sitter Profile Image: Rachel S.
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Rachel S.
from
$16
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
22 years of experience
West Allis, WI, 53219

About: I’ve been both a canine and feline owner, lover, and caretaker for over the last 20 plus years. Im familiar with a variety of different breeds and temperament's. I love all animals and would love to help care for your furry family member(s). Willing to work with your schedule, as I am a stay at home parent. Also willing to care for puppies under a year, as well as senior dogs. I am currently a stay at home mom, and have a widely available schedule Monday-Sunday. I’ll be able to care for dogs and cats alike. I will utilize your home and yard however you prefer, for the accommodation of your pet/pets. As well as any crate training or other specifics you may prefer for your pet.

Sitter Profile Image: Jessica M.
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Jessica M.
from
$14
per visit
1 year of experience
Lower East Side, Milwaukee, WI, 53202

About: I currently have no dogs of my own however I have always been surrounded by dogs. Whether that be small or relatively large dogs. I am quite energetic and love spending time with any dog I come across. I got a few pets of my own :) I only work 3 days a week so most of my week I’m surrounded by a bunch of fur babies. I do not live in a house however I have a fairly large neighborhood and many parks around me in which they are dog friendly.

Sitter Profile Image: Ella E.
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Ella E.
from
$16
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Bay View, Milwaukee, WI, 53207

About: I’ve had animals my entire life, including birds, gerbils, cats, and dogs, which has given me a deep understanding of their needs and personalities. I currently have a kitty, and after recently losing my other cat, I feel even more inspired to channel my love and care into other animals. My experiences have taught me how to provide companionship and meet the needs of pets, making me a compassionate and reliable caretaker and dog walker. I’ve had animals my entire life, including birds, cats, and dogs, which has given me a deep understanding of their needs and personalities. I currently have a kitty, and after recently losing my other cat, I feel even more inspired to channel my love and care into other animals. My experiences have taught me how to provide companionship, meet their needs, and use proper training methods with plenty of patience. I prioritize your animals’ well-being, treating them as my own, and ensuring they return home safe, happy, and tired from play. As a compassionate and reliable caretaker and dog walker, I am dedicated to giving your pets the care they deserve. While I can’t take animals to my apartment, I’m happy to offer long check-ins and daily walks. As a dog walker, I’ll tailor walks to suit your dog’s breed and energy level, making sure they get the right amount of exercise. I live in a lively neighborhood and would love the opportunity to have a furry friend join me on my daily strolls, giving them fresh air, exercise, and plenty of attention!

Sitter Profile Image: Calliya S.
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Calliya S.
from
$15
per visit
5 years of experience
Oak Creek, WI, 53154

About: I’ve had friends and family members rely on me to board, walk, feed and bathe their pets! I am very attentive and have been around pets big and small since I was born! I am currently graduated and working full time! I typically have off on Fridays and weekends. I work alternating hours so evenings and mornings are possible. Let me know little things your fur baby likes or dislikes! Every animal is different. I will enjoy playing outside with your furry friend no matter the weather!

Sitter Profile Image: Angie B.
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Angie B.
from
$20
per visit
5.0 out of 5 stars
• 36 reviews
10 repeat clients
30 years of experience
West Allis, WI, 53219

“Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!”

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Becky D.
Sitter Profile Image: Zoe M.
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Zoe M.
from
$18
per visit
11 years of experience
Milwaukee, WI, 53202

About: I’ve been a pet sitter since I was a kid and i’ve loved every second of it. I know that each animal is different and i’m prepared to give your pet the care it deserves. I’m working part time with a flexible schedule but I am mostly unavailable in the mornings. I will be more available in the late afternoon and night. I have been around dogs my whole life so I am experienced in the needs of dogs in their homes. I always prioritize the pets safety according to their owners instructions.

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The median cost per visit for dog sitting in Cudahy is $20

Dog parents share their Rover experiences - Cudahy

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5.0 out of 5 stars

One of us Aussie rescues has separation anxiety, so it's difficult for me to leave the house when my wife is out of town. Angela sat with them for two mornings in a row and was terrific to work with in every way. We'll definitely work with her again whenever she's available. Thanks, Angela!

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Dave P.
Drop-In Visits
5.0 out of 5 stars

Thanks to Cory, our Siberian husky was well cared for. Cory's understanding of dog behavior and needs gave us peace of mind while we were out of town for a week. Cory communicated clearly prior to our time away so we all were on the same page. Timely check-ins and good notes let us know how our furry pal was doing throughout the day. We will be happy to ask Cory for help again the future, and to recommend his services to others.

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Bob Q.
Drop-In Visits
5.0 out of 5 stars

Hana genuinely cared for Finn. She updated me each drop in and walk and went above and beyond to make sure Finn was cared for. I would highly recommend Hana for any pet sitting needs.

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Jamie L.
Drop-In Visits
5.0 out of 5 stars

Elizabeth was very patient with our dog Cookie. She took excellent care of her while we were gone and sent text updates and photos. We will certainly ask Elizabeth to care for our dog in the future!

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Michele M.
Drop-In Visits
5.0 out of 5 stars

We love Sarah! So sweet with Sam and very flexible and accommodating with my crazy schedule. Highly recommend!

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Elise S.
Drop-In Visits
5.0 out of 5 stars

Julia has been helping me transition my new 5 month lab/boxer puppy to his new home with her drop in visits. She’s very eager to help practice basic commands, crate train, and get my pup comfortable walking around his new neighborhood. Julia asks great questions, communicates quickly, is flexible, and made me feel comfortable leaving my pup for the first time!

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Hailey C.
Drop-In Visits
5.0 out of 5 stars

Teri is the best! She’s our go-to for overnight stays and drop ins. Our elderly dog absolutely loves her. She’s great with sending pictures and updates. Would highly recommend!

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Leah B.
Drop-In Visits
5.0 out of 5 stars

Blythe is so patient with Miley! She’s very conscientious of Miley’s needs which is so important to me!

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Robin F.
Drop-In Visits
5.0 out of 5 stars

We have been using Stephanie for consistent visits with our new puppy. She has been flexible, is always very communicative, and does a great job with him. Highly recommend.

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John B.
Drop-In Visits
5.0 out of 5 stars

Thanks River, for your care of our boys! They are so calm and content when we get home when you've done drop-in visits when we're gone! It is such a relief!

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Bobbie G.
Drop-In Visits
5.0 out of 5 stars

Courtney is AMAZING! She’s always so willing to help when we need her and my pup adores her! So glad we have someone like her that is willing to help us when we need it.

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Jenna P.
Drop-In Visits
5.0 out of 5 stars

My extremely anxious dog has already warmed up to Taylor after only three visits! We really appreciate his help during our busy work weeks.

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KT V.
Drop-In Visits
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Sitters in Cudahy average 6
repeat dog sitting clients

FAQs for Dog Sitting - Cudahy

Frequently asked questions about Rover

The average cost of Dog Sitting in Cudahy is $22 per visit as of October 2026. Most bookings cost between $14 and $28 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,092 sitters on Rover offering Dog Sitting across Cudahy. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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!

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.

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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Cudahy with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Cudahy. On Rover:

  • 88% of sitters can help with special care needs
  • 95% 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.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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