Dog Sitting Shorewood

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Over 350
pet parents in Shorewood have booked dog sitting

Shorewood, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Cathy L.
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Cathy L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
77 reviews
24 repeat clients
20 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Very positive first rover experience for us and Pepper! Cathy was very flexible when Pepper did not want to play and just gave her lots of attention, and made sure the house was comfortable for her on a very hot day.

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Rebecca R.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
221 reviews
64 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica is very friendly and was great with my cat, Mer. She’s very communicative, provides great updates, and sends lots of cute photos each time she checks out of her visits. I felt super comfortable with Jessica being in my house while I was away and would highly recommend her to anyone looking for a sitter! 🤩

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Lauren L.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
164 reviews
46 repeat clients
30 years of experience
Glendale, WI, 53217

Kim has great communication and attention to detail. She clearly cares for animals dearly so I felt very comfortable having her check in on my cats. She gave nice updates and pictures.

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Casey O.
Sitter Profile Image: Lindsay K.
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Lindsay K.
from
$16
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
5 years of experience
Lower East Side, Milwaukee, WI, 53202

Lindsay did an exceptional job caring for my dog while I was away. She was highly communicative throughout the entire stay, spent quality time with him, and regularly sent updates and photos that gave me peace of mind during my trip. It was clear that she genuinely cared about his well-being and made sure he was comfortable and happy. I would absolutely trust Lindsay with my dog again and highly recommend her to anyone looking for a reliable and caring pet sitter.

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Patrick S.
Sitter Profile Image: David K.
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David K.
from
$25
per visit
45 years of experience
Milwaukee, WI, 53212

About: I don't actually call myself that, that's what my friends say I am. I've literally never met a dog I didn't get on famously with. I respect the fact that they are individuals with their own needs. I don't mean to sound too self assured with the title, but I earned it from friends. Whether it's running on the Lake Michigan shore or just finding a nice sunny spot to sit for a while, your pup is going to have a fulfilling day. I have huge flexibility so no worries! A last minute trip or planned weeks in advance, we can work something out. I'm here for you! Even same day! I strive for communication as much as possible between animal and human. If they're not feeling like socializing, I don't force anything. Everyone has different needs. My experience in a dog daycare really helped me read and understand dog body language to head off any issues that may arise when you're watching 12 dogs.

Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
51 reviews
16 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

Jessica took great care of my cat! It was clear from the daily cards that my cat warmed up to her quickly, and they spent good quality time snuggling and playing together.

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Justin C.
Sitter Profile Image: Zachary J.
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Zachary J.
from
$15
per visit
30 years of experience
Northpoint, Milwaukee, WI, 53202

About: Hi! I'm excited to have the chance to meet your pup(s)! I have personal and professional petcare experience. I have been lucky enough to have had dogs my whole life. I also recently spent 2 years as a professional dogwalker with Wag. I've cared and walked dogs of all kinds, older, younger, pullers, take-their-timers, and can't wait until someone wants me to take their dog for a run! :) I love puppies and helping to train, youtube certified. I have also volunteered at the Humane Society walking dogs there! For boarding, I do have a cat, but can easily separate the areas in my apartment to accommodate. I work full-time 830-5. I have a camera in my place in case of an emergency and work close enough and have amazing flexibility to make adjustments to my schedule. Safety is always the priority. Harness is preferred, but a secure collar/leash is a must. I also tend to avoid other dogs/people at all times to ensure a calm and easygoing visit. I'm very accessible by phone and follow instructions to the dot. I live steps away from the Oak Leaf Trail, so expect lovely and peaceful walks if boarding.

Sitter Profile Image: Lenys H.
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Lenys H.
from
$30
per visit
4.9 out of 5 stars
31 reviews
11 repeat clients
12 years of experience
Shorewood, WI, 53211

Lenys was amazing with my beagle. Very flexible and answered a last minute drop-in. She also sent updates and photos. Highly recommend her!! She will treat your baby like her own.

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Anya P.
Sitter Profile Image: Olivia K.
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Olivia K.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Shorewood, WI, 53211

About: I’ve been caring for pets for the past 13 years, starting with walking my neighbors’ dogs multiple times a week and stopping by to let them out when their owners were away overnight. Since then, animal care has been a constant part of my life. I’ve helped care for my own dogs in every way—from off-leash walks and swimming to bathing and attending vet appointments. My family and I have also fostered dogs ranging from 8-week-old puppies to senior pups, giving me experience with dogs of all ages and needs. In addition to dogs and cats, I have extensive experience working with horses. I also have a laid-back tabby cat of my own who’s more like a dog than a cat. I’m a huge animal lover and always care for pets as if they were my own—providing the same attention, patience, and love I’d want someone to give my animals. I’m currently a full-time student at UWM, but I have a very flexible schedule. I attend classes three days a week, and most of my coursework can be done on my laptop. This allows me to spend plenty of quality time with your pet throughout the day and easily accommodate feedings, walks, playtime, and check-ins. I care for every pet as if they were my own. I understand that for most people, pets are family, and I treat them with the same love, respect, and attention I give my own animals. When I’m caring for pets , I prioritize their safety, comfort, and routines so they feel secure and well cared for at all times.

Sitter Profile Image: Mikalanne T.
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Mikalanne T.
from
$18
per visit
5.0 out of 5 stars
61 reviews
22 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

Mika agreed to a last minute drop-in and I’m incredibly grateful! They were attentive at the meet and greet, and took great care of our many critters!

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Hope S.
Sitter Profile Image: Celia K.
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Celia K.
from
$20
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
3 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I can walk and feed your dog. I like hiking so I enjoy walking outside. If you have a fenced backyard, I'll scoop the poop in the whole yard when the dog is doing their business and then play with them in their favorite style of play. I can also drive them for vet, grooming, day care appointments subject to our agreement on these services. I live and work downtown Milwaukee, including some days that I work from home. I have a lot of extra time that I can spend with your animals. I will walk dogs on leashes unless the client has a fenced yard and specifically tells me it is ok to let the dog out there.

Sitter Profile Image: Jessica J.
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Jessica J.
from
$20
per visit
16 years of experience
Downer Woods, Milwaukee, WI, 53211

About: I’ve joyfully cared for dogs for 15+ years, from puppies to seniors with medications, mobility challenges, and special routines. I used to have my own disabled senior dog, so it’s truly an honor to provide that extra care. ❤️ I know dogs much the way they know us: through years of observation and pattern recognition. I’ve also taken several training courses, including reactive-dog training through OffLeash MKE. I believe dogs are animals just as much as they’re our beloved pets, and I make sure their doggy needs are met with plenty of exercise, stimulation, rest, fun, and love. And yes, expect lots of photos and videos! 😊 🎓 DSHA 🐧 & SMU 🐴 grad I’m a writer and energy healer who works from home, so my schedule is flexible. I get tons of inspiration from dogs and nature, so everybody wins! The care I give is based on your dog’s needs. I pay close attention to body language, boundaries, and our surroundings. At home, it’s just me and my sweet and fun 22-lb, three-year-old, spayed beagle-dachshund, Lucy. A beautiful backyard makes for very fun (and very supervised) sniff time. Plenty of parks, wooded trails, and dog-friendly Lake Michigan beaches are within walking distance. Estabrook's lovely dog park (and more trails!) is a ten-minute drive away. All people and families are welcome with me, and your home and privacy will always be treated with respect. ❤️

Sitter Profile Image: Danielle V.
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Danielle V.
from
$18
per visit
1 year of experience
Shorewood, WI, 53211

About: For as long as I can remember, I’ve been passionate about caring for animals. Whether it’s dog-sitting my neighbors’ dogs, volunteering at the Humane Society, or spoiling my own pup, Lula, I’ve always found so much joy in spending time with animals. As a nurse, caring for others is a big part of who I am, and I’d love to bring that same compassion, patience, and attention to your pets. I’m excited to spend my free time doing something I genuinely love—making sure your furry family members feel safe, happy, and loved while you’re away! I’m currently working part-time, which gives me plenty of flexibility and availability to care for your pet! I’m available on both weekdays and weekends and am happy to work around your pet’s schedule. I understand how important routine is for pets, so I’ll do my best to keep their usual feeding, walking, playtime, and rest schedule consistent while you’re away. I take the safety and security of your pets very seriously. I would love to meet them and then learn their routine, personality, and individual needs so they feel comfortable and cared for while you’re away. I’m happy to follow their usual schedule for meals, walks, playtime, medications, and rest. I also love giving plenty of attention, cuddles, and playtime when they’re comfortable with it. Most importantly, I want your pet to feel safe, happy, and loved in their own home

Sitter Profile Image: Hanna C.
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Hanna C.
from
$16
per visit
4.9 out of 5 stars
46 reviews
5 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

Hanna was such a great drop-in sitter for my cat Glenn. She provided updates and pictures everyday which gave me peace of mind while I was away. I will absolutely use her again 😊.

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Brianna S.
Sitter Profile Image: Ana B.
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Ana B.
from
$19
per visit
5.0 out of 5 stars
230 reviews
38 repeat clients
11 years of experience
Shorewood, WI, 53211

Ana always takes great care of the pups, and keeps me in the loop with details and photos. They love her too - as they give her all the snuggles, which they don’t give out easily 😅😅

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Savannah H.
Sitter Profile Image: Emily Z.
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Emily Z.
from
$29
per visit
5.0 out of 5 stars
68 reviews
28 repeat clients
20 years of experience
Milwaukee, WI, 53211

Emily was quick and responsive to a last minute drop in request. She provided a thorough note after her visit letting me know how they spent their time and my pup’s behavior and mood. I appreciate her being so responsive and thorough!

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Erin C.
Sitter Profile Image: Allison A.
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Allison A.
from
$15
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Cambridge Heights, Milwaukee, WI, 53211

About: Hello! I'm the dog lady you hear about on social media. No matter where I am, I stop to ogle at dogs! I've been around them my entire life and I wouldn't have it any other way. When I was a child my family owned a boarding and grooming kennel in Long Island. My parents have bred collies for 30 years and I've cared for them at all ages. I've been pet sitting for friends as an adult and worked for the Denver Dog Walking Company professionally. I am a full time professional virtual educator, dog mom, distance runner and have open availability to love on and exercise your furry family. Our home welcomes dogs for short and long stays and I'm also available for walks and sits in your own home.

Sitter Profile Image: Nicole K.
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Nicole K.
from
$18
per visit
5.0 out of 5 stars
3 reviews
11 years of experience
Milwaukee, WI, 53211

About: To be completely honest, I was afraid of dogs when I was a child. But since my family got our puppy in 2015, my love of dogs has skyrocketed. Now when I see a dog, I have this intuition to pet them, with permission of course. So with my care, there will always be love in the air! A little fun fact about me is that I love to go for walks. So watch out furry friends, the feeling of being worn out is coming your way! I am a full-time student, however, I do have time during the day on Monday, Wednesday, and Fridays to hang around with your furry friends! My time range is from 11-3:30. Or perhaps you’re stuck at work late in the night, and your dog or cat has been crossing their legs to use the bathroom, and I am more than welcome to stop by and take them outside any night of the week (after 6 pm)! Just like people, your animal should have food, water, and exercise. I will take your dogs and/or cats on walks and make sure their dishes are filled with water. And give them lots of pets as well, because what animal doesn’t like a little love?

Sitter Profile Image: Sara D.
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Sara D.
from
$13
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
7 years of experience
Milwaukee, WI, 53211

About: I’ve taken care of dogs since I was 10. Your dogs are my upmost priority. I have had much practice with walking, feeding, and bathing dogs. It is important for while you are away to have a carefree time. When you book with me, you will get those services! In my line of work, I have pretty flexible hours. The times that best fit your doggie needs, usually can work for me! Booking with me you are able to get the smoothest experience possible. I take this job very seriously. I will be a diligent pet sitter, and ensure the best experience possible. I will like to have a meeting prior to my services. In this meeting I will ask about your dog, their needs, their daily routine and anything that I should be aware of.

Sitter Profile Image: Miranda E.
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Miranda E.
from
$20
per visit
5.0 out of 5 stars
11 reviews
17 years of experience
Riverwest, Milwaukee, WI, 53212

Miranda was prompt, communicative, and reliable! She clearly loves dogs! We will definitely request her services again.

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Rebecca S.
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The median cost per visit for dog sitting in Shorewood is $20

Dog parents share their Rover experiences - Shorewood

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5.0 out of 5 stars

Ana gave excellent care to our dog while we were away! She was timely and sent detailed reports and pictures each time she dropped in to take care of our dog. She also gave our dog lots of attention and snuggles! I would highly recommend her for any of her services!

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Elizabeth D.
Drop-In Visits
5.0 out of 5 stars

Bria B was exceptional, flexible and amazingly attentive to our dog, Lenny Bruce, and senior cat, Sam. She stayed extra and checked in multiple times when Lenny Bruce was struggling with a thunderstorm. We are so appreciative for her visits and would definitely rebook her for future visits.

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Morgan K.
Drop-In Visits
5.0 out of 5 stars

This was our first time using Moriah, and we will definitely use her again. She was prompt and timely for our meet and greet. She sent us plenty of pictures and gave us a good, detailed recounting of her visit.

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STEPHANIE R T.
Drop-In Visits
5.0 out of 5 stars

Linda was able to come visit my puppy very last minute and I appreciate her availability. She answered promptly to my questions and kept me updated during the visit. I was nervous as this was my first time using Rover, but she was very kind and understanding.

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

Jan was a perfect Dogsitter for my 3 year old St. Bernard who doesn’t always like everyone. She instantly got along with him & knew just what to do regarding care. Sent me photos of sessions. Definitely would recommend!

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Katharine H.
Drop-In Visits
5.0 out of 5 stars

Angela took wonderful care of Elliott during her twice-daily visits. She showed tremendous patience with him and let him warm up to her at his own pace. By her final visit, he allowed her to pet him and take him into the yard—a big accomplishment! She also thoughtfully handled a few extra details around the house. I truly appreciated her reliable and compassionate care. I highly recommend.

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

Carrianne was the best! She was very flexible and our girl really loved her visits! Carrianne’s communication is top notch too. Felt very informed and assured that Frannie was being well taken care of. Highly recommend and will absolutely hire her again.

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

Lisa is the best, my dog is a little quirky and does not warm up to new people easily and he let her clean and wrap a wound he got on his leg and let her hand feed him! She went above and beyond in every possible way and I could not have asked for a kinder and more competent sitter for Arrow! Highly recommend!! ❤️

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Tanina A.
Drop-In Visits
5.0 out of 5 stars

Emily was great with Teddy! She kept us updated, followed his routine, and took great care of him. Teddy seemed really comfortable with her. We’d definitely book with her again! 🐾

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Sarah W.
Drop-In Visits
5.0 out of 5 stars

Mika agreed to a last minute drop-in and I’m incredibly grateful! They were attentive at the meet and greet, and took great care of our many critters!

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

Lindsay was so great with our boys! She made sure to send photos during every visit and was easy to get a hold of! We will definitely be booking with Lindsay again :)

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

We had a great experience with Travis, and will absolutely book with him again. He was responsive, easy to communicate with, and kept us updated while we were away. Our dogs were happy, healthy, and well cared for when we returned, which gave us a lot of peace of mind. We highly recommend him to anyone looking for a reliable and caring dog sitter.

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Jennica W.
Drop-In Visits
5.0 out of 5 stars

Alex was wonderful as always!! Thank you so much for being so loving, attentive, and communicative!! We appreciate you so much 🫶🏼

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Stefanie V.
Drop-In Visits
5.0 out of 5 stars

Jessica was great with my German shepherd, my dog has been going through some health issues and when I went out of town for 4 days I needed someone to come take care of her 3 times a day and mix up her special food, take her for walks and monitor her potty breaks. Jessica was also super flexible with the timing of her visits and made this potentially stressful time super easy for me and my dog. 5 stars. Would reccomend her to anyone.

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

Carole is a fantastic pet sitter. Timely, efficient, very communicative and a great companion for our dogs. Would recommend without hesitation. Thank you!

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

Katie provided peace of mind and lots of great love and attention to my two dogs. I can’t wait to have her help again in the future!!

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Tonya N.
Drop-In Visits
5.0 out of 5 stars

appreciated Jessica popping over to reacquaint herself with my pup and house etc before our booking. she did all we talked about in 2 timely drop in visits and kept me informed. highly recommend!

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

Christie did a phenomenal job taking care of our pup! She is great with him and very communicative throughout each drop in.

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

Maggie was easy to work with, very responsive, and had an amazing time with my pup. Would love to have her watch my dog anytime!

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

We loved having Elizabeth as a rover for the past year and half. Posie was always excited to see Elizabeth and she always communicated quickly with me for any bookings and details. I would highly recommend!!

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Cassie D.
Drop-In Visits
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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Shorewood

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Sitters in Shorewood average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Shorewood

Frequently asked questions about Rover

The average cost for Dog Sitting in Shorewood on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 2,116 sitters on Rover offering Dog Sitting across Shorewood. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Shorewood stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Shorewood 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 short introductory meeting between you, your dog, 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.

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 Shorewood 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 Shorewood. On Rover:

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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 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.

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