Dog Sitting Shorewood

Book a Shorewood dog sitter to watch your dog in your sitter’s home or yours.

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Over 365
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.

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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 did a wonderful job taking care of my two cats while I was away on vacation! She was prompt, communicated very well, and sent lots of photos. I would highly recommend her to anyone looking for a pet sitter!”

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Aisling N.
Sitter Profile Image: Robert E.
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Robert E.
from
$14
per visit
5.0 out of 5 stars
• 4 reviews
20 years of experience
Northpoint, Milwaukee, WI, 53211

About: I was a kennel worker for three years through high school and college, taking care of dogs of all shapes and sizes. I have experience with anxious, aggressive and hyperactive dogs. I’ve been taking care of family and neighbors dogs since I was little. In fact, my first job was walking the neighbor’s dog for 5 dollars a week! I’m also a cat dad to two lovely cats, with experience cat sitting for family and friends as well. I’m a part time employee so I’m free to walk or dog/cat sit during the day on weekdays. I have some availability on weekends, but coach baseball so it depends on that schedule. I have experience working with anxious and nervous pets and will create a calm and safe environment when I come to your home. I have no problem crating dogs or administering medication to pets even if anxious/aggressive.

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

“Lindsay was great! My cat loved her right away, and she was consistent and communicative during my time away from home. Will definitely rebook!”

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Margaret G.
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: Jessica K.
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Jessica K.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 55 reviews
17 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: Elizabeth C.
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Elizabeth C.
from
$16
per visit
5.0 out of 5 stars
• 10 reviews
6 repeat clients
10 years of experience
Milwaukee, WI, 53211

“These reviews are tough to give because I’m not actually home to evaluate the individual watching my cute pupper. However, positive things I really enjoyed about Elizabeth is that she stayed in touch throughout the day, sent pictures, and arrived at the times we discussed ?. My pup when I got home seemed happy and safe ?. Would use her again for sure!”

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Logan D.
Sitter Profile Image: Kayla D.
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Kayla D.
from
$14
per visit
5.0 out of 5 stars
• 3 reviews
5 years of experience
Milwaukee, WI, 53212

About: Hi I’m Kayla! I first started dog sitting while babysitting for families who also had pets. Over time, I realized how much I genuinely enjoyed caring for dogs, just as much as I love caring for children! That inspired me to expand my experience and combine two things I truly love. 🐶❤️ I currently work in ABA therapy, which has helped me develop patience, compassion, and a strong understanding of individual needs. I’m excited to offer loving, reliable pet care while earning extra income doing something I genuinely enjoy. Whether your pup needs walks, playtime, cuddles, or simply some extra company, I’m here to make sure they feel safe, comfortable, and loved while you’re away. And I have to admit, I’m a sucker for puppy kisses! 🥹💕 If your dog isn’t a fan of kisses or has any boundaries I should know about, please let me know! I want to respect their comfort and make sure every interaction is positive and on their terms. I’d love the opportunity to meet your furry family member and give them all the love and cuddles they deserve! 🐾❤️ Pet care fits into my schedule really well! 🐾 I work Monday–Friday from 8:30 AM–4:30 PM, but I have a flexible schedule depending on my workday. I’m also less than 10 minutes from my job, so if your pet is staying at my home, I can use my 30-minute break to stop by, let them out, take them for a quick walk, or give them some playtime and attention. My job also occasionally offers flexible start times or early releases when our schedule allows, which gives me additional opportunities to provide care throughout the day. Outside of work, I’m very much a homebody and enjoy spending my evenings at home. I love the idea of having a furry companion around, so pet sitting feels like a wonderful way to spend my free time while giving your pet love and attention. ❤️ I’m generally available on weekends, too! I do attend church on Sundays from 11 AM–1 PM, but I’m happy to plan around that and make sure your pet still receives the care they need. 🐶🐱💕 I have a cozy, pet-friendly apartment where your furry friend can feel comfortable and at home! Whether your pet stays with me or I care for them in your home, I’ll treat them with the same love, patience, and respect I would want for my own. I understand how important it is to trust someone with your pet and your home, which is why I prioritize safety, cleanliness, and following your pet’s routine and boundaries. I’ll also treat your home with the same respect and care I show my own. I’m also very open to communication and want you to feel comfortable while your pet is in my care. Whether you prefer photos, regular updates, or even a FaceTime call, I’m happy to keep you informed and give you peace of mind. My goal is to create a safe, loving environment where your pet feels comfortable and well cared for while you’re away! 🐾💕

Sitter Profile Image: Joseph Q.
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Joseph Q.
from
$16
per visit
14 years of experience
Downer Woods, Milwaukee, WI, 53211

About: I’ve got a lot of experience with cats—I have two of my own (6 years old and 1 year old), and they’re basically family to me. I’m used to all kinds of personalities, from super playful to more shy or independent. I also grew up with Maltese dogs, so I have experience walking and caring for dogs too. I’ll make sure your pet is fed, comfortable, and cared for, whether that means playtime, attention, or just giving them space. I’ll treat your home with respect and care for your pets like they’re my own. I work full time currently but i am off on the weekends to care for your pets while your away on a weekend getaway. I am available the whole day unless i have something scheduled but ill work with you if thats the case. ill care for your pets as if they were my own and care for your place, ill keep it clean and maintain the litter and cats happy during my time with them.

Sitter Profile Image: Hannah B.
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Hannah B.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
7 years of experience
Shorewood, WI, 53211

About: I am a animal lover and previous pet owner. I have experience caring for cats, dogs, birds, fish, rodents, you name it!. I have worked with many animals and am comfortable grooming, walking, feeding, playing with and caring for your pets. I have been a volunteer and youth leader with Safe Humane Chicago and have participated in many of their programs. I think every pet I’ve met has shown me how to be more patient and kind.I have seen how owners truly care about their pets and his or her safety and that shows me just how much they love them as an important part of their family. If you are interested I would love to hear from you and am available via text or phone call Thanks, -Hannah

Sitter Profile Image: Ana B.
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Ana B.
from
$19
per visit
5.0 out of 5 stars
• 235 reviews
39 repeat clients
11 years of experience
Shorewood, WI, 53211

“Ana was an incredible sitter, very thorough! She helped us out during a very stressful time and even came back to help to make sure that things were in order. I would fully trust Ana watching any of my pets again, and we can't wait to use her in the future. Thank you Ana for being so flexible, understanding, and amazing sitter for our dear cat Spoke!”

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Josh J.
Sitter Profile Image: Brett O.
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Brett O.
from
$14
per visit
10 years of experience
Riverwest, Milwaukee, WI, 53212

About: I grew up spending hours reading bedtime stories to the chicks, hens, cats, horses, dogs (and sometimes a spare turtle or rabbit) on my family’s farm. I’ve been lucky enough to gain experience house-sitting pets in rural areas and the city, all around the world as well as volunteering in shelters and fostering! There’s no pet I’m not excited to hang out with!! As a full timer worker, I’m available for dog walking, house visits or house sitting on available weekends and occasional weeknights depending on my schedule and your needs! I’m experienced with dog training, and very patient and calm to letting animals warm up to me. I’m experienced with walking highly reactive dogs and navigating other pet’s body language.

Sitter Profile Image: Jessica W.
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Jessica W.
from
$20
per visit
5.0 out of 5 stars
• 58 reviews
12 repeat clients
10 years of experience
Lower East Side, Milwaukee, WI, 53202

“Jessica was able to come on short notice and even cleaned up my puppies potty accidents on the carpet while helping to potty train. Thanks for watching my still in training puppy and also for taking the time to correct him and clean up after him. I will defiantly be hiring again!”

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Sherry D.
Sitter Profile Image: Sheila T.
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Sheila T.
from
$22
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Shorewood, WI, 53211

“Shiela was great with our shy girl! Very patient, kind, and communicative! Definitely recommend.”

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Natalie P.
Sitter Profile Image: Richard R.
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Richard R.
from
$17
per visit
12 years of experience
Milwaukee, WI, 53211

About: I have been the primary walker/caretaker for my childhood dog’s entire 12-year life. Her name is Stella and she is a sassy rat terrier, so I have plenty of experience with energetic breeds. I have also occasionally cared for the pets of neighbors and family, including my uncle’s 4 Tibetan mastiffs. I have a very flexible schedule as I am currently studying from home for the Bar. I am a recent college grad with a wide open schedule. I plan on moving to Milwaukee in June, so until then I am seeking gig work while I live with my parents in Lake county I will cherish your pets and shower them with affection when they are under my care. Unfortunately, I cannot host pets in my home as I live with my parents.

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.
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: Kalli V.
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Kalli V.
from
$20
per visit
2 years of experience
Riverwest, Milwaukee, WI, 53212

About: I can make sure your dog is staying active and feeling loved while you are away and that your cat is getting enrichment and playtime. I have been watching family and friend's dogs and cats for a couple years and have never had any problems. I will uphold whatever standards you set for your dog if you do not allow it on the bed or furniture, neither will I. I can take care of your pets on weekdays and weekends. Weekdays I’m happy to go for early morning walks prior to work and an evening walk or exercise before or after work as well I will give them lots of love and attention while following the same rules and training techniques that you set for them in your own home.

Sitter Profile Image: Alhana S.
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Alhana S.
from
$25
per visit
4.8 out of 5 stars
• 8 reviews
5 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

“Alhana was awesome! I would certainly boon with her again ☺️”

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Karlee S.
Sitter Profile Image: Emily Z.
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Emily Z.
from
$29
per visit
5.0 out of 5 stars
• 69 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: Marissa B.
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Marissa B.
from
$20
per visit
5 years of experience
Shorewood, WI, 53211

About: Hi, I'm Marissa! I am an experienced dog owner, as I've had my own pup for near 6 years now. I have a strong background caring for dogs of all ages and energy levels. I grew up helping my grandma, who was a Samoyed breeder, so I've been around dogs my entire life and learned early on how to properly care for them. I've had my Aussie since he was 8 weeks, which has made me very comfortable with high-energy breeds and understand how important exercise, attention, and mental stimulation are. Whether your dog needs a quick drop-in, a walk, or just some extra attention during the day, I'll make sure they're not just checked on, but truly cared for and engaged with. I know how hard it can be to leave your pet, even for a short time. I focus on making sure your dog feels safe & comfortable. I am currently offering evening availability on the weekdays starting at 6:30pm Thursday/Friday, and flexible scheduling on Saturday's/Sunday's for drop-ins & walks. I treat every dog like my own and can't wait to meet you and your pup! I am currently working a full-time job, 8am-5pm. I know this creates limited availability, but I am willing to fit in drop-ins and walks after 6:30pm during the weekdays, and will have flexible availability on the weekend. I take my dog on two 30 minutes walks everyday, on top of playing fetch often, & providing training on basics daily. I practice off-leash in areas where it is allowed. I feed morning and evening for my dog, provide lots of cuddles and affection, and make sure play time is priority. That can be through basic training, scent games, DIY puzzles, and running in the park! As for crate training, I did it for a year but have no moved to allowing my dog to snooze next to my bed every night. This set him up for success and created trust between him and I. I focus on trust with my dog 100% of the time, and understand his needs and wants daily. The bond between your pet is so important so I want to make sure I bring that same energy to your pet!

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

Dog parents share their Rover experiences - Shorewood

1 / 1
5.0 out of 5 stars

Hope is so caring and patient. I was out of town and was nervous about leaving my dog but I felt so reassured knowing my sweet puppy was being cared for by Hope.

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Samantha W.
Drop-In Visits
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
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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.

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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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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 Dog Sitting - Shorewood

Frequently asked questions about Rover

The average cost of Dog Sitting in Shorewood on Rover is $22 per visit as of October 2026. Most bookings cost between $15 and $32 per visit. 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 2,123 sitters on Rover offering Dog Sitting across Shorewood. 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 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 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 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 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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